Thymoquinone supplier | CasNO.490-91-5

Name
THYMOQUINONE
EINECS 207-721-1
CAS No. 490-91-5
Article Data96
CAS DataBase
Density 1.065 g/cm³
Solubility
Melting Point 45-47 ºC(lit.)
Formula C10H12 O2
Boiling Point 232 ºC at 760 mmHg
Molecular Weight 164.204
Flash Point 103.9 ºC
Transport Information
Appearance orange to brown crystals
Safety Poison by intraperitoneal route. When heated to decomposition it emits acrid smoke and fumes.
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
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
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

Conditions	Yield
With hydrogenchloride	100%

: 89-83-8
thymol

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II); oxygen In N,N-dimethyl-formamide	93%
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

Conditions	Yield
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

Conditions	Yield
With benzeneseleninic acid In dichloromethane for 2h; Ambient temperature;	A 82% B 7% C n/a

...Expand

: 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

Conditions	Yield
With benzeneseleninic acid In dichloromethane for 2h; Ambient temperature;	A 75% B 19% C n/a

...Expand

: 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

Conditions	Yield
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%

...Expand

: 89-83-8
thymol

A: 490-91-5
thymoquinone

B: 4586-58-7
3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 89-83-8
thymol

A: 490-91-5
thymoquinone

B: 98268-34-9
3-hydroxy-5,5'-diisopropyl-2,2'-dimethyl-4,4'-diphenoquinone

Conditions

Conditions	Yield
With oxygen; copper dichloride In acetonitrile at 60℃; for 48h;	A 32% B 10%
With oxygen; copper dichloride In N,N-dimethyl-formamide at 60℃; for 48h;	A 25% B 30%

: 89-83-8
thymol

A: 490-91-5
thymoquinone

B: 4586-58-7
3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone

C: 138525-31-2
2-hydroxy-2-isopropyl-5-methylcyclohex-5-ene-1,4-dione

: 10476-80-9, 138525-30-1
trans-2-hydroxy-6-isopropyl-3-methylcyclohex-5-ene-1,4-dione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane; sodium hydrogencarbonate In acetone Further byproducts given;	A 23% B 9% C 18% D 12%

...Expand

: 89-83-8
thymol

A: 490-91-5
thymoquinone

B: 78617-27-3
3-methyl-6-(2-propyl)-1,2-benzoquinone

C: 138525-31-2
2-hydroxy-2-isopropyl-5-methylcyclohex-5-ene-1,4-dione

: 10476-80-9, 138525-30-1
trans-2-hydroxy-6-isopropyl-3-methylcyclohex-5-ene-1,4-dione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane; sodium hydrogencarbonate In acetone Further byproducts given;	A 23% B 9% C 18% D 12%

...Expand

: 99-87-6
4-methylisopropylbenzene

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Ambient temperature;	20.8%

: 89-83-8
thymol

A: 490-91-5
thymoquinone

B: 490-06-2
3-isopropyl-6-methyl-1,2-benzenediol

C: 138525-31-2
2-hydroxy-2-isopropyl-5-methylcyclohex-5-ene-1,4-dione

: 10476-80-9, 138525-30-1
trans-2-hydroxy-6-isopropyl-3-methylcyclohex-5-ene-1,4-dione

Conditions

Conditions	Yield
With 3,3-dimethyldioxirane In acetone	A 10% B 15 % Spectr. C 5% D 5%

...Expand

: 64-17-5
ethanol

: 2-isopropyl-5-methyl-[1,4]benzoquinone-4-chlorimin

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
at 130 - 140℃;

: 2217-60-9
thymohydroquinone

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With nitric acid
With iron(III) chloride
With p-benzoquinone
durch eine Oxydase, die in den Blaettern von Monarda fistulosa vorkommt;
With 3,3-dimethyldioxirane; sodium hydrogencarbonate In acetone	81 % Chromat.

: 74317-48-9
2-isopropyl-5-methyl-p-benzoquinone dioxime

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With copper(I) oxide; anhydrous methoxyethanol; acetone weiteres Reagens: wss. HCl;

: 117886-49-4
4-aminocarvacrol

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
bei der Oxydation;

: 1128-28-5
4-aminothymol

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With potassium dichromate; sulfuric acid
With Nitrite Diazotization;
With hydrogenchloride; copper(II) sulfate
With chromium(III) oxide; sulfuric acid

: 4389-60-0
2-isopropyl-5-methyl-p-phenylenediamine

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With iron(III) chloride at 20℃;

: 120108-97-6
1,1-bis(5-isopropyl-4-hydroxy-2-methylphenyl)ethane

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With manganese(IV) oxide; sulfuric acid

: 2-isopropyl-5-methyl-[1,4]benzoquinon-4-(4-ethoxy-5-isopropyl-2-methyl-phenylimine)

A: 490-91-5
thymoquinone

B: 5665-96-3
4-ethoxy-5-isopropyl-2-methyl-aniline

Conditions

Conditions	Yield
With sulfuric acid

: 6321-11-5
4-amino-2-isopropyl-5-methyl-phenol; hydrochloride

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With chromium(VI) oxide; sulfuric acid; water weiteres Reagens: Essigsaeure;

: 2-isopropyl-5-methyl-[1,4]benzoquinone-4-chlorimin

: 64-19-7
acetic acid

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
at 130 - 140℃;

: 4-Isopropenyl-2-isopropyl-4-methoxy-cyclobut-2-enone

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate 1.) o-xylene, 100 deg C, 20 min, 2.) CH3CN, H2O, 0.5 h; Yield given. Multistep reaction;

: Dithymoquinone anion radical

A: 490-91-5
thymoquinone

B: Thymoquinone anion radical

Conditions

Conditions	Yield
In acetonitrile Rate constant; 0.1 M Bu4NPF6;

: (4R,5S)-4-hydroxy-5-isopropyl-2-methyl-2-cyclohexenone

: 490-91-5
thymoquinone

Conditions

Conditions	Yield
With manganese(IV) oxide In benzene

: 145674-58-4
2-isopropyl-4,4-dimethoxy-5-methyl-cyclohexa-2,5-dienone

A: 490-91-5
thymoquinone

B: 2-Chloro-6-isopropyl-4-methoxy-3-methyl-phenol

Conditions

Conditions	Yield
With hydrogenchloride

: 2-methyl-5-isopropyl-p-benzosemiquinone

A: 490-91-5
thymoquinone

B: 2217-60-9
thymohydroquinone

Conditions

Conditions	Yield
In water at 22℃; Rate constant;

: 490-91-5
thymoquinone

: 1499-21-4
Diphenylphosphinic chloride

: C22H22ClO3P

Conditions

Conditions	Yield
With aluminum (III) chloride In toluene at 25℃; for 24h;	97%

: 490-91-5
thymoquinone

: 542-92-7
cyclopenta-1,3-diene

: 7-isopropyl-4a-methyl-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

Conditions

Conditions	Yield
In dichloromethane for 3h; Diels-Alder Cycloaddition; Reflux;	96%
With iron(III) chloride In neat (no solvent, solid phase) at 20℃; for 0.333333h; Diels-Alder Cycloaddition;	93%
In dichloromethane at 20℃; for 120h; Time; Diels-Alder Cycloaddition; diastereoselective reaction;	80%

: 490-91-5
thymoquinone

: 17302-61-3
2-isopropyl-5-methyl-[1,4]benzoquinone-4-oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride In ethanol for 24h; Heating;	94%
With hydroxylamine hydrochloride; sodium acetate In ethanol for 1.5h; Reflux;	81%
With hydrogenchloride; ethanol; hydroxylamine hydrochloride

: 490-91-5
thymoquinone

: 5263-58-1
N-allylphenethylamine

: 2-((allyl(phenethyl)amino)methyl)-5-isopropylbenzene-1,4-diol

Conditions

Conditions	Yield
With triethylamine In isopropyl alcohol at 70℃; for 2h; Inert atmosphere; regioselective reaction;	93%

: 490-91-5
thymoquinone

: 85873-18-3
triphenylphosphonium trifluoromethanesulfonate

: 2,5-dihydroxy-3-isopropyl-6-methylphenyl(triphenyl)phosphonium trifluoromethanesulfonate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Inert atmosphere; regioselective reaction;	90%

: 490-91-5
thymoquinone

: 593-56-6
N-methoxylamine hydrochloride

: 2-isopropyl-5-methyl-p-benzoquinone dioxime dimethyl ether

Conditions

Conditions	Yield
In ethanol for 24h; Heating;	87%

: 490-91-5
thymoquinone

: 2217-60-9
thymohydroquinone

Conditions

Conditions	Yield
With acetic acid; zinc at 20℃; for 4h; Inert atmosphere;	83%
With sodium dithionite In methanol; water at 25℃; for 2h; Inert atmosphere;	49%
With hydrogenchloride; tin(ll) chloride

: 490-91-5
thymoquinone

: 142572-85-8
triphenylphosphonium hydrotrifluoroacetate

: 2,5-dihydroxy-3-isopropyl-6-methylphenyl(triphenyl)phosphonium trifluoroacetate

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 24h; Inert atmosphere; regioselective reaction;	81%

: 490-91-5
thymoquinone

: 147722-36-9
(3-Cyclopropylidenprop-1-enyl)-ethyl-ether

: rac-4'β-Ethoxy-1',4',4'a,5',8',8'a-hexahydro-4'-isopropyl-7'aα-methylspiro-5',8'-dion

: rac-4'β-Ethoxy-1',4',4'a,5',8',8'a-hexahydro-7'-isopropyl-4'aα-methylspiro-5',8'-dion

Conditions

Conditions	Yield
In 1,2-dimethoxyethane at 50℃; for 24h;	A 2.8% B 80.4%

...Expand

: 490-91-5
thymoquinone

: 914796-82-0
(4E)-2-isopropyl-5-methylbenzo-1,4-quinone 4-oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol for 1.5h; Heating;	80%

: 490-91-5
thymoquinone

: 4-hydrazino-2-isopropyl-5-methylphenol

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 90℃; for 2h;	78%

: 490-91-5
thymoquinone

: 2207-27-4
5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene

: (+/-)-(1S*,2S*,7R*,8R*)-1,8,9,10-Tetrachlor-5-isopropyl-11,11-dimethoxy-2-methyltricyclo<6.2.1.02,7>undec-4,9-dien-3,6-dion

Conditions

Conditions	Yield
In melt at 118℃; for 120h;	76%

: 875-30-9
1,3-dimethylindole

: 490-91-5
thymoquinone

: 3-isopropyl-6,10b-dimethyl-5a,6,10b,11-tetrahydrochromeno[2,3-b]indol-2-ol

Conditions

Conditions	Yield
With triethylamine In ethanol at 70℃; for 12h;	75%

: 490-91-5
thymoquinone

: 1000-70-0
bis(trimethylsilyl)carbodi-imide

: 110375-15-0
(E,E)-N,N'-Dicyan-2-isopropyl-5-methyl-1,4-benzochinondiimin

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane for 3h; Ambient temperature;	74%

: 107-86-8
3,3-dimethyl acrylaldehyde

: 490-91-5
thymoquinone

: 1567408-41-6
C15H18O2

Conditions

Conditions	Yield
With (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; o-fluoro-benzoic acid In chloroform-d1 at 40℃; for 24h; enantioselective reaction;	74%

: 490-91-5
thymoquinone

: 100-46-9
benzylamine

: 5-isopropyl-2-methyl-3-(benzylamino)-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In methanol at 20℃; for 72h;	73.6%

: (2-aminoethyl)morpholine

: 490-91-5
thymoquinone

: 5-isopropyl-2-methyl-3-((2-morpholinoethyl)amino)-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In methanol at 20℃; for 48h;	68.3%

: 490-91-5
thymoquinone

: 141-43-5
ethanolamine

: 5-isopropyl-2-methyl-3-(2-hydroxyethylamino)-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In methanol at 20℃; for 36h;	66.7%

: 6025-60-1
2-(1H-pyrrol-1-yl)aniline

: 490-91-5
thymoquinone

: 5-isopropyl-2-methyl-5'H-spiro[cyclohexa[2,5]diene-1,4'-pyrrolo[1,2-a]quinoxalin]-4-one

Conditions

Conditions	Yield
With trifluoroacetic anhydride In tetrahydrofuran at 100℃; Sealed tube; Inert atmosphere;	66%

: 490-91-5
thymoquinone

: 5763-61-1
3,4-dimethoxybenzylamine

: 5-isopropyl-2-methyl-3-(3,4-dimethoxylbenzylamino)-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In methanol at 20℃; for 24h;	61.1%

: 16251-77-7
3-Phenylbutyraldehyde

: 490-91-5
thymoquinone

: (S)-2-isopropyl-4a-methyl-6-phenyl-4a,5-dihydronaphthalene-1,4-dione

Conditions

Conditions	Yield
With α,α-diphenyl-2-pyrrolidinemethanol trimethylsilyl ether; oxygen; palladium diacetate; copper(II) bis(trifluoromethanesulfonate); o-fluoro-benzoic acid In dimethyl sulfoxide at 40℃; for 36h; Schlenk technique; Molecular sieve; enantioselective reaction;	54%

: 490-91-5
thymoquinone

A: 3-azido-2-methyl-5-isopropyl-1,4-benzoquinone

B: 2217-60-9
thymohydroquinone

C: 17414-17-4
3-azido-2-methyl-5-isopropyl-1,4-benzohydroquinone

Conditions

Conditions	Yield
With hydrogenchloride; sodium azide In methanol; water for 5h; Ambient temperature;	A 14% B 20% C 52%

...Expand

: 110-15-6
succinic acid

: 490-91-5
thymoquinone

: 1240724-54-2
3-(2-methyl-5-(1-methylethyl)-3,6-dioxocyclohexa-1,4-dienyl)propanoic acid

Conditions

Conditions	Yield
With ammonium peroxydisulfate; silver nitrate In water; acetonitrile at 100℃; for 12h;	52%
With ammonium peroxydisulfate; silver nitrate In water; acetonitrile
With ammonium persulfate; silver nitrate In water; acetonitrile at 100℃;
With ammonium peroxydisulfate; silver nitrate In water; acetonitrile at 100℃; for 13h;	0.22 g

Thymoquinone Chemical Properties

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

Thymoquinone 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.

Thymoquinone Consensus Reports

Reported in EPA TSCA Inventory.

Thymoquinone 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: Xn Harmful
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

Thymoquinone 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 .

Product Name

THYMOQUINONE

Synthetic route

Thymoquinone Chemical Properties

Thymoquinone Toxicity Data With Reference

Thymoquinone Consensus Reports

Thymoquinone Safety Profile

Thymoquinone Specification

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