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| CAS No.: | 1948-33-0 |
|---|---|
| Name: | tert-Butylhydroquinone |
| Article Data: | 43 |
| Molecular Structure: | |
|
|
|
| Formula: | C10H14O2 |
| Molecular Weight: | 166.22 |
| Synonyms: | Hydroquinone,tert-butyl- (6CI,7CI,8CI);2-(1,1-Dimethylethyl)hydroquinone;2-(tert-Butyl)-p-hydroquinone;2-t-Butylhydroquinone;2-tert-Butyl-1,4-benzenediol;2-tert-Butyl-1,4-dihydroxybenzene;2-tert-Butyl-1,4-hydroquinone;2-tert-Butylhydroquinone;Banox 20BA;Grindox450;Keniox 20;MC-TB 20;MTBHQ;Mono-tert-butylhydroquinone;Mono-tertiarybutylhydroquinone;NSC 4972;TBHQ;Tenox 20;Tenox TBHQ; |
| EINECS: | 217-752-2 |
| Density: | 1.086 g/cm3 |
| Melting Point: | 127-129 °C(lit.) |
| Boiling Point: | 291.3 °C at 760 mmHg |
| Flash Point: | 138.7 °C |
| Solubility: | Insoluble in water |
| Appearance: | tan powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36-28 |
| Transport Information: | UN 3077 |
| PSA: | 40.46000 |
| LogP: | 2.39530 |
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| Conditions | Yield |
|---|---|
| With phosphoric acid In water at 59 - 81℃; for 2h; Temperature; | 99.9% |
| With aminosulfonic acid In 1,4-dioxane; toluene at 135℃; for 8h; Temperature; | 50% |
| With phosphoric acid In water at 80℃; for 4h; Concentration; Temperature; Time; Large scale; | 44.8% |
| Conditions | Yield |
|---|---|
| With sulfuric acid at 85℃; for 8h; Temperature; Large scale; | 99.9% |
| Conditions | Yield |
|---|---|
| With (iPr4PCP)IrH4; hydrogen In toluene at 60℃; under 760.051 Torr; for 2h; | 99% |
| With palladium on activated charcoal; hydrogen In dichloromethane at 60℃; under 22502.3 Torr; for 2h; Temperature; Solvent; Pressure; Reagent/catalyst; | 97.3% |
| With 2,5-dihydrotoluene; trifluoroacetic acid In toluene at 30℃; for 2h; | 70% |
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide; Ti-superoxide In water; acetic acid at 50 - 60℃; for 1.25h; Product distribution / selectivity; | A 97% B 0.7% |
- 1948-33-0
tert-butylhydroquinone
| Conditions | Yield |
|---|---|
| With dihydrogen peroxide In water; acetonitrile at 35℃; for 12h; Dakin Phenol Oxidation; | 70% |
| Conditions | Yield |
|---|---|
| With oxygen In acetonitrile for 1h; Ambient temperature; | A 15.6% B 18.8% C 65.6% |
- 123-31-9
hydroquinone
- 75-65-0
tert-butyl alcohol
A
- 5875-45-6
2,5-di-tert-butylphenol
B
- 1948-33-0
tert-butylhydroquinone
| Conditions | Yield |
|---|---|
| With aminosulfonic acid In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 4h; Temperature; Solvent; | A 17.2% B 57.8% |
| Conditions | Yield |
|---|---|
| With benzylamine In acetonitrile for 1h; Ambient temperature; | A 52.8% B 6.6% C 40.6% |
- 123-31-9
hydroquinone
- 75-65-0
tert-butyl alcohol
A
- 6669-13-2
t-butyl phenyl ether
B
- 2460-77-7
2,5-di-tert-butyl-p-benzoquinone
C
- 88-58-4
2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
D
- 1948-33-0
tert-butylhydroquinone
| Conditions | Yield |
|---|---|
| With porous pillared-zirconium phosphate functionalized with methyl group In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 4h; Reagent/catalyst; Autoclave; | A n/a B n/a C n/a D 48.8% |
| With perfluorosulfonicacid-functionalized carbon nanotubes (PFSA-CNT-0.5) In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Catalytic behavior; Reagent/catalyst; Autoclave; |
| Conditions | Yield |
|---|---|
| With phosphoric acid; xylene at 105℃; | |
| With aluminum oxide; silica gel; xylene at 200℃; | |
| With aluminium tris-<4-hydroxy-phenolate>; xylene at 240℃; |
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Chemistry
IUPAC Name: 2-tert-Butylbenzene-1,4-diol
Synonyms of tert-Butylhydroquinone (CAS NO.1948-33-0): 1,4-Benzenediol (1,1-dimethylethyl)- ; 2-(1,1-Dimethylethyl)-1,4-benzenediol ; 2-t-Butylhydroquinone ; 2-tert-Butyl(1,4)hydroquinone ; Mono-tert-butylhydroquinone ; tertiary-Butylhydroquinone
CAS NO: 1948-33-0
Molecular Formula: C10H14O2
Molecular Weight: 228.29
Molecular Structure: 
EINECS: 217-752-2
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 18.46 Å2
Index of Refraction: 1.545
Molar Refractivity: 48.4 cm3
Molar Volume: 152.9 cm3
Surface Tension: 40.2 dyne/cm
Density: 1.086 g/cm3
Flash Point: 138.7 °C
Enthalpy of Vaporization: 55.2 kJ/mol
Boiling Point: 291.3 °C at 760 mmHg
Vapour Pressure: 0.00112 mmHg at 25°C
Melting Point: 127-129 °C(lit.)
Appearance: tan powder
Solubility: Insoluble in water
Stability: Stable. Incompatible with strong bases, strong oxidizing agents.
Product Categories of tert-Butylhydroquinone (CAS NO.1948-33-0): Industrial/Fine Chemicals;Anthraquinones, Hydroquinones and Quinones;Alcohols;Monomers;Polymer Science;Organic Building Blocks;Oxygen Compounds;Polyols
Uses
tert-Butylhydroquinone (CAS NO.1948-33-0) is a highly effective preservative for many edible animal fats and unsaturated vegetable oils. It is added to a wide range of foods, with highest limit (1000 mg/kg) permitted for frozen fish and fish products.
Besides it is also used industrially as a stabilizer to inhibit autopolymerization of organic peroxides. In perfumery, it is used as a fixative to lower the evaporation rate and improve stability. It is also added to lacquers, resins,varnishes and oil field additives.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 790mg/kg (790mg/kg) | WHO Food Additives Series. Vol. 8, Pg. 26, 1975. | |
| mouse | LD50 | intraperitoneal | 144mg/kg (144mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: MUSCLE WEAKNESS | Drug and Chemical Toxicology. Vol. 7, Pg. 335, 1984. |
| mouse | LD50 | oral | 1gm/kg (1000mg/kg) | Kodak Company Reports. Vol. 21MAY1971, | |
| rat | LCLo | inhalation | 2900mg/m3/4H (2900mg/m3) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 753, 1992. |
| rat | LD50 | intraperitoneal | 300mg/kg (300mg/kg) | Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975. | |
| rat | LD50 | oral | 700mg/kg (700mg/kg) | Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Safety Information about tert-Butylhydroquinone (CAS NO.1948-33-0):
Hazard Codes: 
Xn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28: After contact with skin, wash immediately with plenty of soap-suds.
S36: Wear suitable protective clothing.
RIDADR: UN3077
WGK Germany: 3
RTECS: MX4375000
HazardClass: 9
PackingGroup: III
HS Code: 29072900
Poison by intraperitoneal route. Moderately toxic by ingestion and inhalation. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.