Product Name

  • Name

    tert-Butylhydroquinone

  • EINECS 217-752-2
  • CAS No. 1948-33-0
  • Article Data43
  • CAS DataBase
  • Density 1.086 g/cm3
  • Solubility Insoluble in water
  • Melting Point 127-129 °C(lit.)
  • Formula C10H14O2
  • Boiling Point 291.3 °C at 760 mmHg
  • Molecular Weight 166.22
  • Flash Point 138.7 °C
  • Transport Information UN 3077
  • Appearance tan powder
  • Safety 26-36-28
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 1948-33-0 (tert-Butylhydroquinone)
  • Hazard Symbols HarmfulXn
  • Synonyms Hydroquinone,tert-butyl- (6CI,7CI,8CI);2-(1,1-Dimethylethyl)hydroquinone;2-(tert-Butyl)-p-hydroquinone;2-t-Butylhydroquinone;2-tert-Butyl-1,4-benzenediol;2-tert-Butyl-1,4-dihydroxybenzene;2-tert-Butyl-1,4-hydroquinone;2-tert-Butylhydroquinone;Banox 20BA;Grindox450;Keniox 20;MC-TB 20;MTBHQ;Mono-tert-butylhydroquinone;Mono-tertiarybutylhydroquinone;NSC 4972;TBHQ;Tenox 20;Tenox TBHQ;
  • PSA 40.46000
  • LogP 2.39530

Synthetic route

hydroquinone
123-31-9

hydroquinone

tert-butyl alcohol
75-65-0

tert-butyl alcohol

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With phosphoric acid In water at 59 - 81℃; for 2h; Temperature;99.9%
With aminosulfonic acid In 1,4-dioxane; toluene at 135℃; for 8h; Temperature;50%
With phosphoric acid In water at 80℃; for 4h; Concentration; Temperature; Time; Large scale;44.8%
acetic acid tert-butyl ester
540-88-5

acetic acid tert-butyl ester

hydroquinone
123-31-9

hydroquinone

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With sulfuric acid at 85℃; for 8h; Temperature; Large scale;99.9%
2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With (iPr4PCP)IrH4; hydrogen In toluene at 60℃; under 760.051 Torr; for 2h;99%
With palladium on activated charcoal; hydrogen In dichloromethane at 60℃; under 22502.3 Torr; for 2h; Temperature; Solvent; Pressure; Reagent/catalyst;97.3%
With 2,5-dihydrotoluene; trifluoroacetic acid In toluene at 30℃; for 2h;70%
2-tert-Butylphenol
88-18-6

2-tert-Butylphenol

A

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With dihydrogen peroxide; Ti-superoxide In water; acetic acid at 50 - 60℃; for 1.25h; Product distribution / selectivity;A 97%
B 0.7%
2-tert-butyl-4-hydroxybenzaldehyde

2-tert-butyl-4-hydroxybenzaldehyde

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With dihydrogen peroxide In water; acetonitrile at 35℃; for 12h; Dakin Phenol Oxidation;70%
2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

benzylamine
100-46-9

benzylamine

A

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

B

2-(Benzylamino)-5-(tert-butyl)1,4-benzoquinone

2-(Benzylamino)-5-(tert-butyl)1,4-benzoquinone

C

2-(Benzylamino)-6-(tert-butyl)-1,4-benzoquinone

2-(Benzylamino)-6-(tert-butyl)-1,4-benzoquinone

Conditions
ConditionsYield
With oxygen In acetonitrile for 1h; Ambient temperature;A 15.6%
B 18.8%
C 65.6%
hydroquinone
123-31-9

hydroquinone

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2,5-di-tert-butylphenol
5875-45-6

2,5-di-tert-butylphenol

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With aminosulfonic acid In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 4h; Temperature; Solvent;A 17.2%
B 57.8%
2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

A

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

B

2-(Benzylamino)-5-(tert-butyl)1,4-benzoquinone

2-(Benzylamino)-5-(tert-butyl)1,4-benzoquinone

C

2-(Benzylamino)-6-(tert-butyl)-1,4-benzoquinone

2-(Benzylamino)-6-(tert-butyl)-1,4-benzoquinone

Conditions
ConditionsYield
With benzylamine In acetonitrile for 1h; Ambient temperature;A 52.8%
B 6.6%
C 40.6%
hydroquinone
123-31-9

hydroquinone

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

t-butyl phenyl ether
6669-13-2

t-butyl phenyl ether

B

2,5-di-tert-butyl-p-benzoquinone
2460-77-7

2,5-di-tert-butyl-p-benzoquinone

C

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

D

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With porous pillared-zirconium phosphate functionalized with methyl group In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 4h; Reagent/catalyst; Autoclave;A n/a
B n/a
C n/a
D 48.8%
With perfluorosulfonicacid-functionalized carbon nanotubes (PFSA-CNT-0.5) In 5,5-dimethyl-1,3-cyclohexadiene for 4h; Catalytic behavior; Reagent/catalyst; Autoclave;
hydroquinone
123-31-9

hydroquinone

isobutene
115-11-7

isobutene

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With phosphoric acid; xylene at 105℃;
With aluminum oxide; silica gel; xylene at 200℃;
With aluminium tris-<4-hydroxy-phenolate>; xylene at 240℃;
t-butyl bromide
507-19-7

t-butyl bromide

hydroquinone
123-31-9

hydroquinone

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
silica gel In dichloromethane at 30℃; for 24h; Product distribution;
2-tert-butylsemiquinone radical
66806-57-3

2-tert-butylsemiquinone radical

A

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
In water at 22℃; Equilibrium constant; Rate constant; Irradiation;
hydroquinone
123-31-9

hydroquinone

isobutene
115-11-7

isobutene

A

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

B

2-t-Butyl-4-t-butoxyphenol
2467-52-9

2-t-Butyl-4-t-butoxyphenol

C

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With Amberlyst IR120 H(1+) In diethyl ether Ambient temperature;
2-tert-butylsemiquinone radical anion

2-tert-butylsemiquinone radical anion

A

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
In water at 22℃; Rate constant;
1,4-dimethoxy-2-tert-butylbenzene
21112-37-8

1,4-dimethoxy-2-tert-butylbenzene

A

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With ruthenium trichloride In water; acetonitrile Oxidation; Hydrolysis; Electrochemical reaction;
3-tert-Butyl-4-hydroxyanisole
121-00-6

3-tert-Butyl-4-hydroxyanisole

3-tert-butyl-4-methoxyphenol
88-32-4

3-tert-butyl-4-methoxyphenol

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With formic acid at 25℃; for 336 - 3696h; Conversion of starting material;
With formic acid for 24h; Heating / reflux;
5-tert-butyl-1,2,4-trihydroxybenzene
4857-74-3

5-tert-butyl-1,2,4-trihydroxybenzene

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal
1,2,4-Trihydroxybenzene
533-73-3

1,2,4-Trihydroxybenzene

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Acidic conditions
2: hydrogen / palladium on activated charcoal
View Scheme
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

hydroquinone
123-31-9

hydroquinone

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With 3-(4-sulfobutylamino)propylsilanized MCM-41 In nitrobenzene at 150℃; for 0.166667h; Catalytic behavior; Temperature; Solvent; Time; Friedel-Crafts Alkylation; Microwave irradiation; Green chemistry; chemoselective reaction;
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

hydroquinone
123-31-9

hydroquinone

A

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

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

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With 3-(4-sulfobutylamino)propylsilanized MCM-41 In nitrobenzene at 165℃; for 0.166667h; Friedel-Crafts Alkylation; Microwave irradiation; Green chemistry; chemoselective reaction;
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

hydroquinone
123-31-9

hydroquinone

A

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

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

B

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

C

4-(tert-butoxy)phenol
2460-87-9

4-(tert-butoxy)phenol

D

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With 3-(4-sulfobutylamino)propylsilanized MCM-41 In nitrobenzene at 150℃; for 0.133333h; Catalytic behavior; Concentration; Friedel-Crafts Alkylation; Microwave irradiation; Green chemistry; chemoselective reaction;
1,4-O-di-propanoyl-t-butylhydroquinone
90784-13-7

1,4-O-di-propanoyl-t-butylhydroquinone

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With Candida antarctica lipase B In di-isopropyl ether; isopropyl alcohol at 45℃; Enzymatic reaction; regioselective reaction;
hydroquinone
123-31-9

hydroquinone

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol
88-58-4

2,5-bis(1,1-dimethylethyl)-1,4-benzenediol

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With phosphoric acid In toluene at 70 - 105℃;
2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

[PdI(μ-4,5-diazafluoren-9-one)(acetato)]2

[PdI(μ-4,5-diazafluoren-9-one)(acetato)]2

A

4,5-Diazafluoren-9-one
50890-67-0

4,5-Diazafluoren-9-one

B

palladium diacetate
3375-31-3

palladium diacetate

C

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
With acetic acid In 1,4-dioxane; tetradeuterioacetic acid at 20℃; for 24h; Equilibrium constant; Inert atmosphere; Glovebox;
[(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)Pd(η2-2-tert-butyl-1,4-benzoquinone)]

[(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)Pd(η2-2-tert-butyl-1,4-benzoquinone)]

acetic acid
64-19-7

acetic acid

(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate
152506-88-2

(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate

B

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

Conditions
ConditionsYield
In chloroform-d1; tetradeuterioacetic acid at 20℃; for 16h; Equilibrium constant; Inert atmosphere; Glovebox;
chlorodimethyl(1,1,2-trimethylpropyl)silane
67373-56-2

chlorodimethyl(1,1,2-trimethylpropyl)silane

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-tert-butyl-4-thexyldimethylsilanyloxyphenol
943790-10-1

2-tert-butyl-4-thexyldimethylsilanyloxyphenol

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane; N,N-dimethyl-formamide at 20℃; for 7h;100%
tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane for 0.25h; Ambient temperature;99%
With tetra(n-butyl)ammonium dichromate(VI) In dichloromethane for 0.15h; Reflux;99%
With [(4,5-dihydro-4,4-dimethyl-2-phenyloxazole)Ru(CH3CN)4]PF6; dihydrogen peroxide In tetrahydrofuran; water at 0 - 20℃; for 0.0833333h;99%
tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

methyl iodide
74-88-4

methyl iodide

1,4-dimethoxy-2-tert-butylbenzene
21112-37-8

1,4-dimethoxy-2-tert-butylbenzene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 2h;99%
With potassium carbonate In N,N-dimethyl-formamide at 60℃;88%
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 4h; Inert atmosphere;83%
Stage #1: tert-butylhydroquinone With sodium hydride In dimethyl sulfoxide for 0.5h; Metallation;
Stage #2: methyl iodide In dimethyl sulfoxide Methylation;
60%
acetic anhydride
108-24-7

acetic anhydride

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

4-acetoxy-2-tert-butylphenol
717-47-5

4-acetoxy-2-tert-butylphenol

Conditions
ConditionsYield
With pyridine at 85℃; for 10h;98%
pivaloyl chloride
3282-30-2

pivaloyl chloride

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-tert-butyl-4-pivaloyloxyphenol
66549-79-9

2-tert-butyl-4-pivaloyloxyphenol

Conditions
ConditionsYield
With 1H-imidazole; dmap In dichloromethane at 0℃; for 4h; Acylation;97%
With 1H-imidazole; dmap In dichloromethane at 0 - 4℃; for 18h; Inert atmosphere;97%
triisopropylsilyl chloride
13154-24-0

triisopropylsilyl chloride

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-(1,1-dimethylethyl)-4-(triisopropylsilyloxy)phenol
155135-23-2

2-(1,1-dimethylethyl)-4-(triisopropylsilyloxy)phenol

Conditions
ConditionsYield
With 1H-imidazole; dmap96%
With 1H-imidazole; dmap In dichloromethane Inert atmosphere;90%
With 1H-imidazole; dmap In dichloromethane for 15h; Ambient temperature;88%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

carbonic acid tert-butyl ester 3-tert-butyl-4-hydroxy-phenyl ester

carbonic acid tert-butyl ester 3-tert-butyl-4-hydroxy-phenyl ester

Conditions
ConditionsYield
With 6,7-dimethoxyisoquinoline In dichloromethane at 20℃; for 10h; Inert atmosphere; chemoselective reaction;95%
p-Toluic acid
99-94-5

p-Toluic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl 4-methylbenzoate

3-(tert-butyl)-4-hydroxyphenyl 4-methylbenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;94%
vinyl propionate
105-38-4

vinyl propionate

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

4-O-propanoyl-2-t-butylhydroquinone

4-O-propanoyl-2-t-butylhydroquinone

Conditions
ConditionsYield
With Candida antarctica lipase B In di-isopropyl ether at 45℃; for 24h;93.3%
With lipase B from Candida antarctica, immobilized form In di-isopropyl ether at 45℃; for 72h; Enzymatic reaction; regioselective reaction;
Bromoacetaldehyde diethyl acetal
2032-35-1

Bromoacetaldehyde diethyl acetal

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-tert-Butyl-4-(2,2-diethoxy-ethoxy)-phenol
117516-67-3

2-tert-Butyl-4-(2,2-diethoxy-ethoxy)-phenol

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide for 6h; Heating;93%
benzoic acid
65-85-0

benzoic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl benzoate
2444-27-1

3-(tert-butyl)-4-hydroxyphenyl benzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;93%
4-morpholino-4-yl-phenylamine
2524-67-6

4-morpholino-4-yl-phenylamine

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-[(4'-morpholinophenyl)amino]-6-tert-butyl-1,4-benzoquinone

2-[(4'-morpholinophenyl)amino]-6-tert-butyl-1,4-benzoquinone

Conditions
ConditionsYield
With citrate-phosphate buffer; Myceliophthora thermophila fungal laccase; oxygen at 20℃; pH=7; Enzymatic reaction;92%
tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

para-chlorobenzoic acid
74-11-3

para-chlorobenzoic acid

3-(tert-butyl)-4-hydroxyphenyl 4-chlorobenzoate

3-(tert-butyl)-4-hydroxyphenyl 4-chlorobenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;91%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol
177539-44-5

2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 140℃;90%
[(η6-acenaphthene)manganese tricarbonyl][BF4]
864372-43-0

[(η6-acenaphthene)manganese tricarbonyl][BF4]

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

[(η6-2-tert-butylhydroquinone)manganese tricarbonyl][BF4]
648442-05-1

[(η6-2-tert-butylhydroquinone)manganese tricarbonyl][BF4]

Conditions
ConditionsYield
In dichloromethane High Pressure; (N2); addn. of ligand to a soln. of manganese complex in CH2Cl2, sealing, heating to 70°C for 2 h, cooling to room temp.; filtration, washing with CH2Cl2, drying in vac.;90%
2-furanoic acid
88-14-2

2-furanoic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl furan-2-carboxylate

3-(tert-butyl)-4-hydroxyphenyl furan-2-carboxylate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;89%
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

1,4 bis(4'-methoxybenzoyloxy) t-butylphenylene
79679-96-2

1,4 bis(4'-methoxybenzoyloxy) t-butylphenylene

Conditions
ConditionsYield
With pyridine; triethylamine for 4h;88%
tetra-n-butyl ammonium

tetra-n-butyl ammonium

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-tert-butyl-1,4-benzoquinone
3602-55-9

2-tert-butyl-1,4-benzoquinone

Conditions
ConditionsYield
With hydrogenchloride In hexane; chloroform; water88%
phenylacetic acid
103-82-2

phenylacetic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl 2-phenylacetate

3-(tert-butyl)-4-hydroxyphenyl 2-phenylacetate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;88%
(E)-3-phenylacrylic acid
140-10-3

(E)-3-phenylacrylic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl cinnamate

3-(tert-butyl)-4-hydroxyphenyl cinnamate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;85%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

3-(tert-butyl)-4-hydroxyphenyl 2-methylbenzoate

3-(tert-butyl)-4-hydroxyphenyl 2-methylbenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;83%
tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

3-(tert-butyl)-4-hydroxyphenyl 4-nitrobenzoate

3-(tert-butyl)-4-hydroxyphenyl 4-nitrobenzoate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane for 6h;83%
tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

N-(E)-3-methylbut-1-enyl benzyl carbamate
914396-48-8

N-(E)-3-methylbut-1-enyl benzyl carbamate

benzyl (7-(tert-butyl)-5-hydroxy-3-isopropyl-2,3-dihydrobenzofuran-2-yl)carbamate

benzyl (7-(tert-butyl)-5-hydroxy-3-isopropyl-2,3-dihydrobenzofuran-2-yl)carbamate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; (R)-1,1'-spirobiindanyl-7,7'-diyl hydrogenphosphate In toluene at 20℃; for 16h; Inert atmosphere; stereoselective reaction;83%
S-benzyl (E)-(3-methylbut-1-en-1-yl)carbamothioate

S-benzyl (E)-(3-methylbut-1-en-1-yl)carbamothioate

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

S-benzyl (7-(tert-butyl)-5-hydroxy-3-isopropyl-2,3-dihydrobenzofuran-2-yl)carbamothioate

S-benzyl (7-(tert-butyl)-5-hydroxy-3-isopropyl-2,3-dihydrobenzofuran-2-yl)carbamothioate

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; (R)-1,1'-spirobiindanyl-7,7'-diyl hydrogenphosphate In toluene at 20℃; for 16h; Inert atmosphere; stereoselective reaction;83%
(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate
152506-88-2

(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)palladium(II) acetate

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

[(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)Pd(η2-2-tert-butyl-1,4-benzoquinone)]

[(2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline)Pd(η2-2-tert-butyl-1,4-benzoquinone)]

Conditions
ConditionsYield
In chloroform at 20℃; Inert atmosphere; Sealed tube;83%
benzyl bromide
100-39-0

benzyl bromide

tert-butylhydroquinone
1948-33-0

tert-butylhydroquinone

2-(1,1-dimethylethyl)-1,4-bis(phenylmethoxy)benzene
35292-10-5

2-(1,1-dimethylethyl)-1,4-bis(phenylmethoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 72h; Heating;82%

tert-Butylhydroquinone Chemical Properties

IUPAC Name: 2-tert-Butylbenzene-1,4-diol    
Synonyms of tert-Butylhydroquinone (CAS NO.1948-33-0): 1,4-Benzenediol (1,1-dimethylethyl)- ; 2-(1,1-Dimethylethyl)-1,4-benzenediol ; 2-t-Butylhydroquinone ; 2-tert-Butyl(1,4)hydroquinone ; Mono-tert-butylhydroquinone ; tertiary-Butylhydroquinone
CAS NO: 1948-33-0
Molecular Formula: C10H14O2
Molecular Weight: 228.29
Molecular Structure:
EINECS: 217-752-2
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 18.46 Å2
Index of Refraction: 1.545
Molar Refractivity: 48.4 cm3
Molar Volume: 152.9 cm3
Surface Tension: 40.2 dyne/cm
Density: 1.086 g/cm3
Flash Point: 138.7 °C
Enthalpy of Vaporization: 55.2 kJ/mol
Boiling Point: 291.3 °C at 760 mmHg
Vapour Pressure: 0.00112 mmHg at 25°C 
Melting Point: 127-129 °C(lit.)
Appearance: tan powder
Solubility: Insoluble in water
Stability: Stable. Incompatible with strong bases, strong oxidizing agents. 
Product Categories of tert-Butylhydroquinone (CAS NO.1948-33-0): Industrial/Fine Chemicals;Anthraquinones, Hydroquinones and Quinones;Alcohols;Monomers;Polymer Science;Organic Building Blocks;Oxygen Compounds;Polyols

tert-Butylhydroquinone Uses

 tert-Butylhydroquinone (CAS NO.1948-33-0) is a highly effective preservative for many edible animal fats and unsaturated vegetable oils. It is added to a wide range of foods, with highest limit (1000 mg/kg) permitted for frozen fish and fish products.
Besides it is also used industrially as a stabilizer to inhibit autopolymerization of organic peroxides. In perfumery, it is used as a fixative to lower the evaporation rate and improve stability. It is also added to lacquers, resins,varnishes and oil field additives.

tert-Butylhydroquinone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 790mg/kg (790mg/kg)   WHO Food Additives Series. Vol. 8, Pg. 26, 1975.
mouse LD50 intraperitoneal 144mg/kg (144mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
Drug and Chemical Toxicology. Vol. 7, Pg. 335, 1984.
mouse LD50 oral 1gm/kg (1000mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rat LCLo inhalation 2900mg/m3/4H (2900mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 753, 1992.
rat LD50 intraperitoneal 300mg/kg (300mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975.
rat LD50 oral 700mg/kg (700mg/kg)   Journal of the American Oil Chemists' Society. Vol. 52, Pg. 53, 1975.

tert-Butylhydroquinone Consensus Reports

Reported in EPA TSCA Inventory.

tert-Butylhydroquinone Safety Profile

Safety Information about tert-Butylhydroquinone (CAS NO.1948-33-0):
Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36: Wear suitable protective clothing.
RIDADR: UN3077
WGK Germany: 3
RTECS: MX4375000
HazardClass: 9
PackingGroup: III
HS Code: 29072900
Poison by intraperitoneal route. Moderately toxic by ingestion and inhalation. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.

tert-Butylhydroquinone Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam. 
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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