thymohydroquinone

1,4-benzenediol, 2-methyl-5-(1-methylethyl)-

CAS: 2217-60-9 C10 H14 O2 MW: 166.21998000

Identification

Namethymohydroquinone
IUPAC2-methyl-5-propan-2-ylbenzene-1,4-diol
CAS Number2217-60-9
FDA UNII1C2ICM1R8V
Molecular FormulaC10 H14 O2
Molecular Weight166.21998000
Nikkaji NumberJ7.367I
Beilstein2084452
XlogP32.90 (est)

Regulatory

Physical Properties

Food Chemicals Codex Listed No
Boiling Point 306.00 to 307.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000427 mmHg @ 25.00 °C. (est)
Flash Point 298.00 °F. TCC ( 147.90 °C. ) (est)
logP (o/w) 2.116 (est)
Soluble in alcohol
Insoluble in water

Organoleptic Properties

Odor Description fennel
Taste Description bitter fennel

Safety Information

Oral/Parenteral Toxicityintraperitoneal-rat LD50 25 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for thymohydroquinone usage levels up tonot for fragrance use.
Recommendation for thymohydroquinone flavor usage levels up tonot for flavor use.

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Potential Uses

FR fennel

Natural Occurrence

bergamot plant wild marjoram wild marjoram origanum syriacum

Synonyms

1,4- benzenediol, 2-methyl-5- (1-methylethyl)- 1,4- benzenediol, 2-methyl-5-(1-methylethyl)- p- cymene-2,5-diol para- cymene-2,5-diol p- cymene-2,5-diol (8CI) hydroquinone, 5-isopropyl-2-methyl- hydrothymoquinone 4- hydroxy-5-isopropyl-2-methylphenol 5- methyl-2-(methylethyl)benzene-1,4-diol 2- methyl-5-(1-methyl ethyl)-1,4-benzene diol 2- methyl-5-(propan-2-yl)benzene-1,4-diol 2- methyl-5-isopropyl hydroquinone 2- methyl-5-isopropylhydroquinone 2- methyl-5-propan-2-ylbenzene-1,4-diol 5-iso propyl-2-methyl hydroquinone 2-iso propyl-5-methylbenzene-1,4-diol 2-iso propyl-5-methylhydroquinone quinol, 2-methyl-5-isopropyl- thymoquinol PubMed: Chemical constituents and antibacterial property of the essential oil of the roots of Cyathocline purpurea. PubMed: Distribution of primary and specialized metabolites in Nigella sativa seeds, a spice with vast traditional and historical uses. PubMed: Anticancer activity of Nigella sativa (black seed) - a review. PubMed: Essential oil composition of aerial parts of Cyclospermum leptophyllum (Pers.) Sprague ex Britton and P. Wilson. PubMed: In vitro antifungal effect of black cumin seed quinones against dairy spoilage yeasts at different acidity levels. PubMed: Composition, in vitro antioxidant and antimicrobial activities of essential oil and oleoresins obtained from black cumin seeds (Nigella sativa L.). PubMed: Inhibition of in vitro leukotriene B4 biosynthesis in human neutrophil granulocytes and docking studies of natural quinones. PubMed: Distribution of primary and specialized metabolites in Nigella sativa seeds, a spice with vast traditional and historical uses. PubMed: Anticancer activity of Nigella sativa (black seed) - a review. PubMed: In vitro antifungal effect of black cumin seed quinones against dairy spoilage yeasts at different acidity levels. PubMed: Chemical composition of Nigella sativa L. seed extracts obtained by supercritical carbon dioxide. PubMed: Depsides and other polar constituents from Origanum dictamnus L. and their in vitro antimicrobial activity in clinical strains. PubMed: In vitro acetylcholinesterase inhibitory properties of thymol, carvacrol and their derivatives thymoquinone and thymohydroquinone. PubMed: The antitumor activity of thymoquinone and thymohydroquinone in vitro and in vivo. PubMed: Polar constituents from the aerial parts of Origanum vulgare L. Ssp. hirtum growing wild in Greece. PubMed: Neuroprotective effects of thymoquinone against transient forebrain ischemia in the rat hippocampus. PubMed: In vitro inhibitory effects of thymol and quinones of Nigella sativa seeds on cyclooxygenase-1- and -2-catalyzed prostaglandin E2 biosyntheses. PubMed: Monoterpene glucosides from Origanum syriacum. PubMed: High performance liquid chromatographic analysis of the pharmacologically active quinones and related compounds in the oil of the black seed (Nigella sativa L.). PubMed: Microbial models of mammalian metabolism. Fungal metabolism of phenolic and nonphenolic p-cymene-related drugs and prodrugs. I. Metabolites of thymoxamine. PubMed: On the metabolic detoxication of thymol in rabbit and man. PubMed: Isolation and structure assignment of an antimicrobial principle from the volatile oil of Nigella sativa L. seeds. PubMed: Antimicrobial activity of the volatile oil of Nigella sativa Linneaus seeds. PubMed: Studies on the antihistaminic effects of thymoquinone, thymohydroquinone and quercetin. PubMed: [Synthesis of thymohydroquinone].