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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

Quality Level

100

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.)

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

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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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
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.
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
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
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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