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B75859

Sigma-Aldrich

α-Bromophenylacetic acid

98%

Synonym(s):

alpha-Bromophenylacetic acid

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About This Item

Linear Formula:
C6H5CH(Br)CO2H
CAS Number:
4870-65-9
Molecular Weight:
215.04
EC Number:
225-477-4
MDL number:
MFCD00004206
UNSPSC Code:
12352100
PubChem Substance ID:
24892009
NACRES:
NA.22

Assay

98%

form

powder

mp

82-83 °C (lit.)

SMILES string

OC(=O)C(Br)c1ccccc1

InChI

1S/C8H7BrO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,(H,10,11)

InChI key

WAKFRZBXTKUFIW-UHFFFAOYSA-N

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Application

α-Bromophenylacetic acid can be used as a reactant to prepare:
  • Polymandelide by reacting with triethylamine.
  • α-Mercaptophenylacetic acid by treating with sodium hydrosulfide (NaSH·H2O).
  • β-Lactams by reacting with imines in the presence of triphenylphosphine as a mediator.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Haihui Li et al.
Polymers, 12(1) (2020-01-16)
Polymerization-induced self-assembly (PISA) has become an effective strategy to synthesize high solid content polymeric nanoparticles with various morphologies in situ. In this work, one-step PISA was achieved by in situ photocontrolled bromine-iodine transformation reversible-deactivation radical polymerization (hereinafter referred to as
Novel Method for the Synthesis of ?-Lactams by the Reaction of ?-Bromocarboxylic Acids with Imines Mediated by Triphenylphosphine
Kikuchi S and Hashimoto Y
Heterocycles, 68(3), 453-457 (2006)
Reactions of ?-mercaptocarboxylic acid hydrazides with triethyl orthoesters: synthesis of 1, 3, 4-thiadiazin-5 (6H)-ones and 1, 3, 4-oxadiazoles
Kudelko A
Tetrahedron, 68(18), 3616-3625 (2012)

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