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118-82-1 Usage

Description

bis-BHT (118-82-1) is a potent antioxidant. Cell permeable.

Chemical Properties

light yellow crystalline

Uses

Antioxidant.

Flammability and Explosibility

Nonflammable

References

1) Amorati et al. (2003), Antioxidant activity of 0-bisphenols: the role of intramolecular hydrogen bonding; J. Org. Chem. 68 5198

Check Digit Verification of cas no

The CAS Registry Mumber 118-82-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 8 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 118-82:
(5*1)+(4*1)+(3*8)+(2*8)+(1*2)=51
51 % 10 = 1
So 118-82-1 is a valid CAS Registry Number.

118-82-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A18910)  4,4'-Methylenebis(2,6-di-tert-butylphenol), 98%   

  • 118-82-1

  • 50g

  • 179.0CNY

  • Detail
  • Alfa Aesar

  • (A18910)  4,4'-Methylenebis(2,6-di-tert-butylphenol), 98%   

  • 118-82-1

  • 100g

  • 297.0CNY

  • Detail
  • Alfa Aesar

  • (A18910)  4,4'-Methylenebis(2,6-di-tert-butylphenol), 98%   

  • 118-82-1

  • 500g

  • 1083.0CNY

  • Detail
  • Aldrich

  • (277924)  4,4′-Methylenebis(2,6-di-tert-butylphenol)  98%

  • 118-82-1

  • 277924-100G

  • 563.94CNY

  • Detail

118-82-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,4'-Methylenebis(2,6-di-tert-butylphenol)

1.2 Other means of identification

Product number -
Other names Bis(3,5-di-tert-butyl-4-hydroxyphenyl)methane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Lubricants and lubricant additives
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:118-82-1 SDS

118-82-1Synthetic route

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

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.67h; Solvent; Time;96%
Multi-step reaction with 2 steps
1: proton exchanged montmorillonite / chloroform-d1 / 0.02 h / 25 °C
2: proton exchanged montmorillonite / dichloromethane / 0.67 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: proton exchanged montmorillonite / chloroform-d1 / 0.08 h / 25 °C
2: proton exchanged montmorillonite / dichloromethane / 0.67 h / 25 °C
View Scheme
formaldehyd
50-00-0

formaldehyd

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

2,6-di-tert-butylphenol

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With potassium tetramethoxyborate at 130℃; for 8h; Reagent/catalyst; Temperature;95%
With formic acid; acetic acid at 40 - 80℃; for 4h; Concentration; Temperature; Reagent/catalyst; Reflux;90%
With potassium hydroxide In isopropyl alcohol64%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

3,5-di-tert-butyl-4-hydroxybenzyl acetate
14387-17-8

3,5-di-tert-butyl-4-hydroxybenzyl acetate

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With perchloric acid In acetone92%
4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)
6922-60-7

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.67h;87%
formaldehyd
50-00-0

formaldehyd

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

2,6-di-tert-butylphenol

acetic acid
64-19-7

acetic acid

A

3,5-di-tert-butyl-4-hydroxybenzyl acetate
14387-17-8

3,5-di-tert-butyl-4-hydroxybenzyl acetate

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

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

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

Conditions
ConditionsYield
With diethylamine for 11h; Reflux;A 85.5%
B 4%
C 2.5%
benzoic acid anhydride
93-97-0

benzoic acid anhydride

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
88-27-7

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

A

4-hydroxy-3,5-di-tert-butylbenzyl benzoate
96506-55-7

4-hydroxy-3,5-di-tert-butylbenzyl benzoate

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
In benzene for 1h; Heating;A 85%
B n/a
Coppinger's Radikal
22719-43-3, 2370-18-5

Coppinger's Radikal

germanium hydride trichloride
1184-65-2

germanium hydride trichloride

A

(HO((CH3)3C)2C6H2)2CHGeCl3
153789-55-0

(HO((CH3)3C)2C6H2)2CHGeCl3

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran treatment od reaction mixt. in THF with HCl soln., stirring (15 min); org. phase sepn., drying over Na2SO4 (24 h), soln. concn.; identification of individual compds.;A 80%
B 20%
C <1
3,5-di-tert-butyl-4-hydroxybenzyl acetate
14387-17-8

3,5-di-tert-butyl-4-hydroxybenzyl acetate

phenol
108-95-2

phenol

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)-phenol
6010-34-0

2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)-phenol

C

2,4-di-(4-hydroxy-3,5-di-tert-butylbenzyl)phenol
127901-01-3

2,4-di-(4-hydroxy-3,5-di-tert-butylbenzyl)phenol

Conditions
ConditionsYield
With perchloric acid In acetone 1) heating, 2) 24 h, 20 deg C;A 16.8%
B 72%
C 7.5%
Coppinger's Radikal
22719-43-3, 2370-18-5

Coppinger's Radikal

diphenylchlorogermane
7366-23-6

diphenylchlorogermane

A

(HO((CH3)3C)2C6H2)2CHGe(C6H5)2Cl
153789-61-8

(HO((CH3)3C)2C6H2)2CHGe(C6H5)2Cl

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

dichlorodiphenylgermane
1613-66-7

dichlorodiphenylgermane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran hydrolysis (6N HCl) of reaction mixt.;A 70%
B 30%
C 30%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
88-27-7

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With dimethyl sulfate; zinc(II) chloride In chlorobenzene for 15h; Heating;69%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
2607-52-5

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one

A

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

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
2455-14-3

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

C

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

D

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
128-38-1

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

Conditions
ConditionsYield
In pentane at 30℃; Further byproducts given;A 66%
B 4%
C 6%
D 59%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

A

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

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
2455-14-3

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

C

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

D

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
128-38-1

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

Conditions
ConditionsYield
With 2,6-di-tert-butylbenzoquinone methide In pentane at 30℃; Further byproducts given;A 66%
B 4%
C 6%
D 59%
triphenyl germyllithium
3839-32-5

triphenyl germyllithium

Coppinger's Radikal
22719-43-3, 2370-18-5

Coppinger's Radikal

A

(C6H5)3GeCH(C6H2(C4H9)2(OH))2
147024-31-5

(C6H5)3GeCH(C6H2(C4H9)2(OH))2

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

D

hexaphenyldigermane
2816-39-9

hexaphenyldigermane

E

chlorotriphenylgermane
1626-24-0

chlorotriphenylgermane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran inert atmosphere; dropwise addn. of org. compd. soln. to soln. of Ge-compd. at 0°C, soln. hydrolysis by dropwise HCl addn.; soln. filtration to obtain Ph3GeGePh3, filtrate extn. (ether), drying (Na2SO4), soln. concn. (reduced pressure); (1)H-NMR spectroscopy;A 8%
B 10%
C 56%
D 66%
E 24%
Coppinger's Radikal
22719-43-3, 2370-18-5

Coppinger's Radikal

dichlorophenylgermane
7366-24-7

dichlorophenylgermane

A

(HO((CH3)3C)2C6H2)2CHGe(C6H5)Cl2
153789-58-3

(HO((CH3)3C)2C6H2)2CHGe(C6H5)Cl2

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

trichlorophenylgermane
1074-29-9

trichlorophenylgermane

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran reaction mixt. treatment with HCl soln. (stirring, 15 min); org. phase sepn., drying over Na2SO4, concn. (reduced pressure), chromy.;A 60%
B 20%
C 20%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

2-(hydroxymethyl)-4-methyl-6-(1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl)phenol

2-(hydroxymethyl)-4-methyl-6-(1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl)phenol

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

2,6-di-tert-butyl-4-{2-hydroxy-5-methyl-3-(1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl)-benzyl}phenol

2,6-di-tert-butyl-4-{2-hydroxy-5-methyl-3-(1,7,7-trimethylbicyclo[2.2.1]hept-exo-2-yl)-benzyl}phenol

Conditions
ConditionsYield
With formic acid In chloroform for 3.5h; Reflux;A n/a
B 59%
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
2607-52-5

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one

A

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

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
2455-14-3

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

C

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

D

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
128-38-1

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

E

4,4'-Ethylen-bis-(2,6-di-tert.-butyl-4-(3,5-di-tert.-butyl-4-hydroxy-phenyl)-cyclohexa-2,5-dienon)
98543-00-1

4,4'-Ethylen-bis-(2,6-di-tert.-butyl-4-(3,5-di-tert.-butyl-4-hydroxy-phenyl)-cyclohexa-2,5-dienon)

F

4-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-<2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl>-2,6-di-tert-butylcyclohexa-2,5-dien-1-one
137649-09-3

4-(3,5-di-tert-butyl-4-hydroxyphenyl)-4-<2-(3,5-di-tert-butyl-4-hydroxyphenyl)ethyl>-2,6-di-tert-butylcyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
With triethylamine In pentane at 30℃; Product distribution; Mechanism; without Et3N, other solvent, other phenols;A 34%
B 13%
C 0.4%
D 1%
E 9%
F 53%
phthalic anhydride
85-44-9

phthalic anhydride

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
88-27-7

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

phthalic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
127900-93-0

phthalic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester

Conditions
ConditionsYield
In benzene for 2h; Heating;A 47%
B 49%
3,5-di-tert-butyl-4-hydroxybenzyl acetate
14387-17-8

3,5-di-tert-butyl-4-hydroxybenzyl acetate

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

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

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

C

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)
6922-60-7

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)

D

2,6-Di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzyl)-4-(3,5-di-tert-butyl-4-hydroxy-benzyloxymethyl)-cyclohexa-2,5-dienone
127900-98-5

2,6-Di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzyl)-4-(3,5-di-tert-butyl-4-hydroxy-benzyloxymethyl)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With perchloric acid; water In acetone for 28h; Heating;A 8%
B 49%
C 41%
D 2%
maleic anhydride
108-31-6

maleic anhydride

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
88-27-7

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

maleic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
127900-92-9

maleic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester

Conditions
ConditionsYield
In benzene Heating;A n/a
B 42%
succinic acid anhydride
108-30-5

succinic acid anhydride

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
88-27-7

N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

succinic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
127900-91-8

succinic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester

Conditions
ConditionsYield
In benzene Heating;A n/a
B 41%
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
88-26-6

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

2-pentyl-4,6-bis-trichloromethyl-[1,3,5]triazine
24481-37-6

2-pentyl-4,6-bis-trichloromethyl-[1,3,5]triazine

A

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

2,6-di-tert-butylphenol

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

2,6-Di-tert-butyl-4-(4-pentyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol
119294-34-7

2,6-Di-tert-butyl-4-(4-pentyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 60℃; for 4h;A 0.55 g
B 0.35 g
C 38%
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
88-26-6

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

A

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

2,6-di-tert-butylphenol

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

2,6-Di-tert-butyl-4-(4-phenyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol
119294-35-8

2,6-Di-tert-butyl-4-(4-phenyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol

Conditions
ConditionsYield
With 2-phenyl-4,6-bis-trichloromethyl-[1,3,5]triazine; triethylamine In 1,4-dioxane at 60℃; for 4h;A 0.55 g
B 0.35 g
C 32%
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
88-26-6

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

2-phenyl-4,6-bis-trichloromethyl-[1,3,5]triazine
24504-22-1

2-phenyl-4,6-bis-trichloromethyl-[1,3,5]triazine

A

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

2,6-di-tert-butylphenol

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C

2,6-Di-tert-butyl-4-(4-phenyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol
119294-35-8

2,6-Di-tert-butyl-4-(4-phenyl-6-trichloromethyl-[1,3,5]triazin-2-yloxymethyl)-phenol

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 60℃; for 4h;A 0.55 g
B 0.35 g
C 32%
2,6-di-tert-butyl-4-hydroxy-4-methylcyclohexa-2,5-dienone
10396-80-2

2,6-di-tert-butyl-4-hydroxy-4-methylcyclohexa-2,5-dienone

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

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

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

C

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)
6922-60-7

4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)

D

4-(3,5-di-t-butyl-4-hydroxybenzyloxy)-4-methyl-2,6-di-t-butylcyclohexa-2,5-dienone
83638-63-5

4-(3,5-di-t-butyl-4-hydroxybenzyloxy)-4-methyl-2,6-di-t-butylcyclohexa-2,5-dienone

Conditions
ConditionsYield
With Nafion H In 1,2-dimethoxyethane for 24h; Ambient temperature;A 5%
B 12%
C 13%
D 6%
dimethyl 2-methylenepentanedioate
5621-44-3

dimethyl 2-methylenepentanedioate

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

2,6-di-tert-butylphenol

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
128-38-1

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

C

dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate
80099-80-5

dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate

Conditions
ConditionsYield
With lithium at 160℃; for 20h;A 6%
B 10%
C 1%
With lithium at 160℃; for 20h; Yield given. Yields of byproduct given;
methanol
67-56-1

methanol

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

2,6-di-tert-butylphenol

A

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

2,6-di-tert-butyl-4-methyl-phenol

B

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
2455-14-3

3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone

C

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; triphenylphosphine; potassium hydroxide at 65℃; Catalytic behavior; Inert atmosphere;A 6%
B n/a
C n/a
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
88-26-6

3,5-di-tert-butyl-4-hydroxybenzyl alcohol

diphenylamine
122-39-4

diphenylamine

A

C72H99NO4
1020846-09-6

C72H99NO4

B

C87H121NO5
1020846-10-9

C87H121NO5

C

C102H143NO6
1020846-11-0

C102H143NO6

D

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With sulfuric acid In dichloromethane; water at 40℃; for 2 - 24h; Product distribution / selectivity;A 3%
B 5%
C 0.5%
D n/a
With sulfuric acid In acetic acid for 10 - 24h; Product distribution / selectivity;A 1%
B 1%
C 1%
D n/a
formaldehyd
50-00-0

formaldehyd

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

2,6-di-tert-butylphenol

A

2,6-di-tert-butyl-4-ethoxymethylphenol
3080-84-0

2,6-di-tert-butyl-4-ethoxymethylphenol

B

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

Conditions
ConditionsYield
With potassium hydroxide
methyl 3-methoxypropionate
3852-09-3

methyl 3-methoxypropionate

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

2,6-di-tert-butylphenol

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
128-38-1

4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl

C

dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate
80099-80-5

dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate

D

1-(3,5-di-tert-butyl-4-hydroxyphenyl)-2,4,6-trimethoxycarbonylhexane
95683-83-3

1-(3,5-di-tert-butyl-4-hydroxyphenyl)-2,4,6-trimethoxycarbonylhexane

E

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate
6386-38-5

methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 160℃; for 5h; Product distribution; various bases, time, solvents;
C29H43O2
14306-91-3

C29H43O2

A

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

B

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
Rate constant; Thermodynamic data; rate constant of the disproportionation;
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

A

2,3,5,6-tetrachlorobenzene-1,4-diol
87-87-6

2,3,5,6-tetrachlorobenzene-1,4-diol

B

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With chloranil In toluene at 110℃; for 2h;A 90%
B 92%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

phenylborondichloride
873-51-8

phenylborondichloride

bis(3,5-di-tert-butyl-4-(hydrogenphenylboronoxy)phenyl)methane
1037069-96-7

bis(3,5-di-tert-butyl-4-(hydrogenphenylboronoxy)phenyl)methane

Conditions
ConditionsYield
With n-butyllithium In hexane; toluene byproducts: LiCl; n-C4H9Li in hexane was added dropwise to a soln. of phenol-compound in toluene in N2 atm., the mixt. was heated at 100°C overnight, cooled to room temp., Cl2BC6H5 was added, heated for 12 h; ppt. was dissolved washing with water, dried over MgSO4, the solvent wasremoved in vac.; elem. anal.;84%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
2607-52-5

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one

A

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

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

C

3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone
809-73-4

3,3',5,5'-tetra-tert-butyl-4,4'-stilbenequinone

D

2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexa-2,5-dienone
62078-82-4

2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With triethylamine In pentane at 30℃;A 72%
B 31%
C 9%
D 11%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

2,4,10,12-tetra-t-butyl-14,15-dioxadispiro<5,1,5,2>-pentadeca-1,4,9,12-tetraene-3,11-dione
74854-03-8

2,4,10,12-tetra-t-butyl-14,15-dioxadispiro<5,1,5,2>-pentadeca-1,4,9,12-tetraene-3,11-dione

Conditions
ConditionsYield
With air; silver(l) oxide In benzene for 8h;72%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone
4359-97-1

2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
With chloranil In toluene for 2h; Reflux;70%
Multi-step reaction with 2 steps
1: acetic acid; bromine
2: aq.-ethanolic NaOH
View Scheme
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

epichlorohydrin
106-89-8

epichlorohydrin

4,4’-methylenebis(2,6-di-tert-butylphenol) diglycidyl ether
860376-70-1

4,4’-methylenebis(2,6-di-tert-butylphenol) diglycidyl ether

Conditions
ConditionsYield
Stage #1: 4,4'-Methylenebis(2,6-di-tert-butylphenol) With sodium tert-pentoxide In N,N-dimethyl-formamide at -10 - -5℃; for 0.5h;
Stage #2: epichlorohydrin In N,N-dimethyl-formamide at -10 - 82℃; for 16h;
60%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
2607-52-5

2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one

A

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

1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane

B

2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexa-2,5-dienone
62078-82-4

2,6-Di-tert-butyl-4,4-bis-(3,5-di-tert-butyl-4-hydroxy-benzyl)-cyclohexa-2,5-dienone

Conditions
ConditionsYield
In dimethyl sulfoxide at 30℃;A 15%
B 55%
tetrahydrofuran
109-99-9

tetrahydrofuran

4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

C53H90Br2Mg2O8

C53H90Br2Mg2O8

Conditions
ConditionsYield
With 2-mesitylmagnesium bromide In toluene for 12h; Inert atmosphere;47.1%
4,4'-Methylenebis(2,6-di-tert-butylphenol)
118-82-1

4,4'-Methylenebis(2,6-di-tert-butylphenol)

methyl iodide
74-88-4

methyl iodide

bis(3,5-di-tert-butyl-4-methoxyphenyl)methane
32465-70-6

bis(3,5-di-tert-butyl-4-methoxyphenyl)methane

Conditions
ConditionsYield
With sodium hydride36%

118-82-1Relevant articles and documents

Practical process for the air oxidation of cresols: Part A. Mechanistic investigations

Barton, Benita,Logie, Catherine G.,Schoonees, Barbara M.,Zeelie, Bernard

, p. 62 - 69 (2005)

The catalytic air oxidation of p-cresol and 2,6-di-tert-butyl-4- methylphenol to the corresponding benzaldehydes was investigated to determine the mechanism at work in these oxidation reactions. A number of intermediates and byproducts, mainly in the form of dimers, were observed during the course of the reactions, and their structures were elucidated by spectroscopic and chromatographic methods. The existence of these compounds in the reaction mixtures, and their proposed methods of formation, provided further insight into the mechanism involved in these oxidations.

Thermal decomposition of 2,6-di-tert-butyl-4-dimethylaminomethylphenol

Zakharova,Khismatullina,Ivanov

, p. 1787 - 1789 (1997)

Products of thermolysis of 2,6-di-tert-butyl-4-dimethylaminomethylphenol were determined qualitatively and quantitatively by GLC, UV, and 1H NMR methods. The kinetics of the reaction was studied. The thermolysis products were studied as the inhibitors in thermopolymerization of monomers.

Phenolic derivative as well as preparation method and application thereof

-

Paragraph 0496-0497, (2020/05/05)

The invention provides a phenol derivative as well as a preparation method and application thereof. The structure of the phenolic derivative is shown as a formula (I), wherein the definition of each group is shown in the specification. The phenolic derivative can be used as an antioxidant in lubricating oil, lubricating grease, plastics and rubber, and can also be used as base oil of lubricating oil and lubricating grease, and an anti-wear agent of lubricating oil and lubricating grease. The phenolic derivative disclosed by the invention has excellent oxidation resistance, lubricating property, antifriction property, viscosity-temperature property and low-temperature property.

Antioxidant 1425 production process

-

Paragraph 0001, (2017/07/20)

Antioxidant 1425 is an important chemical industry product. The basic process comprises a benzylation reaction, an alkaline hydrolysis reaction, and a complexing reaction. The production process comprises: pouring distillation kettle residue loaded into a barrel into a 2000 L enamel reaction kettle, maintaining a certain temperature (95-100 DEG C), slowly adding a prepared 2-5% sodium hydroxide solution according to a ratio of 1:1.1 under stirring, stirring for 2 h, carrying out standing layering, neutralizing the lower layer water phase, transferring into an antioxidant 1425 complexing kettle, mixing with the hydrolyzate in the production, extracting with solvent oil, recovering the small amount of the antioxidant 1425, and carrying out drying crystallization on the upper layer organic phase to obtain the product antioxidant 4426 product, wherein the main components of the dried waste gas are water vapor and a small amount of non-methane total hydrocarbons, and are subjected to unorganized emission.

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