2-Bromo-5-chlorophenylacetic acid

Base Information

• Chemical Name: 2-Bromo-5-chlorophenylacetic acid
• CAS No.: 81682-38-4
• Molecular Formula: C₈H₆BrClO₂
• Molecular Weight: 249.491
• Hs Code.: 2916399090
• European Community (EC) Number: 675-681-6
• DSSTox Substance ID: DTXSID90370789
• Wikidata: Q72453232
• Mol file: 81682-38-4.mol

Synonyms:2-bromo-5-chlorophenylacetic acid;81682-38-4;2-(2-bromo-5-chlorophenyl)acetic acid;Benzeneacetic acid, 2-bromo-5-chloro-;MFCD00153890;2-Bromo-5-chloro-phenylacetic acid;2-(2-bromo-5-chloro-phenyl)acetic Acid;(2-bromo-5-chlorophenyl)acetic acid;SOLVENTORANGE60;SCHEMBL1614038;DTXSID90370789;ZPSZXWVBMOMXED-UHFFFAOYSA-N;2-Bromo-5-chlorophenyl acetic acid;AC-159;2-(2-bromo-5-chlorophenyl)aceticacid;AKOS005258289;AM62256;CS-W005252;PS-4171;SY017471;FT-0641838;2-bromo-5-chlorophenylacetic acid, AldrichCPR;A22022;EN300-113207;J-508348;Z1269132555

Chemical Property of 2-Bromo-5-chlorophenylacetic acid

Chemical Property:

• Vapor Pressure: 2.32E-05mmHg at 25°C
• Melting Point: 101-103°C
• Refractive Index: 1.605
• Boiling Point: 345.6 °C at 760 mmHg
• PKA: 3.87±0.10(Predicted)
• Flash Point: 162.8 °C
• PSA: 37.30000
• Density: 1.72 g/cm³
• LogP: 2.72960
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 247.92397
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-5-chlorophenylaceticacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)CC(=O)O)Br

Technology Process of 2-Bromo-5-chlorophenylacetic acid

There total 3 articles about 2-Bromo-5-chlorophenylacetic acid 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:

C8H4BrClN2O → 2-(2-bromo-5-chloro-phenyl)acetic acid (81682-38-4)

Guidance literature:

With water monomer; silver(I) acetate; In 1,4-dioxane; at 0 - 70 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c01813

Reference yield:

2-bromo-5-chlorobenzoic acid (21739-93-5) → 2-(2-bromo-5-chloro-phenyl)acetic acid (81682-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: acetonitrile; diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

3: water monomer; silver(I) acetate / 1,4-dioxane / 2 h / 0 - 70 °C

With oxalyl dichloride; water monomer; silver(I) acetate; N,N-dimethyl-formamide; In 1,4-dioxane; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/acs.jmedchem.1c01813

Reference yield:

2-bromo-5-chlorobenzoyl chloride (42860-16-2) → 2-(2-bromo-5-chloro-phenyl)acetic acid (81682-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile; diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

2: water monomer; silver(I) acetate / 1,4-dioxane / 2 h / 0 - 70 °C

With water monomer; silver(I) acetate; In 1,4-dioxane; diethyl ether; acetonitrile;

DOI:10.1021/acs.jmedchem.1c01813

upstream raw materials:

2-bromo-5-chlorobenzoic acid

2-bromo-5-chlorobenzoyl chloride

Downstream raw materials:

1-benzyl-5-chloroindolin-2-one

Refernces