(1-Bromoethyl)benzene

Base Information

• Chemical Name: (1-Bromoethyl)benzene
• CAS No.: 585-71-7
• Deprecated CAS: 38661-81-3
• Molecular Formula: C₈H₉Br
• Molecular Weight: 185.063
• Hs Code.: 29036990
• European Community (EC) Number: 209-560-2,250-734-2
• NSC Number: 8052
• UNII: IG89OQ6Y85
• DSSTox Substance ID: DTXSID70883448
• Nikkaji Number: J95.605H
• Wikidata: Q27280714
• Mol file: 585-71-7.mol

Synonyms:(1-Bromoethyl)benzene;(?à)-(1-Bromoethyl)benzene;(?à)-1-Bromo-1-phenylethane;(?à)-1-Phenylethyl bromide;(a-Bromoethyl)benzene;1-(1-Bromoethyl)benzene;1-Bromo-1-phenylethane;1-Phenethyl bromide;1-Phenyl-1-bromoethane;1-Phenylbromoethane;1-Phenylethyl bromide;NSC 8052;a-Methylbenzyl bromide;a-Phenethyl bromide;a-Phenylethyl bromide;

Chemical Property of (1-Bromoethyl)benzene

Chemical Property:

• Appearance/Colour: clear yellow to brownish liquid
• Melting Point: 1.358 g/cm³
• Refractive Index: n20/D 1.56(lit.)
• Boiling Point: 203 °C at 760 mmHg
• Flash Point: 80.2 °C
• PSA: 0.00000
• Density: 1.356
• LogP: 3.14250
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in alcohol, ether, and benzene.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 74.6

Purity/Quality:

99% ^*data from raw suppliers

(1-Bromoethyl)benzene >95.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: CC(C1=CC=CC=C1)Br
• Uses: (1-Bromoethyl)benzene has been employed in controlled radical polymerization of styrene, in asymmetric esterification of benzoic acid in the presence of a chiral cyclic guanidine and as initiator in the synthesis of bromine terminated polyp-methoxystyrene and polystyrene via atom transfer radical polymerization.

Technology Process of (1-Bromoethyl)benzene

There total 80 articles about (1-Bromoethyl)benzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

ethylbenzene (100-41-4,27536-89-6) → (1-bromoethyl)benzne (585-71-7,38661-81-3)

Guidance literature:

With manganese(IV) oxide; bromine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2004.11.113

Reference yield: 99.0%

1-Phenylethanol (98-85-1,13323-81-4) → (1-bromoethyl)benzne (585-71-7,38661-81-3)

Guidance literature:

With trimethylsilyl bromide; In neat (no solvent); at 20 ℃; for 3h; chemoselective reaction; Green chemistry;

DOI:10.1016/j.tetlet.2016.04.083

Reference yield: 87.0%

hydratropic acid (492-37-5,2328-24-7) → (1-bromoethyl)benzne (585-71-7,38661-81-3)

Guidance literature:

With tetra-N-butylammonium tribromide; dibromoisocyanuric acid; In dichloromethane; at 20 ℃; for 3h; UV-irradiation;

upstream raw materials:

styrene

carbon tetrabromide

ethylbenzene

1-Phenylethanol

Downstream raw materials:

styrene

1-ethoxy-1-phenylethane

1-Phenylethanol

rac-methylbenzylamine

Refernces

• 1、 Henriquez, Marco A.,Engl, Sebastian,Jaque, Pablo,Gonzalez, Ivan A.,Natali, Mirco,Reiser, Oliver,Cabrera, Alan R.. "Phosphine Evaluation on a New Series of Heteroleptic Copper(I) Photocatalysts with dpa Ligand [Cu(dpa)(P,P)]BF4". supporting information. p. 4020 - 4029. Retrieved 2021/09/09.
• 2、 Zhou, Min-Jie,Zhang, Lei,Liu, Guixia,Xu, Chen,Huang, Zheng. "Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis". supporting information. p. 16470 - 16485. Retrieved 2021/10/20.