80-26-2 Usage
Chemical Properties
The enantiomers and the racemate occur in many essential oils (e.g., Siberian pine-needle oil and cypress oil), but generally not as the main component. Pure Terpinyl acetate are colorless liquids with a fresh bergamot–lavender odor. Commercially available terpinyl acetate consists mainly of alpha-terpinyl acetate, but also contains a number of other isomeric compounds such as beta-terpinyl acetate. It can be prepared by acetylating the terpineol mixture obtained from terpin hydrate, using a customary procedure for tertiary alcohols.
Because of its odor properties, stability, and low price, large quantities of terpinyl acetate are used in perfumery for lavender and bergamot types, as well as in essential oil reconstitutions.
Physical properties
Terpinyl acetate is a p-menthane monoterpenoid that naturally found in melanoleuca, elettaria cardamomum. It is a colorless liquid with a bergamot, bergamot odor. Soluble in five or more volumes of 70% alcohol; slightly soluble in water and glycerol. Combustible.
Occurrence
Reported in over 40 essential oils, including cypress, Malabar cardamom, cajeput niaouli, Siberian pine needles, pine, Melaleuca trichostachya, Melaleuca pauciflora and others; also identified in the essential oils of bitter orange (Fenarolfs Handbook of Flavor Ingredients, 1971 ; Gildemeister & Hoffman, 1966). Terpinyl Acetate is found in Pine oil, Cajeput oil, Pine needle oil, Cardamom oil and other essential oils.
Uses
Perfumes, flavoring agent.
Preparation
Terpinyl acetate was successfully synthesized from (x-terpineol and acetic anhydride in supercritical carbon dioxide (SC-C02) by enzymatic catalysis.By acetylation of a-terpineol or mixed isomeric terpineols (Bedoukian, 1967).
Synthesis Reference(s)
Tetrahedron, 38, p. 1843, 1982 DOI: 10.1016/0040-4020(82)80261-5
General Description
Α-Terpinyl acetate, a monoterpene ester, is a commercially important fragrance molecule. It can be prepared from α-pinene in the presence of H-beta zeolite catalysts. The essential oils obtained from Stachys setifera ssp. iranica, Chamaecyparis obtuse leaves and Thymus willkomii contain Α-terpinyl acetate as one of the main components.
Flammability and Explosibility
Nonflammable
Check Digit Verification of cas no
The CAS Registry Mumber 80-26-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 0 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 80-26:
(4*8)+(3*0)+(2*2)+(1*6)=42
42 % 10 = 2
So 80-26-2 is a valid CAS Registry Number.
InChI:InChI=1/C12H20O2/c1-9(2)12(14-11(4)13)7-5-10(3)6-8-12/h5,7,9-10H,6,8H2,1-4H3
80-26-2Relevant articles and documents
Pd(OAc)2/M(NO3)n (M = Cu(II), Fe(III); n = 2, 3): Kinetic investigations of an alternative Wacker system for the oxidation of natural olefins
da Silva, Márcio J.,Teixeira, Róbson Ricardo,Carari, Danielli Marcolan
, p. 3254 - 3261 (2009)
Pd-catalyzed oxidative coupling of camphene by dioxygen afforded mainly a diene, which subsequently underwent oxidation to a ring-expanded β,γ-unsaturated ketone with LiNO3 as reoxidant. However, the instability of LiNO3 results to t
Preparation of α-terpineol and perillyl alcohol using zeolites beta
?erveny, Libor,Vysko?ilová, Eli?ka,Zítová, Kate?ina
, p. 4297 - 4310 (2021/07/26)
The preparation of α-terpineol by direct hydration of limonene catalyzed by zeolites beta was studied. The same catalyst was used to prepare perillyl alcohol by isomerization of β-pinene oxide in the presence of water. The aim was to optimize the reaction conditions to achieve high conversions of starting material and high selectivity to the desired products. In the case of limonene, it was found that the highest selectivity to α-terpineol was 88% with conversion of 36% under the conditions: 50?wt% of catalyst beta 25, 10% aqueous acetic acid (10?mL) (volume ratio limonene:H2O = 1:4.5), temperature 50?°C, after 24?h. In the case of β-pinene oxide, it was found that the highest selectivity to perillyl alcohol, which was 36% at total conversion, was obtained in the reaction under the following conditions: dimethyl?sulfoxide as solvent (volume ratio β-pinene oxide:DMSO = 1:5), catalyst beta 25 without calcination (15?wt%), demineralized water (molar ratio β-pinene oxide:H2O = 1:8), temperature 70?°C, 3?h. The present study shows that the studied reactions are suitable for the selective preparation of chosen compounds.
M -C2B10H11HgCl/AgOTf-Catalyzed Reaction for Reductive Deoxygenation
Yamasaki, Naoto,Kanno, Marina,Sakamoto, Kyohei,Kasai, Yusuke,Imagawa, Hiroshi,Yamamoto, Hirofumi
, p. 169 - 175 (2018/03/26)
A m -C2B10H11HgCl/AgOTf-catalyzed reaction of allyl silyl ethers with N -Boc- N ′-tosylhydrazine has been developed. Under mild conditions, the resulting allyl hydrazine products were transformed into naked alkenes in good yield. Furthermore, the used m -C2B10H11HgCl could be recovered quantitatively.