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 
• 33533-53-8 (+/-)-α-methylbenzyl hydrogen phthalate 
• 98-85-1 1-Phenylethanol 
• 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 
• 3756-40-9 (S)-(-)-α-phenethyl bromide 
• 585-71-7 (1-bromoethyl)benzne 
• 100-42-5 styrene 
• 40390-78-1 [(1-phenylethyl)thio]benzene 
• 1066-37-1 trimethylbromogermane 
• 1064709-05-2 (R)-N-(1-phenylethyl)-4-benzoylmethyl-4-piperidinol 
• 1064708-32-2 (R)-N-(1-phenylethyl)-4-benzoylmethyl-4-piperidinol hydrochloride 
• 33973-48-7 diethyl (1-phenylethyl)phosphonate 
• 68566-80-3 (S)-(+)-1-phenylethane-1-d₁ 
• 1857-74-5 2,3-diphenylbutane 
• 28047-94-1 tert-butyl-((S)-1-phenyl-ethyl)-peroxide 
• 100-41-4 ethylbenzene 

Relevant articles and documents

-

-

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.

Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles

We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific SN2-type coupling is developed for the first time with alkenylboronic acids as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp2)-C(sp3) cross-coupling.