Phellandrene

  • α -phellandrene: 2- methyl-5- (1-methylethyl ) -1,3- cyclohexadiene
  • β -phellandrene: cyclohexene 3- Methylene -6 -(1- methylethyl)
  • (R)- α: 4221-98-1
  • (S)- α: 2243-33-6
  • ( RS)- α: 99-83-2
  • (R)- β: 6153-17-9
  • (S)- β: 6153-16-8
  • ( RS)- β: 555-10-2

Colorless to yellowish liquid

Liquid (for all isomers and the racemates )

From 0.84 to 0.85 g · cm -3 ( 20 ° C) (for all isomers and the racemates )

  • (R)- α: 171-172 ° C
  • (R)- β: 171-172 ° C

Insoluble in water, soluble in ether (valid for all isomers and the racemates )

  • α: 1.471 (25 ° C)
  • β: 1.4788 (20 ° C)

α -phellandrene

Risk

α - isomer R- and S -phrases R: 10 - 43-52 / 53 - 65 S: 24 - 37 - 61-62 As far as possible and common, SI units are used. Unless otherwise noted, the indicated data apply with standard conditions. Refractive index: Na - D line, 20 ° C Template: Infobox chemical / molecular formula search available

The structurally isomeric α - and β - Phellandrene are colorless, oily liquids. They are part of essential oils. They can be found among others in cumin, fennel, eucalyptus oil and dill. Both are monoterpene hydrocarbons.

The odor threshold of β - Phellandrens is 700 ppb. α -phellandrene has a spicy - minty smell, and β -phellandrene smells minzartig, also both smell like turpentine.

Both Phellandrene include the combination of six-membered ring and conjugated double bonds to the Prohaptenen, ie their oxidation products at the air and reaction products in contact with the skin are allergiauslösend.

Stereoisomerism

The structural isomers α -phellandrene and β -phellandrene each have a stereogenic center. Consequently, there are two enantiomers of the α - and the β - Phellandrens Phellandrens:

The 1:1 mixture of (R ) - α -phellandrene and (S) - α -phellandrene is ( RS)- α -phellandrene, a racemate. Analogously, ( RS)- β -phellandrene a racemic mixture of ( R) - β -phellandrene and (S) - β -phellandrene. Enantiomers terpenes generally have a different smell because the smell receptors of the people are themselves chiral.

646618
de