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4-THUJANOL

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4-THUJANOL Basic information

Product Name:
4-THUJANOL
Synonyms:
  • (E)-Sabinene hydrate
  • (Z)-Sabinene hydrate
  • cis-4-Thujanol
  • 4-Methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-4-ol
  • C02462
  • RUTINOSE HEPTAACETATE(RG)
  • Sabinene hydrate,4-Thujanol
  • 2-methyl-5-(1-methylethyl)-bicyclo[3.1.0]hexan-2-o
CAS:
546-79-2
MF:
C10H18O
MW:
154.25
EINECS:
208-911-7
Mol File:
546-79-2.mol
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4-THUJANOL Chemical Properties

Melting point:
58-62 °C
Boiling point:
201.7±8.0 °C(Predicted)
Density 
1.030±0.06 g/cm3(Predicted)
FEMA 
3239 | 4-THUJANOL
storage temp. 
-20°C
solubility 
Chloroform, Ethanol (Slightly), Hexanes (Slightly)
pka
15.22±0.40(Predicted)
color 
Off-White
Odor
at 1.00 % in dipropylene glycol. minty eucalyptus green terpene
Odor Type
herbal
optical activity
[α]20/D +31.5±2°, c = 1% in ethanol
JECFA Number
441
LogP
2.53
EPA Substance Registry System
Bicyclo[3.1.0]hexan-2-ol, 2-methyl-5-(1-methylethyl)- (546-79-2)
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Safety Information

WGK Germany 
3
8-10-23

MSDS

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4-THUJANOL Usage And Synthesis

Chemical Properties

Thujan-4-ol has an odor reminiscent of terpineol.

Occurrence

Reported found in peppermint oil (trans-form), lemon juice, mandarin peel oil, mandarin, nutmeg, peppermint, rosemary, scotch spearmint, tarragon, thyme, black currant (buds), Vitis vinifera L., ginger, spearmint oil, other Mentha oils, pepper, sweet marjoram, cardamom, origanum, dill herb, Oscimum basilicum varieties and laurel.

Uses

Sabinene Hydrate is a monoterpene and an essential oil component, found to have antifungal activity.

Uses

cis-4-Thujanol is a related compound of (+)-Sabinene (S080750), a component of juniper berry oil having antibacterial and antifungal activity.

Definition

ChEBI: Sabinene hydrate is a p-menthane monoterpenoid.

Aroma threshold values

Aroma characteristics at 1.0%: earthy camphoreous pine and turpentine-like with citrus grapefruit nuances.

Taste threshold values

Taste characteristics at 5 ppm: woody, citrus orange and grapefruit-like.

Synthesis

The Grignard reaction with sabina ketone yields two isomers, of which one is identical to an alcohol isolated from American peppermint oil; synthetic routes for the preparation of both the cis- and trans-form are also available.

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