Dihydrocarveol

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Structural formula
Structural formula of dihydrocarveol
Structural formula without stereochemistry
General
Surname Dihydrocarveol
other names

DIHYDROCARVEOL ( INCI )

Molecular formula C 10 H 18 O
External identifiers / databases
CAS number 619-01-2
EC number 210-575-1
ECHA InfoCard 100.009.615
PubChem 12072
ChemSpider 11575
Wikidata Q1225152
properties
Molar mass 154.25 g mol −1
Physical state

liquid

density

0.93 g cm −3 (25 ° C)

boiling point

224-225 ° C

Vapor pressure

13 Pa (20 ° C)

Refractive index

1.477 (20 ° C)

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315
P: no P-phrases
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

Dihydrocarveol is a liquid with a floral-minty smell. This is a monocyclic monoterpene - alcohol . It is found in cumin , pepper , celery and mint . In water , it is insoluble in ethanol , however, readily soluble. The flash point of the liquid is 93.8 ° C. It is a monohydric secondary alcohol because one hydroxy group is attached to one carbon atom, which in turn is attached to two carbon atoms.

Extraction and presentation

A recombinant lacer enoate reductase from Lactobacillus casei catalyzes the reduction of ( R ) - carvone and ( S ) -carvone to (2 R , 5 R ) - dihydrocarvone and (2 R , 5 S ) -Dihydrocarvon, by a carbonyl reductase from Sporobolomyces salmonicolor SSCR or Candida magnolia CMCR were further reduced to dihydrocarveoli.

Individual evidence

  1. Entry on DIHYDROCARVEOL in the CosIng database of the EU Commission, accessed on April 2, 2020.
  2. a b c d e f data sheet Dihydrocarveol, mixture of isomers, 95% from Sigma-Aldrich , accessed on December 1, 2019 ( PDF ).
  3. X. i. Chen, Xiuzhen Gao, et al. a .: Synthesis of optically active dihydrocarveol via a stepwise or one-pot enzymatic reduction of (R) - and (S) -carvone. In: Tetrahedron: Asymmetry. 23, 2012, p. 734, doi : 10.1016 / j.tetasy.2012.05.019 .