Tag: M.W=150-200

Cruickshank, Ewan published the artcileChalcogen bonding and liquid crystallinity: Understanding the anomalous behaviour of the 4′-(alkylthio)[1,1′-biphenyl]-4-carbonitriles (nSCB), Synthetic Route of 111-83-1, the publication is Journal of Molecular Liquids (2022), 117094, database is CAplus.

The synthesis and characterization of the first eleven members of the 4′-(alkylthio)[1,1′-biphenyl]-4-carbonitriles, I [n = 1, 2, 3, etc.] was reported. All eleven members I showed monotropic liquid crystal behavior. The first six members were exclusively nematogenic, the seventh member showed nematic and smectic A phases and the higher homologues only smectic A behavior. A comparison of their transitional behavior with that of the corresponding alkyl and alkyloxy-cyanobiphenyls revealed a new pattern of behavior. Specifically, the nematic-isotropic transition temperatures showed a large decrease on passing from the methylthio to ethylthio homologues. This unexpected behavior was interpreted in terms of chalcogen bonding.

Journal of Molecular Liquids published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Synthetic Route of 111-83-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Mayer, Anna published the artcileGas chromatographic method for the determination of isomeric bromoisobutyric acids and their chlorides, Recommanded Product: 3-Bromo-2-methylpropanoic acid, the publication is Analyst (Cambridge, United Kingdom) (1987), 112(5), 657-9, database is CAplus.

A gas chromatog. method for the determination of 3-bromoisobutyric acid and the isomeric 2-bromoisobutyric acid, 2,3-dibromoisobutyric acid and methacrylic acid as their trimethylsilyl esters was developed. The determination of the corresponding acid chlorides was performed after their conversion to the corresponding morpholides.

Analyst (Cambridge, United Kingdom) published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Recommanded Product: 3-Bromo-2-methylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Ke, Miaolin published the artcileCopper-Catalyzed 1,6-Hydrodifluoroacetylation of para-Quinone Methides at Ambient Temperature with Bis(pinacolato)diboron as Reductant, Name: Ethylbromofluoroacetate, the publication is Advanced Synthesis & Catalysis (2017), 359(3), 384-389, database is CAplus.

An original and efficient copper-catalyzed 1,6-hydrodifluoroacetylation of para-quinone methides with difluoroalkyl bromides has been described with bis(pinacolato)diboron (B₂pin₂) as reductant. In this reaction, a new C(sp³)-CF₂ bond is constructed under smart conditions. A broad substrate scope of para-quinone methides (p-QMs) make this protocol very practical and attractive. Preliminary mechanistic studies manifested that a difluoroalkyl radical pathway was involved in this reaction. Also the presence of the diboron reagent was an essential requisite in this transformation.

Advanced Synthesis & Catalysis published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Name: Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Katariya, Kanubhai D. published the artcileCoumarin derivatives containing Schiff base and ester mesogenic core: Synthesis, mesomorphic behaviour and DFT calculations, Category: bromides-buliding-blocks, the publication is Journal of Molecular Structure (2022), 133043, database is CAplus.

New coumarin esters, (E)-4-[[[7-(octyloxy)-2-oxo-2H-chromen-3-yl]imino]methyl]phenyl-4-alkyloxybenzoates, containing a Schiff base linkage in which an octyloxy chain is at one end and different long terminal alkoxy chains (C2-C18) are at the other end, have been synthesized and studied for their mesomorphic behavior. The investigation of phase and mesophase transitions was carried out using differential scanning calorimetry and a Polarized Optical Microscope. The mesomorphic investigation revealed that all new derivatives exhibited an enantiotropic nematic phase and, except for two compounds, I [R = C_nH_2n+1, n = 2, 3], all the members also displayed enantiotropic smectic C phase in addition to enantiotropic nematic phase. The new mesogens mesomorphic behavior of all synthesized compounds were thoroughly studied and discussed, as well as compared with structurally comparable substances. Finally, the DFT theor. calculations were studied and compared with the exptl. to explain the relationship between the structural parameters and the mesomorphic behavior.

Journal of Molecular Structure published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Bendale, Pravin published the artcileSecond Generation Tetrahydroquinoline-Based Protein Farnesyltransferase Inhibitors as Antimalarials, Product Details of C3H7BrO2S, the publication is Journal of Medicinal Chemistry (2007), 50(19), 4585-4605, database is CAplus and MEDLINE.

Substituted tetrahydroquinolines (THQs) have been previously identified as inhibitors of mammalian protein farnesyltransferase (PFT). Previously it was shown that blocking PFT in the malaria parasite led to cell death and that THQ-based inhibitors are the most potent among several structural classes of PFT inhibitors (PFTIs). THQ-based PFTIs, e.g., I, were synthesized and several compounds were discovered that inhibit the malarial enzyme in the sub- to low-nanomolar range and that block the growth of the parasite (P. falciparum) in the low-nanomolar range. This body of structure-activity data can be rationalized in most cases by consideration of the X-ray structure of one of the THQs bound to mammalian PFT together with a homol. structural model of the malarial enzyme. The results of this study provide the basis for selection of antimalarial PFTIs for further evaluation in preclin. drug discovery assays.

Journal of Medicinal Chemistry published new progress about 16523-02-7. 16523-02-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Sulfone,Aliphatic hydrocarbon chain, name is 2-Bromoethyl Methyl Sulfone, and the molecular formula is C3H7BrO2S, Product Details of C3H7BrO2S.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Akiyama, Sota published the artcileA Copper(I)-Catalyzed Radical-Relay Reaction Enabling the Intermolecular 1,2-Alkylborylation of Unactivated Olefins, Recommanded Product: Ethylbromofluoroacetate, the publication is Journal of the American Chemical Society (2021), 143(13), 5260-5268, database is CAplus and MEDLINE.

The 1st catalytic intermol. 1,2-alkylborylation reaction via a radical-relay mechanism between unactivated olefins, bis(pinacolato)diboron, and an alkyl electrophile is reported. Successful implementation of this method requires that the competing boryl substitution of the alkyl electrophile is retarded to facilitate the radical relay. This challenge was overcome using electronically or sterically demanding alkyl electrophiles, which results in the simultaneous and highly regioselective introduction of a gem-difluoro, monofluoro, tertiary, or secondary alkyl group and a boryl group across the C:C double bond.

Journal of the American Chemical Society published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Recommanded Product: Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Sheng, Jie published the artcileCombinatorial Nickel-Catalyzed Monofluoroalkylation of Aryl Boronic Acids with Unactivated Fluoroalkyl Iodides, Related Products of bromides-buliding-blocks, the publication is Organic Letters (2017), 19(17), 4480-4483, database is CAplus and MEDLINE.

Using combinations of Ni(OTf)₂ and nitrogen (2,2-bipyridine, 4,4′-di-tert-butyl-2,2′-bipyridine, or 1,10-phenanthroline) and phosphine ligands [Ph₃P, Cy₃P, (4-MeOC₆H₄)₃P, or X-Phos] determined combinatorially, arylboronic acids underwent chemoselective fluoroalkylation with α-fluoro alkyl iodides mediated by K₂CO₃ in 1,4-dioxane at 80° to yield fluoroalkyl arenes such as PhCHFCH₂Ph in 66-99% yields.

Organic Letters published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C28H41N2P, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Shepard, Edwin R. published the artcilePapaverine analogs. IV. 1-Cycloalkyl-6,7-dimethoxyisoquinolines, Related Products of bromides-buliding-blocks, the publication is Journal of Organic Chemistry (1954), 415-18, database is CAplus.

cf. C.A. 47, 9970f. A number of 1-cycloalkylisoquinolines related to papaverine have been prepared for pharmacol. evaluation. Reduction of 120 g. Et cyclopentylacetate in 120 cc. ether with 20 g. LiAlH₄ in 100 cc. ether gives 82% β-cyclopentylethanol, b₂₃ 94-5°, which (72 g.), treated with an excess of anhydrous HBr, gives 99% β-cyclopentylethyl bromide (I), b₁₉ 76-8°. Adding 111 g. I to 62 g. NaCN in 125 cc. H₂O and 250 cc. Methyl Cellosolve with stirring and refluxing, refluxing the mixture 6 hrs., diluting it with H₂O, and extracting with ether give 80% β-cyclopentylpropionitrile, b₁₉ 98-100°, n_D²⁵ 1.4490, which (40 g.), refluxed 12 hrs. with 300 cc. 25% NaOH, gives 92% β-cyclopentylpropionic acid, b₁₄ 134-6°. Heating 36.2 g. homoveratrylamine and 22.8 g. cyclopentanecarboxylic acid 1 hr. at 190-200° in an open flask gives 73% N-homoveratrylcyclopentanecarboxamide, m. 95.5-6.5°. Similarly are prepared: N-homoveratrylcyclopentylacetamide, 90%, m. 88-9°; N-homoveratryl-β-cyclopentylpropionamide, 85%, m. 89-90°; N-homoveratrylcyclohexanecarboxamide, 84%, m. 111.5-12.5°; N-homoveratryl-β-cyclohexylpropionamide, 77%, m. 94.5-5.5°. These amides are converted into the following 1-cycloalkyl-6,7-dimethoxyisoquinolines-HCl according to the method described earlier: 1-cyclopentyl, 64%, m. 194-6.5°, coronary dilator and antispasmodic activity (CD) 0.9 (relative to papaverine-HCl as unity); 1-cyclopentylmethyl, 74%, m. 200-2°, CD 0.6; 1-β-cyclopentylethyl, 57%, m. 158-62.5°, CD 1; cyclohexyl, 41%, m. 166-8°, CD 1; 1-β-cyclohexylethyl, 56%, m. 203-4°, CD 0.3.

Journal of Organic Chemistry published new progress about 18928-94-4. 18928-94-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic cyclic hydrocarbon, name is (2-Bromoethyl)cyclopentane, and the molecular formula is C9H8O4, Related Products of bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Akagi, Katsuhiko published the artcileRelative reactivities of organic halides in displacement reactions. V. Effect of substituent on the reactivity of ω-substituted primary alkyl halides in the reaction with sodium thiosulfate, Category: bromides-buliding-blocks, the publication is Journal of the American Chemical Society (1956), 4034-7, database is CAplus.

Br(CH₂)₃SEt, b₅ 54-6°, n_D²⁰ 1.5113 (obtained from Br(CH₂)₃Br and NaSEt in poor yield) oxidized with 30% H₂O₂ in AcOH yielded 66% Br(CH₂)₃SO₂Et (XIX), b₄ 140°. Similarly was prepared Br(CH₂)₂SO₂Et (XX), b_3.5 126-8°. The rate constants for the reaction with Na₂S₂O₃ in 50% EtOH were determined by the method of Crowell and Hammett (C.A. 43, 1632h) for the following compounds (k × 10³ 1./mole/sec. at the temperatures indicated in parentheses, and heat and entropy of activation in kcal./mole and e.u., resp., given): EtBr, 0.298 ± 0.003 (12.3°), 1.07 ± 0.01 (24.9°), 3.33 ± 0.03 (37.3°), 16.2, -15.7; PrBr, 0.175 ± 0.001 (12.3°), 0.631 ± 0.004 (24.9°), 1.94 ± 0.02 (37.3°), 16.2, -16.9; BuBr, 0.132 ± 0.001 (12.3°) 0.465 ± 0.003 (24.9°), 1.47 ± 0.01 (37.3°), 16.1, -17.5; Br(CH₂)₂OEt (b₇₆₀ 125°), 0.344 ± 0.002 (37.3°), 1.16 ± 0.02 (49.8°), 3.44 ± 0.02 (62.5°), 18.3, -13.7°; Br(CH₂)₃OEt, 0.407 ± 0.003 (24.9°), 1.36 ± 0.01 (37.3°), 4.04 ± 0.02 (49.8°), 17.0, -15.0; (BrCH₂)₄OEt, 0.726 ± 0.007 (24.9°), 2.35 ± 0.02 (37.3°), 6.74 ± 0.06 (49.8°), 16.5, -15.6; Br(CH₂)₂Cl, 0.107 ± 0.002 (24.9°), 0.376 ± 0.003 (37.3°), 1.26 ± 0.01 (49.8°), 18.3, -13.5°; Cl(CH₂)₃Br, 0.405 ± 0.002 (24.9°), 1.35 ± 0.01 (37.3°), 4.26 ± 0.01 (49.8°), 17.4, -13.6; Br(CH₂)₄Cl, (b₁₁₀ 103-4°), 0.197 ± 0.002 (12.3°), 0.734 ± 0.002 (24.9°), 2.33 ± 0.01 (37.3°), 16.6, -15.0; XX, 0.722 ± 0.011 (24.9°), 2.60 ± 0.05 (37.3°), 8.08 ± 0.18 (49.8°), 19.2, -9.2; Br(CH₂)₃SO₂Et (b₄ 140°), 3.58 ± 0.11 (24.9°), 12.3 ± 0.3 (37.3°), 33.3 ± 0.1 (49.8°), 17.2, -12.3°; Ph(CH₂)₃Br, 0.890 ± 0.006 (37.3°), 3.24 ± 0.03 (49.8°), 8.47 ± 0.01 (62.5°), 17.9, -13.0; Ph(CH₂)₃Br, 0.417 ± 0.002 (24.9°), 1.53 ± 0.02 (37.3°), 4.65 ± 0.03 (49.8°), 17.9, -12.0; Ph(CH₂)₄Br, 1.36 ± 0.02 (37.3°), 4.34 ± 0.02 (49.8°), 12.8 ± 0.1 (62.5°), 17.8, -12.4; CH₂:CHCH₂Cl, 0.932 ± 0.01 (12.2°), 2.51 ± 0.04 (24.6°), 7.33 ± 0.03 (37.4°), 13.8, -21.7°; trans-CHCl:CHCH₂Cl (b₇₆₀ 111°, n_D²⁰ 1.4751), 1.60 ± 0.08 (12.2°), 4.94 ± 0.05 (24.6°), 13.7 ± 0.1 (37.4°), 14.5, -18.3; cis-CHCl:CHCH₂Cl (b₇₆₀ 104°, n_D²⁰ 1.4687), 2.59 ± 0.03 (12.2°), 7.42 ± 0.07 (24.6°), 21.6 ± 0.5 (37.4°), 14.4, -17.7; ClCH:CHCO₂Et, 1.71 ± 0.07 (12.3°), 5.36 ± 0.21 (24.9°), 18.0 ± 0.6 (37.3°), 15.8, -13.7.

Journal of the American Chemical Society published new progress about 16523-02-7. 16523-02-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Sulfone,Aliphatic hydrocarbon chain, name is 2-Bromoethyl Methyl Sulfone, and the molecular formula is C3H7BrO2S, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yadav, Veejendra K. published the artcileAllylsilane-interrupted homo-Nazarov cyclization and synthesis of bicyclo[3.2.1]octan-8-ones, Recommanded Product: 3-Bromo-2-methylpropanoic acid, the publication is Tetrahedron Letters (2014), 55(12), 2015-2018, database is CAplus.

The combination of homo-Nazarov cyclization of 2-(tert-butyldiphenylsilylmethyl)cyclopropyl vinyl ketone leading to oxyallyl cation and its subsequent [3+2] capture by allylsilane has been demonstrated as an useful strategy for the construction of functionalized bicyclo[3.2.1]octan-8-ones. The [3+2] capture proceeds exclusively in the exo mode to make the overall reaction diastereoselective. The less substituted end of the oxyallyl cation was found to react nearly two times faster than the more substituted end.

Tetrahedron Letters published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C8H5IO, Recommanded Product: 3-Bromo-2-methylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary