1459-14-9

Basic information

• Product Name: (+)-[(R)-1-Bromoethyl]benzene
• Synonyms: (+)-[(R)-1-Bromoethyl]benzene;[(R)-1-Bromoethyl]benzene;[(R)-1-Bromoethyl]benzene,99%e.e.
• CAS NO: 1459-14-9
• Molecular Formula: C₈H₉Br
• Molecular Weight: 185.06106
• Mol File: 1459-14-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: -20.49°C (estimate)
• Boiling Point: 203.05°C
• Appearance: /
• Density: 1.3108
• Refractive Index: 1.5612
• CAS DataBase Reference: (+)-[(R)-1-Bromoethyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-[(R)-1-Bromoethyl]benzene(1459-14-9)
• EPA Substance Registry System: (+)-[(R)-1-Bromoethyl]benzene(1459-14-9)

Safety Data

• Hazardous Substances Data: 1459-14-9(Hazardous Substances Data)

Usage

Description

(+)-[(R)-1-Bromoethyl]benzene is a chemical compound that belongs to the alkylbenzenes class. It features a benzene ring with a bromoethyl group attached to one of its carbon atoms, and the "R" designation signifies that the compound has a right-handed stereochemistry. (+)-[(R)-1-Bromoethyl]benzene is widely recognized for its utility as a building block in organic synthesis, particularly for creating biologically active compounds, pharmaceuticals, and agrochemicals.

Uses

Used in Pharmaceutical Industry:
(+)-[(R)-1-Bromoethyl]benzene is used as a key intermediate in the synthesis of various pharmaceuticals due to its ability to be transformed into a range of biologically active molecules. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, (+)-[(R)-1-Bromoethyl]benzene is utilized as a precursor for the production of agrochemicals, contributing to the development of pesticides and other compounds that protect crops and enhance agricultural productivity.
Used in Chiral Ligand and Catalyst Preparation:
(+)-[(R)-1-Bromoethyl]benzene is employed as a starting material for the preparation of chiral ligands and catalysts, which are essential for asymmetric synthesis. These chiral catalysts and ligands play a crucial role in the production of enantiomerically pure compounds, important in various chemical and pharmaceutical processes.
Used in Polymer and Specialty Chemicals Production:
(+)-[(R)-1-Bromoethyl]benzene also serves as a starting material in the synthesis of polymers and other specialty chemicals, where its unique structural features can be leveraged to create materials with specific properties for various applications.
Used as a Chemical Reagent:
(+)-[(R)-1-Bromoethyl]benzene functions as a versatile chemical reagent that can undergo nucleophilic substitution and other types of reactions. This allows for the creation of a variety of derivatives and products, expanding the compound's utility across different chemical processes and industries.

Upstream product

• 1445-91-6 (S)-1-phenylethanol 
• 76375-45-6 C₈H₉F₅Si^(2-)*2K⁽¹⁺⁾ 
• 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 
• 33533-53-8 (+/-)-α-methylbenzyl hydrogen phthalate 
• 98-85-1 (-)-α-phenethyl alcohol 
• 19052-01-8 (S)-4-methyl-N-(1-phenylethyl)benzamide 

Downstream Products

• 4613-11-0 2,3-diphenylbutane 
• 2726-21-8 2,3-diphenylbutane 
• 585-71-7 (1-bromoethyl)benzne 
• 100-42-5 styrene 
• 40390-78-1 [(1-phenylethyl)thio]benzene 
• 1066-37-1 trimethylbromogermane 
• 3756-40-9 (S)-(-)-α-phenethyl bromide 
• 100-41-4 ethylbenzene 
• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 5789-35-5 (RR)/(SS)-2,3-diphenylbutane 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 492-37-5 hydratropic acid 
• 1064709-05-2 (R)-N-(1-phenylethyl)-4-benzoylmethyl-4-piperidinol 

Relevant articles and documents

-

-

1,2-Dibromotetrachloroethane: An efficient reagent for many transformations by modified Appel reaction

An efficient and facile method has been developed for the synthesis of alkyl bromides from various alcohols under mild conditions using a triphenylphosphine (PPh 3) /1,2-dibromotetrachloroethane (DBTCE) complex in excellent yields and very short time (5 min). This method can also be applied for the transformation of chiral alcohols to their corresponding bromides in very high enantiomeric excess. The PPh 3 /DBTCE complex is also successfully applied to ring-opening reactions of cyclic ethers in mild conditions. Esterification, amidation, and formation of acid anhydrides under very mild experimental conditions are also successfully accomplished by following a modification of the Appel reaction protocol in this work.

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.