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6-tert-Butyl-m-cresol

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Name

6-tert-Butyl-m-cresol

EINECS 201-842-3
CAS No. 88-60-8 Density 0.961 g/cm3
PSA 20.23000 LogP 2.99810
Solubility Insoluble in water Melting Point 20 °C
Formula C11H16O Boiling Point 224 °C at 760 mmHg
Molecular Weight 164.247 Flash Point 105.6 °C
Transport Information UN 3145 8/PG 3 Appearance clear colorless viscous liquid
Safety 26-36/37/39-45 Risk Codes 22-36/37/38-34
Molecular Structure Molecular Structure of 88-60-8 (6-tert-Butyl-m-cresol) Hazard Symbols HarmfulXn,CorrosiveC
Synonyms

m-Cresol,6-tert-butyl- (6CI,8CI);2-tert-Butyl-5-methylphenol;3-Methyl-6-tert-butylphenol;5-Methyl-2-tert-butylphenol;6-tert-Butyl-3-methylphenol;NSC 48467;Phenol,2-(1,1-dimethylethyl)-5-methyl-;

Article Data 28

6-tert-Butyl-m-cresol Synthetic route

108-39-4

3-methyl-phenol

75-65-0

tert-butyl alcohol

A

88-60-8

2-tert-Butyl-5-methylphenol

B

497-39-2

4,6-di-tert-butyl-m-cresol

Conditions
ConditionsYield
With carbon tetrabromide at 175℃; for 6h; Sealed tube;A 74%
B 8%
With carbon tetrabromide at 175℃; for 6h; Sealed tube;A 56%
B 36%
88-40-4

2-tert-butyl-5-methylanisole

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With boron triiodide-N,N-diethylaniline In benzene for 3h; Ambient temperature;71%
108-39-4

3-methyl-phenol

75-65-0

tert-butyl alcohol

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
Stage #1: tert-butyl alcohol With sulfuric acid; urea at 10 - 25℃;
Stage #2: 3-methyl-phenol at 0 - 20℃;
60%
With phosphoric acid at 50 - 55℃;
With 4 A molecular sieve at 250℃; Product distribution; Further Variations:; Reagents;
With zinc(II) chloride
107-39-1

2,4,4-trimethyl-1-pentene

108-39-4

3-methyl-phenol

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride
78-83-1

2-methyl-propan-1-ol

108-39-4

3-methyl-phenol

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With phosphoric acid at 50 - 55℃;
With sulfuric acid
108-39-4

3-methyl-phenol

115-11-7

isobutene

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
With aluminium cresylate
With hydrogenchloride; iron(III) chloride
With aluminium(III) phenoxide at 100℃; for 2h;
108-39-4

3-methyl-phenol

115-11-7

isobutene

A

88-60-8

2-tert-Butyl-5-methylphenol

B

497-39-2

4,6-di-tert-butyl-m-cresol

Conditions
ConditionsYield
With sulfuric acid at 93℃;
With sulfuric acid at 90℃;
129167-74-4

2-bromo-1-(tert-butyl)-4-methylbenzene

594-19-4

tert.-butyl lithium

A

88-60-8

2-tert-Butyl-5-methylphenol

B

98-51-1

4-tert-butyltoluene

C

103391-77-1

3,4-di-t-butyltoluene

Conditions
ConditionsYield
With Cu2Br2-Me2S; oxygen 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg to RT, 1 h; Multistep reaction;
129167-74-4

2-bromo-1-(tert-butyl)-4-methylbenzene

A

88-60-8

2-tert-Butyl-5-methylphenol

B

98-51-1

4-tert-butyltoluene

C

103391-77-1

3,4-di-t-butyltoluene

Conditions
ConditionsYield
With Cu2Br2-Me2S; tert.-butyl lithium; oxygen 1.) hexane, THF,-78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h; Multistep reaction;
With Cu2Br2-Me2S; tert.-butyl lithium; oxygen 1.) hexane, THF, -78 deg C, 1 h, 2.) from -78 deg C to RT, 1 h; Multistep reaction;
78-83-1

2-methyl-propan-1-ol

86119-84-8, 7664-38-2

phosphoric acid

108-39-4

3-methyl-phenol

88-60-8

2-tert-Butyl-5-methylphenol

Conditions
ConditionsYield
at 60 - 80℃;

6-tert-Butyl-m-cresol Chemical Properties


IUPAC Name: 2-tert-Butyl-5-methylphenol
Molecular Formula: C11H16O
Molecular Weight: 164.25 g/mol
Canonical SMILES: C(c1c(cc(C)cc1)O)(C)(C)C
InChI: InChI=1/C11H16O/c1-8-5-6-9(10(12)7-8)11(2,3)4/h5-7,12H,1-4H3 
EINECS: 201-842-3
Product Categories: Industrial / Fine Chemicals; Miscellaneous; Organics
Index of Refraction: 1.513 
Molar Refractivity: 51.34 cm3 
Molar Volume: 170.8 cm
Polarizability: 20.35×10-24 cm
Surface Tension: 32.5 dyne/cm 
Density: 0.961 g/cm
Flash Point: 105.6 °C 
Enthalpy of Vaporization: 47.92 kJ/mol 
Boiling Point: 224 °C at 760 mmHg
Melting Point: 20 °C
Solubility: Insoluble in water.
Vapour Pressure of 6-tert-Butyl-m-cresol (CAS NO.88-60-8): 0.0626 mmHg at 25 °C

6-tert-Butyl-m-cresol Uses

 6-tert-Butyl-m-cresol (CAS NO. 88-60-8) is used as organic synthesis intermediates,mainly for the production of phenolic antioxidants CA, antioxidant 300, antioxidant BBM.

6-tert-Butyl-m-cresol Production

  6-tert-Butyl-m-cresol (CAS NO. 88-60-8) is derived from reaction of M-Cresol with Isobutylene in the presence of Aluminum chloride . Reaction carried out in concentrated sulfuric acid, the reaction temperature is 310-320 ℃. Reaction is complete, after neutralization, distillation, deriving  6-tert-Butyl-m-cresol.

6-tert-Butyl-m-cresol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 1080mg/kg (1080mg/kg)   Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949.

6-tert-Butyl-m-cresol Safety Profile

Hazard Codes: HarmfulXn,CorrosiveC
Risk Statements: 22-36/37/38-34
R22:Harmful if swallowed. 
R34:Causes burns. 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 3145 8/PG 3
WGK Germany: 2
RTECS: SK1578180
HazardClass: 8
PackingGroup of 6-tert-Butyl-m-cresol (CAS NO.88-60-8): III

6-tert-Butyl-m-cresol Specification

  6-tert-Butyl-m-cresol (CAS NO.88-60-8), its Synonyms are 2-(1,1-Dimethylethyl)-5-methylphenol ; 2-tert-Butyl-5-methylphenol ; 3-Methyl-6-tert-butylphenol ; 5-Methyl-2-tert-butylphenol ; 6-tert-Butyl-3-methylphenol ; Benzene, 1-tert-butyl-2-hydroxy-4-methyl- ; Phenol, 2-(1,1-dimethylethyl)-5-methyl- ; Phenol, 2-tert-butyl-5-methyl- ; m-Cresol, 6-tert-butyl- (8CI) . It is clear colorless viscous liquid.

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