Author: Jessica.F

Julia, Marc; Chastrette, Francine published an article in 1962, the title of the article was 4-Substituted salicyclic acids.HPLC of Formula: 90326-61-7 And the article contains the following content:

The preparation of 4,3-HO2C(HO)C6H3(CH2)nCO2H (I) (n = 1, 2, 3) is described. m-AcOC6H4Me (600 g.) and 600 cc. powd. AlCl3 heated at 120-65° and steam distilled, and the distillate extracted with Et2O gave 470 g. 4,2-Me(HO)C6H3Ac (II), b0.6 82-4°, n2D4 1.5542; semicarbazone m. 218-20° (EtOH). II (167 g.) in 500 cc. aqueous NaOH heated 6 h. on a steam bath with 140 g. Me2SO4, treated again with 470 g. Me2SO4 and with a sufficient amount aqueous NaOH to maintain alkalinity, and extracted with Et2O yielded 180 g. 4,2-Me(MeO)C6H3Ac (III), b0.6 100-3°, m. 35-6°; semicarbazone m. 194-8°. III (192 g.) and 4.1 l. 1.4N NaOCl, 2.3-2.6N in NaOH, stirred several hrs., treated with aqueous NaHSO3, and acidified with concentrated HCl precipitated 184 g. 4,2-Me(MeO)C6H3CO2H (IV), m. 103-4° (aqueous EtOH). III (48 g.) treated with 900 cc. 1.7N NaOCl, 3.14N in NaOH, yielded 53 g. 3,5,4,2-Cl2Me(MeO)C6-H6CO2H, m. 175-6°. IV (93 g.), 900 cc. absolute MeOH, and 6 g. concentrated H2SO4 refluxed overnight, the mixture concentrated, poured onto ice, and extracted with Et2O gave 75 g. 4,2-Me(MeO)C6H3CO2Me (V), b22 142°, m. 29°, n1D8 1.5230. V (4.5 g.) in 100 cc. AcOH treated dropwise with 4.5 g. Br, the mixture stirred 3 h., kept overnight, diluted with H2O, and extracted with Et2O yielded 5.4 g. Me ester (VI) of 5,4,2-BrMe(MeO)C6H2CO2H (VII), m. 46°. VI saponified gave VII, m. 134-5°. IV (2.2 g.) in 40 cc. CCl4 refluxed and irradiated (W filament) with stirring, treated during 1 h. with 2.2 g. Br, heated 2 h., stirred 12 h., and filtered gave 2.44 g. VII, m. 135° (C6H6). VII (6.2 g.) in 90 cc. 95% EtOH and 30 g. Raney Ni-Al alloy treated dropwise with 300 cc. 10% aqueous NaOH, refluxed 1 h., and filtered, the filtrate added to 250 cc. concentrated HCl, the precipitate extracted with C6H6, and the extract evaporated yielded 3.66 g. IV, m. 102°. N-Bromosuccinimide (2.5 g.), 3.6 g. Bz2O2, 30 g. V, and 75 cc. CCl4 refluxed 3 h., cooled, filtered, and distilled gave 7 g. unchanged V and 26 g. oil, b0.03 122-42°, which, fractionally recrystallized from MeOH and petr. ether, gave 4 g. VI and 8 g. 4,2BrCH2(MeO)C6H3CO2Me (VIII), m. 51°. VIII (4 g.) and 3.2 g. (CH2)6N4 in 30 cc. CHCl3 refluxed I hr. and filtered, the residue refluxed 2 h. with 50 cc. AcOH and 50 cc. H2O, poured into H2O, and extracted with Et2O, and the extract worked up gave 1.5 g. oily 4,3-MeO2C(MeO)C6H3CHO; 2,4-dinitrophenylhydrazone m. 228-30° (C6H6). VIII (4 g.) in 100 cc. EtOH treated dropwise with stirring with 1.1 g. KCN in 50 cc. H2O, kept 4 h. at room temperature, refrigerated 14 h., diluted with saturated aqueous NaCl, and extracted with Et2O gave 1.77 g. 4,3-MeO2C(MeO)C6H3CH2CN, b0.3 149-50° m. 59-60°(EtOH). 4,2-Me(MeO)C6H3CO2H (20 g.) in 300 cc. dry CCl4 refluxed and irradiated as above with stirring, treated with a small amount powd. AlCl3 and a few cc. solution of 2.14 g. Br in 120 cc. CCl4, the mixture then treated dropwise during 17-20 h. with the remainder of the Br solution, kept overnight at room temperature, and several hrs. at 0°, and filtered yielded 15-16 g. 4,3-HO2C(MeO)C6H3CH2Br (IX), m. 124-5° (C6H6). IX (12 g.) stirred 3 h. at 0° with 110 cc. saturated HCl-MeOH, refrigerated overnight, diluted with ice, washed with Et2O, neutralized with solid NaHCO3, and extracted with Et2O gave 10 g. VIII, m. 51°. IX (500 mg.) and 500 mg. NaOAc in 5 cc. AcOH refluxed 2 h., diluted with H2O, and filtered yielded 330 mg. 4,3-HO2C(MeO)C6H3CHOAc, m. 100°. IX (5 g.) neutralized with 2N NaOH, treated gradually with 2 g. KCN, the mixture stirred 2 h. at room temperature, acidified, extracted with CHCl3, and the oily product chromatographed on silica gel yielded 64% 4,3-HO2C(MeO)C6H3CH2CN (X), m. 113-15° (C6H6-ligroine, b. 60-80°). X (1 g.) refluxed 2 h. with 10 cc. aqueous NaOH and 2 cc. EtOH, acidified, and filtered yielded 77% 4,3HO2C(MeO)C6H3CH2-CO2H (XI), m. 137.5-39° (Et2O-petr. ether). XI (1 g.), 2 cc. AcOH, and 2 cc. 48% HBr refluxed 1 h. and cooled gave 0.75 g. I (n = 1), m. 208-10° (H2O). 4,3-NC(O2N)C-6H3Me (XII) (10 g.) treated with Cl during 8.5 h. at 120-30° with irradiation with UV light, cooled, and filtered, and the residue triturated with cold EtOH gave 5 g. crude unreacted XII; the oily residue from the extract refluxed 2 h. with KOAc-AcOH, cooled, poured into H2O, extracted with Et2O, and the oily residue from the extract chromatographed on Al2O3 gave successively 10% oil, 43% unreacted XII, 5% oil, and 20% 4,3-NC(O2N)C6H3CH2OAc (XIII), m. 64-4.5°. XII (7 g.), 0.5 g. Bz2O2, and 45 cc. CCl4 refluxed 67 h. with 8 g. N-bromosuccinimide, filtered, and worked up, and the oily product (1.2 g.) refluxed 2 h. with KOAc-AcOH yielded 32% XIII, m. 64-5°. XII (25 g.) treated at 150° (later at 120-5°) with 3.3 g. Br with UV irradiation during 7 h. and extracted with Et2O, and the oily residue (32.5 g.) from the extract refluxed 2 h. with KOAc-AcOH yielded 25-30% XIII. Similarly were prepared the benzoate analog (XIV), m. 138-9.5° (C6H6), and the p-nitrobenzoate (XV) analog of XIII, m. 168.570° (CHCl3-C6H6). XIII, XIV, and XV treated overnight with an equivalent amount 50% aqueous KOH in 50-100 volume absolute EtOH at 0° yielded 80% 4,3-NC(O2N)C-6H3CH2OH, m. 78.5-80.5° (C6H6ligroine). 3,4-MeO(O2N)C-6H3Me (XVI) (1.8 g.) in 20 cc. CCl4 refluxed 4-5 h. with 4 cc. Br, bubbled with N, cooled, and filtered gave 2.1 g. 6,3,4-Br(MeO)-(O2N)C6H3Me. XVI (5 g.), 5.4 g. N-bromosuccinimide, and 0.3 g. Bz2O2 refluxed overnight in 30 cc. CCl4 (addnl. Bz2O2 was added after 4 h.) gave 58% 3,4-MeO(O2N)C6H3CH2Br (XVII), m. 97-820 (C6H6-ligroine). XVII (230 mg.), 230 mg. KOAc, and 5 cc. AcOH refluxed 1 h. yielded 175 mg. 3,4-MeO(O2N)C6-H3CH2OAc, m. 61-3° (C6-H6petr. ether). XVII (4 g.), 3.5 g. (CH2)-6N4, and 30 cc. CHCl3 refluxed 4 h., cooled, and filtered, and the residue (5.5-6.0 g.) refluxed 2 h. with 45 cc. AcOH and 45 cc. H2O, cooled, poured onto ice, and extracted with Et2O yielded 1.1-1.6 g. yellow 3,4-MeO-(O2N)C6H3CHO, m. 97-9° (EtOH); 2,4-dinitrophenylhydrazone m. 279-80° (EtOAc). X (1.05 g.) in 30 cc. Ac2O hydrogenated over 200 mg. PtO2, centrifuged, and evaporated, and the oily residue refluxed 4 h. with 2 cc. AcOH and 2 cc. 48% HBr and filtered gave 0.7 g. 4,2H2NCH2CH2(HO)C6-H3CO2H.HBr, m. 260° (absolute EtOH-Et2O). Hydrated Na2S (25.7 g.), 10.7 g. sulfur flowers, 23 g. KOH pellets, and 51 cc. H2O heated 15 min. on a water bath, added to 35 g. XVI in 260 cc. 95% EtOH, refluxed 4 h., steam distilled, and the distilled oil stirred several hrs. at 0° and filtered gave 13.6 g. 4,3-H2-N(MeO)C6H3CHO (XVIII), m. 100°; the gummy residue from the filtrate dissolved twice in saturated aqueous NaHSO3 and treated with 5N NaOH gave an addnl. 7.8 g. XVIII. XVIII (12 g.), 60 cc. AcOH, 10 cc. Ac2O, and 6 g. NaOAc refluxed 1.5 h., poured onto ice, saturated with Na2CO3, and filtered gave 15.3 g. 4,3-AcNH(MeO)C6H-3CHO (XIX), m. 142-5°. XIX (18.5 g.) in 23.5 cc. C5H5N, 10 g. CH2(CO-2H)2, and 1 cc. piperidine heated 5 h. on a water bath, cooled, poured onto 300 cc. ice and 30 cc. AcOH, and filtered yielded 75% 4,3-AcNH(MeO)C6H3CH:CHCO2H (XX), m. 213° (decomposition)(EtOH). XX (5.0 g.) in 30 cc. H2O shaken 1 h. with Na-Hg from 1.32 g. Na and 72 g. Hg, filtered, and acidified yielded 4.4 g. 4,3-AcNH(MeO)-C6H3CH2CH2CO-2H (XXI), m. 112° (H2O). XXI (6 g.) and 10 cc. solution of 8.8 g. KOH in 6.3 cc. H2O, diluted with MeOH to 25 cc., heated 1 h. on a water bath, treated with 5.5 cc. H2O, heated again 0.5 h., neutralized with HCl, and filtered gave 4.8 g. 4,3-H2N(MeO)C6H3CH2CH2CO2H (XXII), m. 98-9° (C6H6-ligroine). XXII (5 g.) neutralized with 2.7 g. Na2CO3 in 20 cc. H2O, treated with cooling with 2 g. NaNO2 in 10 cc. H2O, added with stirring and cooling to 10.5 cc. concentrated HCl and 10.5 cc. H2O at 6-8°, poured at 50-60° to a solution of CuCN from 6 g. CuSO4, 7.5 g.. KCN, and 30 cc. H2O, stirred 1 h. at 60-70°, filtered, acidified, and extracted with CHCl-3 yielded 2.9-3.15 g. 4,3-NC(MeO)C6H-3CH2CH2CO2H (XXIII), m. 159-60° (C6H6-ligroine). XXIII (0.5 g.), 1 cc. AcOH, and 1 cc. 48% HBr refluxed overnight and filtered gave 0.27 g. I (n = 2), m. 230° (decomposition) (EtOH). XVI (20 g.), 500 cc. H2O, and 45 g. KMnO4 refluxed until decolorized, treated during 6 h. at 0.5-h. intervals with 5-g. portions KMnO4, filtered hot, concentrated to 250 cc., and acidified with concentrated HCl gave 20-2 g. 3,4-MeO(O2N)C6H3CO2H (XXIV), m. 230.5°. XXIV (25 g.) and 50 cc. SOCl2 refluxed 4 h. and distilled yielded 22 g. 3,4-MeO(O2N)C6H3COCl (XXV), b1 150-60°, m. 50-5°. Mg (5.85 g.), 37 cc. absolute EtOH, and 1 cc. dry CCl4 treated with stirring with 37 cc. dry PhCl and then during 4 h. with coolingwith 26.4 cc. CH2(CO2Et)-2 and 18 cc. PhCl in 80 cc. absolute EtOH below 65°, heated slowly to 85°, kept about 2 h. at 85°, cooled to 25°, treated slowly with 32 g. XXV in 93 cc. PhCl with stirring below 35°, stirred 0.5 h. at 35°, and treated with cooling with 9.3 cc. H2SO4 > in 65 cc. H2O, the organic phase decanted, dried, and evaporated, and the residue refluxed 6 h. with 5 cc. AcOH, 6.5 cc. H2SO4, and 35 cc. H2O, cooled, and poured onto ice gave 19.5 g. 3,4-MeO(O2N)C6H3Ac (XXVI), m. 72-3° (ligroine); 15% unreacted XXV was recovered. XXVI (2 g.) in 5 cc. AcOH treated slowly with 1.64 g. Br in 5 cc. AcOH, diluted wi h H2O, and filtered yielded 2.5 g. 3,4-MeO(O2N)C6H3COCH2Br (XXVII), m. 90-1.5° (EtOH). NaH (250 mg.) and 3.1 cc. CH2(CO2Et)2 in 25 cc. HCONMe2 stirred until H evolution ceased, stirred an addnl. 0.5 h., treated with 2.74 g. XXVII in 30 cc. HCONM 2, stirred 23 h. at room temperature, evaporated in vacuo, and the residual oil triturated with a little Et2O gave 1.3 g. 3,4-MeO(O2N)C6H-3COCH2CH(CO2Et)2, m. 78-80° (EtOH), which upon acid or alk. hydrolysis gave only gummy products. EtO2CCHAcCH CO2Et (XXVIII)(15.5 g.) and 1.65 g. powd. Na in 105 cc. C6H6 refluxed 2 h., treated slowly with 15 g. 3,4-MeO(O2N)C6H3C ,Cl in 45 cc. C6H6, heated 1 h. on a water bath, kept 24 h., filtered, evaporated, the residue dissolved in 100 cc. Et2O, filtered, worked up, and the viscous oily product heated with occasional shaking on a water bath with 110 cc. 70 % H2SO4, cooled, filtered, and poured into ice gave 5.8 g. 3,4-MeO(O2N)C6H3CO-CH2CH-2CO2H (XXIX), m. 137-8.5° (H2O). XXVIII treated in the usual manner with 1 g. 3,4-MeO(O2N)C6H3COCl yielded 34% 3,4-MeO(O2N)C6H3COCAc(CO-2Me)CH2CO2Me, m. 99-100.5° (Et2O-petr. ether). XXIX (32.4 g.) in 145 cc. 2N NH4OH added at room temperature to 208 g. FeSO-4.5H2O in 340 cc. H2O, basified with 10% NH4OH, boiled a few min., filtered, concentrated to about 800 cc., adjusted with concentrated HCl to pH 6, and filtered gave 23 g. 4,3-H2N(MeO)C6-H3COCH2CH2CO2H (XXX), m. 152-3° (H2O). XXX (22.5 g.) and 10.3 g. Na2CO3 in 60 cc. H2O treated with stirring and cooling with 7.9 g. NaNO2 in 70 cc. H2O and then slowly with cold 52 cc. concentrated HCl and 52 cc. H2O below 4° added to CuCN solution from 23.4 g. CuSO4 and 29.3 g. KCN in 175 cc. H2O, heated 1 h. at 70° cooled, and acidified yielded 14.4 g. 4,3-NC(MeO)C6-H3COCH2CH2CO2H (XXXI), m. 153-4° (CHCl3). XXXI (14 g.), 104 cc. 10% aqueous NaOH, and 28 cc. 95% EtOH refluxed 2.5 h. under N, cooled, acidified with concentrated HCl, and extracted with CHCl3 yielded 10.6 g. 4,3-HO2C-(MeO)C6H3COCH2CH2CO2H (XXXII), m. 158-9.5° (CHCl3-ligroine). XXXII (10.6 g.), 60 cc.(HOCH2CH2)-2O, 8 g. KOH pellets, and 10 cc. 95% N2H4.H2O refluxed 2 h., distilled to 145-50° pot temperature, refluxed 5 h., cooled, acidified with concentrated HCl, extracted with CHCl3, and the crude oily product (6.7 g.) chromatographed on silica gel yielded 2.38 g. 4,3-HO2C(MeO)C-6H3(CH2)3CO2H (XXXIII), m. 110-12° (C6H6-ligroine). XXXIII (2.5 g.) heated 1 h. on a water bath with 5 cc. AcOH and 5 cc. 48% HBr yielded 1.1g. I(n = 3), m.205-° (H2O). XXXI (200 mg.), 0.4 cc. AcOH, and 0.4 cc. 48% HBr refluxed overnight gave 15 mg. 4,3-HO2C(HO)C6H3COCH2CH-2CO2H, m. 211-14° (H2O). The experimental process involved the reaction of 5-Bromo-2-methoxy-4-methylbenzoic acid(cas: 90326-61-7).HPLC of Formula: 90326-61-7

5-Bromo-2-methoxy-4-methylbenzoic acid(cas:90326-61-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. HPLC of Formula: 90326-61-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kolsaker, Per; Bailey, Philip S.; Dobinson, Frank; Kumar, Baldev published an article in 1964, the title of the article was Ozonation of 9,10-dihaloanthracenes.Product Details of 41819-13-0 And the article contains the following content:

Ozonation of 9,10-dibromoanthracene gave anthraquinone, 1,4-dibromo-2,3-naphthalenedicarboxylic acid, and 3,6-dibromo-1,2,4,5-benzenetetracarboxylic acid (dibromopyromellitic acid). Approx. 2 moles mol. oxygen was evolved per mole of anthraquinone produced when 2 equivalents or less of ozone was used. Bromine was also a product and reacted with ozone when more than 2 equivalents was employed. There is a definite, though not so great as originally reported, solvent effect involving the competition between atom and bond attack of ozone. Similar results were obtained with 9,10-dichloroanthracene, except that there was little, if any, solvent effect. Mechanisms are discussed. The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Product Details of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Product Details of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Philippi, Ernst; Seka, Reinhard; Robinson, Lilly published an article in 1922, the title of the article was Mellitic acid, pyromellitic acid and their formation upon the oxidation of coal. IV. Synthesis of substituted pyromellitic acids.Product Details of 41819-13-0 And the article contains the following content:

Nitration of 1,4,2,5-C6H2Me2Et2 gave a poor yield of 1,4-dinitro-2,5-dimethyl-3,6-diethyl- benzene, yellow, m. 100°. Nitration of 1,4,2,5-C6H2Me2EtAc with 5 parts HNO3 and subsequent oxidation at 160-70° gave a mononitro derivative of B, while if 10-12 parts HNO3 are used, a dinitro derivative is formed, yellow powder, m. 190-200° decomposition 1,4-Dibromo-2,5-dimethyl-3,6-diethylbenzene is obtained by dissolving C6H2Me2Et2 in ligroin and adding HNO3 and then S2Br2, needles, m. 81-2°. On oxidation with HNO3 at 140-60° in a sealed tube, 1,4-dibromo-2,5-dimethylbenzene-3,6-diacetic acid is formed, needles, decomposition about 180°; there also results 1,4-dibromo-2,5-dimethylbenzene-3,6 diketocarboxylic acid, needles, m. 232°; and dibromopyromellitic acid, decompose 230°. The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Product Details of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Product Details of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

von Walther, R. F.; Zipper, W. published an article in 1915, the title of the article was p-Chloro- and p-bromo-m-cresols. I.Recommanded Product: 39503-58-7 And the article contains the following content:

Halogenated cresols have powerful antiseptic properties; p-chloro-m-cresol surpasses all other analogous phenol derivatives in this respect and therefore derivatives of this substance are of special interest. While the chlorination of o- and p-cresol with the formation of monosubstitution products proceeds with comparative case (cf. Ber. 16, 1598), m-cresol shows a great tendency to take up 2 atoms of Cl and it is only by protecting the OH group or observing special precautions as to temperature and dilution that the formation of dichloro-m-cresol can be avoided. By chlorinating m-HOC6H4Me (a) in glacial or 90% AcOH both at room temperature and at 100°, the following compounds were isolated by W. and Z.: 2,4,6-trichloro-m-cresol (b), 1-methyl-2,4,5-trichloroquinone dichloride (c), 1-chloromethyl-2,4,5-trichloroquinone dichloride (d), and 2,4,5-trichlorotoluquinone (e). (b) seps. in prisms when (a) in glacial AcOH is saturated cold with Cl; faintly yellow needles in clusters, m. 45° (cf. C. A. 6, 354; 7, 2546). When the filtrate from (b) is again saturated with Cl and allowed to stand, (d) seps.; prisms from alc., m. 117°. (e) is obtained when (a) is saturated at 100° with Cl. Some (d) seps. on cooling, which is filtered off, the solution again saturated with Cl, cooled, and diluted with H2O, when an oil seps. which deposits (e), yellow leaves from alc., m. 238° (decomposition). This m. p. is somewhat higher than that ascribed by previous investigators (cf. Ann. 168, 268; 172, 210; 237, 145) and lower than that of Michaelis (Ann. 293, 275). When (a) in the least quantity of 90% AcOH is saturated with Cl at 100°, a yellow oil and a crystalline solid sep. on cooling. The latter consists of (c), (d) and (e), which may be separated by crystallization from alc. 4,6-Dichloro-3-cresol (f), probably the dichloro-m-cresol obtained by Claus and Schweitzer (Ber. 19, 927) on chlorinating (a) hot and considered to be the 2,4-Cl2 compound, was obtained by W. and Z. from 6-chloro-3-cresol (p-chloro-m-cresol) (g), when treated in warm aqueous Na2CO3 with the calculated quantity of Cl and allowed to stand. The yellow oil which seps. on dilution with H2O is probably a mixture of mono-, di- and trichloro-m-cresols; on long standing (f) crystallines from this mixture, needles from Et2O, m. 45-6; FeCl3 gives no phenol reaction. Contrary to the finding of C. and S., neither this product nor any other dichloro-m-cresol was ever obtained by W. and Z. by the direct chlorination of (a) in AcOH. 6-Bromo-3-cresol (h) is obtained smoothly in 83% yield when (a) in CCl4 is treated slowly with the calculated amount of Br at -5° to -10°; needles from H2O or ligroin, volatile with steam, m. 62°; 100 cc. H2O dissolves 0.1713 g. at 19°. Benzoyl derivative, from BzCl in C5H5N, needles from alc., m. 83-83.5°. 6-Chloro-4-bromo-3-cresol (i) is obtained in needles when (g) in CCl4 is treated with Br in CCl4 in portions and the solvent evaporated; needles from petr. ether, m. 70-70.5°. When (g) in glacial AcOH is treated with Br until the red color persists, a brownish red oil seps., from which 6-chloro-2,4-dibromo-3-cresol (j) is extracted by 50% AcOH; needles from petr. ether, m. 70°-70.5°, b17 177°; yield, 67%. 6-Chloro-3-hydroxy-4-toluic acid (p-chloro-m-cresotinic acid) (k), previously prepared by Gattermann (Ber. 26, 1851), is obtained in 95% yield when dry Na (g) is heated at 160-75° with an excess of CO2 at high pressure for 6 hrs. The brown product is dissolved in NaOH, largely diluted, decolorized hot with SnCl2, filtered and precipitated by HCl; leaves from CHCl3, needles from alc., m. 206-7°; it is volatile with steam and sublimes readily; 100 cc. H2O dissolves 0.0120 g. at 12°. (The Na salt of (g) is much more readily decomposed than PhONa; in the presence of a trace of H2O, it chars as low as 180°.) (k) is also formed in almost quant. yield by the action of Cl (calculated amount) on m-cresotinic acid (l) in glacial AcOH. (c), (d) and (e) are also formed in small quantities, but there was no tendency to form polyhalogenated cresotinic acids when AcOH, CCl4, CHCl3, C6H6 or Me2CO were used as solvents. Alc., AcOEt, Et2O, ligroin and CS2 are not suitable mediums; H2O leads to the formation of (e). Sodium salt of (k), seps. in leaves from 96% alc.; potassium salt, needles from H2O; lithium salt, clusters of needles from alc.; ammonium salt, needles from alc.; neutral calcium and neutral barium salts, leaves from H2O; silver salt, fine needles; lead, mercury and aluminium salts, all very difficultly soluble; magnesium salt, leaves from H2O; manganese salt, bright violet needles from H2O; basic copper salt, green leaves, insoluble in H2O; bismuth salt, very difficultly soluble With FeCl3 (k) gives a violet coloration; when the chloride is in excess a brownish red precipitate seps. Hexamethylenetetramine p-chloro-m-cresotinate, (CH2)6 N4.C8H7O3Cl, prisms from alc., m. 170° (decomposition) and gives a weak blue fluorescence in aqueous NaOH; antipyrine salt, C8H7O3Cl.C11H12ON2, needles from H2O, m. 128°; quinine salt, C8H7O3Cl.C20H24O2N2, an oil from H2O, crystallizing in indefinite form; cinchonine salt, C8H7O3Cl.C19H22ON2, indefinite crystals from H2O. Methyl ester of (k), (m), leaves from MeOH, m. 55°; ethyl ester (n), faintly yellow leaves from 96% alc., m. 52-3°; propyl ester (o), prisms, m. 21°, b18 168-70°. Methyl 2-methoxy-4-methyl-5-chlorobenzoate (p), from the Na salt of (m) with EtI or from the Na salt of the (l) with Me2SO4 in NaOH solution, faintly yellow needles from MeOH, m. 53-4°, b14 160°. Methyl 2-ethoxy-4-methyl-5-chlorobenzoate b11 170°; precipitated from MeOH by H2O in faintly yellow needles, m. 54°. Methyl 2-propyloxy-4-methyl-5-chlorobenzoate, b24 188°. Methyl 2-isopropyloxy-4-methyl-5-chlorobenzoate, a highly refractive oil, b19 173°. Methyl 2-butyloxy-4-methyl-5-chlorobenzoate, faintly yellow refractive oil, b20 194°. Methyl 2-isobutyloxy-4-methyl-5-chlorobenzoate (q), refractive oil, crystallizing in prisms, b14 187°. Methyl 2-isoamyloxy-4-methyl-5-chlorobenzoate, faintly yellow refractive oil, b18 197°. 2-Methoxy-4-methyl-5-chlorobenzoic acid, obtained by saponification of (p), prisms from alc., m. 130°; sodium salt, needles; the salts of the alkali metals and the ammonium salt are soluble; calcium, barium, lead, silver, the yellow ferric and the blue copper salts are all difficultly soluble 2-Ethoxy-4-methyl-5-chlorobenzoic acid (r), needles from H2O, m. 143°, 2-propyloxy-4-methyl-5-chlorobenzoic acid, broad prisms from CCl4, m. 112° (sodium salt, needles), 2-isopropyloxy-4-methyl-5-chlorobenzoic acid, long prisms from ligroin, m. 121°, 2-butyloxy-4-methyl-5-chlorobenzoic acid, needles from ligroin, m. 96.5°, and 2-isoamyloxy-4-methyl-5-chlorobenzoic acid, leaves from ligroin, m. 94°, are all obtained by saponification of the corresponding esters. Saponification of (q) with alc. NaOH gave a mixture of 2-isobutyloxy-4-methyl-5-chlorobenzoic acid and (r), m. 117°, which could not be separated 3-Methyl-4-chlorophenyl salicylate, C6H4(OH)CO2C6H3MeCl, is formed when o-HOC6H4CO2H is heated at 135-40° with (g) in the presence of POCl3; fine needles from alc., m. 74°. 3-Methyl-4-chlorophenyl p-chloro-m-cresotinate, from (k), (g), and POCl3 at 140°, small needles from MeOH, m. 142°. Phenyl p-chloro-m-cresotinate (s), needles from MeOH, m. 88°. β-Naphthyl p-chloro-m-cresotinate, prisms from Me2CO, m. 137.5°. Saponification of these new “salols” shows a behavior similar to C6H4(OH)CO2Ph; their therapeutic application is thus possible. Acetyl-p-chloro-m-cresotinic acid, clusters of needles from CCl4, m. 146°. 5-Chloro-4-methyl-2-hydroxybenzoyl chloride (t) is easily obtained on heating (k) with SOCl2 at 80°; long needles from petr. ether, m. 48°; it cannot be distilled without decomposition Treated with PhOH, (t) gives (s). The amide of (k), leaves from alc., is formed when (t) is treated in Et2O with dry NH3; anilide, leaves from alc., m. 222°; p-phenetidide, from (t) and p-NH2C6H4OEt, leaves from 96% alc., m. 215°. 6-Bromo-3-hydroxy-4-toluic acid (p-bromo-m-cresotinic acid) (u) is obtained in theoretical yield when 106 g. Br in 300 g. CCl4 is slowly dropped into 100 g. (l) in 1 kg. CCl4 and let stand 24 hrs.; prisms from 96% alc., which give a bluish violet coloration with FeCl3 and m. 221° (not 211°, as Gattermann, Ber. 26, 1851, gave it); ammonium salt, needles from H2O; the alkali, cobalt and magnesium salts are all easily soluble while the barium, silver, mercury, lead, gold, bright yellow platinum, brownish violet ferric and yellowish green copper salts are all difficultly soluble Both (k) and (u) are more powerful antiseptics than o-HOC6H4CO2H. Methyl 2-methoxy-4-methyl-5-bromobenzoate, formed when (u) is treated with Me2SO4 and MeONa, seps. from dilute MeOH in leaves, in 45-6°; the yield is small as the chief product is methyl 2-hydroxy-4-methyl-5-bromobenzoate, needles from MeOH, m. 48°. Acetyl-p-bromo-m-cresolinic acid seps. in leaves from CHCl3, m. 155°. When (g) in 80% AcOH is treated cold with dilute HNO3, a yellow substance seps. from which 6-chloro-4-nitro-3-cresol (v) is obtained on crystallization from alc. in yellow leaves, m. 133.5°; ammonium salt, orange yellow leaves from H2O, m. 146° (decomposition); sodium salt, red needles; potassium and barium salts, red leaves; calcium salt, orange-red needles; mercury salt, brownish yellow leaves; copper salt, bright green leaves; lead salt, brick red; ferric salt, yellowish to dark brown, featherlike crystals; aluminium salt, yellow featherlike crystals; chromium salt, bright green; silver, gold, and platinum salts, yellow leaves; aniline salt, yellow leaves from alc., m. 134°; p-toluidine salt, bright yellow leaves, m. 133°; o-toluidine salt, yellow leaves, m. 132°. On evaporating the alc. mother liquors from (v), 6-chloro-2,4-dinitro-3-cresol (w) seps.; yellow leaves from ligroin, m. 69°. If heat is applied during the nitration of (g), (w) is the only product of the reaction. Ammonium salt, orange needles, m. 190-224° (decomposition); sodium salt, orange; potassium salt, orange needles; calcium salt, golden yellow scales; barium salt, microscopic orange needles; mercury salt, reddish brown needles; copper and lead salts, brown needles; ferric and aluminium salts, brown leaves; chromium salt, leaves; silver, gold and platinum salts, yellow needles; aniline, p-toluidine and o-toluidine salts, orange needles, m. 136°, 145° and 78°, resp. Reduced with H2SO3 in boiling H2O, (v) is converted into 6-chloro-4-amino-3-cresol, which seps. on cooling in leaves, m. 143°; yield, 80%. The experimental process involved the reaction of Methyl 5-bromo-2-methoxy-4-methylbenzoate(cas: 39503-58-7).Recommanded Product: 39503-58-7

Methyl 5-bromo-2-methoxy-4-methylbenzoate(cas:39503-58-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Recommanded Product: 39503-58-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Marzin, Adolf published an article in 1933, the title of the article was 2,5-Dibromotoluic acid.Computed Properties of 90326-61-7 And the article contains the following content:

2,5,4-Br2MeC6H2CO2H, m. 195°, NaOH and MeOH, refluxed 8 days, give 45-50% of 5-bromo-2-methoxy-p-toluic acid (I), m. 130-3°; with HI there is a quant. yield of 5-bromo-4-methylsalicylic acid, m. 205-8°. Oxidation of I with alk. KMnO4 gives 5-bromo-2-methoxyterephthalic acid, m. 265-8°; HI gives the 2-HO derivative, pale yellow, which gives a deep blue-red color with FeCl3. 2,5-Dibromoterephthalic acid and AcONa give about 90% of the 2,5-di-HO derivative, m. above 300°. The experimental process involved the reaction of 5-Bromo-2-methoxy-4-methylbenzoic acid(cas: 90326-61-7).Computed Properties of 90326-61-7

5-Bromo-2-methoxy-4-methylbenzoic acid(cas:90326-61-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Computed Properties of 90326-61-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Fischer, H.; Ernst, Paul published an article in 1926, the title of the article was Halogen-substituted pyrroles. IV. New preparation of pyrrole-α-aldehydes and stable tripyrrylmethanes.Formula: C7H8BrNO And the article contains the following content:

2,4-Dimethyl-5-carbethoxypyrrole and Br in CCl4 give nearly quant. the 3-Br derivative (IV), m. 150°, which, on further bromination, gives 85% of 2-bromomethyl-3-bromo-4-methyl-5-carbethoxypyrrole (V), decomposing 165-7°. The free acid (VI) from IV treated with 3 mols. Br in a little CCl4 gives [2,4-dimethyl-3-bromopyrryl][2,4-dibromo-3-methylpyrryl]methene, dark red, m. 192°. VI (5 g.), through the Gattermann aldehyde synthesis, gives 1 g. 2,4-dimethyl-3-bromo-5-formylpyrrole (VII), m. 166-7° (decomposition) (phenylhydrazone, decomposes 99-100°; semicarbazone, m. 223-4° (decomposition)). VII, warmed with EtOH-HCl, gives bis-[2,4-dimethyl-3-bromopyrrole-5]-methene, decomposes 187°. All attempts to prepare the corresponding alc. from V by heating with H2O failed. With AcOK there results quant. 2-acetoxymethyl-3-bromo-4-methyl-5-carbethoxypyrrole, m. 107-9°; the Ehrlich reaction is negative. The corresponding 2-chloroacetoxymethyl derivative, m. 150-3°, decomposes 172°; the 2-formoxymethyl derivative, m. 146-8° (decomposition). 2-Anilinomethyl derivative, m. 128-9° (50-60% yield); dehydration with KMnO4 in Me2CO-H2O gives 70% of the Schiff base, C15H15O2N2Br, m. 127-8°, which is catalytically reduced to the anilide and adds HCl, giving the compound C15H16O2N2BrCl, decomposes 216°. In boiling H2O containing the calculated amount of HCl, the base gives 70% of 2-carbethoxy-3-methyl-4-bromo-5-formylpyrrole (VIII), m. 134-6° (phenylhydrazone, m. 144°; oxime, m. 155-6°; semicarbazone, decomposes 260°). The free acid has no characteristic decomposition point, gives a positive Ehrlich reaction in the hot and on boiling with concentrated HCl gives a violet-red color. The Schiff base, C13H20O4N2, m. 82°, from 2-anilinomethyl-4-methyl-3,5-dicarbethoxypyrrole, gives 2-formyl-4-methyl-3,5-dicarbethoxypyrrole (IX), m. 124°; 1 l. boiling H2O dissolves 0.65 g.; it reduces NH4OH-AgNO3 but not Fehling solution; 1 g. in EtONa (1 g. Na and 10 cc. EtOH) gives 2-formyl-3-carbethoxy-4-methyl-5-pyrrolecarboxylic acid, decomposing 195°; 1 l. boiling H2O dissolves 6.5 g. Excess alkali gives 2-formyl-4-methylpyrrole-3,5-dicarboxylic acid, does not decompose at 250°. 2-Anilinomethyl-3-carbethoxy-4-methyl-5-pyrrolecarboxylic acid, decomposes 186°; dry distillation gives a non-crystalline oil, giving positive PhNH2 and Ehrlich aldehyde reactions. 2-Anilinomethyl-3-bromo-4-methyl-5-pyrrolecarboxylic acid, decomposes 197°. IX and 2,4-dimethyl-3-carbethoxypyrrole give [bis-(2,4-dimethyl-3-carbethoxy)]-3,5-dicarbethoxy-4-methylpyrryl-2-methane, m. 179°. The corresponding 3-Ac derivative, m. 254-5° the 5-carbethoxy derivative, m. 109-200°. VIII gives [bis-(2,4-dimethyl-3-carbethoxy)]-3-bromo-4-methyl-5-carbethoxypyrryl-2-methane, m. 227-8°. They readily take up EtOH of crystallization and are best crystallized from H2O. The AcOH solution gives a deep red color with K2Cr2O7 but does not show an absorption spectrum. Ehrlich’s reagent in the hot gives a positive reaction but is accompanied by a hydrolysis; they are stable towards concentrated HCl. Catalytic reduction of IX gives 2-hydroxymethyl-3,5-dicarbethoxy-4-methylpyrrole, m. 116°; Ac derivative, m. 113°; CrO3 oxidizes it to IX. HBr gives the 2-bromomethyl derivative, m. 156°. Upon heating, HCHO is slowly evolved with the formation of II’. Heating with pyrroles gives the corresponding methanes. 2,4-Dimethyl-3-ethyl-5-carbethoxypyrrole and Br in AcOH at 35-40° give about 75% of the 2-bromomethyl derivative, m. 132-4° (decomposition); 2-anilinomethyl derivative, m. 144-5° (40-50% yield); the Schiff base, C17H20O2N2, yellow, m. 133°; the HCl addition product, light yellow, m. 196° (decomposition); with aqueous AcONa there results a compound, m. 119-20°; boiling with a large amount of H2O gives 90% of 2-formyl-3-ethyl-4-methyl-5-carbethoxypyrrole, m. 90°; 500 g. hot H2O dissolves about 0.2 g.; oxime, m. 150°. With 2 mols. 2,4-dimethyl-3-carbethoxypyrrole in EtOH-HCl there results the HCl salt of the methene. The experimental process involved the reaction of 4-Bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde(cas: 89909-51-3).Formula: C7H8BrNO

4-Bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde(cas:89909-51-3) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Formula: C7H8BrNO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hopff, H.; Doswald, P.; Manukian, B. K. published an article in 1961, the title of the article was Pyromellitic and cumidic acid derivatives.Related Products of 41819-13-0 And the article contains the following content:

1,2,4,5,3,6-Cl2(ClCH2)2C6Me2 (4.1 g.) in 140 cc. CCl4 treated 2 hrs. at 60-70° with stirring with a moderate stream of Cl while being irradiated with a 750-w. lamp, treated an addnl. 0.5 hr. with Cl without heating, and evaporated yielded 2.2 g. 1,4-Cl2C6(CH2Cl)4 (I), m. 221-2° (C6H6). p-Me4C6Br2 (II) (5 g.) in 50 cc. CCl4 treated dropwise during 0.5 hr. with 11 g. Br in 10 cc. CCl4, irradiated towards the end of the Br addition with a 750-w. lamp until decolorized, cooled, and filtered yielded 9.5 g. 1,4-Br2C6(CH2Br)4 (III), m. 262-3° (CHCl3). I (1 g.) in 45 cc. absolute MeOH refluxed 62 hrs. with 0.58 g. Na in 45 cc. absolute MeOH, concentrated to half-volume, poured onto ice, diluted with 200 cc. H2O, and filtered yielded 0.65 g. 1,4-Cl2C6(CH2OMe)4, m. 103-4° (MeOH). III (1.29 g.), 0.55 g. Na, and 100 cc. absolute MeOH refluxed 62 hrs. gave similarly 0.66 g. 1,4-Br2C6(CH2OMe)4, m. 113-14° (MeOH). I (1 g.) and 2.3 g. KOAc in 150 cc. AcOH refluxed 62 hrs., concentrated to half-volume, and poured onto ice gave 1.2 g. 1,4-Cl2C6(CH2OAc)4, m. 192-3° (Me2CO). II (6.1 g.), 5 g. KOAc, and 150 cc. AcOH refluxed 27 hrs. yielded 4.1 g. 1,4-Br2C6(CH2OAc)4, m. 205-6° (C6H6-Me2CO). I (1 g.), 75 cc. 65% HNO3, and 100 mg. Ag vanadate refluxed 22 hrs., concentrated, treated in 75 cc. 65% HNO3 30 hrs. with a stream of air, and evaporated, the residue treated with hot 2N NaHCO3, boiled with C, filtered hot, cooled, acidified with concentrated HCl, and extracted with Et2O, the extract worked up and concentrated, and the residue treated 2 hrs. at room temperature with CH2N2-Et2O gave 412 mg. 1,4-Cl2C6(CO2Me)4, m. 176-7° (Me2CO). II (6.5 g.) and 125 cc. 25% HNO3 heated during 6 hrs. to 175°, kept 3 hrs. at 175°, cooled, filtered, concentrated to 1/3 volume, and cooled again gave 5.9 g. 1,4-Br2C6(CO2H)4 (IV), m. from about 245° (decomposition) (H2O). IV in MeOH-Et2O with CH2N2-Et2O gave the tetra-Me ester (V) of IV, m. 190-1° (MeOH). IV sublimed at about 200° in vacuo gave the dianhydride, lemon-yellow, m. 270-5° (decomposition). II (1 g.) refluxed 12 hrs. with 200 mg. Na vanadate and 50 cc. 65% HNO3, evaporated, treated 12 hrs. with 50 cc. 65% HNO3, processed in the usual manner, and the product treated with CHN2 gave 430 mg. V, m. 191°. Dinitrodurene (20 g.) in 500 cc. hot EtOH treated at 70° with 70 g. Na2S and 9 g. S in 200 cc. H2O, stirred 6 hrs. at about 75°, kept at room temperature overnight, concentrated, diluted with H2O, cooled, and filtered, the residue triturated with hot dilute HCl, filtered, and basified with warm NH4OH gave 15.9 g. 1-nitro-4-aminodurene (VI), m. 161° (CH2Cl2-MeOH). VI (5.82 g.) in 20 cc. 100% HF treated with 2.07 g. NaNO2 in portions, warmed to room temperature, concentrated, diluted with 10 cc. H20, and filtered gave 4.35 g. 4-nitrofluorodurene (VII), m. 96-7° (EtOH and sublimed). Diaminodurene (1 g.) in 10 cc. 100% HF diazotized with 0.91 g. NaNO2 gave 0.86 g. duroquinone, m. 112-13° (MeOH). VII (4.4 g.) and 75 cc. 25% HNO3 heated 2 hrs. at 180° and 5 hrs. at 180-99° in an autoclave, cooled, vented, basified, and filtered, the filtrate concentrated to 1/3 volume, acidified with concentrated HCl, and evaporated, the residue extracted with Et,O, and the extract worked up gave a product which treated with CH2N2-Et2O yielded a methyl-1-nitro-4-fluorobenzenetricarboxylic acid tri-Me ester, m. 93° (MeOH). The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Related Products of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dobinson, Frank; Bailey, Philip published an article in 1960, the title of the article was Effect of solvents on the initial ozone attack on polycyclic aromatic compounds.Related Products of 41819-13-0 And the article contains the following content:

cf. CA 51, 11305c. Ozonization of 9,10-dibromoanthracene (I) in MeOH-CH2Cl2 followed by an oxidative work-up with H2O2 yielded 79-80% anthraquinone (II), with absorption of 2 mole equivalents of O3 and release of some mol. Br. Ozonolysis of I in CH2Cl2 followed by the same procedure gave only 18-22% I and 75-82% 3,6-dibromobenzene-1,2,4,5-tetracarboxylic acid, m. above 300° (CA 16, 3642), converted by catalytic dehalogenation to authentic pyromellitic acid. The major attack on CH2Cl2 appeared to involve essentially a 4-center ozone attack, producing a 5-membered ring intermediate. After the primary attack at the 1,2-bond the reaction continued at the 3,4-,5,6-, and 7,8-bonds. The presence of the 9,10-dibromo groups inhibited a 4-center attack on the middle ring. In the presence of MeOH the ozone mol. was polarized by the solvent and made an ionic attack at the reactive 9-position leading to formation of an intermediate sigma complex, finally giving I. The competition between ionic and 4-center attack of ozone appeared to be quite general and had potential utility in organic synthesis. The experimental process involved the reaction of 3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas: 41819-13-0).Related Products of 41819-13-0

3,6-Dibromobenzene-1,2,4,5-tetracarboxylic acid(cas:41819-13-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Related Products of 41819-13-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On April 30, 2020, Kim, Jong Seung; Sharma, Amit; Lee, Min Goo; Won, Miae; Lee, Jin Yong; Chi, Sung-Gil; Sessler, Jonathan L. published a patent.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide The title of the patent was Anticancer prodrug for overcoming drug resistance. And the patent contained the following:

Disclosed is an anticancer prodrug that disturbs energy metabolism in cancer cells to overcome drug resistance. The anticancer prodrug has a structure including a pyruvate dehydrogenase kinase (PDK) inhibitor moiety, a mitochondrial targeting group, and an anthracycline moiety reversibly connected to the PDK inhibitor moiety and the targeting group. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to anticancer prodrug drug resistance pyruvate dehydrogenase kinase inhibitor, Pharmaceuticals: Pharmaceutics and other aspects.Quality Control of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

On December 7, 2006, Ju-Nam, Yon; Bricklebank, Neil; Allen, David W.; Gardiner, Philip H. E.; Light, Mark E.; Hursthouse, Michael B. published an article.Safety of (6-Bromohexyl)triphenylphosphonium bromide The title of the article was Phosphonioalkylthiosulfate zwitterions-new masked thiol ligands for the formation of cationic functionalised gold nanoparticles. And the article contained the following:

The authors report the synthesis and structural characterization of a new family of stable phosphonioalkylthiosulfate zwitterions, R3P+(CH2)nS2O3- (R = Ph or Bu, n = 3,4,6, 8 or 10) which behave as cationic masked thiolate ligands with applications in the functionalization of gold nanoparticles, having potential as new diagnostic biorecognition systems. The ligands were prepared by treatment of ω-bromoalkylphosphonium salts with sodium thiosulfate. The crystal and mol. structures of the zwitterions (R = Ph, n = 3) and (R = Bu, n = 3) were determined A series of phosphonioalkanethiolate-capped gold nanoparticles dispersed in water was prepared by borohydride reduction of potassium tetrachloroaurate in the presence of the zwitterions in a dichloromethane-water system. UV-visible spectroscopy and scanning transmission electron-microscopy indicated that capped nanoparticles of ∼5 nm diameter were present. The experimental process involved the reaction of (6-Bromohexyl)triphenylphosphonium bromide(cas: 83152-22-1).Safety of (6-Bromohexyl)triphenylphosphonium bromide

The Article related to phosphonioalkylthiosulfate zwitterion masked thiol ligand cationic functionalized gold nanoparticle, Biochemical Methods: Apparatus and other aspects.Safety of (6-Bromohexyl)triphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary