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1879-09-0

Basic Information
CAS No.: 1879-09-0
Name: 2-(tert-Butyl)-4,6-dimethylphenol
Article Data: 43
Molecular Structure:
Molecular Structure of 1879-09-0 (2-(tert-Butyl)-4,6-dimethylphenol)
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: IrritantXi
Risk Codes: 20/21/22-36/37/38
Safety: 26-36/37/39
PSA: 20.23000
LogP: 3.30650
Synthetic route
105-67-9

2,4-Xylenol

115-11-7

isobutene

1879-09-0

2,4-dimethyl-6-tert-butylphenol

Conditions
ConditionsYield
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 toluene253 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
ConditionsYield
With zinc(II) oxide; sodium hydroxide at 250℃; for 8h;94%
67-56-1

methanol

2219-82-1

2-tert-Butyl-6-methylphenol

1879-09-0

2,4-dimethyl-6-tert-butylphenol

Conditions
ConditionsYield
With zinc(II) oxide; sodium hydroxide at 210 - 220℃; for 8h;84%

2-(allyloxy)-1-(tert-butyl)-3,5-dimethylbenzene

A

1879-09-0

2,4-dimethyl-6-tert-butylphenol

B

19182-94-6

2-allyl-4,6-dimethylphenol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide
105-67-9

2,4-Xylenol

75-65-0

tert-butyl alcohol

1879-09-0

2,4-dimethyl-6-tert-butylphenol

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
palladium on activated charcoal In toluene

5,11,17,23-tetratert-butyl-4,12,16,24-tetrahydroxycalix[4]arene ethanol complex

1879-09-0

2,4-dimethyl-6-tert-butylphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 100 °C
2: zinc(II) oxide; sodium hydroxide / 8 h / 250 °C
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Chemistry


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 cm
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: HarmfulXn
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.