CAS No.128-37-0,2,6-Di-tert-butyl-4-methylphenol Suppliers

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Basic Information

Molecular Structure:
CAS No.:	128-37-0
Name:	2,6-Di-tert-butyl-4-methylphenol
Article Data:	122
Cas Database

Formula:	C₁₅H₂₄O
Molecular Weight:	220.355
Synonyms:	Butylated hydroxytoluene;2,6-Di-tart-buty-p-cresol;2,6-Bis(1,1-dimethylethyl)-4-methylphenol;2,6-Di(tert-butyl)hydroxytoluene;2,6-Di-tert-butyl-4-hydroxytoluene;2,6-Di-tert-butyl-4-methylhydroxybenzene;Swanox BHT;2,6-Di-tert-butyl-p-cresol;2,6-Di-tert-butyl-p-methylphenol;DBPC;Deenax;Di-tert-butyl-p-cresol;Dibunol;Dibutylatedhydroxytoluene;Dibutylcresol;Dibutylhydroxytoluene;E 321;Impruvol;Ionol 1;Ionol BHT;Ionole;Lubrizol 817;2,6-Di-tert-butylcresol;2,6-tert-Butyl-4-methylphenol;3,5-Di-tert-butyl-p-hydroxytoluene;Agidol;Alkofen BP;Antage BHT;Antioxidant 264;Antioxidant 30;Antioxidant 4K;AntioxidantKB;Antioxidant MPJ;
EINECS:	204-881-4
Density:	0.927 g/cm³
Melting Point:	69-73 °C(lit.)
Boiling Point:	263.6 °C at 760 mmHg
Flash Point:	118.4 °C
Solubility:	methanol: 0.1 g/mL, clear, colorless
Appearance:	white crystals or crystalline powder
Hazard Symbols:	Xn
Risk Codes:	22-36/37/38-36/38
Safety:	26-36-37/39
PSA:	20.23000
LogP:	4.29560

Synthetic route

: 2179-51-3
4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one

: 105-67-9
2,4-Xylenol

A: 1516-94-5
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

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

C: 131544-07-5
2,6-di-tert-butyl-4-(3,5-dimethyl-2-hydroxyphenyl)-4-methylcyclohexa-2,5-dien-1-one

D: 131544-12-2
3,5-di-tert-butyl-4-hydroxybenzyl 2,4-dimethylphenyl ether

Conditions

Conditions	Yield
In triethylamine	A 3.9% B 99% C 54% D 17%

...Expand

: 67-56-1
methanol

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

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

Conditions

Conditions	Yield
With sodium hydroxide; zinc(II) oxide at 200℃; for 8h; Methylation;	96%
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium hydroxide at 65℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Inert atmosphere;	82%

: 106-44-5
p-cresol

: 115-11-7
isobutene

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

Conditions

Conditions	Yield
Stage #1: p-cresol With zinc Autoclave; Heating; Large scale; Stage #2: isobutene at 70 - 105℃; Large scale;	95.1%
Stage #1: p-cresol With toluene-4-sulfonic acid In water at 56℃; for 9h; Autoclave; Inert atmosphere; Large scale; Stage #2: isobutene With thiourea In water for 9h; Temperature; Reagent/catalyst; Inert atmosphere; Autoclave; Large scale;	80.9%
With tetraphosphoric acid at 40℃;
With phosphotungstic acid at 90 - 110℃; for 8h; Reagent/catalyst;

: C15H25BO2

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

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 100℃; for 0.0833333h; Microwave irradiation; Green chemistry;	94%

: 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.

...Expand

: 2179-51-3
4-(2,6-di-tert-butyl-4-methylphenoxy)-2,6-di-tert-butyl-4-methyl-2,5-cyclohexadien-1-one

: 108-95-2
phenol

A: 1516-94-5
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

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

C: 13693-18-0
2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxybenzyl)-4-methylcyclohexa-2,5-dienone

D: 131544-03-1
3,5-di-tert-butyl-4-hydroxybenzyl phenyl ether

Conditions

Conditions	Yield
In triethylamine Further byproducts given;	A 14% B 87% C 4.6% D 43%

...Expand

: 2511-22-0
methyl 3,5-di-tert-butyl-4-hydroxybenzoate

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

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 1,1,3,3-Tetramethyldisiloxane; potassium tert-butylate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In toluene at 90℃; for 6h; Reagent/catalyst; Glovebox; Inert atmosphere; Sealed tube;	81%

: 106-44-5
p-cresol

: 1634-04-4
tert-butyl methyl ether

: 555-16-8
4-nitrobenzaldehdye

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

B: 6,6-((4-nitrophenyl)methylene)bis(2-(tert-butyl)4-methylphenol)

Conditions

Conditions	Yield
With sulfonated multi-walled carbon nanotubes In neat (no solvent) at 100℃; for 4h; Temperature; Concentration; regiospecific reaction;	A 8 %Chromat. B 80%
With sulfonated multi-walled carbon nanotubes In neat (no solvent) for 4h; Reflux; regiospecific reaction;	A 33 %Chromat. B 25%

...Expand

: Carbonic acid tert-butyl ester 2,6-di-tert-butyl-4-methyl-phenyl ester

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

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 21h; Product distribution; deprotection;	79%

: 88-26-6
3,5-di-tert-butyl-4-hydroxybenzyl alcohol

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

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene at 120℃; for 4h;	77%
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene at 120℃; for 4h; Product distribution; Mechanism; var.reag. NaBH4, CaH2, KH; var. time and solv.;	77%

Raw Materials

75-15-0

105-67-9

7664-93-9

2411-18-9

118-82-1

103-71-9

6485-57-0

527-60-6

Downstream Products

98-27-1

98-54-4

115-11-7

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Specification

Butylated hydroxytoluene, its cas register number is 128-37-0. It also can be called 2,6-Di-tert-butyl-4-methylphenol ; 2,6-Bis(1,1-dimethylethyl)-4-methylphenol ; 2,6-Di-tert-butyl-p-cresol ; 2,6-Di-tert-butyl-4-methylphenol ; 2,6-Di-tert-butyl-4-methylphenol ; DBPC .It is a white crystalline solid and insoluble in water.

Physical properties about Butylated hydroxytoluene are: (1)ACD/LogP: 5.319; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.32; (4)ACD/LogD (pH 7.4): 5.32; (5)ACD/BCF (pH 5.5): 6489.35; (6)ACD/BCF (pH 7.4): 6489.32; (7)ACD/KOC (pH 5.5): 18636.54; (8)ACD/KOC (pH 7.4): 18636.46; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Index of Refraction: 1.498; (13)Molar Refractivity: 69.734 cm³; (14)Molar Volume: 237.514 cm³; (15)Polarizability: 27.645 10-24cm³; (16)Surface Tension: 30.0310001373291 dyne/cm; (17)Density: 0.928 g/cm³; (18)Flash Point: 118.431 °C ; (19)Enthalpy of Vaporization: 52.167 kJ/mol; (20)Boiling Point: 263.604 °C at 760 mmHg; (21)Vapour Pressure: 0.00600000005215406 mmHg at 25°C

Preparation of Butylated hydroxytoluene: Butylated hydroxytoluene is prepared by the reaction of p-cresol (4-methylphenol) with isobutylene (2-methylpropene) catalysed by sulfuric acid:
CH₃(C₆H₄)OH + 2 CH₂=C(CH₃)₂→ ((CH₃)₃C)₂CH₃C₆H₂OH
It is prepared from 2,6-di-tert-butylphenol by hydroxymethylation or aminomethylation followed by hydrogenolysis.

Uses of Butylated hydroxytoluene is primarily used as an antioxidant food additive (E number E321) as well as an antioxidant additive in cosmetics, pharmaceuticals, jet fuels, rubber, petroleum products, electrical transformer oil, and embalming fluid.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)13(16)12(9-10)15(5,6)7/h8-9,16H,1-7H3;
(2)InChIKey=NLZUEZXRPGMBCV-UHFFFAOYSA-N;
(3)Smilesc1(c(O)c(C(C)(C)C)cc(c1)C)C(C)(C)C;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	oral	940mg/kg (940mg/kg)	GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	AMA Archives of Industrial Health. Vol. 11, Pg. 93, 1955.
guinea pig	LD50	oral	10700mg/kg (10700mg/kg)	LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION BEHAVIORAL: TREMOR GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	AMA Archives of Industrial Health. Vol. 11, Pg. 93, 1955.
mouse	LD50	intraperitoneal	138mg/kg (138mg/kg)	LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Toxicology and Applied Pharmacology. Vol. 61, Pg. 475, 1981.
mouse	LD50	intravenous	180mg/kg (180mg/kg)	BEHAVIORAL: SLEEP	Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
mouse	LD50	oral	650mg/kg (650mg/kg)	BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA	Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
rabbit	LDLo	oral	2100mg/kg (2100mg/kg)	BEHAVIORAL: TREMOR LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"	AMA Archives of Industrial Health. Vol. 11, Pg. 93, 1955.
rat	LD50	oral	890mg/kg (890mg/kg)		Neoplasma. Vol. 24, Pg. 253, 1977.
women	TDLo	oral	80mg/kg (80mg/kg)	GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: COMA GASTROINTESTINAL: GASTRITIS	New England Journal of Medicine. Vol. 314, Pg. 648, 1986