224622-38-2

Basic information

• Product Name: (S)-α-(3'-broMophenyl)propanol
• Synonyms: (S)-1-(3-broMophenyl)propan-1-ol;(S)-α-(3'-broMophenyl)propanol;(S)-1-(3-broMophenyl)propanol
• CAS NO: 224622-38-2
• Molecular Formula: C₉H₁₁BrO
• Molecular Weight: 215.09
• Mol File: 224622-38-2.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-α-(3'-broMophenyl)propanol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-α-(3'-broMophenyl)propanol(224622-38-2)
• EPA Substance Registry System: (S)-α-(3'-broMophenyl)propanol(224622-38-2)

Safety Data

• Hazardous Substances Data: 224622-38-2(Hazardous Substances Data)

Usage

Description

(S)-α-(3'-bromophenyl)propanol, with the molecular formula C9H11BrO, is a chiral compound that exists in two enantiomeric forms: (R)-α-(3'-bromophenyl)propanol and (S)-α-(3'-bromophenyl)propanol. This colorless liquid exhibits a sweet odor and is soluble in organic solvents, making it a valuable synthetic intermediate in the pharmaceutical and organic compound industries.

Uses

Used in Pharmaceutical Industry:
(S)-α-(3'-bromophenyl)propanol is used as a synthetic intermediate for the production of various pharmaceuticals. Its unique chiral structure allows for the creation of enantiomer-specific drugs, which can have different effects on the body and are crucial in developing targeted treatments for specific medical conditions.
Used in Organic Compound Synthesis:
In the field of organic chemistry, (S)-α-(3'-bromophenyl)propanol serves as a key building block for synthesizing a wide range of organic compounds. Its versatility in reacting with other molecules makes it an essential component in the development of new materials and chemicals with diverse applications.

Upstream product

• 108-05-4 vinyl acetate 
• 74157-47-4 (+/-)-1-(3-bromophenyl)propanol 
• 19829-31-3 1-(3-bromophenyl)-1-propanone 
• 1019940-69-2 C₁₁H₁₃BrO₂ 
• 3132-99-8 m-bromobenzoic aldehyde 
• 557-20-0 diethylzinc 

Downstream Products

• 594855-07-9 (2R,4S)-4-((Z)-(S)-5-{3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-phenyl}-4-methyl-2-methylsulfanyl-pent-2-enyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594855-17-1 (2R,4S)-4-((Z)-(S)-5-{3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-phenyl}-2-chloro-4-methyl-pent-2-enyl)-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594855-10-4 C₃₁H₃₈O₅S 
• 594855-20-6 C₃₀H₃₅ClO₅ 
• 594855-09-1 (2R,4S)-4-{(Z)-(S)-5-[3-((S)-1-Acetoxy-propyl)-phenyl]-4-methyl-2-methylsulfanyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594855-19-3 (2R,4S)-4-{(Z)-(S)-5-[3-((S)-1-Acetoxy-propyl)-phenyl]-2-chloro-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594855-22-8 C₃₁H₃₇ClO₅ 
• 594855-21-7 C₃₁H₃₇ClO₅ 
• 594855-18-2 (2R,4S)-4-{(Z)-(S)-2-Chloro-5-[3-((S)-1-hydroxy-propyl)-phenyl]-4-methyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594855-08-0 (2R,4S)-4-{(Z)-(S)-5-[3-((S)-1-Hydroxy-propyl)-phenyl]-4-methyl-2-methylsulfanyl-pent-2-enyl}-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 594854-60-1 dithiocarbonic acid O-(3-(tert-butyl-dimethyl-silanyloxy)-1-{3-[1-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-2-methyl-propyl) ester S-methyl ester 
• 594854-59-8 3-(tert-butyl-dimethyl-silanyloxy)-1-{3-[1-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-2-methyl-propan-1-ol 
• 594854-58-7 3-(tert-butyl-dimethyl-silanyloxy)-1-{3-[1-(tert-butyl-dimethyl-silanyloxy)-propyl]-phenyl}-2-methyl-propan-1-one 
• 594855-04-6 (Z)-(S)-5-{3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-propyl]-phenyl}-4-methyl-2-methylsulfanyl-pent-2-enoic acid ethyl ester 

Relevant articles and documents

Abiotic reduction of ketones with silanes catalysed by carbonic anhydrase through an enzymatic zinc hydride

Enzymatic reactions through mononuclear metal hydrides are unknown in nature, despite the prevalence of such intermediates in the reactions of synthetic transition-metal catalysts. If metalloenzymes could react through abiotic intermediates like these, then the scope of enzyme-catalysed reactions would expand. Here we show that zinc-containing carbonic anhydrase enzymes catalyse hydride transfers from silanes to ketones with high enantioselectivity. We report mechanistic data providing strong evidence that the process involves a mononuclear zinc hydride. This work shows that abiotic silanes can act as reducing equivalents in an enzyme-catalysed process and that monomeric hydrides of electropositive metals, which are typically unstable in protic environments, can be catalytic intermediates in enzymatic processes. Overall, this work bridges a gap between the types of transformation in molecular catalysis and biocatalysis. [Figure not available: see fulltext.]

Chiral P,N-ligands for the highly enantioselective addition of diethylzinc to aromatic aldehydes

A new sterically hindered chiral P,N-ligand was synthesized and successfully applied to copper catalyzed asymmetric addition of diethylzinc to aromatic aldehydes. Various aromatic aldehydes can react smoothly to give the corresponding addition products with good to excellent enantioselectivities, which provides a readily accessible method for the preparation of chiral secondary alcohols.

Development of Axially Chiral Cyclo-Biaryldiol Ligands with Adjustable Dihedral Angles

A new type of axially chiral cyclo-[1,1′-biphenyl]-2,2′-diol (CYCNOL) ligands with adjustable dihedral angles have been developed by varying the bridge chain length. Eight-, nine- and ten-membered cyclo-ligands were prepared and evaluated by using two representative examples: enantioselective additions of diethylzinc to aldehydes and organometallic reagents to enones. The results revealed that the fine regulation of dihedral angles through variation of the bridge chain length was effective in the asymmetric synthesis.