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D39169

Sigma-Aldrich

1,4-Dibromo-2,3-butanedione

99%

Synonym(s):
1,4-Dibromodiacetyl
Linear Formula:
BrCH2COCOCH2Br
CAS Number:
Molecular Weight:
243.88
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

powder

mp

117-119 °C (lit.)

SMILES string

BrCC(=O)C(=O)CBr

InChI

1S/C4H4Br2O2/c5-1-3(7)4(8)2-6/h1-2H2

InChI key

RZMOICJDRADLCT-UHFFFAOYSA-N

Related Categories

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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Chui-Shan Tsang et al.
Chemical communications (Cambridge, England), (15)(15), 1999-2001 (2009-04-01)
Reaction of a pinene-based pyridylthioamide with 1,4-dibromo-2,3-butanedione in refluxing methanol yielded a new chiral pyridylthiazole ligand L which forms a dinuclear double-stranded helicate with Cu(i) ions; this helicate has opposite helical chirality when compared with its quaterpyridine analogue.
S H Vollmer et al.
Protein science : a publication of the Protein Society, 1(5), 678-687 (1992-05-01)
The bifunctional reagent 1,4-dibromobutanedione (DBBD) reacts covalently with pyruvate kinase from rabbit muscle to cause inactivation of the enzyme at a rate that is linearly dependent on the reagent concentration, giving a second order rate constant of 444 min-1 M-1.

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