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

General Description

(+)-[(R)-1-Bromoethyl]benzene is a chemical compound belonging to the class of alkylbenzenes. The compound consists of a benzene ring with a bromoethyl group attached to one of its carbon atoms. The "R" designation indicates that the stereochemistry of the compound is in the right-handed configuration. It is commonly used as a building block in organic synthesis, particularly in the production of various biologically active compounds, pharmaceuticals, and agrochemicals. It is also utilized in the preparation of chiral ligands and catalysts for asymmetric synthesis. Additionally, (+)-[(R)-1-Bromoethyl]benzene can serve as a starting material in the production of polymers and other specialty chemicals. As a chemical reagent, it undergoes various types of reactions, such as nucleophilic substitution, to yield different derivatives and products.

Upstream product

• 1445-91-6 (S)-1-phenylethanol 
• 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 
• 585-71-7 (1-bromoethyl)benzne 
• 205517-34-6 (3S)-N,N'-bis-(p-methoxybenzyl)-3-isopropyl-piperazine-2,5-dione 
• 1517-69-7 (R)-1-phenylethanol 
• 76375-45-6 C₈H₉F₅Si^(2-)*2K⁽¹⁺⁾ 

Downstream Products

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

Relevant articles and documents

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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.