4,6-Di-tert-butyl-2-methylphenol supplier

Name
4,6-DI-TERT-BUTYL-2-METHYLPHENOL
EINECS 210-485-2
CAS No. 616-55-7
Article Data22
CAS DataBase
Density 0.927 g/cm³
Solubility
Melting Point 50-52oC
Formula C₁₅H₂₄O
Boiling Point 269 ºC at 760 mmHg
Molecular Weight 220.355
Flash Point 123 ºC
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms o-Cresol,4,6-di-tert-butyl- (8CI);2,4-Di-tert-butyl-6-methylphenol;2-Methyl-4,6-di-tert-butylphenol;4,6-Di-tert-butyl-2-methylphenol;4,6-Di-tert-butyl-o-cresol;
PSA 20.23000
LogP 4.29560

Synthetic route

: 16373-02-7
2,4-di-tert-butyl-6-hydroxymethylphenol

A: 616-55-7
2,4-di-tert-butyl-6-methylphenol

B: 37758-52-4
6,6'-(ethane-1,2-diyl)bis(2,4-di-tert-butylphenol)

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene for 4h; Heating;	A 68% B 16%
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene for 4h; Heating;	A 10% B 66%

: 95-48-7
ortho-cresol

: 75-65-0
tert-butyl alcohol

A: 98-27-1
2-Methyl-4-t-butylphenol

B: 2219-82-1
2-tert-Butyl-6-methylphenol

C: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With carbon tetrabromide at 175℃; for 6h; Sealed tube;	A 68% B 3% C 27%
With carbon tetrabromide at 175℃; for 6h; Sealed tube;	A 39% B 8% C 51%

...Expand

: 108715-85-1
2,4-di-tert-butyl-6-methylaniline hydrochloride

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite

: 507-20-0
tertiary butyl chloride

: 95-48-7
ortho-cresol

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With aluminium trichloride at 105℃;

: 95-48-7
ortho-cresol

: 115-11-7
isobutene

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With sulfuric acid
With sulfuric acid In benzene

: 95-48-7
ortho-cresol

: 75-65-0
tert-butyl alcohol

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With sulfuric acid

: 507-19-7
t-butyl bromide

: 51067-62-0
6-acetoxy-2-tert-butyl-6-methyl-cyclohexa-2,4-dienone

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
In diethyl ether

: 95-48-7
ortho-cresol

: 115-11-7
isobutene

A: 98-27-1
2-Methyl-4-t-butylphenol

B: 2219-82-1
2-tert-Butyl-6-methylphenol

C: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
With aluminium(III) phenoxide at 100℃; for 2h;

...Expand

: 98-27-1
2-Methyl-4-t-butylphenol

: 2219-82-1
2-tert-Butyl-6-methylphenol

A: 616-55-7
2,4-di-tert-butyl-6-methylphenol

B: 95-48-7
ortho-cresol

Conditions

Conditions	Yield
In neat (no solvent) at 79.9 - 179.9℃; Equilibrium constant; effect of temperature;

...Expand

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

: 95-48-7
ortho-cresol

A: 106-44-5
p-cresol

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

C: 2219-82-1
2-tert-Butyl-6-methylphenol

D: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
sulfuric acid at 80℃; for 8h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

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

: 95-48-7
ortho-cresol

A: 98-27-1
2-Methyl-4-t-butylphenol

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

C: 2219-82-1
2-tert-Butyl-6-methylphenol

D: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
sulfuric acid at 80℃; for 1h; Yield given. Further byproducts given. Yields of byproduct given;
sulfuric acid at 80℃; for 2h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 7446-70-0
aluminium trichloride

: 507-20-0
tertiary butyl chloride

: 95-48-7
ortho-cresol

A: 98-27-1
2-Methyl-4-t-butylphenol

B: 2219-82-1
2-tert-Butyl-6-methylphenol

C: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
at 105℃;

...Expand

: 7664-93-9
sulfuric acid

: 95-48-7
ortho-cresol

: 115-11-7
isobutene

A: 98-27-1
2-Methyl-4-t-butylphenol

B: 2219-82-1
2-tert-Butyl-6-methylphenol

C: 616-55-7
2,4-di-tert-butyl-6-methylphenol

...Expand

: 917-92-0
2,2-dimethyl-3-butyne

pentacarbonyl(methoxymethylcarbene)molybdemum: pentacarbonyl(methoxymethylcarbene)molybdemum

A: 20859-11-4
(3E)-5,5-dimethylhex-3-en-2-one

B: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
In hexane at 70 - 80℃; Yield given. Yields of byproduct given;

...Expand

: 2219-82-1
2-tert-Butyl-6-methylphenol

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: CHCl3 2: diethyl ether View Scheme

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 16358-71-7
2-bromo-1,5-di-tert-butyl-3-methyl-benzene

Conditions

Conditions	Yield
With trimethyl phosphite; bromine at 60 - 65℃; for 11h;	95%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 1141-38-4
2,6-Naphthalenedicarboxylic acid

: C42H52O4

Conditions

Conditions	Yield
With titanium(IV) isopropylate at 80℃; for 6h;	84.4%

: 110-00-9
furan

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 1127942-82-8
2,4-di-tert-butyl-6-(2-furyl)-6-methylcyclohexa-2,4-dien-1-one

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene In 1,1,1,3',3',3'-hexafluoro-propanol at 0℃; for 0.0388889h; oxidative Friedel Crafts reaction; regioselective reaction;	72%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 100-66-3
methoxybenzene

: 1127943-03-6
4,6-di-tert-butyl-4'-methoxy-2-methylbiphenyl-3-ol

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene In 1,1,1,3',3',3'-hexafluoro-propanol at 0℃; for 0.0388889h; oxidative Friedel Crafts reaction;	67%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: (1R*,2S*,6R*)‐4,6‐di‐tert‐butyl‐2‐hydroxy‐2‐methyl‐7‐oxabicyclo[4.1.0]hept‐4‐en‐3‐one

Conditions

Conditions	Yield
With Oxone; sodium hydrogencarbonate In water; acetone at 20℃; for 1h;	67%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 39117-89-0
5,7-di-t-butyl-1-oxaspiro<2.5>octa-5,7-dien-4-one

Conditions

Conditions	Yield
With sodium hypochlorite pentahydrate; tetra-(n-butyl)ammonium iodide In ethyl acetate at 25℃; for 0.5h; Green chemistry; chemoselective reaction;	63%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

A: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

B: 194734-57-1
3,5-di-tert-butyl-2-hydroxybenzyl bromide

Conditions

Conditions	Yield
With N-Bromosuccinimide In dimethyl sulfoxide at 120℃; Oxidation;	A 54% B n/a

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 762-72-1
allyl-trimethyl-silane

: 1131688-01-1
C18H28O

Conditions

Conditions	Yield
With 2,2,2-trifluoroethanol; [bis(acetoxy)iodo]benzene at 20℃; for 0.25h; Hosomi-Sakurai reaction;	42%

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 92727-16-7
2,4-di-t-butyl-6-methyl-4-nitrocyclohexa-2,5-dienone

Conditions

Conditions	Yield
With nitric acid In acetic acid at 5℃;	40%
With nitric acid In acetic acid	577 mg

: 75-91-2
tert.-butylhydroperoxide

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

A: 64756-81-6
2,4-di-tert-butyl-6-tert-butylperoxy-6-methyl-cyclohexa-2,4-dienone

B: 2,4-di-tert-butyl-4-tert-butylperoxy-6-methyl-cyclohexa-2,5-dienone

Conditions

Conditions	Yield
With cobalt naphthenate; benzene

...Expand

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 35606-11-2
2,4-di-tert-butyl-6-methyl-cyclohexanone

Conditions

Conditions	Yield
With nickel at 160 - 180℃; under 110326 Torr; Hydrogenation;
(i) H2, Raney-Ni, (ii) Na2Cr2O7; Multistep reaction;

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: Opt.-inakt. 2-Hydroxy-1-methyl-3.5-di-tert.-butyl-cyclohexan

Conditions

Conditions	Yield
With nickel at 185 - 220℃; under 110326 - 117681 Torr; Hydrogenation;

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: benzoic acid-(2,4-di-tert-butyl-6-methyl-phenyl ester)

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 107423-28-9
6,8,3',5'-tetra-tert-butyl-spiro[chroman-2,1'-cyclohexa-3',5'-dien]-2'-one

Conditions

Conditions	Yield
With silver(l) oxide; benzene

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 103-71-9
phenyl isocyanate

: 66018-94-8
phenyl-carbamic acid-(2,4-di-tert-butyl-6-methyl-phenyl ester)

Conditions

Conditions	Yield
With Petroleum ether

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 106-95-6
allyl bromide

: allyl-(2,4-di-tert-butyl-6-methyl-phenyl)-ether

Conditions

Conditions	Yield
With ethanol; sodium methylate

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 107-07-3
2-chloro-ethanol

: 2-(2,4-di-tert-butyl-6-methyl-phenoxy)-ethanol

Conditions

Conditions	Yield
With sodium hydroxide at 80 - 85℃;

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 2,4-Di-tert-butyl-4,5,6-trihydroxy-6-methyl-cyclohex-2-enone

Conditions

Conditions	Yield
With potassium tert-butylate; oxygen

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 125259-57-6
(15N)-2,4-di-t-butyl-6-methyl-4-nitrocyclohexa-2,5-dienone

Conditions

Conditions	Yield
With [15N]-nitric acid In acetic acid at 5℃; Yield given;

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 96540-08-8, 125354-57-6
2,4-di-t-butyl-c-6-hydroxy-6-methyl-r-2,c-5-dinitrocyclohex-3-enone

: 96540-06-6, 96540-07-7, 125354-58-7
2,4-di-t-butyl-r-2-hydroxy-6-methyl-t-5,c-6-dinitrocyclohex-3-enone

: 96540-02-2, 96540-03-3, 96540-04-4, 96540-05-5, 125211-89-4
2,4-di-t-butyl-6-methyl-r-2,c-5,t-6-trinitrocyclohex-3-enone

: 96540-02-2, 96540-03-3, 96540-04-4, 96540-05-5, 125211-89-4
2,4-di-t-butyl-6-methyl-r-2,t-5,c-6-trinitrocyclohex-3-enone

Conditions

Conditions	Yield
With Nitrogen dioxide In benzene at 20℃; for 5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 616-55-7
2,4-di-tert-butyl-6-methylphenol

: 96540-06-6, 96540-07-7, 125354-58-7
2,4-di-t-butyl-r-2-hydroxy-6-methyl-t-5,c-6-dinitrocyclohex-3-enone

: 96540-06-6, 96540-07-7, 125354-58-7
2,4-di-t-butyl-r-2-hydroxy-6-methyl-t-5,t-6-dinitrocyclohex-3-enone

: 96540-02-2, 96540-03-3, 96540-04-4, 96540-05-5, 125211-89-4
2,4-di-t-butyl-6-methyl-r-2,c-5,t-6-trinitrocyclohex-3-enone

: 96540-02-2, 96540-03-3, 96540-04-4, 96540-05-5, 125211-89-4
2,4-di-t-butyl-6-methyl-r-2,t-5,c-6-trinitrocyclohex-3-enone

Conditions

Conditions	Yield
With Nitrogen dioxide In benzene at 20℃; for 5h; Yield given. Further byproducts given. Yields of byproduct given;

...Expand

4,6-Di-tert-butyl-2-methylphenol Specification

The 2,4-Ditert-butyl-6-methylphenol, with its CAS registry number 616-55-7, has the systematic name of Phenol, 2,4-bis(1,1-dimethylethyl)-6-methyl-. And it is usually used as the intermediates of organic synthesis, bio-pharmaceuticals, and pharmaceutics.

The physical properties of this chemical are as below: (1)ACD/LogP: 5.32; (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): 6489.36; (6)ACD/BCF (pH 7.4): 6489.17; (7)ACD/KOC (pH 5.5): 18636.56; (8)ACD/KOC (pH 7.4): 18635.99; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 9.23; (13)Index of Refraction: 1.498; (14)Molar Refractivity: 69.73 cm³; (15)Molar Volume: 237.5 cm³; (16)Polarizability: 27.64×10^-24 cm³; (17)Surface Tension: 30 dyne/cm; (18)Density: 0.927 g/cm³; (19)Flash Point: 123 °C; (20)Enthalpy of Vaporization: 52.75 kJ/mol; (21)Boiling Point: 269 °C at 760 mmHg; (22)Vapour Pressure: 0.0045 mmHg at 25°C; (23)Exact Mass: 220.182715; (24)MonoIsotopic Mass: 220.182715; (25)Topological Polar Surface Area: 20.2; (26)Heavy Atom Count: 16; (27)Complexity: 231.

Use of this chemical: 2,4-Ditert-butyl-6-methylphenol could react to produce 2,4-di-t-butyl-6-methyl-4-nitrocyclohexa-2,5-dienone. This reaction could happen in the presence of the reagent of HNO₃ and the solvent of acetic acid, and it needs the reaction temperature of 5 ℃ with its yield of 40%.

Production method of this chemical: 3,5-di-tert-butyl-2-hydroxy-benzyl alcohol could react to produce 3,5,3',5'-tetra-tert-butyl-bibenzyl-2,2'-diol and 2,4-Ditert-butyl-6-methylphenol. This reaction could happen in the presence of the reagent of LiAlH₄ and the solvent of chlorobenzene and tetrahydrofuran. And it needs the reaction temperature of 4 hours with its yield of 68%.

Additionally, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: CC1=C(C(=CC(=C1)C(C)(C)C)C(C)(C)C)O
(2)InChI: InChI=1S/C15H24O/c1-10-8-11(14(2,3)4)9-12(13(10)16)15(5,6)7/h8-9,16H,1-7H3
(3)InChIKey: ZZZRZBIPCKQDQR-UHFFFAOYSA-N

Product Name

4,6-DI-TERT-BUTYL-2-METHYLPHENOL

Synthetic route

4,6-Di-tert-butyl-2-methylphenol Specification

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