3-methyl-3-penten-2-one

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Structural formula
Structural formula of 3-methyl-3-penten-2-one
trans -3-methyl-3-penten-2-one
General
Surname 3-methyl-3-penten-2-one
other names

3-methylpent-3-en-2-one

Molecular formula C 6 H 10 O
Brief description

colorless to brown liquid

External identifiers / databases
CAS number
  • 565-62-8
  • 1567-72-2 [( Z ) form]
  • 1567-73-3 [( E ) -form]
EC number 209-283-7
ECHA InfoCard 100.008.440
PubChem 79048
ChemSpider 71380
Wikidata Q60656161
properties
Molar mass 98.14 g mol −1
Physical state

liquid

density

0.875 g cm −3

Melting point

−70 ° C

boiling point

138 ° C

Refractive index

1.4490 (20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

Caution

H and P phrases H: 226-315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3-Methyl-3-penten-2-one is a chemical compound from the group of ketones . There are two isomers:

  • cis -3-methyl-3-penten-2-one [synonym: ( Z ) -3-methyl-3-penten-2-one] and
  • trans -3-methyl-3-penten-2-one [synonym: ( E ) -3-methyl-3-penten-2-one].

Extraction and presentation

The compound can be obtained by reacting acetaldehyde and methyl ethyl ketone using an acid catalyst .

properties

3-Methyl-3-penten-2-one is a colorless to brown liquid. The compound can form a dimer .

use

3-Methyl-3-penten-2-one is used as an intermediate in the production of other chemical compounds (for example, as a key intermediate in the synthesis of woody fragrances for perfume).

Individual evidence

  1. a b c d e f g h Entry on 3-methyl-3-penten-2-one in the GESTIS substance database of the IFA , accessed on January 12, 2019(JavaScript required) .
  2. a b c Data sheet 3-Methyl-3-penten-2-one, (E) + (Z), 95% from AlfaAesar, accessed on January 12, 2019 ( PDF )(JavaScript required) .
  3. a b International Flavors & Fragrances, Inc .: GREEN PROCESS FOR PRODUCING 3-METHYL-3-PENTENE-2-ONE , accessed January 12, 2019.
  4. Tatsuo Takeshima, Teruyasu Imaseki, Sachiko Ogata: The Dimerization of 3-Methyl-3-penten-2-one. In: Bulletin of the Chemical Society of Japan. 31, 1958, p. 4, doi : 10.1246 / bcsj.31.4 .