3-Chloro-2-butanone Chemical Properties

Melting point:

<-60°C

Boiling point:

114-117 °C (lit.)

Density 

1.055 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.421(lit.)

Flash point:

70 °F

storage temp. 

Flammables area

solubility 

30g/l

form 

clear liquid

Specific Gravity

1.058 (20/4℃)

color 

Light orange to Yellow to Green

PH

2.4 (25g/l, H2O, 20℃)

explosive limit

2.3%(V)

Water Solubility 

3 g/100 mL

BRN 

385637

InChI

1S/C4H7ClO/c1-3(5)4(2)6/h3H,1-2H3

InChIKey

OIMRLHCSLQUXLL-UHFFFAOYSA-N

SMILES

CC(Cl)C(C)=O

CAS DataBase Reference

4091-39-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Butanone, 3-chloro-(4091-39-8)

EPA Substance Registry System

2-Butanone, 3-chloro- (4091-39-8)

Safety Information

Hazard Codes 

Xn

Risk Statements 

10-22-36/37/38-20/21/22-2011/10/22

Safety Statements 

16-36/37/39-26-24/25

RIDADR 

UN 1224 3/PG 3

WGK Germany 

3

RTECS 

EL7062000

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

III

HS Code 

29147090

Storage Class

3 - Flammable liquids

Hazard Classifications

Acute Tox. 4 Oral
Flam. Liq. 3

MSDS

• Language:English Provider:3-Chloro-2-butanone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3-Chloro-2-butanone Usage And Synthesis

Chemical Properties

CLEAR YELLOW TO BROWNISH LIQUID

Uses

3-Chloro-2-butanone was used in production of chiral alcohols from acetophenone derivatives, β-ketoesters and N-Boc-3-pyrrolidinone by recombinant E. coli cells. It was used in the synthesis of carbene precursor, 3-aryl-4,5-dimethylthiazolium chloride.

Uses

3-Chloro-2-butanone was used to study various carbonylic compounds as substrates for 4-hydroxyacetophenone monooxygenase from Pseudomonas fluorescens ACB.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 5274, 1955 DOI: 10.1021/ja01625a016

General Description

3-Chloro-2-butanone reacts with 1,4-dianion of acetophenone N-ethoxycarbonylhydrazone to yield pyrazoline derivatives.

Synthesis

In a 250-mL three-necked flask equipped with a stirrer, constant pressure funnel and condenser tube, 43.27 g, 0.6 mol of butanone XVI and 36% HCl 30.42 g, 0.3 mol, added copper chloride 8.1 g, 0.06 mol, at 35 degrees Celsius, 30% H2O 249.23 g, 0.39 mol in 15 minutes slowly added dropwise, after completion, warmed to 78 degrees Celsius reflux reaction for 5 hours, the reaction solution was cooled to room temperature, the organic phase was separated, washed twice with saturated sodium carbonate solution, anhydrous sodium sulfate drying, fractional distillation to collect 137-140 degrees Celsius fraction, to obtain a brown liquid 3-chloro-2-butanone 8.0 grams, yield of 12.6%; _x000D _

3-Chloro-2-butanone(4091-39-8)Related Product Information

• 2-Butanone oxime
• Tetra-(methylethylketoxime)silane
• Butyrophenone
• 4-Methyl-2-pentanone
• Difluorochloromethane
• 2-Chlorocyclopentanone
• 7,7-Dichlorobicyclo[3.2.0]hept-2-en-6-one
• Ethyl 2-chloroacetoacetate
• 2,3,4,5,6,6-HEXACHLORO-2,4-CYCLOHEXADIEN-1-ONE
• Ethyl 2-chloro-4,4,4-trifluoroacetoacetate
• N,N-DIMETHYL-2-CHLOROACETOACETAMIDE
• 3-CHLORO-2,4-PENTANEDIONE
• Methyl 2-chloroacetoacetate
• DESYL CHLORIDE
• 2-Chlorocyclohexanone
• 1-(4-Fluorophenyl)-4-chloro-1-butanone
• 2-Butanone
• 1-(4-Hydroxyphenyl)-4-chloro-1-butanone