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167185

Sigma-Aldrich

Methyl 2-bromopropionate

98%

Synonym(s):

(±)-2-Bromopropionic acid methyl ester, (±)-Methyl 2-bromopropionate, 2-Bromopropanoic acid methyl ester, 2-Bromopropionic acid methyl ester, Methyl (±)-α-bromopropionate

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About This Item

Linear Formula:
CH3CHBrCO2CH3
CAS Number:
5445-17-0
Molecular Weight:
167.00
Beilstein:
1720592
EC Number:
226-642-3
MDL number:
MFCD00000143
UNSPSC Code:
12352100
PubChem Substance ID:
24850199
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.451 (lit.)

bp

51 °C/19 mmHg (lit.)

solubility

water: insoluble

density

1.497 g/mL at 25 °C (lit.)

functional group

bromo
ester

SMILES string

COC(=O)C(C)Br

InChI

1S/C4H7BrO2/c1-3(5)4(6)7-2/h3H,1-2H3

InChI key

ACEONLNNWKIPTM-UHFFFAOYSA-N

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Application

Methyl 2-bromopropionate was used as initiator during the synthesis of polymer brushes with single-walled carbon nanotubes as backbones. It was used as starting reagent for the synthesis of 2-18F-fluoropropionic acid, positron emission tomography imaging agent for prostate cancer.

Signal Word

Danger

Hazard Statements

H226,H314,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

125.6 °F - closed cup

Flash Point(C)

52 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1121
MKCR1837
MKCQ1860
MKCM4075
MKCJ7662

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Shuhui Qin et al.
Journal of the American Chemical Society, 126(1), 170-176 (2004-01-08)
Polymer brushes with single-walled carbon nanotubes (SWNT) as backbones were synthesized by grafting n-butyl methacrylate (nBMA) from the ends and sidewalls of SWNT via atom transfer radical polymerization (ATRP). Carboxylic acid groups on SWNT were formed by nitric acid oxidation.
Nagavarakishore Pillarsetty et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 50(10), 1709-1714 (2009-09-18)
There is a high interest in developing an (18)F-labeled PET tracer that can aid in diagnosis and therapy monitoring of prostate cancer. In the current study, we have evaluated the potential of 2-(18)F-fluoropropionic acid ((18)F-FPA) as a PET tracer for
Alan E Enciso et al.
Angewandte Chemie (International ed. in English) (2020-05-18)
A facile and efficient two-step synthesis of p-substituted tris(2-pyridylmethyl)amine (TPMA) ligands to form Cu complexes with the highest activity to date in atom transfer radical polymerization (ATRP) is presented. In the divergent synthesis, p-Cl substituents in tris(4-chloro-2-pyridylmethyl)amine (TPMA3Cl ) were
Gerard Lligadas et al.
Biomacromolecules, 18(10), 2981-3008 (2017-08-30)
The most fundamental aspects of single-electron transfer (SET) principles are presented. They are discussed according to different definitions used by expert practitioners and are applied to SET living radical polymerization (SET-LRP) according to the definition of the division of organic
Yu Wang
Polymers, 11(8) (2019-07-31)
Atom transfer radical polymerization (ATRP) of methyl acrylate (MA) was carried out by continuous feeding of Cu(I) activators. Typically, the solvent, the monomer, the initiator, and the CuBr2/Me6TREN deactivator are placed in a Schlenk flask (Me6TREN: tris[2-(dimethylamino)ethyl]amine), while the CuBr/Me6TREN
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