B75859
α-Bromophenylacetic acid
98%
Synonym(s):
alpha-Bromophenylacetic acid
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About This Item
Linear Formula:
C6H5CH(Br)CO2H
CAS Number:
Molecular Weight:
215.04
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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
Regulatory Information
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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)
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)
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
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