58625-77-7

Basic information

• Product Name: 2-Butanone, 3,4-dichloro- (9CI)
• Synonyms: 2-Butanone, 3,4-dichloro- (9CI);3,4-Dichloro-2-butanone
• CAS NO: 58625-77-7
• Molecular Formula: C₄H₆Cl₂O
• Molecular Weight: 140.99584
• Product Categories: ACETYLGROUP
• Mol File: 58625-77-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 189.51°C (rough estimate)
• Appearance: /
• Density: 1.2930
• Refractive Index: 1.4628 (estimate)
• CAS DataBase Reference: 2-Butanone, 3,4-dichloro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butanone, 3,4-dichloro- (9CI)(58625-77-7)
• EPA Substance Registry System: 2-Butanone, 3,4-dichloro- (9CI)(58625-77-7)

Safety Data

• Hazardous Substances Data: 58625-77-7(Hazardous Substances Data)

Upstream product

• 78-94-4 methyl vinyl ketone 
• 7732-18-5 water 
• 7782-50-5 chlorine 
• 53920-89-1 3,4-dichloro-2-methyl-1-butene 
• 107-02-8 acrolein 
• 64-17-5 ethanol 
• 67-56-1 methanol 

Relevant articles and documents

Ruthenium-lewis acid catalyzed asymmetric diels-alder reactions between dienes and α,β-unsaturated ketones

The complex [Ru(Cp)(R,R-BIPHOP-F)(acetone)][SbF6],(R,R)-1a. was used as catalyst for asymmetric Diels-Alder reactions between dienes (cyclopentadiene, methylcyclopentadienc, isoprene, 2,3-dimethylbutadiene) and α,β-unsaturated ketones (methyl vinyl ketone (MVK). ethyl vinyl ketone, divinyl ketone, α-bromovinyl methyl ketone and α-chlorovinyl methyl ketone). The cycloaddition products were obtained in yields of 50-_90% and with enantioselectivities up to 96% ee. Ethyl vinyl ketone, divinyl ketone and the halogenated vinyl ketones worked best and their reactions with acyclic dienes consistently provided products with >90% ee. α-Chlorovinyl methyl ketone performed better than α-bromovinyl methyl ketone. The reaction also provided a [4.3.1]bicyclic ring system in 95% ee through an intramolecular cycloaddition reaction. Crystal structure determinations of [Ru(Cp)((S,S)-BIPHOP-F)(mvk)]-[SbF6], (S,S)-1b, and [Ru(Cp)((R,R)-Me4BIPHOP-F)(acrolein)][SbF6], (R,R)-2b, provided the basis for a rationalization of the asymmetric induction.

Yeast Reduction of Some Four-Carbon Chlorinated Ketones. A Convenient Synthesis of (S)-(+)-But-3-en-2-ol

The action of fermenting yeast on various four-carbon chlorinated ketones has been studied. (S)-(+)-But-3-en-2-ol is conveniently prepared from (+/-)-3-chlorobutan-2-one which yields a 1:1 mixture of (2S,3S)- and (2S,3R)-3-chlorobutan-2-ols.Conversion of the mixture into the dimethyl-methoxymethyl ethers followed by dehydrohalogenation and hydrolysis then gives (S)-(+)-but-3-en-2-ol.

REACTION OF HALOGENS WITH SOME α,β-UNSATURATED ALDEHYDES AND KETONES

Mechanisms are proposed to acconunt for evidence indicating that some simple α,β-unsaturated aldehydes and ketones do not react with halogens by the expected attack on the C=C bond.