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Merck
CN

D39169

1,4-Dibromo-2,3-butanedione

99%

Synonym(s):

1,4-Dibromodiacetyl

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About This Item

Linear Formula:
BrCH2COCOCH2Br
CAS Number:
Molecular Weight:
243.88
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
228-615-1
MDL number:
Assay:
99%
Form:
powder
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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

Application

  • Catalyst-Free Multicomponent Cyclopolymerizations: A novel approach utilizing 1,4-Dibromo-2,3-butanedione in catalyst-free multicomponent cyclopolymerizations to synthesize functional polyiminofurans containing bromomethyl groups was developed. This method enhances the utility of 1,4-Dibromo-2,3-butanedione in producing advanced materials with potential applications in chemical and pharmaceutical industries (Zhu et al., 2021).


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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.
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.



Global Trade Item Number

SKUGTIN
D39169-100G04061831835809
D39169-25G04061833563724