237310
Methyl 2-bromobutyrate
97%
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About This Item
Linear Formula:
CH3CH2CHBrCOOCH3
CAS Number:
Molecular Weight:
181.03
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
97%
form
liquid
refractive index
n20/D 1.452 (lit.)
bp
137-138 °C/50 mmHg (lit.)
density
1.573 g/mL at 25 °C (lit.)
SMILES string
CCC(Br)C(=O)OC
InChI
1S/C5H9BrO2/c1-3-4(6)5(7)8-2/h4H,3H2,1-2H3
InChI key
UFQQDNMQADCHGH-UHFFFAOYSA-N
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Application
Methyl 2-bromobutyrate has been employed as reagent in the synthesis of:
- racemic indene ester via Reformatsky reaction with 5-methoxy-1-indanone
- (E)-2-methoxymethylene-butyric acid methyl ester via Reformatsky reaction with α,α-dichloromethyl methyl ether in the presence of zinc dust
- (E)-2-methoxymethylene-butyryl chloride
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
154.4 °F - closed cup
Flash Point(C)
68 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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An efficient enantioselective synthesis of an indane acetic acid derivative: methyl (2S)-2-[(1S)-5-hydroxy-2, 3-dihydro-1H-inden-1-yl] butanoate.
Zhang M, et al.
Tetrahedron Asymmetry, 14(22), 3447-3453 (2003)
Thomas Hjelmgaard et al.
Organic & biomolecular chemistry, 4(9), 1796-1805 (2006-04-25)
This paper describes the development of a straightforward experimental protocol for copper-mediated cross-coupling of amino acid derived beta-amido-alkylzinc iodides 1 and 3 with a range of acid chlorides. The present method uses CuCN.2LiCl as the copper source and for organozinc
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