Senecioic acid

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Structural formula
Structure of senecioic acid
General
Surname Senecioic acid
other names
  • 3-methyl-2-butenoic acid
  • 3-methyl crotonic acid
  • 3,3-dimethylacrylic acid
Molecular formula C 5 H 8 O 2
External identifiers / databases
CAS number 541-47-9
EC number 208-782-7
ECHA InfoCard 100.007.985
PubChem 10931
Wikidata Q27117043
properties
Molar mass 100.12 g mol −1
Physical state

firmly

density

0.96 g cm −3 (at 75 ° C)

Melting point

65-70 ° C

boiling point

194-195 ° C

safety instructions
GHS labeling of hazardous substances
05 - Corrosive

danger

H and P phrases H: 314
P: 305 + 351 + 338-280-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Senecio acid ( 3-methylcrotonic acid ) is an unsaturated and short-chain monocarboxylic acid from the group of alkenoic acids .

It is made from mesityl oxide by reaction with potassium hypochlorite , the methyl group adjacent to the keto group being oxidized . The carboxylic acid is released from the resulting potassium salt by adding sulfuric acid .

Individual evidence

  1. ↑ a b c Entry on 3-methylcrotonic acid in the GESTIS substance database of the IFA , accessed on November 7, 2019 (JavaScript required)
  2. ↑ a b Data sheet 3-Methylcrotonic acid from Sigma-Aldrich , accessed on July 28, 2019 ( PDF ).
  3. ↑ Lee Irvin Smith, WW Prichard, Leo J. Spillane: β, β-Dimethylacrylic acid In: Organic Syntheses . 23, 1943, p. 27, doi : 10.15227 / orgsyn.023.0027 ; Coll. Vol. 3, 1955, p. 302 ( PDF ).