3756-40-9

Basic information

• Product Name: (-)-[(S)-1-Bromoethyl]benzene
• Synonyms: (-)-[(S)-1-Bromoethyl]benzene;[(S)-1-Bromoethyl]benzene;[(S)-1-Bromoethyl]benzene,99%e.e.
• CAS NO: 3756-40-9
• Molecular Formula: C₈H₉Br
• Molecular Weight: 185.06106
• Mol File: 3756-40-9.mol
• Article Data: 15

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (-)-[(S)-1-Bromoethyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-[(S)-1-Bromoethyl]benzene(3756-40-9)
• EPA Substance Registry System: (-)-[(S)-1-Bromoethyl]benzene(3756-40-9)

Safety Data

• Hazardous Substances Data: 3756-40-9(Hazardous Substances Data)

Usage

General Description

(-)-[(S)-1-Bromoethyl]benzene is a chiral compound that consists of a benzene ring with a bromoethyl group attached to it. The compound is a clear, colorless liquid at room temperature and is not very soluble in water. It is commonly used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its chiral nature makes it important in the production of chiral compounds, as it can be used as a building block to create other chiral molecules. The compound is also used in research and development in the chemical industry, where its chiral properties can be used to create new materials and compounds. However, it is important to handle this compound with care, as it is known to be toxic and may cause irritation to the skin, eyes, and respiratory system if not handled properly.

Upstream product

• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 585-71-7 (1-bromoethyl)benzne 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 98-85-1 1-Phenylethanol 
• 19052-01-8 (S)-4-methyl-N-(1-phenylethyl)benzamide 
• 1459-14-9 (R)-(1-bromoethyl)benzene 
• 98-85-1 (-)-α-phenethyl alcohol 
• 33533-53-8 (+/-)-α-methylbenzyl hydrogen phthalate 

Downstream Products

• 1861-02-5 (-)deuteriophenylethane 
• 100-42-5 styrene 
• 585-71-7 (1-bromoethyl)benzne 
• 46051-05-2 S-((R)-1-phenyl-ethyl)-isothiourea 
• 219590-66-6 tert-butyl (S)-3-phenyl-2-<(S)-phenylethyl>butanoate 
• 219590-67-7 (S)-3-phenyl-2-<(S)-phenylethyl>butanoic acid 
• 40390-78-1 [(1-phenylethyl)thio]benzene 
• 1066-37-1 trimethylbromogermane 
• 100-41-4 ethylbenzene 
• 4613-11-0 2,3-diphenylbutane 
• 2726-21-8 2,3-diphenylbutane 
• 71698-86-7 (R)-(-)-1-deuterioethylbenzene 
• 68566-80-3 (S)-(+)-1-phenylethane-1-d₁ 
• 1064708-33-3 (S)-N-(1-phenylethyl)-4-benzoylmethyl-4-piperidinol hydrochloride 

Relevant articles and documents

One-Pot Deoxygenation and Substitution of Alcohols Mediated by Sulfuryl Fluoride

Sulfuryl fluoride is a valuable reagent for the one-pot activation and derivatization of aliphatic alcohols, but the highly reactive alkyl fluorosulfate intermediates limit both the types of reactions that can be accessed as well as the scope. Herein, we report the SO2F2-mediated alcohol substitution and deoxygenation method that relies on the conversion of fluorosulfates to alkyl halide intermediates. This strategy allows the expansion of SO2F2-mediated one-pot processes to include radical reactions, where the alkyl halides can also be exploited in the one-pot deoxygenation of primary alcohols under mild conditions (52-95% yield). This strategy can also enhance the scope of substitutions to nucleophiles that are previously incompatible with one-pot SO2F2-mediated alcohol activation and enables substitution of primary and secondary alcohols in 54-95% yield. Chiral secondary alcohols undergo a highly stereospecific (90-98% ee) double nucleophilic displacement with an overall retention of configuration.

In Situ Generated Gold Nanoparticles on Active Carbon as Reusable Highly Efficient Catalysts for a Csp3 ?Csp3 Stille Coupling

Gold nanoparticle catalysts are important in many industrial production processes. Nevertheless, for traditional Csp2-Csp2 cross-coupling reactions they have been rarely used and Pd catalysts usually give a superior performance. Herein we report that in situ formed gold metal nanoparticles are highly active catalysts for the cross coupling of allylstannanes and activated alkylbromides to form Csp3-Csp3 bonds. Turnover numbers up to 29 000 could be achieved in the presence of active carbon as solid support, which allowed for convenient catalyst recovery and reuse. The present study is a rare case where a gold metal catalyst is superior to Pd catalysts in a cross-coupling reaction of an organic halide and an organometallic reagent.

Cosolvent-Promoted O-Benzylation with Silver(I) Oxide: Synthesis of 1′-Benzylated Sucrose Derivatives, Mechanistic Studies, and Scope Investigation

A cosolvent-promoted O-benzylation strategy with Ag2O was developed. The cosolvent consisting of CH2Cl2 and n-hexane can not only improve the reaction solubility for carbohydrates but also increase the benzylation efficiency. The formation of byproducts is greatly inhibited in the developed method. This method is simple, mild, and highly effective, and numerous 1′-benzylated sucrose derivatives were prepared including a photoreactive (trifluoromethyl)phenyldiazirine-based sucrose. The mechanisms of benzylation with primary and secondary benzyl bromides were also elaborated. Furthermore, the application scope with alcohols, glucose, and ribose derivatives was investigated.