99-86-5 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 99-86-5 differently. You can refer to the following data:
1. clear colorless to light yellow liquid
2. p-Mentha-1,3-diene has a woody, terpene, lemon odor with a lemony flavor, becoming bitter at high levels.
Occurrence
Reported 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.
Uses
Different sources of media describe the Uses of 99-86-5 differently. You can refer to the following data:
1. It 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.
2. α-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).
Preparation
May 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.
Aroma threshold values
Aroma characteristics at 10%: citrusy, woody, terpy with camphoraceous and thymol notes; it has spicy
and juicy citrus nuances.
Taste threshold values
Taste characteristics at 5 to 100 ppm: terpy, woody, piney, citrus lemon and lime with spice and mint
nuances.
General Description
α-Terpinene, a volatile essential oil derived from Melaleuca alternifolia, shows antimicrobial properties against various human pathogens.
Flammability and Explosibility
Flammable
Biochem/physiol Actions
Odor at 10%
Pharmacology
Combinations 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 Profile
Moderately toxic by
ingestion. When heated to decomposition it
emits acrid smoke and irritating fumes.
Check Digit Verification of cas no
The CAS Registry Mumber 99-86-5 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 9 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 99-86:
(4*9)+(3*9)+(2*8)+(1*6)=85
85 % 10 = 5
So 99-86-5 is a valid CAS Registry Number.
InChI:InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8H,5,7H2,1-3H3
99-86-5Relevant articles and documents
Acheson,West
, p. 812,814, 815 (1949)
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.
A Straightforward Synthesis of Trideuterated α-Terpinene for Mechanistic Studies
Christoffers, Jens,Mitschke, Nico,Wilkes, Heinz
, (2020/08/11)
Regiospecifically trideuterated (2,6,6-2H3)-α-terpinene was prepared in six steps and with a deuterium incorporation of >99 % in 24 % yield from 1,4-cyclohexanedione monoethylene ketal. The synthetic procedure involved twofold cross-coupling reactions of alkylcuprates (lithium dimethylcuprate and chloromagnesium cyano(isopropyl)cuprate, respectively) with enol triflates to introduce the alkyl substituents on the 1,3-cyclohexadiene backbone. By changing the alkylcuprates, the synthetic approach could serve as a prototype for the synthesis of various 1,4-dialkyl-substituted 1,3-cyclohexadiene derivatives, which could be deuterium-labeled as well, for example for mechanistic studies.
