Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy- supplier

Name
2,6-DI-TERT-BUTYL-4-METHOXYPHENOL
EINECS 207-693-0
CAS No. 489-01-0
Article Data70
CAS DataBase
Density 0.963 g/cm³
Solubility
Melting Point 102-106 °C(lit.)
Formula C₁₅H₂₄O₂
Boiling Point 297.5 °C at 760 mmHg
Molecular Weight 236.354
Flash Point 78.8 °C
Transport Information
Appearance White to beige crystalline powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2,6-Di-tert-butyl-4-methoxyphenol;Phenol,2,6-di-tert-butyl-4-methoxy- (6CI,7CI,8CI);2,6-Bis(1,1-dimethylethyl)-4-methoxyphenol;3,5-Di-tert-butyl-4-hydroxyanisole;4-Hydroxy-3,5-di-tert-butylanisole;4-Methoxy-2,6-di-tert-butylphenol;Topanol 354;NSC 14451;
PSA 29.46000
LogP 3.99580

Synthetic route

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

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane for 28h; Product distribution; deprotection;	100%

: 2444-28-2
2,6-di-tert-butyl-4-hydroxyphenol

: 80-48-8
methyl p-toluene sulfonate

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With sodium hydroxide at 90 - 100℃; for 1.5h;	93%

: 67-56-1
methanol

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

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 1139-52-2
4-bromo-2,6-di-tert-butylphenol

C: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With bromine; silver perchlorate at 0℃; for 0.05h;	A 2% B 1% C 84%

...Expand

: 77074-15-8
4-(1-hydroxypropyl)-4-methoxy-2,6-di-t-butylcyclohexa-2,5-dienone

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With sulfuric acid for 2h; Ambient temperature;	76%

: 950-57-2
4-bromo-2,6-di-tert-butyl-2,5-cyclohexadienone

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

B: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

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

D: 40084-31-9
2,6-Di-tert-butyl-4-iodophenol

E: 1139-52-2
4-bromo-2,6-di-tert-butylphenol

F: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With iodine In methanol; water at 35℃; for 0.0833333h; Product distribution;	A 5% B 18% C 7% D 1% E 62% F 6%

...Expand

: 2,4-di-t-butyl-4-bromophenol

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
sodium hydroxide In tetrahydrofuran; methanol	62%

: (2,6-di-tert-butyl-4-methoxy-phenoxy)-acetic acid

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
Stage #1: (2,6-di-tert-butyl-4-methoxy-phenoxy)-acetic acid With diphenyl-phosphinic acid; triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius-rearrangement; Heating; Stage #2: With water In N,N-dimethyl-formamide; toluene Heating; Further stages.;	60%

: 67-56-1
methanol

: 1620-64-0
ethyl 3,5-di-tert-butyl-4-hydroxybenzoate

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

C: 81056-45-3
3-tert-Butyl-4,5-dihydroxybenzoesaeure-ethylester

Conditions

Conditions	Yield
With perchloric acid; sodium perchlorate anodic oxidation;	A 36% B 27% C 24%

...Expand

: 1620-64-0
ethyl 3,5-di-tert-butyl-4-hydroxybenzoate

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

C: 81056-45-3
3-tert-Butyl-4,5-dihydroxybenzoesaeure-ethylester

Conditions

Conditions	Yield
With methanol; perchloric acid; sodium perchlorate anodic oxidation;	A 36% B 27% C 24%

...Expand

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

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

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

C: 40084-31-9
2,6-Di-tert-butyl-4-iodophenol

D: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

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

F: 4-methoxy-2,6-di-tert-butylcyclohexa-2,5-dienone

Conditions

Conditions	Yield
With dihydrogen peroxide; iodine In methanol at 35℃; for 0.25h; Product distribution; Mechanism; other time 6-360 min;	A 3.6% B 2.9% C 6.6% D 5.7% E 2.4% F n/a

...Expand

: 15910-49-3
2,4,6-tri-tert-butyl-4-methoxy-2,5-cyclohexadienone

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
at 250℃;

: 150-76-5
4-methoxy-phenol

: 115-11-7
isobutene

A: 121-00-6
3-tert-Butyl-4-hydroxyanisole

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With phosphoric acid

...Expand

: 150-76-5
4-methoxy-phenol

: 75-65-0
tert-butyl alcohol

A: 121-00-6
3-tert-Butyl-4-hydroxyanisole

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With phosphoric acid

...Expand

: 150-76-5
4-methoxy-phenol

A: 1991-52-2
2,5-di-tert-butyl-4-methoxyphenol

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With sulfuric acid; Petroleum ether at 50℃; Einleiten von 2-Methyl-propen;

: 2444-28-2
2,6-di-tert-butyl-4-hydroxyphenol

: 77-78-1
dimethyl sulfate

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide; zinc Heating;

: 67-56-1
methanol

: 17540-78-2
4-(1-methoxypropyl)-2,6-di-t-butylphenol

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

C: 14035-34-8
1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With hydrogen bromide; bromine for 18h; Mechanism; Ambient temperature; the same reaction , the same products/yield distribution for 4-(1-hydroxypropyl)-2,6-di-t-butylphenol (INO 760);	A 8 % Spectr. B 8 % Spectr. C 6 % Spectr.

...Expand

: 67-56-1
methanol

: 75697-72-2
2,6-di-t-butyl-4-bromo-4-(1-hydroxypropyl)cyclohexa-2,5-dienone

A: 2444-28-2
2,6-di-tert-butyl-4-hydroxyphenol

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

C: 14035-34-8
1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With sulfuric acid; water for 3.5h; Ambient temperature;	A 13 % Spectr. B 64 mg C 14 % Spectr.

...Expand

: 67-56-1
methanol

: 75697-72-2
2,6-di-t-butyl-4-bromo-4-(1-hydroxypropyl)cyclohexa-2,5-dienone

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 17540-78-2
4-(1-methoxypropyl)-2,6-di-t-butylphenol

C: 1139-52-2
4-bromo-2,6-di-tert-butylphenol

D: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

E: 14035-34-8
1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With sulfuric acid for 3.5h; Product distribution; Mechanism; Ambient temperature; other percent H2SO4; other reaction times; the same reaction with water (25percent v/v); the same reaction with various reagents (allylic alcohol, AgNO3, HBr, LiI, Br2);	A 17 % Spectr. B 29 % Spectr. C 33 % Spectr. D 17 % Spectr. E 4 % Spectr.

...Expand

: 20137-67-1, 3425-36-3
2,6-di-tert-butyl-4-methoxyphenoxyl radical

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

A: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

B: 6858-01-1, 24473-56-1
2,6-di-tert-butyl-4-methylphenoxy radical

Conditions

Conditions	Yield
In toluene; benzene at -22.1 - 30.9℃; Equilibrium constant;
In benzene Equilibrium constant; Thermodynamic data; Ambient temperature; ΔG; also in tert-butanol;

...Expand

: 20137-67-1, 3425-36-3
2,6-di-tert-butyl-4-methoxyphenoxyl radical

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With 2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone In toluene at 24.9℃; Equilibrium constant;
With 2,6-di-tert-butyl-4-methyl-phenol In benzene at 19.85℃; Equilibrium constant; Thermodynamic data; Further Variations:; Solvents;

: 75697-72-2
2,6-di-t-butyl-4-bromo-4-(1-hydroxypropyl)cyclohexa-2,5-dienone

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 17540-78-2
4-(1-methoxypropyl)-2,6-di-t-butylphenol

C: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

D: 14035-34-8
1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With methanol for 5h; Ambient temperature; Further byproducts given;	A 22 mg B 26 % Spectr. C 46 % Spectr. D 9 % Spectr.

...Expand

: 75697-72-2
2,6-di-t-butyl-4-bromo-4-(1-hydroxypropyl)cyclohexa-2,5-dienone

A: 17540-78-2
4-(1-methoxypropyl)-2,6-di-t-butylphenol

B: 1139-52-2
4-bromo-2,6-di-tert-butylphenol

C: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

D: 14035-34-8
1-(3,5-di-tert-butyl-4-hydroxy-phenyl)-propan-1-one

Conditions

Conditions	Yield
With methanol; sulfuric acid for 0.333333h; Ambient temperature; Further byproducts given;	A 3 % Spectr. B 120 mg C 2 % Spectr. D 4 % Spectr.

...Expand

: 14681-20-0
2,6-Di-tert-butyl-4-(1-hydroxyethyl)phenol

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With sodium hydroxide; dihydrogen peroxide In methanol

: 67-56-1
methanol

: 950-57-2
4-bromo-2,6-di-tert-butyl-2,5-cyclohexadienone

A: 2444-28-2
2,6-di-tert-butyl-4-hydroxyphenol

B: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

C: 1139-52-2
4-bromo-2,6-di-tert-butylphenol

D: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
With silver perchlorate; sodium carbonate at 0℃; for 0.0333333h; Yield given. Yields of byproduct given;

...Expand

: 20137-67-1, 3425-36-3
2,6-di-tert-butyl-4-methoxyphenoxyl radical

: 59-02-9
Tocopherol

A: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

B: 23531-69-3, 30970-82-2, 79645-40-2, 83376-94-7, 107081-04-9
α-tocopheroxyl radical

Conditions

Conditions	Yield
In benzene Equilibrium constant; Thermodynamic data; Ambient temperature; ΔG; also in tert-butanol;
With di-tert-butyl peroxide In benzene at 24.85℃; Kinetics;

...Expand

: 507-20-0
tertiary butyl chloride

: 150-76-5
4-methoxy-phenol

A: 1991-52-2
2,5-di-tert-butyl-4-methoxyphenol

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
natural kaolinitic clay for 0.166667h; Alkylation; Heating; Title compound not separated from byproducts;
With lithium bromide for 1h; Heating;

...Expand

: 7664-93-9
sulfuric acid

: 150-76-5
4-methoxy-phenol

: 115-11-7
isobutene

: 71-43-2
benzene

A: 1991-52-2
2,5-di-tert-butyl-4-methoxyphenol

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
at 50 - 60℃;

...Expand

: 7664-93-9
sulfuric acid

: 150-76-5
4-methoxy-phenol

: 115-11-7
isobutene

petroleum ether: petroleum ether

A: 1991-52-2
2,5-di-tert-butyl-4-methoxyphenol

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

Conditions

Conditions	Yield
at 50 - 60℃;

...Expand

: 7647-01-0
hydrogenchloride

: 20137-67-1, 3425-36-3
2,6-di-tert-butyl-4-methoxyphenoxyl radical

A: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

B: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

...Expand

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 719-22-2
2,6-Di-tert-butyl-1,4-benzoquinone

Conditions

Conditions	Yield
With Nitrogen dioxide In dichloromethane for 0.0833333h; Ambient temperature;	100%
With dihydrogen peroxide; iodine In methanol at 35℃; for 0.833333h;	100%
With perchloric acid; lead dioxide In water; acetone at 25℃;	100%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: C40H99N13P4

: 2C15H24O2*C40H99N13P4

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 0.0833333h;	100%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 7550-45-0
titanium tetrachloride

: 263547-01-9
trichloromono(2,6-di-tert-butyl-4-methoxyphenoxide)titanium(IV)

Conditions

Conditions	Yield
In toluene byproducts: HCl; under N2; 2,6-di-tert-butyl-4-methoxyphenol in toluene added to TiCl4 (molar ratio 1:1) in toluene; refluxed for 11 h; filtered; solvent removed; extended drying under vac.; elem. anal.;	99%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: C40H99N13P4

: C40H99N13P4*C15H24O2

Conditions

Conditions	Yield
In diethyl ether for 1h;	98%
In diethyl ether at 20℃;	98%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 4755-77-5
Ethyl oxalyl chloride

: 609798-33-6
2,6-di-tert-butyl-4-methoxyphenyl ethyl oxalate

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 2.5h;	97%
With n-butyllithium In tetrahydrofuran at 0℃; Yield given;
With n-butyllithium In tetrahydrofuran at 0℃;

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 2785-98-0
2,5-dimethoxybenzoic acid

: 2,6-di-tert-butyl-4-methoxyphenyl 2,5-dimethoxybenzoate

Conditions

Conditions	Yield
With trifluoroacetic anhydride In benzene Ambient temperature;	96%
In benzene at 20℃; for 7.5h;	92%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 108-24-7
acetic anhydride

: 75169-17-4
4-acetoxy-3,5-di-tert-butylanisole

Conditions

Conditions	Yield
copper(II) bis(tetrafluoroborate) at 20℃; for 0.5h;	95%
With sulfuric acid at 70℃; for 2h;	88%
With bismuth oxide perchlorate at 20℃; for 1h;	88%

: 67-56-1
methanol

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 33974-39-9
2,6-di-tert-butyl-4,4-dimethoxycyclohexa-2,5-dien-1-one

Conditions

Conditions	Yield
With potassium hydroxide; iodine at 10℃; for 0.166667h;	93%
With thallium(III) nitrate

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 79-03-8
propionyl chloride

: 73198-88-6
2',6'-bis(1",1"-dimethylethyl)-4'-methoxyphenyl propanoate

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at 0℃;	93%
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: propionyl chloride In tetrahydrofuran at 20℃; for 2h;	84%
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: propionyl chloride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;	53%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 1466-76-8
2-6-dimethoxybenzoic acid

: 215023-79-3
2,6-di-tert-butyl-4-methoxyphenyl 2,6-dimethoxybenzoic acid ester

Conditions

Conditions	Yield
With trifluoroacetic anhydride In benzene for 3h; Ambient temperature;	93%

: 67292-34-6
[1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride

: 75-09-2
dichloromethane

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 10102-43-9
nitrogen(II) oxide

: [(((C6H5)2P)2(C5H4)2Fe)Ni(N2O2)]*0.5CH2Cl2

Conditions

Conditions	Yield
In methanol; dichloromethane byproducts: 2,6-di-tertbutylbenzoquinone; metal complex in CH2Cl2 treated with ligand prepared in situ (2 equiv.) in methanol, evapd., crystd. at room temp.; filtered, washed (cold methanol), recrystd. (CH2Cl2/ethanol, room temp.), elem. anal.;	93%

...Expand

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 141-75-3
butyryl chloride

: 81818-79-3
2',6'-bis(1",1"-dimethylethyl)-4'-methoxyphenyl butanoate

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at 0℃;	92%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 79-30-1
isobutyryl chloride

: 486447-50-1
2,6-di-tert-butyl-4-methoxyphenyl 2-methylpropanoate

Conditions

Conditions	Yield
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With sodium hydride In tetrahydrofuran at 20℃; for 1h; Stage #2: isobutyryl chloride In tetrahydrofuran at 20℃; for 2h;	90%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 915404-01-2
2H-O-2,6-di-tert-butyl-4-methoxyphenol

Conditions

Conditions	Yield
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With dimethylsulfoxide-d6; sodium hydride for 16h; Stage #2: With water-d2	90%
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With ethyl [2]alcohol; sodium for 10h; Stage #2: With water-d2 Further stages.;
With water-d2 In acetone
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With n-butyllithium In tetrahydrofuran; pentane at -78℃; for 0.5h; Schlenk technique; Inert atmosphere; Stage #2: With water-d2 In tetrahydrofuran; pentane at -78 - 20℃; Schlenk technique; Inert atmosphere;

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 2052-49-5
tetra(n-butyl)ammonium hydroxide

: C16H36N(1+)*C15H23O2(1-)

Conditions

Conditions	Yield
In diethyl ether at 20℃; for 2h;	90%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 75169-17-4
4-acetoxy-3,5-di-tert-butylanisole

Conditions

Conditions	Yield
With sodium bicarbonate; sulfuric acid In acetic anhydride	88%
With sulfuric acid; sodium hydrogencarbonate In acetic anhydride	88%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 579-75-9
2-Methoxybenzoic acid

: 146017-93-8
2,6-di-tert-butyl-4-methoxyphenyl 2-methoxybenzoate

Conditions

Conditions	Yield
With trifluoroacetic anhydride for 3h; Ambient temperature;	86%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 20137-67-1, 3425-36-3
2,6-di-tert-butyl-4-methoxyphenoxyl radical

Conditions

Conditions	Yield
With ferrocenium hexafluorophosphate; C22H29CuN5O3(2-)*2C4H12N(1+) In N,N-dimethyl-formamide at -40℃; Reagent/catalyst; Inert atmosphere; Glovebox;	85%
With potassium hydroxide; diethyl ether; potassium hexacyanoferrate(III)
With lead dioxide; benzene

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 883-21-6
1-methoxy-2-naphthoic acid

: 177606-84-7
1-Methoxy-naphthalene-2-carboxylic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester

Conditions

Conditions	Yield
With trifluoroacetic anhydride for 48h; Ambient temperature;	84%

: 24424-99-5
di-tert-butyl dicarbonate

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

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

Conditions

Conditions	Yield
With dmap In hexane for 41h;	83%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 51439-63-5
1-methoxy-2-naphthoyl chloride

: 177606-84-7
1-Methoxy-naphthalene-2-carboxylic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester

Conditions

Conditions	Yield
Stage #1: 2,6-Di-t-butyl-4-methoxyphenol With sodium hydride In tetrahydrofuran at 0 - 20℃; Stage #2: 1-methoxy-2-naphthoyl chloride In tetrahydrofuran at 0 - 20℃; Stage #3: With sodium hydroxide In tetrahydrofuran; water	82%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 75-05-8
acetonitrile

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

B: 139656-58-9
2-methyl-5-methoxy-7-tert-butyl-1,3-benzoxazole

C: 115-11-7
isobutene

D: 75-65-0
tert-butyl alcohol

Conditions

Conditions	Yield
With thianthrene cation radical perchlorate Further byproducts given;	A 31% B 80% C 6.3% D 39%

...Expand

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 5394-63-8
2,2,6-trimethyl-4H-1,3-dioxin-4-one

: 2,6-di-tert-butyl-4-methoxyphenyl 3-oxobutanoate

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; Inert atmosphere;	80%
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 2h; Inert atmosphere;

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: sodium (Z)-1-[4-(2,6-di-tert-butyl-4-methoxycyclohexadienonyl)]-diazen-1-ium-1,2-diolate

Conditions

Conditions	Yield
With nitrogen(II) oxide; sodium In methanol at 20℃; under 1810.07 Torr; for 24h; Addition;	78%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 2,6-di-tert-butyl-4-methoxy-phenoxide tin (II)

Conditions

Conditions	Yield
With bis(bis(trimethylsilyl)amido)tin(II) In toluene at 20℃; for 24h;	77%

: 489-01-0
2,6-Di-t-butyl-4-methoxyphenol

: 85686-11-9
5-isopropoxy-2-methoxybenzoic acid

: 478705-41-8
5-isopropyl-2-methoxybenzoic acid 2,6-di-tert-butyl-4-methoxyphenyl ester

Conditions

Conditions	Yield
With trifluoroacetic anhydride at 20℃; for 48h;	76%

Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy- Specification

The CAS register number of Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy- is 489-01-0. It also can be called as 2,6-Bis(1,1-dimethylethyl)-4-methoxyphenol and the IUPAC name about this chemical is 2,6-ditert-butyl-4-methoxyphenol. The molecular formula about this chemical is C₁₅H₂₄O₂ and the molecular weight is 236.35. It belongs to the following product categories which include Aromatic Ethers; Heterocyclic Compounds and so on.

Physical properties about Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy- are: (1)ACD/LogP: 4.69; (2)ACD/LogD (pH 5.5): 4.69; (3)ACD/LogD (pH 7.4): 4.69; (4)ACD/BCF (pH 5.5): 2144.57; (5)ACD/BCF (pH 7.4): 2144.57; (6)ACD/KOC (pH 5.5): 8436.66; (7)ACD/KOC (pH 7.4): 8436.64; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 18.46 Å²; (12)Index of Refraction: 1.495; (13)Molar Refractivity: 71.58 cm³; (14)Molar Volume: 245.2 cm³; (15)Polarizability: 28.37x10^-24cm³; (16)Surface Tension: 30.2 dyne/cm; (17)Density: 0.963 g/cm³; (18)Flash Point: 78.8 °C; (19)Enthalpy of Vaporization: 55.89 kJ/mol; (20)Boiling Point: 297.5 °C at 760 mmHg; (21)Vapour Pressure: 0.000757 mmHg at 25 °C.

Preparation: this chemical can be prepared by toluene-4-sulfonic acid methyl ester and 2,6-di-tert-butyl-hydroquinone. This reaction will need reagent of 20percent aq. NaOH. The reaction time is 1.5 hours with reaction temperature of 90 - 100 °C. The yield is about 93%.

Uses of Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy-: it can be used to produce 2-methoxy-benzoic acid 2,6-di-tert-butyl-4-methoxy-phenyl ester with 2-methoxy-benzoic acid. This reaction will need reagent of trifluoroacetic anhydride. The reaction time is 3 hours with ambient temperature. The yield is about 86%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It may cause inflammation to the skin or other mucous membranes. If you want to use it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to store it, you should keep the container tightly sealed in dry, cool places. If you store and use this chemical according the rule, it will not be decomposed.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1c(cc(OC)cc1C(C)(C)C)C(C)(C)C
(2)InChI: InChI=1/C15H24O2/c1-14(2,3)11-8-10(17-7)9-12(13(11)16)15(4,5)6/h8-9,16H,1-7H3
(3)InChIKey: SLUKQUGVTITNSY-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C15H24O2/c1-14(2,3)11-8-10(17-7)9-12(13(11)16)15(4,5)6/h8-9,16H,1-7H3
(5)Std. InChIKey: SLUKQUGVTITNSY-UHFFFAOYSA-N

Product Name

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

Synthetic route

Phenol,2,6-bis(1,1-dimethylethyl)-4-methoxy- Specification

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