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7-OCTEN-2-OL, 2-METHYL-6-METHYLENE

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7-OCTEN-2-OL, 2-METHYL-6-METHYLENE Basic information

Product Name:
7-OCTEN-2-OL, 2-METHYL-6-METHYLENE
Synonyms:
  • MYRCENOL 50
  • 2-methyl-6-methylene-7-octen-2-o
  • 2-Methyl-6-methylene-7-octen-2-ol
  • 3-Methylene-7-methyl-1-octen-7-ol
  • 2-methyl-6-methyleneoct-7-en-2-ol
  • MYCENOL5
  • 2-Methyl-6-methylenoct-7-en-2-ol
  • 2H MYRCENOL
CAS:
543-39-5
MF:
C10H18O
MW:
154.25
EINECS:
208-843-8
Mol File:
543-39-5.mol
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7-OCTEN-2-OL, 2-METHYL-6-METHYLENE Chemical Properties

Boiling point:
217.64°C (rough estimate)
Density 
0.8389 (rough estimate)
refractive index 
1.4666 (estimate)
solubility 
Practically insoluble in water, soluble in alcohol and oils.
form 
viscous liquid
pka
15.30±0.29(Predicted)
color 
Colorless
Specific Gravity
0.89
Odor
at 100.00 %. fresh floral lavender citrus
Odor Type
floral
Stability:
Tends to polymerize on standing, increases in viscosity, decreases in odor power
LogP
2.613 (est)
EPA Substance Registry System
7-Octen-2-ol, 2-methyl-6-methylene- (543-39-5)
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7-OCTEN-2-OL, 2-METHYL-6-METHYLENE Usage And Synthesis

Chemical Properties

It is a colorless liquid with a fresh, floral, slightly lime-like odor. Due to its conjugated double bonds, it tends to polymerize; polymerization can be suppressed by adding inhibitors (e.g., antioxidants such as BHT).
Myrcenol can be prepared by treating myrcene with diethylamine to give a mixture of geranyl- and neryldiethylamine. These compounds are hydrated with a dilute acid to the corresponding hydroxydiethylamines. Deamination tomyrcenol is effected by using a palladium–phosphine–cation complex as a catalyst.
Myrcenol is used in perfumery to obtain a lifting top note in citrus and lavender compositions. It is mainly important in the production of 4-(4-hydroxy-4- methylpentyl)-3-cyclohexenecarboxaldehyde.

Uses

Myrcenol is used in perfume compositions for “lift” and freshness in floral or citrusy and “light” compositions, including soap perfumes.

Preparation

By chlorination of Myrcene, followed by hydrolysis.

Definition

ChEBI: A monoterpenoid that is oct-7-en-2-ol substituted by a methyl group at position 2 and a methylidene group at position 6 respectively.

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