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490-91-5

Basic Information
CAS No.: 490-91-5
Name: THYMOQUINONE
Article Data: 96
Molecular Structure:
Molecular Structure of 490-91-5 (THYMOQUINONE)
Formula: C10H12 O2
Molecular Weight: 164.204
Synonyms: p-Mentha-3,6-diene-2,5-dione(6CI,7CI,8CI); 2-Isopropyl-5-methyl-1,4-benzoquinone; 2-Isopropyl-5-methyl-p-benzoquinone;2-Isopropyl-5-methylbenzoquinone; 2-Methyl-5-isopropyl-1,4-benzoquinone;2-Methyl-5-isopropyl-p-benzoquinone; 5-Isopropyl-2-methyl-1,4-benzoquinone;5-Isopropyl-2-methyl-p-benzoquinone; NSC 2228; Thymoquinon; Thymoquinone;p-Cymene-2,5-dione
EINECS: 207-721-1
Density: 1.065 g/cm3
Melting Point: 45-47 ºC(lit.)
Boiling Point: 232 ºC at 760 mmHg
Flash Point: 103.9 ºC
Appearance: orange to brown crystals
Hazard Symbols: HarmfulXn
Risk Codes: 22-36/37/38
Safety: Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and fumes.
PSA: 34.14000
LogP: 1.66690
Synthetic route
145674-57-3

3-isopropyl-4,4-dimethoxy-6-methyl-cyclohexa-2,5-dienone

490-91-5

thymoquinone

Conditions
ConditionsYield
With hydrogenchloride100%
89-83-8

thymol

490-91-5

thymoquinone

Conditions
ConditionsYield
With [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II); oxygen In N,N-dimethyl-formamide93%
With oxygen; salcomine In N,N-dimethyl-formamide for 9h; Ambient temperature;79%
With perchloric acid; lead dioxide In acetic acid at 25℃;60%
499-75-2

carvacrol

490-91-5

thymoquinone

Conditions
ConditionsYield
With oxygen; salcomine In N,N-dimethyl-formamide Ambient temperature;90%
With Oxone In methanol; water at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst;32%
With sulfuric acid; water Oxydation mit Braunstein;
499-75-2

carvacrol

A

490-91-5

thymoquinone

B

78617-27-3

3-methyl-6-(2-propyl)-1,2-benzoquinone

C

diphenyldiselenide

diphenyldiselenide

Conditions
ConditionsYield
With benzeneseleninic acid In dichloromethane for 2h; Ambient temperature;A 82%
B 7%
C n/a
89-83-8

thymol

A

490-91-5

thymoquinone

B

78617-27-3

3-methyl-6-(2-propyl)-1,2-benzoquinone

C

diphenyldiselenide

diphenyldiselenide

Conditions
ConditionsYield
With benzeneseleninic acid In dichloromethane for 2h; Ambient temperature;A 75%
B 19%
C n/a
89-83-8

thymol

A

490-91-5

thymoquinone

B

98268-32-7

2-(4-hydroxy-5-isopropyl-2-methylphenyl)-6-isopropyl-3-methyl-1,4-benzoquinone

C

98268-34-9

3-hydroxy-5,5'-diisopropyl-2,2'-dimethyl-4,4'-diphenoquinone

Conditions
ConditionsYield
With oxygen; copper dichloride In ethanol at 60℃; for 48h; Product distribution; var. solvents;A 25%
B 65%
C 10%
With oxygen; copper dichloride In ethanol at 60℃; for 48h;A 25%
B 65%
C 10%
89-83-8

thymol

A

490-91-5

thymoquinone

B

4586-58-7

3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone

Conditions
ConditionsYield
With phosphomolybdic acid; dihydrogen peroxide In acetic acid at 30℃; for 5h;A 64%
B 13.5 % Chromat.
With phosphomolybdic acid; dihydrogen peroxide In acetic acid at 30℃; for 5h; Further byproducts given;A 64 % Chromat.
B 13.2%
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 40℃; for 2h;A 4%
B 8%
499-75-2

carvacrol

A

490-91-5

thymoquinone

B

2217-60-9

thymohydroquinone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Ambient temperature;A 50.2%
B 25.5%
89-83-8

thymol

A

490-91-5

thymoquinone

B

2217-60-9

thymohydroquinone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Ambient temperature;A 47%
B 30%
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Ambient temperature;A 47%
B 30%
499-75-2

carvacrol

A

490-91-5

thymoquinone

C10H14O3

95475-28-8, 106623-23-8, 113159-72-1

3,10-dihydroxy-6,12-di-iso-propyl-3,10-dimethyltricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione

Conditions
ConditionsYield
With o-iodophenylacetic acid; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 3h; Inert atmosphere;A 37%
B 10%
C 32%
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Chemistry

Product Name: Thymoquinone (CAS NO.490-91-5)


Molecular Formula: C10H12O2
Molecular Weight: 164.2g/mol
Mol File: 490-91-5.mol
Einecs: 207-721-1
Appearance: Orange to brown crystals
Melting Point: 45-47 °C(lit.)
Boiling point: 232 °C at 760 mmHg
Flash Point: 103.9 °C
Density: 1.065 g/cm3
Surface Tension: 35.8 dyne/cm
Enthalpy of Vaporization: 46.87 kJ/mol
Vapour Pressure: 0.0603 mmHg at 25°C
XLogP3-AA: 2
H-Bond Donor: 0
H-Bond Acceptor: 2
Product Categories: Anthraquinones, Hydroquinones and Quinones; Benzoquinones

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 intraperitoneal 10mg/kg (10mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 1227, 1965.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and fumes.
Safety Information of Thymoquinone (CAS NO.490-91-5):
Hazard Codes: XnHarmful
Risk Statements: 22-36/37/38
22:  Harmful if swallowed
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing

Specification

 Thymoquinone ,its CAS NO. is 490-91-5,the synonyms is 2,5-Cyclohexadiene-1,4-dione, 5-isopropyl-2-methyl- ; 2-Isopropyl-5-methylbenzo-1,4-quinone ; 2-Isopropyl-5-methylbenzoquinone ; 2-Methyl-5-(1-methylethyl)-2,5-cyclohexadiene-1,4-dione ; 2-Methyl-5-isopropyl-1,4-benzoquinone ; 2-Methyl-5-isopropyl-p-benzoquinone ; 4-dione,2-methyl-5-(1-methylethyl)-5-cyclohexadiene-1 ; 4-dione,5-isopropyl-2-methyl-5-cyclohexadiene-1 .

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