2-Bromophenylacetic acid

Base Information

• Chemical Name: 2-Bromophenylacetic acid
• CAS No.: 18698-97-0
• Molecular Formula: C8H7BrO2
• Molecular Weight: 215.046
• Hs Code.: 29163990
• European Community (EC) Number: 242-509-2
• DSSTox Substance ID: DTXSID1075149
• Nikkaji Number: J27.550F
• Wikidata: Q63392746
• Mol file: 18698-97-0.mol

Synonyms:2-Bromophenylacetic acid;18698-97-0;2-(2-bromophenyl)acetic acid;o-Bromophenylacetic acid;(2-bromophenyl)acetic acid;Benzeneacetic acid, 2-bromo-;EINECS 242-509-2;MFCD00004314;(2-bromo-phenyl)-acetic acid;2-Bromophenylaceticacid;2-bromo-phenylacetic acid;2-bromophenyl acetic acid;2-bromo-benzeneacetic acid;ortho-bromophenylacetic acid;2-(Bromophenyl)acetic acid;(2-bromo-phenyl)acetic acid;2-(2-bromophenyl)aceticacid;SCHEMBL286410;2-(2-bromophenyl)-acetic acid;2-Bromophenylacetic acid, 99%;DTXSID1075149;BDBM16425;STR06707;STL183280;AKOS000151095;CS-W007544;PS-3434;SY003588;A4136;AM20060018;B1957;FT-0611596;EN300-67391;W-107775;Q63392746;Z285184626

Chemical Property of 2-Bromophenylacetic acid

Chemical Property:

• Appearance/Colour: almost white to light beige crystals or powder
• Vapor Pressure: 0.000134mmHg at 25°C
• Melting Point: 104-106 °C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 320.2 °C at 760 mmHg
• PKA: pK1: 4.054 (25°C)
• Flash Point: 147.4 °C
• PSA: 37.30000
• Density: 1.616 g/cm³
• LogP: 2.07620
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Very faint turbidity in methanol.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 213.96294
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99.0% ^*data from raw suppliers

2-Bromophenylacetic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CC(=O)O)Br
• Uses: Employed as a pharmaceutical intermediate. It is also used in organic synthesis. 2-Bromophenylacetic acid has been used:as starting reagent in the synthesis of 8-methoxy-2-tetralonein the preparation of di-and tri-substituted 2-oxopiperazines on solid support

Technology Process of 2-Bromophenylacetic acid

There total 20 articles about 2-Bromophenylacetic 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: 93.0%

2-(2-bromophenyl)acetamide (65999-53-3) → ortho-bromophenylacetic acid (18698-97-0)

Guidance literature:

With sulfuric acid; water; at 100 ℃; for 15h;

DOI:10.1039/c9ob01082c

Reference yield: 91.0%

2-(2-bromophenyl)acetonitrile (19472-74-3) → ortho-bromophenylacetic acid (18698-97-0)

Guidance literature:

With sulfuric acid; In water; for 4h; Heating;

DOI:10.1021/jo00196a024

Reference yield: 78.0%

carbon dioxide (124-38-9,18923-20-1) + 2-bromobenzaldehyde hydrazone → ortho-bromophenylacetic acid (18698-97-0)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; caesium carbonate; cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 24h; under 760.051 Torr; chemoselective reaction;

DOI:10.1039/c8sc01299g

upstream raw materials:

phenylacetic acid

2-(2-bromophenyl)acetonitrile

2-(2-bromophenyl)acetamide

tetrachloromethane

Downstream raw materials:

(2-bromophenyl)malonic acid

ethyl 2-(2-bromophenyl)ethanoate

2-(2-bromophenyl)-N-phenylacetamide

β-(3,4-dimethoxyphenyl)ethyl-(2'-bromophenyl)acetamide

Refernces

• 1、 Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin. "Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer". supporting information. p. 6648 - 6653. Retrieved 2021/09/08.
• 2、 Jaiswal, Yogesh,Kumar, Yogesh,Kumar, Amit. "The palladium(ii)-catalyzed regioselective ortho-C-H bromination/iodination of arylacetamides with in situ generated imidic acid as the directing group: Mechanistic exploration". . p. 6809 - 6820. Retrieved 2019/07/22.