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Terpinyl acetate

Terpinyl acetate structure

CAS No:
80-26-2
Formula:
C12H20O2
Chemical Name:
Terpinyl acetate
Synonyms:
MENTHEN-1-YL-8-PROPIONATE;FEMA 3047;(+/-)-2-(4-METHYL-3-CYCLOHEXENYL)ISOPROPYL ACETATE;ACETIC ACID TERPINYL ESTER;ALPHA-TERPINYL ACETATE;TERPINYL ACETATE;TERPINYL ACETATE AP;3-CYCLOHEXENE-1-METHANOL, ALPHA, ALPHA, 4-TRIMETHYL:ACETATE
Categories:
Cosmetic Ingredient > Perfuming

Description

α-Terpinyl acetate is a monoterpene ester isolated from Laurus nobilis L. essential oil. α-Terpinyl acetate is a competitive P450 2B6 substrate which binding to the active site of P450 2B6 with a Kd value of 5.4 μM[1][2].

Liquid|colourless liquid with a sweet, refreshing, herbaceous odour

Alpha-Terpinyl acetate is a p-menthane monoterpenoid.

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.

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 fromStachys setiferassp.iranica,Chamaecyparis obtuseleaves andThymus willkomiicontain Α-terpinyl acetate as one of the main components.

Terpinyl acetate Basic Attributes

Molecular Weight：

196.29

Exact Mass：

196.29

BRN：

3198769

EC Number：

201-265-7

TSCA：

TSCA listed

DSSTox ID：

DTXSID2026496|DTXSID6051431

Color/Form：

Colorless to Almost colorless

HScode：

29153900

Characteristics

PSA：

26.3

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.

XLogP3：

3.67

Appearance：

Liquid

Density：

0.953 g/mL at 25 °C (lit.)

Melting Point：

112-113.5 °C

Boiling Point：

220 °C (lit.)

Flash Point：

>230 °F

Refractive Index：

n20/D1.465(lit.)

Water Solubility：

23mg/L at 23℃

Vapor Pressure：

3.515Pa at 23℃

Flammability characteristics：

Non flammable

Odor：

at 100.00 %. herbal bergamot lavender lime citrus

Critical Temperature & Pressure：

Store at -20°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

26-36

RTECS Number：

OT0200000

Marks：

Precautionary statement(s)：

P305 + P351 + P338

Hazard Statements：

36/38

GHS Classification：

|H411 (96.59%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, P391, and P501|Aggregated GHS information provided by 1810 companies from 8 notifications to the ECHA C&L Inventory.|H411 (100%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|Aggregated GHS information provided by 290 companies from 8 notifications to the ECHA C&L Inventory.|Not Classified

Drug Information

MeSH Entry Terms：

terpinyl acetate

Terpinyl acetate Use and Manufacturing

Methods of Manufacturing

Terpineol is reacted with acetic anhydride and anhydrous sodium acetate, the reactant is neutralized with alkali, washed with water, separated, dried, and distilled under reduced pressure to obtain a finished product. Use turpentine oil as raw material: Add a mixed aqueous solution of sulfuric acid and acetic acid to turpentine oil, keep the temperature at 45-50°C during mixing, and then place it at 30-40°C for several hours. Then add water to make the oil chromatograph out, neutralize with sodium carbonate solution after separation, and then distill under reduced pressure to obtain the product.

Uses

GB 2760-1996 stipulates the allowed use of edible spices. It is mainly used to prepare peach, plum, apricot, raspberry, cherry, round pomelo, zhongzhi, sage, cardamom, spices and citrus flavors.

Fragrance Ingredients|Odor agents

Air care products

Perfumes, flavoring agent.

Production

1,000,000 - 10,000,000 lb

Manufacturing Info：

All other chemical product and preparation manufacturing|3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-acetate: ACTIVE|Terpineol, acetate: ACTIVE|3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-acetate, (1S)-: INACTIVE|3-Cyclohexene-1-methanol, .alpha.,.alpha.,4-trimethyl-, 1-acetate, (1R)-: ACTIVE

Use Classification：

EPA Safer Chemical Functional Use Classes -> Fragrances|Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern|Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Lipids -> Prenol Lipids [PR] -> Isoprenoids [PR01] -> C10 isoprenoids (monoterpenes) [PR0102]|Cosmetics -> Masking

Food Additive Classes：

Flavoring Agents

Computed Properties

Molecular Weight:196.29
XLogP3:2.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:196.146329876
Monoisotopic Mass:196.146329876
Topological Polar Surface Area:26.3
Heavy Atom Count:14
Complexity:251
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Sodium acetate trihydrate

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Guide of Terpinyl acetate

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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Terpinyl acetate

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