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80-26-2

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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

80-26-2 Well-known Company Product Price

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  • (Code)Product description
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  • TCI America

  • (T0023)  Terpinyl Acetate  >85.0%(GC)

  • 80-26-2

  • 25mL

  • 135.00CNY

  • Detail
  • TCI America

  • (T0023)  Terpinyl Acetate  >85.0%(GC)

  • 80-26-2

  • 500mL

  • 685.00CNY

  • Detail
  • Alfa Aesar

  • (A17952)  alpha-Terpinyl acetate, tech. 90%   

  • 80-26-2

  • 100g

  • 364.0CNY

  • Detail
  • Alfa Aesar

  • (A17952)  alpha-Terpinyl acetate, tech. 90%   

  • 80-26-2

  • 500g

  • 876.0CNY

  • Detail

80-26-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Terpinyl Acetate

1.2 Other means of identification

Product number -
Other names 3-Cyclohexene-1-methanol, α,α,4-trimethyl-, acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80-26-2 SDS

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.

Discovery of a novel series of α-terpineol derivatives as promising anti-asthmatic agents: Their design, synthesis, and biological evaluation

Zhu, Wanping,Liu, Xia,Wang, Yuji,Tong, Yeling,Hu, Yongzhou

, p. 419 - 425 (2017/12/07)

A series of novel α-terpineol derivatives were designed and synthesized through structural derivatization of the tertiary hydroxyl moiety or reduction of the double bond. Of the resulting compounds, eight compounds enhanced relaxation of airway smooth muscle (ASM) compared to the α-terpineol precursor, and four compounds (4a, 4d, 4e, and 4i)were superior or comparable to aminophylline at a concentration of 0.75 mmol/L. Assays for 3′-5′-Cyclic adenosine monophpsphate (cAMP) activation revealed that some representative α-terpineol derivatives in this series were capable of upregulating the level of cAMP in ASM cells. Further in vivo investigation using the asthmatic rat model, illustrated that treatment with the compounds 4a and 4e resulted in significantly lowered lung resistance (RL) and enhanced dynamic lung compliance (Cldyn), two important parameters for lung fuction. Moreover, treatment with 4e downregulated the levels of both IL-4 and IL-17. Due to its several favorable physiological functions, including ASM relaxation activity, cAMP activation capability, and in vivo anti-asthmatic efficacy, 4e is a promising remedy for bronchial asthma, meriting extensive development.

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