34310

Sigma-Aldrich

Methyl 2,3-dibromopropionate

≥97.0% (GC)

Linear Formula:
CH2BrCHBrCOOCH3
CAS Number:
Molecular Weight:
245.90
Beilstein/REAXYS Number:
1750190
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

≥97.0% (GC)

refractive index

n20/D 1.514

bp

83-86 °C/10 mmHg (lit.)

density

1.944 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C(Br)CBr

InChI

1S/C4H6Br2O2/c1-8-4(7)3(6)2-5/h3H,2H2,1H3

InChI key

ROXQOUUAPQUMLN-UHFFFAOYSA-N

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General description

Methyl 2,3-dibromopropionate is the methyl ester of 2,3-dibromopropanoic acid. It reacts with 2-acetamido-3-hydroxypyridine to give 2-substituted pyrido-oxazine.

Application

Methyl 2,3-dibromopropionate may be used in the preparation of methyl 2-azidoacrylate. It may be used in the preparation of methyl (+)-(1′R, 2R) and (-)-(1′R, 2S)-1-(2-phenylethanol)aziridine-2-carboxylates.

Packaging

25 mL in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Synthesis of substituted 3, 4-dihydro-2< i> H</i>-pyrido [3, 2-< i> b</i>][1, 4] oxazine as new scaffolds for potential bioactive compounds.
Henry N, et al.
Tetrahedron, 62(10), 2405-2412 (2006)
Regiospecific and Enantiospecific Ring Opening of Methyl (+)-(1'R, 2R)-and (-)-(1'R, 2S)-1-(2-phenylethanol) Aziridine-2-carboxylates.
Gnecco D, et al.
Molecules (Basel), 5(8), 998-1003 (2000)
2H-Azirines as dipolarophiles.
Pinho e Melo TMVD, et al.
Tetrahedron Letters, 44(33), 6313-6315 (2003)

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