543-39-5 Usage
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 543-39-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 3 respectively; the second part has 2 digits, 3 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 543-39:
(5*5)+(4*4)+(3*3)+(2*3)+(1*9)=65
65 % 10 = 5
So 543-39-5 is a valid CAS Registry Number.
InChI:InChI=1/C10H18O/c1-5-9(2)7-6-8-10(3,4)11/h5,11H,1-2,6-8H2,3-4H3
543-39-5Relevant articles and documents
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Stevens,K.L. et al.
, p. 1939 - 1944 (1972)
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A PRACTICAL SYNTHESIS OF MYRCENOL BY PALLADIUM COMPLEX-CATALYZED ELIMINATION REACTION
Kumobayashi, Hidenori,Mitsuhashi, Shigeru,Akutagawa, Susumu,Ohtsuka, Sei
, p. 157 - 160 (2007/10/02)
A Palladium complex-catalyzed elimination reaction of allyl amines was studied to establish a practical process for production of myrcenol.The catalytic elimination occurred smoothly with the cationic Pd(II) complexes.Among a variety phosphorous ligands, the tetramethylene and the pentamethylene diphosphine ligands proved to be the best ligand with respects to the catalytic activity and selectivity.
Process for preparing a myrcenol, cis-ocimenol mixture substantially free of trans-ocimenol
-
, (2008/06/13)
The instant invention provides a new and improved method of preparing the Diels Alder mixture of 3 and 4-(4-methyl-4-hydroxyamyl)Δ3 -cyclohexenecarboxaldehyde from the readily available myrcene. The novel sequence includes a synthesis of a novel myrcenol, ocimenol intermediate which is substantially free of trans-ocimenol.
