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34310

Sigma-Aldrich

Methyl 2,3-dibromopropionate

≥97.0% (GC)

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About This Item

Linear Formula:
CH2BrCHBrCOOCH3
CAS Number:
1729-67-5
Molecular Weight:
245.90
Beilstein/REAXYS Number:
1750190
EC Number:
217-044-3
MDL number:
MFCD00017882
UNSPSC Code:
12352100
PubChem Substance ID:
57649176
NACRES:
NA.22

assay

≥97.0% (GC)

form

liquid

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.[1]

application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319,H335

Hazard Classifications

Eye Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC6792
BCBD9429V
1355484V
1355484
1204076

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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)
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)
2H-Azirines as dipolarophiles.
Pinho e Melo TMVD, et al.
Tetrahedron Letters, 44(33), 6313-6315 (2003)

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