1-penten-3-one

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Structural formula
Structural formula of 1-penten-3-one
General
Surname 1-penten-3-one
other names
  • Pent-1-en-3-one ( IUPAC )
  • Ethyl vinyl ketone
Molecular formula C 5 H 8 O
Brief description

colorless liquid with a pungent odor

External identifiers / databases
CAS number 1629-58-9
EC number 216-624-3
ECHA InfoCard 100.015.114
PubChem 15394
Wikidata Q161669
properties
Molar mass 84.12 g mol −1
Physical state

liquid

density

0.845 g cm −3 (25 ° C)

boiling point

38 ° C (60 mmHg )

solubility

soluble in ethanol, ether, acetone and benzene

Refractive index

1.419 (20 ° C)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 05 - Corrosive 06 - Toxic or very toxic

danger

H and P phrases H: 225-301-311-314-331
P: 210-261-280-301 + 310-305 + 351 + 338-310
Toxicological data

56 mg kg −1 ( LD 50mouseiv )

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

1-penten-3-one is a chemical compound from the group of α, β-unsaturated ketones .

Occurrence

1-penten-3-one occurs naturally in oranges , guavas , grapes , and tomatoes , among other things .

Extraction and presentation

1-penten-3-one can be obtained by a two-step reaction by acylating ethene with propionic acid chloride to chloropenten-3-one and its subsequent β- elimination with sodium carbonate .

properties

1-penten-3-one is a colorless liquid with a pungent odor. The unstabilized monomer can polymerize under the action of heat or light.

Individual evidence

  1. a b c d e f g h i data sheet 1-penten-3-on, 97% from Sigma-Aldrich , accessed on March 27, 2012 ( PDF ).
  2. a b c Department of Health - Testing Status of Agents at NTP: Ethyl Vinyl Ketone ( Memento of the original dated November 29, 2014 in the Internet Archive ) Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice. , accessed November 18, 2014. @1@ 2Template: Webachiv / IABot / ntp.niehs.nih.gov
  3. Andrea Büttner: Important aromas in freshly squeezed citrus fruit juices . Herbert Utz Verlag, 1999, ISBN 978-3-89675-523-0 , p. 80.84 f . ( limited preview in Google Book search).
  4. Heinz Idstein, Peter Schreier: Volatile constituents from guava (Psidium guajava, L.) fruit . In: Journal of Agricultural and Food Chemistry . 33, No. 1, 1985, pp. 138-143. doi : 10.1021 / jf00061a039 .
  5. ^ Peter Schreier, Friedrich Drawert, Albrecht Junker: Identification of volatile constituents from grapes . In: Journal of Agricultural and Food Chemistry . 24, No. 2, 1976, pp. 331-336. doi : 10.1021 / jf60204a032 .
  6. Ron G. Buttery, Roy Teranishi, Louisa C. Ling: Fresh tomato aroma volatiles: a quantitative study . In: Journal of Agricultural and Food Chemistry . 35, No. 4, 1987, pp. 540-544. doi : 10.1021 / jf00076a025 .
  7. Jürgen Nelles: Presentation of ethyl vinyl ketone (PDF; 159 kB)