2-Chlorophenethyl bromide

Base Information

• Chemical Name: 2-Chlorophenethyl bromide
• CAS No.: 16793-91-2
• Molecular Formula: C8H8 Br Cl
• Molecular Weight: 219.509
• Hs Code.: 2903999090
• European Community (EC) Number: 627-490-4
• DSSTox Substance ID: DTXSID90373659
• Wikidata: Q82161930
• Mol file: 16793-91-2.mol

Synonyms:2-Chlorophenethyl bromide;16793-91-2;1-(2-bromoethyl)-2-chlorobenzene;Benzene, 1-(2-bromoethyl)-2-chloro-;1-(2-Bromo-ethyl)-2-chloro-benzene;1-(2-bromo-ethyl)-2-chlorobenzene;MFCD04117464;2-(2-chlorophenyl)ethylbromide;1-(2-bromoethyl)-2-chloro-benzene;Benzene,1-(2-bromoethyl)-2-chloro-;SCHEMBL320795;1-(bromoethyl)-2-chlorobenzene;2-Chlorophenethyl bromide, 97%;DTXSID90373659;AECBVDLERUETKG-UHFFFAOYSA-N;CL8847;STL451472;AKOS000442204;AM83054;AS-46120;SY004845;B5833;CS-0081877;FT-0647568;EN300-127838;2-Chlorophenethyl Bromide

Chemical Property of 2-Chlorophenethyl bromide

Chemical Property:

• Vapor Pressure: 0.0623mmHg at 25°C
• Refractive Index: n20/D 1.5707(lit.)
• Boiling Point: 110-112 °C10 mm Hg
• Flash Point: >230 °F
• PSA: 0.00000
• Density: 1.4569 g/mL at 25 °C(lit.)
• LogP: 3.27740
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 217.94979
• Heavy Atom Count: 10
• Complexity: 95.3

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(2-Bromoethyl)-2-chlorobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-37/38-41-51/53
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CCBr)Cl

Technology Process of 2-Chlorophenethyl bromide

There total 5 articles about 2-Chlorophenethyl bromide 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: 99.0%

2-chlorostyrene (2039-87-4,107830-52-4,26125-41-7) → 1-(2-bromoethyl)-2-chlorobenzene (16793-91-2)

Guidance literature:

With hydrogen bromide; acetic acid; In hexane; at 0 ℃; for 2h;

DOI:10.1039/c6ob00692b

Reference yield: 84.0%

2-(2-chlorophenyl)-1-ethanol (19819-95-5) → 1-(2-bromoethyl)-2-chlorobenzene (16793-91-2)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jacs.9b07267

Reference yield:

2'-chloro-benzeneacetic acid (2444-36-2) → 1-(2-bromoethyl)-2-chlorobenzene (16793-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / LiAlH₄ / tetrahydrofuran / 1.) RT, 0.5 h, 2.) reflux, 2 h

2: 78 percent / PBr₃ / benzene / 1.) 0 deg C, 1 h, 2.) reflux, 3 h

With lithium aluminium tetrahydride; phosphorus tribromide; In tetrahydrofuran; benzene;

DOI:10.1021/jm00138a007

upstream raw materials:

2-(2-chlorophenyl)-1-ethanol

2'-chloro-benzeneacetic acid

2-chlorostyrene

Downstream raw materials:

S-(2-(2-chlorophenyl)ethyl)isothiourea hydrobromide

3-(2-chlorophenyl)propanoic acid

1-(2-chlorophenyl)-3-(pyridin-4-yl)butane

1-(2-chlorophenyl)-3-(3-ethyl-pyridin-4-yl)-propane

Refernces

• 1、 Mihai, Madalina T.,Williams, Benjamin D.,Phipps, Robert J.. "Para-Selective C-H Borylation of Common Arene Building Blocks Enabled by Ion-Pairing with a Bulky Countercation". supporting information. p. 15477 - 15482. Retrieved 2019/10/11.
• 2、 Galli, Marzia,Fletcher, Catherine J.,Del Pozo, Marc,Goldup, Stephen M.. "Scalable anti-Markovnikov hydrobromination of aliphatic and aromatic olefins". supporting information. p. 5622 - 5626. Retrieved 2016/07/06.