Dayangchem's R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. DayangChem can provide different quantities
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inquiry118-82-1 Package:As per buy's request ISO/SGS/REACH Certificate Fast Delivery Package:1g-200KG Drum With Pallet Port:China Main Port
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inquiry■POLYMER ADDITIVES JADEWIN AN 702 ANTIOXIDANT CHEMICAL COMPONENT COMPONENT 4,4'-Methylenebis(2,6-di-tert-butylphenol) CAS 118-82-1 MOLECULAR C29H44O2 M.W 425 SPECIFICATION AND PHYSICAL PR
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inquiry3,5-di-tert-butyl-4-hydroxybenzyl alcohol
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
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
2,6-di-tert-butylphenol
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
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 alcohol | 64% |
2,6-di-tert-butylphenol
3,5-di-tert-butyl-4-hydroxybenzyl acetate
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With perchloric acid In acetone | 92% |
4,4'-(oxybis(methylene))bis(2,6-di-tert-butylphenol)
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With proton exchanged montmorillonite In dichloromethane at 25℃; for 0.67h; | 87% |
formaldehyd
2,6-di-tert-butylphenol
acetic acid
A
3,5-di-tert-butyl-4-hydroxybenzyl acetate
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
Conditions | Yield |
---|---|
With diethylamine for 11h; Reflux; | A 85.5% B 4% C 2.5% |
benzoic acid anhydride
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
A
4-hydroxy-3,5-di-tert-butylbenzyl benzoate
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
In benzene for 1h; Heating; | A 85% B n/a |
Coppinger's Radikal
germanium hydride trichloride
A
(HO((CH3)3C)2C6H2)2CHGeCl3
B
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
Conditions | Yield |
---|---|
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
phenol
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl)-phenol
C
2,4-di-(4-hydroxy-3,5-di-tert-butylbenzyl)phenol
Conditions | Yield |
---|---|
With perchloric acid In acetone 1) heating, 2) 24 h, 20 deg C; | A 16.8% B 72% C 7.5% |
Coppinger's Radikal
diphenylchlorogermane
A
(HO((CH3)3C)2C6H2)2CHGe(C6H5)2Cl
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
dichlorodiphenylgermane
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran hydrolysis (6N HCl) of reaction mixt.; | A 70% B 30% C 30% |
2,6-di-tert-butylphenol
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With dimethyl sulfate; zinc(II) chloride In chlorobenzene for 15h; Heating; | 69% |
2,6-di-tert-butylphenol
2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
A
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
B
3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
C
4,4'-Methylenebis(2,6-di-tert-butylphenol)
D
4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
Conditions | Yield |
---|---|
In pentane at 30℃; Further byproducts given; | A 66% B 4% C 6% D 59% |
2,6-di-tert-butylphenol
A
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
B
3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
C
4,4'-Methylenebis(2,6-di-tert-butylphenol)
D
4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
Conditions | Yield |
---|---|
With 2,6-di-tert-butylbenzoquinone methide In pentane at 30℃; Further byproducts given; | A 66% B 4% C 6% D 59% |
triphenyl germyllithium
Coppinger's Radikal
A
(C6H5)3GeCH(C6H2(C4H9)2(OH))2
B
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
D
hexaphenyldigermane
E
chlorotriphenylgermane
Conditions | Yield |
---|---|
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
dichlorophenylgermane
A
(HO((CH3)3C)2C6H2)2CHGe(C6H5)Cl2
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
C
trichlorophenylgermane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With formic acid In chloroform for 3.5h; Reflux; | A n/a B 59% |
2,6-di-tert-butylphenol
2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
A
1,2-bis(3,5-di-tert-butyl-4-hydroxyphenyl)ethane
B
3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
C
4,4'-Methylenebis(2,6-di-tert-butylphenol)
D
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)
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
Conditions | Yield |
---|---|
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
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
phthalic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
Conditions | Yield |
---|---|
In benzene for 2h; Heating; | A 47% B 49% |
3,5-di-tert-butyl-4-hydroxybenzyl acetate
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
C
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
Conditions | Yield |
---|---|
With perchloric acid; water In acetone for 28h; Heating; | A 8% B 49% C 41% D 2% |
maleic anhydride
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
maleic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
Conditions | Yield |
---|---|
In benzene Heating; | A n/a B 42% |
succinic acid anhydride
N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
succinic acid dimethylamide 4-hydroxy-3,5-di-tert-butylbenzyl ester
Conditions | Yield |
---|---|
In benzene Heating; | A n/a B 41% |
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
2-pentyl-4,6-bis-trichloromethyl-[1,3,5]triazine
A
2,6-di-tert-butylphenol
B
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
Conditions | Yield |
---|---|
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
A
2,6-di-tert-butylphenol
B
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
Conditions | Yield |
---|---|
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
2-phenyl-4,6-bis-trichloromethyl-[1,3,5]triazine
A
2,6-di-tert-butylphenol
B
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
Conditions | Yield |
---|---|
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
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
3,5-di-tert-butyl-4-hydroxybenzyl alcohol
C
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
Conditions | Yield |
---|---|
With Nafion H In 1,2-dimethoxyethane for 24h; Ambient temperature; | A 5% B 12% C 13% D 6% |
dimethyl 2-methylenepentanedioate
2,6-di-tert-butylphenol
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
C
dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate
Conditions | Yield |
---|---|
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
2,6-di-tert-butylphenol
A
2,6-di-tert-butyl-4-methyl-phenol
B
3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone
C
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
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
diphenylamine
A
C72H99NO4
B
C87H121NO5
C
C102H143NO6
D
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
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
2,6-di-tert-butylphenol
A
2,6-di-tert-butyl-4-ethoxymethylphenol
B
4,4'-Methylenebis(2,6-di-tert-butylphenol)
Conditions | Yield |
---|---|
With potassium hydroxide |
methyl 3-methoxypropionate
2,6-di-tert-butylphenol
A
4,4'-Methylenebis(2,6-di-tert-butylphenol)
B
4,4'-dihydroxy-3,3',5,5'-tetra-tert-butylbiphenyl
C
dimethyl α-(3,5-di-tert-butyl-4-hydroxybenzyl)glutarate
D
1-(3,5-di-tert-butyl-4-hydroxyphenyl)-2,4,6-trimethoxycarbonylhexane
E
methyl 3-(4-hydroxy-3,5-di-tert-butyl)phenylpropanoate
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide at 160℃; for 5h; Product distribution; various bases, time, solvents; |
C29H43O2
A
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
Conditions | Yield |
---|---|
Rate constant; Thermodynamic data; rate constant of the disproportionation; |
4,4'-Methylenebis(2,6-di-tert-butylphenol)
A
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
Conditions | Yield |
---|---|
With chloranil In toluene at 110℃; for 2h; | A 90% B 92% |
4,4'-Methylenebis(2,6-di-tert-butylphenol)
phenylborondichloride
bis(3,5-di-tert-butyl-4-(hydrogenphenylboronoxy)phenyl)methane
Conditions | Yield |
---|---|
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)
2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
A
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
C
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
Conditions | Yield |
---|---|
With triethylamine In pentane at 30℃; | A 72% B 31% C 9% D 11% |
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
Conditions | Yield |
---|---|
With air; silver(l) oxide In benzene for 8h; | 72% |
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
Conditions | Yield |
---|---|
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)
epichlorohydrin
4,4’-methylenebis(2,6-di-tert-butylphenol) diglycidyl ether
Conditions | Yield |
---|---|
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)
2,6-di-tert-butyl-4-methylene-2,5-cyclohexadien-1-one
A
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
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 30℃; | A 15% B 55% |
Conditions | Yield |
---|---|
With 2-mesitylmagnesium bromide In toluene for 12h; Inert atmosphere; | 47.1% |
4,4'-Methylenebis(2,6-di-tert-butylphenol)
methyl iodide
bis(3,5-di-tert-butyl-4-methoxyphenyl)methane
Conditions | Yield |
---|---|
With sodium hydride | 36% |
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