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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
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Quality Level

100

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.[1]
  • α-Mercaptophenylacetic acid by treating with sodium hydrosulfide (NaSH·H2O).[2]
  • β-Lactams by reacting with imines in the presence of triphenylphosphine as a mediator.[3]

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBH7445
STBF9755V
STBD6289V
S61006V
S61006

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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)
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)
Preparation of polymandelide by reaction of ?-bromophenylacetic acid and triethylamine
Pinkus AG, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 27(13), 4291-4296 (1989)

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