ALPHA-TERPINENE

ALPHA-TERPINENE Basic information
Product Name:ALPHA-TERPINENE
Synonyms:1,3-Cyclohexadiene, 1-methyl-4-isopropyl-;1,3-p-menthadiene;1-Isopropyl-4-methyl-cyclohexa-1,3-diene;ALPHA-TERPINEN;ALPHA-TERPINENE;FEMA 3558;A-TERPINENE;ALPHA TERPINENE P&F FCC
CAS:99-86-5
MF:C10H16
MW:136.23
EINECS:202-795-1
Product Categories:Alkenes;Building Blocks;Biochemistry;Chemical Synthesis;Cyclic;Organic Building Blocks;Tri-Terpenoids;Monocyclic Monoterpenes;Terpenes
Mol File:99-86-5.mol
ALPHA-TERPINENE Structure
ALPHA-TERPINENE Chemical Properties
Melting point -59.03°C (estimate)
Boiling point 173-175 °C(lit.)
density 0.837 g/mL at 25 °C(lit.)
vapor pressure 2.22hPa at 25℃
FEMA 3558 | P-MENTHA-1,3-DIENE
refractive index n20/D 1.478(lit.)
Fp 115 °F
storage temp. 2-8°C
solubility 95% ethanol: soluble1ml/2ml, clear, colorless
form Liquid
Specific Gravity0.84
color Clear colorless to light yellow
Odorat 10.00 % in dipropylene glycol. woody terpene lemon herbal medicinal citrus
Odor Typewoody
Water Solubility Soluble in ether, alcohol, and ethanol (100 mg/ml). Insoluble in water.
Merck 14,9170
JECFA Number1339
BRN 1853379
Stability:Light Sensitive
LogP5.3 at 35℃
EPA Substance Registry System1,3-Cyclohexadiene, 1-methyl-4-(1-methylethyl)- (99-86-5)
Safety Information
Hazard Codes Xn,N,Xi
Risk Statements 10-22-36/37/38-51/53
Safety Statements 26-36/37-61-62-36
RIDADR UN 2319 3/PG 3
WGK Germany 2
RTECS OS8060000
10-23
TSCA Yes
HazardClass 3.2
PackingGroup III
HS Code 29021990
toxicityThe acute oral LD50 value in rats was reported as 1.68 g/kg (1*46-1 -90 g/kg) (Moreno, 1973). Because of its action as a liver poison and methaemoglobin former, α-terpinene should be used very sparingly, or not at all, in foods (B?r & Griepentrog, 1967).
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALPHA-TERPINENE Usage And Synthesis
Chemical Propertiesclear colorless to light yellow liquid
Chemical Propertiesp-Mentha-1,3-diene has a woody, terpene, lemon odor with a lemony flavor, becoming bitter at high levels.
OccurrenceReported found in roots, stems, leaves and flowers of Echinacea species. Also reported found in in tea tree oil, papaya fruit, grapefruit, lemon, lime, mandarin, oranage, spearmint, citrus peel oils, cranberry, currants, guava, grapes, raspberry, peach, carrot, celery, cinnamon, clove, cumin seed, ginger, peppermint and corn mint oils, other mentha oils, nutmeg, pepper, mace, parsley, thymus, rum, tea, filberts, pecans, soybeans, passion fruit, beans, sweet marjoram, starfruit, mango, cardamom, coriander seed, origanum, prickly pear, litchi, calamus, dill herb, lovage seed and leaf, juniper berries, laurel, fennel, rosemary, buchu oil, tur meric, sage, nectarines and many other sources.
UsesIt can be used as a chemical fragrance essential oil and spices. It is used as a flavoring and fragrance chemical used in the personal care and cosmetic and food industries. Also used in the pharmaceutical, electronics, food processing, semi-conductor manufacturing industries.
Usesα-Terpinene is suitable for use in a study to evaluate the antimycotic properties of Melaleuca alternifolia essential oil (tea tree oil, TTO). 1 It is suitable for use to investigate the in vitro antibacterial activity of the essential oils extracted from the fruits of Coriandrum sativum L. and Foeniculum vulgare Miller var. vulgare (Miller).
PreparationMay be obtained by isolation from the terpene fraction of sweet orange oil or orange terpenes (8 to 10% of the total monoterpenes); by isolation from fractions of American turpentine oil; from 1-methyl-4-isopropylcyclohexadien-1,3-one-2; also from terpinene dihydrochloride with aniline.
DefinitionChEBI: Alpha-terpinene is one of three isomeric monoterpenes differing in the positions of their two double bonds (beta- and gamma-terpinene being the others). In alpha-terpinene the double bonds are at the 1- and 3-positions of the p-menthane skeleton. It has a role as a volatile oil component and a plant metabolite. It is a monoterpene and a cyclohexadiene.
Aroma threshold valuesAroma characteristics at 10%: citrusy, woody, terpy with camphoraceous and thymol notes; it has spicy and juicy citrus nuances.
Taste threshold valuesTaste characteristics at 5 to 100 ppm: terpy, woody, piney, citrus lemon and lime with spice and mint nuances.
General Descriptionα-Terpinene, a volatile essential oil derived from Melaleuca alternifolia, shows antimicrobial properties against various human pathogens.
Flammability and ExplosibilityFlammable
Biochem/physiol ActionsOdor at 10%
PharmacologyCombinations of terpenes, such as terpinene, with nonionic surfactants and stabilizers have been patented for use as gallstone solvents. Artificial or human cholesterol calculi placed in terpinene with or without human bile at 37°C were dissolved within 1-2 hr (Hisamitsu Pharmaceutical Co., Inc., 1973).
Safety ProfileModerately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating fumes.
5,7-ANDROSTADIEN-3-BETA, 17-BETA-DIOL 7-DEHYDROCHOLESTERYL BENZOATE tert-Butyl-[10,13-dimethyl-17-(1,4,5-trimethyl-hex-2-enyl)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-dimethyl-silane pristimerin 5,7-CHOLESTADIEN-3BETA-OL 3-BENZOATE 7-Dehydrocholesterol ALPHA-TERPINENE SAIKOGENIN B (2R,3S)-1-CARBOXY-4-ISOPROPYL-2,3-DIHYDROXYCYCLOHEXA-4,6-DIENE POTASSIUM SALT (2R,3S)-1-CARBOXY-4-TERT-BUTYL-2,3-DIHYDROXYCYCLOHEXA-4,6-DIENE, POTASSIUM SALT 10,13-DIMETHYL-17-(1,4,5-TRIMETHYL-HEX-2-ENYL)-2,3,4,9,10,11,12,13,14,15,16,17-DODECAHYDRO-1H-CYCLOPENTA[A]PHENANTHREN-3-OL ASTASIN 5,7,22-CHOLESTATRIEN-24-BETA-METHYL-3-BETA-OL-HEMISUCCINATE ERGOSTERYL-3-O-BETA-D-GLUCOPYRANOSIDE ERGOSTEROL [3-3H] ISOBERGAMATE DEHYDROERGOSTEROL 7-DEHYDROCHOLESTEROL ACETATE

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