ChemicalBook--->CAS DataBase List--->6305-43-7

6305-43-7

6305-43-7 Structure

6305-43-7 Structure
IdentificationMore
[Name]

1,4-DIBROMO-2,3-BUTANEDIONE
[CAS]

6305-43-7
[Synonyms]

1,4-DIBROMO-2,3-BUTANEDIONE
1,4-DIBROMODIACETYL
SYM-DIBROMODIACETYL
1,4-dibromo-3-butanedione
2,2’-dibromobiacetyl
alpha,alpha’-dibromobiacetyl
alpha,alpha-Dibromobiacetyl~1,4-Dibromodiacetyl
1,4-dibromobutane-2,3-dione
1,4-Dibromo-2,3-butanedione,98%
à,à'-dibromobiacetyl
1,4-dibromobutanedione
[EINECS(EC#)]

228-615-1
[Molecular Formula]

C4H4Br2O2
[MDL Number]

MFCD00000205
[Molecular Weight]

243.88
[MOL File]

6305-43-7.mol
Questions And AnswerBack Directory
[Synthesis]

Synthetic Route of 1,4-Dibromo-2,3-Butanedione

Report 1,

2,3-Butanedione (10 g; 116 mmol) and 20 mL CHCl3 were added to a 250 mL round-bottom flask equipped with a reflux condenser and a dropping funnel. Bromine (37 g, 12 mL, 232 mmol, d: 3.1028 g/mL) was dissolved in 25 mL CHCl3 and slowly added dropwise to the reaction mixture. The reaction was carried out at 50 °C until no HBr precipitated. The crude mixture was cooled overnight in a refrigerator. The precipitate was filtered off.

1,4-Dibromo-2,3-butanedione was obtained by recrystallization of the crude product from CHCl3.

Report II

A solution of 2,3-butanedione (5.000 g, 58.0 mmol) in 10 mL of CHCl3 was slowly added dropwise to a solution of bromine (18.560 g, 116.0 mmol) in 6 mL of CHCl3 at room temperature. After the addition was complete, the reaction was carried out at 48 °C for 3 hours. The mixture was cooled in an ice bath for 2 hours, and the precipitate was filtered and purified by recrystallization from CHCl3 to obtain a yellow solid of 1,4-dibromo-2,3-butanedione. Yield: 9.112 g (65%). Melting point: 116-117 °C.

[Application]

1,4-Dibromo-2,3-Butanedione is an organic synthesis intermediate and a pharmaceutical intermediate that can be used in laboratory research and development processes and chemical production processes.
Chemical PropertiesBack Directory
[Melting point ]

117-119 °C (lit.)
[Boiling point ]

213.0±25.0 °C(Predicted)
[density ]

2.0524 (rough estimate)
[refractive index ]

1.5220 (estimate)
[storage temp. ]

Storage temp. 2-8°C
[form ]

powder
[Appearance]

Off-white to light yellow Solid
[Water Solubility ]

Insoluble in water.
[BRN ]

970154
[InChI]

InChI=1S/C4H4Br2O2/c5-1-3(7)4(8)2-6/h1-2H2
[InChIKey]

RZMOICJDRADLCT-UHFFFAOYSA-N
[SMILES]

C(Br)C(=O)C(=O)CBr
[CAS DataBase Reference]

6305-43-7(CAS DataBase Reference)
[EPA Substance Registry System]

2,3-Butanedione, 1,4-dibromo- (6305-43-7)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
[RIDADR ]

1759
[WGK Germany ]

3
[RTECS ]

EK2850000
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

III
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
[Safety Profile]

Poison by intravenous and intraperitoneal routes. When heated to decomposition it emits toxic fumes of Br-. See also BROMIDES
Hazard InformationBack Directory
[Uses]

  • 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).
[Definition]

ChEBI: 1,4-Dibromodiacetyl is an alpha-diketone.
Spectrum DetailBack Directory
[Spectrum Detail]

1,4-DIBROMO-2,3-BUTANEDIONE(6305-43-7)MS
1,4-DIBROMO-2,3-BUTANEDIONE(6305-43-7)1HNMR
1,4-DIBROMO-2,3-BUTANEDIONE(6305-43-7)13CNMR
1,4-DIBROMO-2,3-BUTANEDIONE(6305-43-7)IR1
1,4-DIBROMO-2,3-BUTANEDIONE(6305-43-7)IR2
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

1,4-Dibromo-2,3-butanedione, 98%(6305-43-7)
[Sigma Aldrich]

6305-43-7(sigmaaldrich)
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