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| CAS No.: | 1879-09-0 |
|---|---|
| Name: | 2-(tert-Butyl)-4,6-dimethylphenol |
| Article Data: | 43 |
| Molecular Structure: | |
|
|
|
| Formula: | C12H18O |
| Molecular Weight: | 178.274 |
| Synonyms: | 6-tert-Butyl-2,4-xylenol;Phenol,2-(1,1-dimethylethyl)-4,6-dimethyl-;2,4-Xylenol,6-tert-butyl- (6CI,7CI,8CI);2,4-Dimethyl-6-tert-butylphenol;2-(1,1-Dimethylethyl)-4,6-dimethylphenol;2-Methyl-6-tert-butyl-p-cresol;6-(1,1-Dimethylethyl)-2,4-dimethylphenol;6-tert-Butyl-2,4-dimethylphenol; |
| EINECS: | 217-533-1 |
| Density: | 0.952 g/cm3 |
| Melting Point: | 22 ºC |
| Boiling Point: | 249 ºC at 760 mmHg |
| Flash Point: | 111.7 ºC |
| Solubility: | Insoluble in water |
| Appearance: | yellow liquid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 20/21/22-36/37/38 |
| Safety: | 26-36/37/39 |
| PSA: | 20.23000 |
| LogP: | 3.30650 |
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| Conditions | Yield |
|---|---|
| Stage #1: 2,4-Xylenol With zinc Heating; Large scale; Stage #2: isobutene at 70℃; Large scale; | 96.1% |
| With acidic ion exchanger | |
| With sulfuric acid at 70℃; | |
| With toluene-4-sulfonic acid In toluene | 253 g (86.6%) |
- 67-56-1
methanol
- 119-47-1
2,2'-dihydroxy-5,5'-dimethyl-3,3'-di-tert-burtyl-1,1'-diphenylmethane
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| With zinc(II) oxide; sodium hydroxide at 250℃; for 8h; | 94% |
| Conditions | Yield |
|---|---|
| With zinc(II) oxide; sodium hydroxide at 210 - 220℃; for 8h; | 84% |
A
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
B
- 19182-94-6
2-allyl-4,6-dimethylphenol
| Conditions | Yield |
|---|---|
| In 1-methyl-pyrrolidin-2-one at 220℃; for 0.333333h; Claisen Rearrangement; Microwave irradiation; Inert atmosphere; | A 23% B 42% |
- 105-67-9
2,4-Xylenol
- 75-65-0
tert-butyl alcohol
A
- 2409-55-4
2-tert-Butyl-4-methylphenol
B
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In benzene for 3h; Heating; | A 83 g B 25.8% |
| With toluene-4-sulfonic acid In benzene for 3h; Heating; | A 83 mg B 25.8% |
- 17696-37-6
2,5-dimethyl-4-(1,1-dimethylethyl)-phenol
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
| Conditions | Yield |
|---|---|
| With phosphoric acid at 70 - 105℃; | |
| With phosphoric acid; phosphorus pentoxide |
- 86119-84-8, 7664-38-2
phosphoric acid
- 105-67-9
2,4-Xylenol
- 75-65-0
tert-butyl alcohol
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| at 70 - 105℃; |
- 128-37-0
2,6-di-tert-butyl-4-methyl-phenol
- 118-82-1
4,4'-Methylenebis(2,6-di-tert-butylphenol)
- 955-01-1
3,5-di-tert-butyl-4-hydroxy benzyl chloride
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| palladium on activated charcoal In toluene |
- 1879-09-0
2,4-dimethyl-6-tert-butylphenol
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 100 °C 2: zinc(II) oxide; sodium hydroxide / 8 h / 250 °C View Scheme |
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Chemistry
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IUPAC Name: 2-tert-Butyl-4,6-dimethylphenol
Molecular Formula: C12H18O
Molecular Weight: 178.27 g/mol
Canonical SMILES: c1(c(c(cc(c1)C)C)O)C(C)(C)C
InChI: InChI=1/C12H18O/c1-8-6-9(2)11(13)10(7-8)12(3,4)5/h6-7,13H,1-5H3
EINECS: 217-533-1
Product Categories: Industrial / Fine Chemicals
Index of Refraction: 1.512
Molar Refractivity: 56.17 cm3
Molar Volume: 187.1 cm3
Polarizability: 22.26×10-24 cm3
Surface Tension: 32.1 dyne/cm
Density: 0.952 g/cm3
Flash Point: 111.7 °C
Enthalpy of Vaporization: 50.59 kJ/mol
Boiling Point: 249 °C at 760 mmHg
Melting Point: 22 °C
Solubility: Insoluble in water.
Vapour Pressure of Topanol A (CAS NO.1879-09-0): 0.0149 mmHg at 25 °C
Uses
Topanol A (CAS NO.1879-09-0) is an alkylated phenol used industrially as an antioxidant, eg. to prevent gumming in fuels, and as an ultraviolet stabilizer. It is used in jet fuels, gasolines, and avgas. It is also used in printing industry.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LDLo | oral | 420mg/kg (420mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949. |
| guinea pig | LDLo | skin | 7100mg/kg (7100mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949. |
| mouse | LD50 | oral | 530mg/kg (530mg/kg) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949. |
| rabbit | LDLo | oral | 55mg/kg (55mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949. |
| rabbit | LDLo | skin | 17mg/kg (17mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA | National Technical Information Service. Vol. OTS0555501, |
| rat | LDLo | oral | 1400mg/kg (1400mg/kg) | Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by skin contact. Moderately toxic by ingestion. When heated to decomposition it emits smoke and acrid, irritating fumes.
Hazard Codes: 
Xn
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 2927
RTECS: ZE6825000
Hazard Note: Harmful
HazardClass: 6.1(a)
PackingGroup of Topanol A (CAS NO.1879-09-0): I
Specification
Topanol A (CAS NO.1879-09-0), its Synonyms are 2,4-Dimethyl-6-tert-butylphenol ; 2-tert-Butyl-4,6-dimethylphenol ; 6-t-Butyl-2,4-dimethylphenol ; 6-t-Butyl-2,4-xylenol ; 6-tert-Butyl-2,4-dimethylphenol ; 6-tert-Butyl-2,4-xylenol ; Phenol, 2-(1,1-dimethylethyl)-4,6-dimethyl- ; 2,4-Xylenol, 6-tert-butyl- . It is a yellow liquid with a phenolic odor.