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Name	2-tert-Butyl-4-methylphenol	EINECS	219-314-6
CAS No.	2409-55-4	Density	0.961 g/cm³
PSA	20.23000	LogP	2.99810
Solubility	insoluble in water	Melting Point	50-52 °C(lit.)
Formula	C₁₁H₁₆O	Boiling Point	237 °C at 760 mmHg
Molecular Weight	164.247	Flash Point	102.5 °C
Transport Information	UN 2430 8/PG 3	Appearance	white to yellow-beige crystalline mass
Safety	26-36/37/39-45-61-29	Risk Codes	34-37-51/53
Molecular Structure		Hazard Symbols	C, N
Synonyms	p-Cresol,2-tert-butyl- (6CI,8CI);2-tert-Butyl-4-cresol;2-tert-Butyl-p-cresol;4-Methyl-2-(1,1-dimethylethyl)phenol;4-Methyl-2-tert-butylphenol;4-Methyl-6-tert-butylphenol;o-tert-Butyl-p-cresol;Phenol,2-(1,1-dimethylethyl)-4-methyl-;	Article Data	64

2-tert-Butyl-4-methylphenol Synthetic route

: 106-44-5
p-cresol

: 75-65-0
tert-butyl alcohol

A: 2409-55-4
2-tert-Butyl-4-methylphenol

B: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

Conditions

Conditions	Yield
at 70℃; for 8h; Kinetics; Concentration; Reagent/catalyst; Temperature; Time; Friedel-Crafts alkylation; Ionic liquid; Autoclave; regioselective reaction;	A 90% B 9.5%
With carbon tetrabromide at 175℃; for 6h; Sealed tube;	A 68% B 29%
With carbon tetrabromide at 175℃; for 6h; Sealed tube;	A 62% B 38%
1-butyl-3-methylimidazolium heptachlorodiindate (III) at 110℃; for 4h; Product distribution / selectivity; In ionic liquid;
With multi-walled carbon nanotubes supported on SO3H In neat (no solvent) for 10h; Reagent/catalyst; Reflux;	A 85.6 %Chromat. B 6.7 %Chromat.

: 2-tert-butyl-4-methyl-1-(2-phenylallyloxy)benzene

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
With tert.-butyl lithium In tetrahydrofuran; pentane at -78℃; for 0.5h;	88%

: 106-44-5
p-cresol

: 75-65-0
tert-butyl alcohol

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
With sulfated zirconia at 140℃; for 1h;	86%
With phosphoric acid at 85 - 90℃;
With sulfuric acid at 60℃;

: Carbonic acid tert-butyl ester 2-tert-butyl-4-methyl-phenyl ester

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane for 3h; Product distribution; Heating; deprotection;	85%

: 2-(tert-butyl)-4-hydroxy-4-methylcyclohexa-2,5-dien-1-one

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
With sodium hydride; bis(pinacol)diborane In 1,2-dichloro-ethane at 70℃; for 12h; Inert atmosphere;	71%

: 75-91-2
tert.-butylhydroperoxide

: 106-44-5
p-cresol

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
With iron(III) chloride In tetrachloromethane at 80℃; for 4h; Alkylation;	67%

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

: 2409-55-4
2-tert-Butyl-4-methylphenol

Conditions

Conditions	Yield
at 300℃; for 12h;	55%
at 300℃; for 12h; Product distribution; 270 deg C, 6 h;;	55%

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

: 75-05-8
acetonitrile

A: 762-84-5
N-tert-butylacetamide

B: 2409-55-4
2-tert-Butyl-4-methylphenol

C: 139656-59-0
2,5-dimethyl-7-tert-butyl-1,3-benzoxazole

D: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
With thianthrene cation radical perchlorate Further byproducts given;	A 18% B 5.6% C 43% D 53%

...Expand

: 128-37-0
2,6-di-tert-butyl-4-methyl-phenol

: 108-95-2
phenol

A: 106-44-5
p-cresol

B: 98-54-4
para-tert-butylphenol

C: 2409-55-4
2-tert-Butyl-4-methylphenol

D: 128-39-2
2,6-di-tert-butylphenol

E: 88-18-6
2-tert-Butylphenol

F: 96-76-4
2,4-di-tert-Butylphenol

Conditions

Conditions	Yield
C24H20ClNbO4 at 140℃; for 3h; Product distribution; Rate constant; Mechanism; also with 2-methylphenol, other catalysts, other products;	A 14% B 8% C 30.5% D 2% E 20% F 15%

...Expand

: 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

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%

2-tert-Butyl-4-methylphenol Chemical Properties

IUPAC Name: 2-tert-Butyl-4-methylphenol
Molecular Formula: C₁₁H₁₆O
Molecular Weight: 164.25 g/mol
Canonical SMILES: C(c1c(ccc(c1)C)O)(C)(C)C
InChI: InChI=1/C11H16O/c1-8-5-6-10(12)9(7-8)11(2,3)4/h5-7,12H,1-4H3
EINECS: 219-314-6
Classification Code: Mutation data; Skin / Eye Irritant; Tumor data
Product Categories: Industrial / Fine Chemicals
Melting Point: 50-52 °C(lit.)
solubility: methanol: 0.1 g/mL, clear
Water Solubility: insoluble
Index of Refraction: 1.513
Molar Refractivity: 51.34 cm³
Molar Volume: 170.8 cm³
Polarizability: 20.35×10^-24 cm³
Surface Tension: 32.5 dyne/cm
Density: 0.961 g/cm³
Flash Point: 102.5 °C
Enthalpy of Vaporization: 49.3 kJ/mol
Boiling Point: 237 °C at 760 mmHg
Vapour Pressure of 2-tert-Butyl-4-methylphenol (CAS NO.2409-55-4): 0.0299 mmHg at 25 °C

2-tert-Butyl-4-methylphenol Uses

2-tert-Butyl-4-methylphenol (CAS NO.2409-55-4) is used as organic synthesis intermediate for the production of antioxidant 2246, antioxidant 2246-S, ultraviolet absorbent UV-326, antioxidant 2246 series UV absorber UV-326 and other manufacturing.

2-tert-Butyl-4-methylphenol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	940mg/kg (940mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: TREMOR BEHAVIORAL: COMA	National Technical Information Service. Vol. OTS0571339,
guinea pig	LD50	oral	1180mg/kg (1180mg/kg)	BEHAVIORAL: SLEEP BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 12, Pg. 124, 1971.
mouse	LD50	intraperitoneal	144mg/kg (144mg/kg)		Journal of Medicinal Chemistry. Vol. 18, Pg. 868, 1975.
mouse	LD50	intravenous	10mg/kg (10mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03020,
mouse	LD50	oral	700mg/kg (700mg/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	2100mg/kg (2100mg/kg)	PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: TREMOR BEHAVIORAL: COMA	National Technical Information Service. Vol. OTS0571339,
rabbit	LDLo	skin	2200mg/kg (2200mg/kg)		Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 38, Pg. 366, 1949.
rat	LD50	oral	2500mg/kg (2500mg/kg)	SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION BEHAVIORAL: ATAXIA LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 12, Pg. 124, 1971.

2-tert-Butyl-4-methylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2-tert-Butyl-4-methylphenol Safety Profile

A poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion and skin contact. Questionable carcinogen with experimental neoplastigenic data. A severe skin and eye irritant. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. To fight fire, use alcohol foam, foam, water spray, fog, dry chemical. When heated to decomposition it emits acrid and irritating fumes.
Hazard Codes: Corrosive C, Dangerous N
Risk Statements:34-37-51/53
R34: Causes burns ;
R37:Irritating to the respiratory system ;
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment ;
Safety Statements:26-36/37/39-45-61-29
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 ;
S45:In case of accident or if you feel unwell, seek medical advice immediately(show label where possible) ;
S61:Avoid release to the environment. Refer to special instructions safety data sheet ;
S29:Do not empty into drains ;
RIDADR:UN 2430 8/PG 3
WGK Germany:2
RTECS:GO7000000
F:8-9-23
HazardClass:8
PackingGroup of 2-tert-Butyl-4-methylphenol (CAS NO.2409-55-4): III

2-tert-Butyl-4-methylphenol Specification

2-tert-Butyl-4-methylphenol (CAS NO.2409-55-4), its Synonyms are 2-t-Butyl-4-methylphenol ; 1-Hydroxy-2-tert-butyl-4-methylbenzene ; 2-(1,1-Dimethylethyl)-4-methylphenol ; 2-t-Butyl-p-cresol ; 2-terc.Butyl-p-kresol ; Phenol, 2-(1,1-dimethylethyl)-4-methyl- ; p-Cresol, 2-tert-butyl- . It is white to yellow-beige crystalline mass.

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