Terpinyl acetate

Terpinyl acetate Basic information
Product 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
CAS:80-26-2
MF:C12H20O2
MW:196.29
EINECS:201-265-7
Product Categories:
Mol File:80-26-2.mol
Terpinyl acetate Structure
Terpinyl acetate Chemical Properties
Melting point 112-113.5 °C
Boiling point 220 °C (lit.)
density 0.953 g/mL at 25 °C (lit.)
vapor pressure 3.515Pa at 23℃
FEMA 3047 | TERPINYL ACETATE (ISOMER MIXTURE)
refractive index n20/D 1.465(lit.)
Fp >230 °F
storage temp. Store at -20°C
solubility DMSO : 100 mg/mL (509.45 mM; Need ultrasonic)
form clear liquid
color Colorless to Almost colorless
Odorat 100.00 %. herbal bergamot lavender lime citrus
Odor Typeherbal
Water Solubility 23mg/L at 23℃
JECFA Number368
BRN 3198769
LogP4.4 at 30℃
CAS DataBase Reference80-26-2(CAS DataBase Reference)
NIST Chemistry Reference3-Cyclohexene-1-methanol, «alpha»,«alpha»,4-trimethyl-, acetate(80-26-2)
EPA Substance Registry System.alpha.-Terpinyl acetate (80-26-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 2
RTECS OT0200000
TSCA Yes
HS Code 29153900
toxicityThe acute oral LD50 value in rats was reported as 5.075 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964).
MSDS Information
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Terpinyl acetate English
SigmaAldrich English
ALFA English
Terpinyl acetate Usage And Synthesis
Chemical PropertiesThe 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 propertiesTerpinyl 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.
OccurrenceReported 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.
UsesPerfumes, flavoring agent.
PreparationTerpinyl 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).
DefinitionChEBI: Alpha-Terpinyl acetate is a p-menthane monoterpenoid.
Synthesis Reference(s)Tetrahedron, 38, p. 1843, 1982 DOI: 10.1016/0040-4020(82)80261-5
General DescriptionΑ-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 ExplosibilityNonflammable
Safety ProfileMildly toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
Terpinyl acetate Preparation Products And Raw materials
Raw materialsAcetic anhydride-->Sodium acetate-->Turpentine oil-->(-)-alpha-Terpineol-->Pinitol oil
Preparation ProductsFENCHYL ACETATE-->cis-4-hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol-->Terpinolene
INDOPHENOL ACETATE Terpinyl Acetate-alpha FENCHYL ACETATE B-Terpinyl acetate Terpinyl dihydroacetate TERPINYL BUTYRATE Dihydro Terpinyl Acetate- alpha Monoacetin cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate Delta 9,11-canrenone ACETATE 4,9(11)-PREGNADIEN-17,21-DIOL-3,20-DIONE ACETATE 3-Cyclohexene-1-methanol Menthyl acetate L-TERPINYL ACETATE (7a,17a)-17-Hydroxy-3-oxo-pregna-4,9(11)-diene-7,21-dicarboxylicacid g-lactone methyl ester (+/-)-ALPHA-TERPINYL ACETATE,ALPHA-TERPINYL ACETATE,TERPINYL ACETATE AP TERPINYL ISOBUTYRATE

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