Tiglic aldehyde

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Structural formula
Structural formula of tiglic aldehyde
General
Surname Tiglic aldehyde
other names
  • trans -2,3-dimethylacrolein
  • trans -2-methyl-2-butenal
  • ( E ) -2-methylbut-2-enal
  • Tiglaldehyde
  • Guajol
Molecular formula C 5 H 8 O
Brief description

colorless to yellowish odorless liquid

External identifiers / databases
CAS number 497-03-0
EC number 207-833-0
ECHA InfoCard 100.007.122
PubChem 5321950
Wikidata Q3045687
properties
Molar mass 84.12 g mol −1
Physical state

liquid

density

0.87 g cm −3

boiling point

116 ° C

Vapor pressure

95 hPa (50 ° C)

solubility
  • practically insoluble in water
  • miscible in ethanol and ether
Refractive index

1.448 (20 ° C)

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

danger

H and P phrases H: 225-315-319-335
P: 280-261-302 + 352-305 + 351 + 338-210
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

Tigline aldehyde is a chemical compound from the group of aldehydes with an additional double bond .

Occurrence

Tiglic aldehyde occurs naturally in guaiac resin , geranium oil, and other natural substances.

Extraction and presentation

The compound can be obtained by reacting acetaldehyde and propionaldehyde . In addition, it isomerizes from angelica aldehyde .

properties

Tigline aldehyde is a highly flammable, colorless to yellowish odorless liquid that is practically insoluble in water.

use

Tigline aldehyde is used as an intermediate in the manufacture of other chemical compounds.

safety instructions

The vapors of tiglinic aldehyde can form an explosive mixture with air ( flash point approx. 13 ° C).

Individual evidence

  1. a b c d e f g h i j Entry on tiglic aldehyde in the GESTIS substance database of the IFA , accessed on April 5, 2017(JavaScript required) .
  2. a b George A. Burdock: Fenaroli's Handbook of Flavor Ingredients, Fifth Edition . CRC Press, 2004, ISBN 978-1-4200-3787-6 , pp. 1147 ( limited preview in Google Book search).
  3. Data sheet Tiglic aldehyde, ≥96% from Sigma-Aldrich , accessed on April 5, 2017 ( PDF ).
  4. Fred Winter: Handbook of the entire perfumery and cosmetics A scientific-practical presentation of the modern perfumery including the production of the toilet soaps as well as an outline of the applied cosmetics . Springer-Verlag, 2013, ISBN 978-3-662-38143-4 , p. 945 ( limited preview in Google Book search).
  5. Hans Meyer: Synthesis of the carbon compounds . Springer-Verlag, 2013, ISBN 978-3-662-36309-6 , pp. 73 ( limited preview in Google Book search).
  6. Dictionary of Food Compounds , p. 1277 ( limited preview in Google book search).
  7. Data sheet trans-2-methyl-2-butenal, 97% from AlfaAesar, accessed on April 5, 2017 ( PDF )(JavaScript required) .