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| CAS No.: | 935-92-2 |
|---|---|
| Name: | TRIMETHYLQUINONE |
| Molecular Structure: | |
|
|
|
| Formula: | C9H10 O2 |
| Molecular Weight: | 150.177 |
| Synonyms: | Benzoquinone,trimethyl- (6CI); p-Benzoquinone, 2,3,5-trimethyl- (8CI); p-Benzoquinone,trimethyl- (5CI); 2,3,5-Trimethyl-1,4-benzoquinone;2,3,5-Trimethyl-2,5-cyclohexadiene-1,4-dione; 2,3,5-Trimethyl-p-benzoquinone;2,3,5-Trimethylbenzoquinone; 2,3,5-Trimethylquinone;2,3,6-Trimethyl-1,4-benzoquinone; 2,3,6-Trimethyl-p-benzoquinone;2,3,6-Trimethylbenzoquinone; Cumoquinone; NSC 93919;Trimethyl-1,4-benzoquinone; Trimethyl-p-benzoquinone; Trimethyl-p-quinone;Trimethylbenzoquinone; Trimethylquinone; p-Pseudocumoquinone; y-Cumoquinone |
| Density: | 1.072g/cm3 |
| Melting Point: | 36 °C |
| Boiling Point: | 215.3°Cat760mmHg |
| Flash Point: | 77.3°C |
| Safety: | A poison by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors. |
| PSA: | 34.14000 |
| LogP: | 1.42090 |
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| Conditions | Yield |
|---|---|
| With benzyltrimethylammonium tribromide; sodium acetate In dichloromethane; water for 2h; Ambient temperature; | 100% |
| With pyridine; 3-carboxypyridinium dichromate In dichloromethane for 0.333333h; Ambient temperature; | 100% |
| With dihydrogen peroxide In acetic acid | 100% |
| Conditions | Yield |
|---|---|
| With peracetic acid; sulfuric acid at 50℃; for 0.5h; | 99.7% |
| With hydroxylamine hydrochloride; oxygen In tert-butyl alcohol at 40℃; under 860.3 Torr; for 2h; | 96% |
| With iodine | 95% |
- 79-21-0
peracetic acid
- 2416-94-6
2,3,6-trimethylphenol
A
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
B
- 527-17-3, 70128-24-4
Duroquinone
C
- 700-13-0
Trimethylhydroquinone
D
- 2819-86-5
pentamethylphenol
E
- 21573-36-4
1-methoxy-2,3,6-trimethylbenzene
F
- 62687-45-0
2,3,6-trimethylphenyl acetate
| Conditions | Yield |
|---|---|
| sulfuric acid at 50℃; for 0.5h; Mechanism; Thermodynamic data; effect of catalysts; | A 99.7% B 0.04% C 0.01% D 0.01% E 0.03% F 0.04% |
- 700-13-0
Trimethylhydroquinone
- 64-19-7
acetic acid
A
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
B
- 4537-09-1
1,4-dimethoxy-2,3,5-trimethyl-benzene
C
- 7479-28-9
2,3,5-trimethyl-1,4-hydroquinone diacetate
D
- 36592-62-8
4-acetoxy-2,3,5-trimethylphenol
E
- 130422-86-5
4-methoxy-2,3,5-trimethylphenol
| Conditions | Yield |
|---|---|
| With peracetic acid at 50℃; for 0.25h; Product distribution; Kinetics; Thermodynamic data; | A 99.7% B 0.05% C 0.05% D 0.04% E 0.04% F 0.06% |
- 2416-94-6
2,3,6-trimethylphenol
- 64-19-7
acetic acid
A
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
B
- 527-17-3, 70128-24-4
Duroquinone
C
- 2819-86-5
pentamethylphenol
D
- 21573-36-4
1-methoxy-2,3,6-trimethylbenzene
E
- 7479-28-9
2,3,5-trimethyl-1,4-hydroquinone diacetate
F
- 62687-45-0
2,3,6-trimethylphenyl acetate
| Conditions | Yield |
|---|---|
| With peracetic acid at 50℃; for 0.25h; Product distribution; Kinetics; Thermodynamic data; | A 99.7% B 0.04% C 0.01% D 0.03% E 0.02% F 0.05% |
- 79-21-0
peracetic acid
- 700-13-0
Trimethylhydroquinone
A
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
B
- 4537-09-1
1,4-dimethoxy-2,3,5-trimethyl-benzene
C
- 7479-28-9
2,3,5-trimethyl-1,4-hydroquinone diacetate
D
- 36592-62-8
4-acetoxy-2,3,5-trimethylphenol
E
- 130422-86-5
4-methoxy-2,3,5-trimethylphenol
| Conditions | Yield |
|---|---|
| sulfuric acid at 50℃; for 0.5h; Mechanism; Thermodynamic data; effect of catalysts; | A 99.5% B 0.05% C 0.06% D 0.05% E 0.04% F 0.07% |
| Conditions | Yield |
|---|---|
| With titanium superoxide; dihydrogen peroxide; acetic acid In water at 50℃; for 2h; | 96% |
| With oxygen In water; acetonitrile at 40℃; under 15001.5 Torr; for 1h; Green chemistry; | 94% |
| With 5,10,15,20-tetrakis(2,6-dichlorophenyl)porphyrin; oxygen In chloroform; acetonitrile for 24h; Product distribution; Further Variations:; Reagents; Irradiation; | 93% |
- 36433-51-9
4-chloro-2,3,6-trimethylphenol
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
| Conditions | Yield |
|---|---|
| With nitric acid In tetrachloromethane; water | 95.3% |
| With nitric acid In acetic acid | 92% |
| With nitric acid In water | 90.6% |
| With nitric acid In acetic acid | 354 mg |
- 935-92-2
2,3,5-Trimethyl-1,4-benzoquinone
| Conditions | Yield |
|---|---|
| Stage #1: 2-methyl-4-hydroxy-3,6-dimethyloltoluene With molybdenum (IV) sulfide; hexane-2,5-diol at 46 - 54℃; for 2.33333h; Green chemistry; Stage #2: With α-picoline; N-methylaniline Green chemistry; | 95% |
| Conditions | Yield |
|---|---|
| With phthalic anhydride; dihydrogen peroxide In neat (no solvent) at 118 - 120℃; for 2.5h; Reagent/catalyst; Temperature; Time; Solvent; | 92% |
| With dihydrogen peroxide; acetic anhydride; methyltrioxorhenium(VII) In water at 60℃; | 37% |
| With 3-chloro-benzenecarboperoxoic acid In chloroform at 60 - 70℃; for 0.5h; | 16.5% |
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Chemistry
Product Name: p-Pseudocumoquinone (CAS NO.935-92-2)
Molecular Formula: C9H10O2
Molecular Weight: 150.17g/mol
Mol File: 935-92-2.mol
Einecs: 213-309-2
Boiling point: 215.3 °C at 760 mmHg
Flash Point: 77.3 °C
Density: 1.072 g/cm3
Surface Tension: 32.8 dyne/cm
Enthalpy of Vaporization: 45.17 kJ/mol
Vapour Pressure: 0.149 mmHg at 25°C
XLogP3-AA: 1.8
H-Bond Donor: 0
H-Bond Acceptor: 2
Structure Descriptors of p-Pseudocumoquinone (CAS NO.935-92-2):
IUPAC Name: 2,3,5-trimethylcyclohexa-2,5-diene-1,4-dione
Canonical SMILES: CC1=CC(=O)C(=C(C1=O)C)C
InChI: InChI=1S/C9H10O2/c1-5-4-8(10)6(2)7(3)9(5)11/h4H,1-3H3
InChIKey: QIXDHVDGPXBRRD-UHFFFAOYSA-N
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 18mg/kg (18mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA GASTROINTESTINAL: OTHER CHANGES | National Technical Information Service. Vol. OTS0529741-1, |
| mouse | LD50 | oral | 200mg/kg (200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR SKIN AND APPENDAGES (SKIN): HAIR: OTHER | National Technical Information Service. Vol. OTS0545315, |
| rabbit | LD50 | skin | > 200mg/kg (200mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0291-1191, | |
| rat | LD50 | intraperitoneal | 25mg/kg (25mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | National Technical Information Service. Vol. OTS0545315, |
| rat | LD50 | oral | 200mg/kg (200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | National Technical Information Service. Vol. OTS0545315, |
| rat | LDLo | skin | 200mg/kg (200mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0291-1191, |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
A poison by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
Specification
p-Pseudocumoquinone ,its CAS NO. is 935-92-2,the synonyms is 2,5-Cyclohexadiene-1,4-dione, 2,3,5-trimethyl- ; p-Benzoquinone, 2,3,5-trimethyl- (8CI) ; 2,3,5-Trimethyl-1,4-benzoquinone ; 2,3,5-Trimethyl-2,5-cyclohexadien-1,4-dione ; 2,3,5-Trimethyl-p-benzoquinone ; 2,3,5-Trimethylbenzoquinone ; 2,3,5-Trimethylquinone ; 2,3,6-Trimethyl-p-benzoquinone ; 2,3,6-Trimethylbenzoquinone ; Benzoquinone, trimethyl- (6CI) ; Cumoquinone ; EINECS 213-309-2 ; NSC 93919 ; Pseudocumoquinone ; Trimethyl-1,4-benzoquinone ; Trimethyl-p-benzoquinone ; Trimethyl-p-quinone ; Trimethylbenzoquinone ; Trimethylchinon .