2-Bromophenylacetic acid (HCID 87754)

Names & identifiers

Preferred name: 2-Bromophenylacetic acid
IUPAC: 2-(2-bromophenyl)acetic acid
English name: 2-Bromophenylacetic acid
Molecular formula: C8H7BrO2
Molecular weight: 215.04

Names & synonyms

2-Bromophenylacetic acid18698-97-0Benzeneacetic acid, 2-bromo-EINECS 242-509-2DTXSID1075149RefChem:467295DTXCID5035903242-509-22-(2-bromophenyl)acetic acido-Bromophenylacetic acid(2-bromophenyl)acetic acidMFCD00004314

Show more names

2-BromophenyLTIMTEC-BB SBB006626RARECHEM AL BO 0109omophenylacetic acidLABOTEST-BB LT00454446(2-Bromphenyl)essigsure

ortho-bromophenylacetic acid(2-bromo-phenyl)-acetic acid2-(2-bromophenyl)-acetic acid2-Bromophenylacetic acid, 99%2-Bromophenylaceticacid2-Bromobenzeneacetic acid2-Bromobenzeneacetic Acid; o-Bromophenylacetic Acid2-bromo-phenylacetic acid

Database identifiers

CAS: 18698-97-0
PubChem CID: 87754
DTXSID: DTXSID1075149
ChEMBL: CHEMBL5400820
UNII: ET8T4B2RZF
EC Number: 242-509-2
Nikkaji: J27.550F

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 37.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 147

Physicochemical properties

Melting point: 104 · 104-106 °C(lit.)
Boiling point: 252.95 °C · 252.95°C (rough estimate)
Density: 1.5313 · 1.5313 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Very faint turbidity in methanol.
pka: 1 · pK1: 4.054 (25°C)
form: Crystalline Powder, Crystals and/or Chunks
color: White to light beige
BRN: 2250655 · 2250655
InChI: InChI=1S/C8H7BrO2/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4H,5H2,(H,10,11)
InChIKey: DWXSYDKEWORWBT-UHFFFAOYSA-N
SMILES: C1(CC(O)=O)=CC=CC=C1Br
CAS DataBase Reference: 18698 · 18698-97-0(CAS DataBase Reference)
EPA Substance Registry System: 2 · 2-Bromophenylacetic acid (18698-97-0)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29163990 · 29163990
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (10%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P319, P321, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationBenzeneacetic acid, 2-bromo-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (10%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29163990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 22-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

UsesEmployed as a pharmaceutical intermediate. It is also used in organic synthesis.

Uses2-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

Preparation methods

Preparation2-Bromophenylacetic acid can be produced by removing the sulfonic acid group through the bromination of p-sulfonophenylacetic acid and the hydrolysis of 2-bromo-4-sulfonophenylacetic acid.