Terpineol

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terpineol

[tər′pin·ē‚ȯl]
(organic chemistry)
C10H17OH A combustible, colorless liquid with a lilac scent, derived from pine oil, soluble in alcohol, slightly soluble in water, boils at 214-224°C; used in medicine, perfumes, soaps, and disinfectants, and as an antioxidant, a flavoring agent, and a solvent; isomeric forms are alpha-, beta- and gamma-.

Terpineol

 

(also α-terpineol, l-p-menthen-8-ol), an unsaturated monocyclic alcohol of the terpene class. Terpineol occurs as colorless crystals and has a lilac odor. Its melting point is 36.9°C, and its boiling point 219°C. It is soluble in alcohol but not in water. Terpineol is contained in insignificant amounts in many essential oils, such as orange oil and neroli oil.

Terpineol is obtained industrially by dehydration of terpin hydrate or by direct hydration of the terpene hydrocarbons contained in turpentine oil. When obtained synthetically, it also contains the isomers β-and-γ-terpineol. Terpineol is used as an ingredient in perfumes and as a foaming agent in the flotation of ores of nonferrous metals. The esters of terpineol, such as terpinyl acetate, are also used in perfumes.

References in periodicals archive ?
1-hexanol, followed by eucalyptol, and 4-terpineol were the alcohols found in highest concentration.
Compound RI RT S1 S2 S3 4-Terpineol 1177 16.80 1.34 - - Carvacrol 1298 21.39 90.55 95.39 98.03 [beta] -Caryophyllene 1417 25.46 3.09 - 0.01 [alpha]-Bergamotene 1433 25.97 1.78 - Caryophyllene oxide 15S3 30.97 1.36 - 0.20 p-Cimene 1024 8.28 - - 1.65 [gamma]-Terpinene 1059 9.55 - - 0.01 [alpha]- trans-Bergamotene 1434 25.79 - - 0.02 [alpha]-Caryophyllene 1454 25.49 - - 0.02 Total identified - - 98.12 95.39 99.94 RI: relative retention index; RT: retention time; S: sample of essential oil of P.
Additional potent odorants in cola A included methyleugenol, which is hay-like and similar to dried grass; 4-terpineol, which is earthy, soapy and woody; (E)-cinnamaldehyde, which is cinnamon-like and sweet; and (Z)- and (E)-isoeugenol, which are clove-like and sweet.
But, others minor in straw; nonanal, camphor, 2,4-dodecadienal, 4-terpineol, [beta]-fenchyl alcohol, acetoxy acetic acid, 4-pentadecyl ester, geraniol, geranyl acetate, 2-decen-1-ol, anethole, 2-dodecenal, 1-nonanal, (2E)2-hexenyl laurate, 1-hexadecanol, 13-heptadecyn-1-ol, 2-octadecanone, hexa hydrofarnesyl acetone, acetoxyacetic acid, 3pentadecyl ester, 1-tetradecanol and methyl 10-octadecenoate were the highest under Giza conditions region.
As shown in Table 1, the major components of the EO were identified to be 1,8-cineole (61%) and camphene (15.13%) beside other constituents with relatively low concentrations including [alpha]-terpineol (4.77%), globulol (4.06%), [alpha]-pinene (3.45%), trans-pinocarveol (2.98%), aromadendrene (1.15%), and 4-terpineol (1.02%).
NoCompound RT [min] Percent (%) Mode of identification 1 [alpha]-Pinene 10.170 4.11 GC-MS 2 Sabinene 12.063 4.82 GC-MS 3 [beta]-Pinene 12.173 1.31 GC-MS 4 t-Butylbenzene 14.566 2.31 GC-MS 5 [beta]-Phellandrene 14.764 5.99 GC-MS 6 Linalool 18.408 30.58 GC-MS 7 4-Terpineol 22.094 2.36 GC-MS 8 Sabina ketone 22.550 0.94 GC-MS 9 [beta]-Fenchol 22.746 9.43 GC-MS 10 2-Decanone 27.571 20.85 GC-MS 11 Caryophyllene 32.956 2.76 GC-MS 12 2-Tridecanone 36.119 8.86 GC-MS 13 [alpha]-Selinene 38.773 0.53 GC-MS 14 Caryophyllene oxide 39.518 2.23 GC-MS RT: retention time.
Foi injetado 1 [micro]L das solucoes do oleo essencial (1000mg [L.sup.-1] em hexano) e dos 15 padroes cromatograficos [alpha]-pineno, canfeno, [beta]-pineno, mirceno, [alpha]-terpineno, p-cimeno, limoneno, 1,8-cineol, (-terpineno, terpinoleno, linalol, 4-terpineol, [alpha]-terpineol, timol e carvacrol (40mg [L.sup.-1] em hexano), e os constituintes foram identificados por comparacao com os espectros de massa da biblioteca Wiley do equipamento e o tempo de retencao dos padroes.
Camphor, davanone, bornyl acetate, 4-terpineol and chamazulene were, however, reported to be major compounds of essential oil of the plant (Burits et al.
The main percentage composition of EOAz was 4-terpineol (28.09%), 1,8-cineol (15.05%) [gamma]-terpinene (13.71%), sabinene (7.09%), p-cymene (7.35%), [alpha]-tujeno (5.56%), [beta]-pinene (5.35), [alpha]-terpinene (2.55%), limonene (2.42%), [alpha]-pinene (2.36%), trans-caryophyllene (2.33%), terpinolene (1.5%), [alpha]-terpineol (1.17%), and [beta]-mircene (0.84%).
Chemical composition and retention indices of the constituents of the essential oil of Lavandula hybrida Reverchon "Grosso" (a) Compounds KI (b) % [alpha]-Pinene 941 0.1 Camphene 955 0.1 [beta]-Pinene 974 0.2 [beta]-Myrcene 990 1.3 Hexyl acetate 1010 0.1 1,8-Cineole 1034 5.8 cis-Ocimene 1037 0.2 trans-Ocimene 1049 0.5 Linalool 1099 33.4 Octen-3-ol Acetate 1122 0.3 Camphor 1048 7.6 Hexyl isobutanoate 1153 0.2 4-Terpineol 1176 2.1 [alpha]-Terpineol 1191 1.0 Hexyl butanoate 1194 0.4 Linalyl acetate 1260 36.2 Lavandulyl acetate 1291 3.0 Neryl acetate 1363 0.7 Geranyl acetate 1384 1.4 [beta]-Caryophyllene 1421 0.6 Farnesene 1455 0.6 Caryophyllene Oxide 1585 0.6 [alpha]-Bisabolol 1690 0.2 Total identified 96.6 (a) Compounds listed in order of elution from an SE52 column.
Many components were characterized, but the major ones were thymoquinone (27.8%-57.0%), [rho]-cymene (7.1%-15.5%), carvacrol (5.8%-11.6%), t-anethole (0.25%-2.3%), 4-terpineol (2.0%-6.6%) and longifoline (1.0%-8.0%).