513-88-2

Basic information

• Product Name: 1,1-Dichloroacetone
• Synonyms: 1,1-Dichloroacetone,98%;.alpha.,.alpha.-Dichloroacetone;1,1-dichloro-2-propanon;1,1-Dichloropropanone;alpha,alpha-Dichloroacetone;Dichloromethyl methyl ketone;Dichloromethylmethylketone;1,1-DICHLOROPROPAN-2-ONE
• CAS NO: 513-88-2
• Molecular Formula: C₃H₄Cl₂O
• Molecular Weight: 126.97
• EINECS: 208-175-7
• Mol File: 513-88-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 117-118 °C(lit.)
• Flash Point: 99-100 °F
• Appearance: clear colourless to yellow liquid
• Density: 1.327 g/mL at 25 °C(lit.)
• Vapor Pressure: 17.5mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Storage Temp.: Flammables area
• Merck: 14,3051
• BRN: 1740214
• CAS DataBase Reference: 1,1-Dichloroacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-Dichloroacetone(513-88-2)
• EPA Substance Registry System: 1,1-Dichloroacetone(513-88-2)

Safety Data

• Hazard Codes: Xn
• Statements: 10-22
• Safety Statements: 16
• RIDADR: UN 1992 3/PG 3
• WGK Germany: 3
• RTECS: UC1428000
• F: 3-19
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 513-88-2(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO YELLOW LIQUID

Upstream product

• 507-40-4 tert-butylhypochlorite 
• 122-56-5 tributyl borane 
• 50744-89-3 β,β-dichloro-α-hydroxy-isobutyronitrile 
• 67-64-1 acetone 
• 74-99-7 prop-1-yne 
• 76-00-6 1,1,1-trichloropropan-2-ol 
• 918-00-3 1,1,1-trichloroacetone 
• 67-66-3 chloroform 
• 75-07-0 acetaldehyde 
• 686-10-2 N,N-diethyl-1,2,2-trichlorovinylamine 
• 74-88-4 methyl iodide 
• 109-89-7 diethylamine 
• 160663-31-0 2,2-Dichloro-3-oxo-butyraldehyde 
• 109-73-9 N-butylamine 

Downstream Products

• 100130-29-8 3,3-dichloro-4-hydroxy-butan-2-one 
• 13040-58-9 7-methylpterin 
• 708-75-8 2-amino-6-methylpteridin-4(1H)-one 
• 62379-76-4 1,3-dichloro-acetone semicarbazone 
• 10200-47-2 methylglyoxal disemicarbazone 
• 861359-56-0 β,β-dichloro-α-hydroxy-isobutyric acid anilide 
• 101264-00-0 phosphoric acid butyl ester-(2-chloro-1-methyl-vinyl ester)-phenyl ester 
• 87234-28-4 1,3-dichloro-2-hydroxy-2-phenylpropane 
• 69753-44-2 α,α-Bis(phenylthio)acetone 
• 849585-22-4 LACTIC ACID 
• 1804-15-5 2-hydroxyimino-propionaldehyde oxime 
• 918-00-3 1,1,1-trichloroacetone 
• 79-10-7 acrylic acid 
• 22052-63-7 2-dichloromethyl-2-methyl-1,3-dioxolane 

Relevant articles and documents

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Selective Reduction of α-Chloroketone to α-Chloroalcohol Using Hydrogen Transfer from Alcohol over Metal Oxide Catalysts

The carbonyl group of 1,3-dichloro-2-propanone was reduced selectively through hydrogen transfer from 2-butanol over MgO, SiO2*Al2O3, Al2O3, and ZrO2. It is suggested that the reaction is promoted by either base or acid site of the catalysts.

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PROCESS FOR PREPARING 1,3-DICHLOROACETONE

Epichlorohydrin is produced from acetone by (1) chlorinating acetone to form monochloroacetone; (2) disproportionating the monochloroacetone in the presence of a platinum catalyst, a strong acid and preferably a chloride source (for example, added as a salt or from hydrolysis of monochloroacetone) and some water to produce acetone and 1,3-dichloroacetone; (3) hydrogenating the 1,3-dichloroacetone in the presence of a catalyst to produce 1,3-dichlorohydrin; and (4) cyclizing the 1,3-dichlorohydrin with a base to produce epichlorohydrin.

Chemistry of the biosynthesis of halogenated methanes: C1-organohalogens as pre-industrial chemical stressors in the environment?

We have chemical evidence that in the biosynthesis of the halomethanes C1H(4-n),X(n) (n = 1-4) three different pathways of biogenic formation have to be distinguished. The formation of methyl chloride, methyl bromide, and methyl iodide, respectively, has to be considered as a methylation of the respective halide ions. The dihalo- and trihalomethanes are formed via the haloform and/or via the sulfo-haloform reaction. The possible formation of tetrahalomethanes may involve a radical mechanism. Methionine methyl sulfonium chloride used as substrate in the incubation together with chloroperoxidase (CPO) and H2O2 gave high yields of monohalomethanes only. We were able to show that next to the CPO/H2O2 driven haloform reaction of carbonyl activated methyl groups also methyl-sulphur compounds - e.g. dimethylsulfoxide, dimethylsulfone, and the sulphur amino acid methionine - can act as precursors for the biosynthesis of di- and trihalogenated methanes. Moreover, there is some but not yet very conclusive evidence for an enzymatic production of tetrahalogenated methanes. In our experiments with chloroperoxidase involving amino acids and complex natural peptide based substrates, dihalogenated acetonitriles and several other volatile halogenated but yet unidentified compounds were formed. On the basis of these experiments we like to suggest that biosynthesis of halogenated nitriles occurs in general and therefore a natural atmospheric background should exist for halogenated acetonitriles and halogenated acetaldehydes, respectively.