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98-29-3

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98-29-3 Usage

General Description

p-tert-Butylcatechol is a chemical compound commonly used as a stabilizer and inhibitor in the production of polymers, such as styrene-butadiene rubber and butadiene rubber. It is also utilized as an antioxidant in various industries, including pharmaceuticals, food, and cosmetics. p-tert-Butylcatechol helps to prevent the degradation of materials by scavenging free radicals and inhibiting oxidative reactions. Additionally, p-tert-Butylcatechol is considered to be relatively safe and non-toxic when used in accordance with proper handling and storage protocols.

Check Digit Verification of cas no

The CAS Registry Mumber 98-29-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 8 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 98-29:
(4*9)+(3*8)+(2*2)+(1*9)=73
73 % 10 = 3
So 98-29-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H14O2/c1-10(2,3)7-4-5-8(11)9(12)6-7/h4-6,11-12H,1-3H3

98-29-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • TCI America

  • (B0739)  4-tert-Butylpyrocatechol  >98.0%(GC)

  • 98-29-3

  • 25g

  • 180.00CNY

  • Detail
  • TCI America

  • (B0739)  4-tert-Butylpyrocatechol  >98.0%(GC)

  • 98-29-3

  • 500g

  • 740.00CNY

  • Detail
  • Alfa Aesar

  • (A14599)  4-tert-Butylcatechol, 98%   

  • 98-29-3

  • 250g

  • 437.0CNY

  • Detail
  • Alfa Aesar

  • (A14599)  4-tert-Butylcatechol, 98%   

  • 98-29-3

  • 1000g

  • 1329.0CNY

  • Detail
  • Alfa Aesar

  • (A14599)  4-tert-Butylcatechol, 98%   

  • 98-29-3

  • 5000g

  • 5298.0CNY

  • Detail
  • Aldrich

  • (19671)  4-tert-Butylcatechol  ≥99.0%

  • 98-29-3

  • 19671-100G

  • 1,311.57CNY

  • Detail
  • Aldrich

  • (19670)  4-tert-Butylcatechol  ≥98.0% (HPLC)

  • 98-29-3

  • 19670-100G

  • 335.79CNY

  • Detail
  • Aldrich

  • (19670)  4-tert-Butylcatechol  ≥98.0% (HPLC)

  • 98-29-3

  • 19670-500G

  • 986.31CNY

  • Detail

98-29-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-tert-Butylcatechol

1.2 Other means of identification

Product number -
Other names 4-tert-butylbenzene-1,2-diol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Process regulators,Processing aids, not otherwise listed
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:98-29-3 SDS

98-29-3Synthetic route

para-tert-butylphenol
98-54-4

para-tert-butylphenol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With Agaricus bisporus tyrosinase; oxygen; ascorbic acid In water; acetonitrile at 20℃; for 24h; pH=7; Na-phosphate buffer; Enzymatic reaction;99%
Stage #1: para-tert-butylphenol With copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine In dichloromethane at -78℃; for 0.25h; Glovebox;
Stage #2: With oxygen In dichloromethane at -78℃; under 760.051 Torr; for 4h;
81%
With phosphoric acid52%
4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With 2,5-dihydrotoluene In toluene at 30℃; for 2h;96%
With 1,4-dihydronicotinamide adenine dinucleotide In water; acetonitrile at 30℃; Rate constant; pH=7.0;
Rate constant; pH 7.00; reaction with substrate reduced glucose oxidase;
5-(tert-butyl)benzo[d][1,3]dioxole
7228-36-6

5-(tert-butyl)benzo[d][1,3]dioxole

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h; further reagent: NaN(SiMe3)2;94%
4-(tert-butyl)-1,2-dimethoxybenzene
41280-64-2

4-(tert-butyl)-1,2-dimethoxybenzene

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 185℃; for 12h;93%
4-tert-butyl-1,2-cyclohexanediol
67027-80-9

4-tert-butyl-1,2-cyclohexanediol

A

para-tert-butylphenol
98-54-4

para-tert-butylphenol

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With potassium carbonate; palladium on activated charcoal at 300℃; for 10h; Product distribution;A 12%
B 86%
3,4-Dihydro-2H-1,5-(3

3,4-Dihydro-2H-1,5-(3"-tert-butyl)benzodioxepin

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With aluminum (III) chloride In benzene for 1h; Reflux;83%
C20H19NO4

C20H19NO4

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 25℃; for 12h;83%
tert-butyl methyl ether
1634-04-4

tert-butyl methyl ether

benzene-1,2-diol
120-80-9

benzene-1,2-diol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
at 119.84℃; for 2h; Reagent/catalyst;81.7%
2,4,6-tri-tert-butylphenoxol
732-26-3

2,4,6-tri-tert-butylphenoxol

catechol titanium salt
10473-52-6, 13730-88-6

catechol titanium salt

A

2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

B

3-tert-butylbenzene-1,2-diol
4026-05-5

3-tert-butylbenzene-1,2-diol

C

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
shearing stress;A 80%
B 60%
C 20%
di-tert-butyl-(4-tert-butylphenoxy)silanol

di-tert-butyl-(4-tert-butylphenoxy)silanol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
Stage #1: di-tert-butyl-(4-tert-butylphenoxy)silanol With palladium(II) trimethylacetate; [bis(acetoxy)iodo]benzene In toluene at 100℃; Inert atmosphere;
Stage #2: With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃;
Stage #3: With water In tetrahydrofuran
78%
dioctyl pyrophosphate

dioctyl pyrophosphate

para-tert-butylphenol
98-54-4

para-tert-butylphenol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
75%
benzene-1,2-diol
120-80-9

benzene-1,2-diol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With Wofatit OK 80 In xylene at 140 - 145℃;69%
With sulfuric acid In trifluoroacetic acid at 40℃; for 16h;50%
With phosphoric acid; xylene
1-butyl-3-methylimidazolium heptachlorodiindate (III) at 90 - 110℃; for 3h; Product distribution / selectivity; In ionic liquid;
2,4,6-tri-tert-butylphenoxol
732-26-3

2,4,6-tri-tert-butylphenoxol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

B

3-tert-butylbenzene-1,2-diol
4026-05-5

3-tert-butylbenzene-1,2-diol

C

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With toluene-4-sulfonic acidA 60%
B 40%
C 15%
4-tercbutyl-cyclohexanone
98-53-3

4-tercbutyl-cyclohexanone

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h;58%
tert-butylbenzene
253185-03-4, 253185-04-5

tert-butylbenzene

A

3-tert-butylfuran-2,5-dione
18261-07-9

3-tert-butylfuran-2,5-dione

B

para-tert-butylphenol
98-54-4

para-tert-butylphenol

C

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

2-tert-butyl-1,4-benzoquinone

D

3-tert-butylphenyol
585-34-2

3-tert-butylphenyol

E

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With Fe2(N,N-bis(pyridin-2-ylmethyl)prop-2-yn-1-amine)2(μ2-Cl)2Cl2; dihydrogen peroxide In acetonitrile at 70℃; for 2h;A 5%
B 52%
C 15%
D 17%
E 18%
6-tert-butyl-1,4-benzodioxin
110306-99-5

6-tert-butyl-1,4-benzodioxin

A

4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With ozone 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, irradiation; Yield given. Multistep reaction;A n/a
B 47%
With ozone 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2, -78 deg C, irradiation; Yield given. Multistep reaction;A 22%
B n/a
5-tert-Butyl-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene
110851-17-7

5-tert-Butyl-2,9,11,12,13-pentaoxa-tricyclo[8.2.1.03,8]trideca-3,5,7-triene

A

4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
In dichloromethane at -78℃; for 1h; Irradiation;A 22%
B 47%
methanol
67-56-1

methanol

4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

A

4-tert-butyl-5-methoxy-1,2-benzoquinone
36122-03-9

4-tert-butyl-5-methoxy-1,2-benzoquinone

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
for 1h; Ambient temperature; Irradiation;A 25%
B 45%
2-bromo-4-tert-butylphenol
2198-66-5

2-bromo-4-tert-butylphenol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With copper(I) oxide; sodium hydroxide
6,6-diacetoxy-4-tert-butyl-cyclohexa-2,4-dienone
7577-78-8

6,6-diacetoxy-4-tert-butyl-cyclohexa-2,4-dienone

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With ethanol; palladium Hydrogenation.Behandeln des Reaktionsprodukts mit wss. H2SO4;
4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

A

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

B

2-tert-butyl-5-hydroxy-1,4-benzoquinone
4857-70-9

2-tert-butyl-5-hydroxy-1,4-benzoquinone

C

2-oxy-4-tert-butyl-5-(1'-hydroxy-2'-carbonyl)-2,5-dihydrofuran

2-oxy-4-tert-butyl-5-(1'-hydroxy-2'-carbonyl)-2,5-dihydrofuran

D

2-oxy-5-tert-butyl-5-(1'-hydroxy-2'-carbonyl)-2,5-dihydrofuran

2-oxy-5-tert-butyl-5-(1'-hydroxy-2'-carbonyl)-2,5-dihydrofuran

E

α,γ-diepoxy-γ-tert-butylhexanedioic acid

α,γ-diepoxy-γ-tert-butylhexanedioic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium silicate; diethylenetriaminopentaacetic acid; dihydrogen peroxide In water at 40℃; for 1h; Mechanism; pH 10.0;
3,5-Di-tert-butylcatechol
1020-31-1

3,5-Di-tert-butylcatechol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

3-tert-butylbenzene-1,2-diol
4026-05-5

3-tert-butylbenzene-1,2-diol

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
cation-exchangers KU-23; protonic acid at 129.9℃; Equilibrium constant; diff. temp.;
With Amberlist 15 H+ form at 99.85 - 209.85℃; Equilibrium constant; Thermodynamic data;
3,5-Di-tert-butylcatechol
1020-31-1

3,5-Di-tert-butylcatechol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
cation-exchangers KU-23; protonic acid at 129.9℃; Equilibrium constant; diff. temp.;
With Amberlist 15 H+ form at 99.85 - 209.85℃; Equilibrium constant; Thermodynamic data;
t-butyl bromide
507-19-7

t-butyl bromide

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

3-tert-butylbenzene-1,2-diol
4026-05-5

3-tert-butylbenzene-1,2-diol

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
silica gel In dichloromethane at 30℃; for 24h; Product distribution;
para-tert-butylphenol
98-54-4

para-tert-butylphenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
cation-exchangers KU-23; protonic acid at 129.9℃; Equilibrium constant; diff. temp.;
With Amberlist 15 H+ form at 99.85 - 209.85℃; Equilibrium constant; Thermodynamic data;
2,4-di-tert-Butylphenol
96-76-4

2,4-di-tert-Butylphenol

benzene-1,2-diol
120-80-9

benzene-1,2-diol

A

2-tert-Butylphenol
88-18-6

2-tert-Butylphenol

B

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
cation-exchangers KU-23; protonic acid at 129.9℃; Equilibrium constant; diff. temp.;
With Amberlist 15 H+ form at 99.85 - 209.85℃; Equilibrium constant; Thermodynamic data;
2-bromo-5-(1,1-dimethylethyl)phenol
20942-68-1

2-bromo-5-(1,1-dimethylethyl)phenol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With sodium hydroxide at 225℃;
4-tert-Butylcatechol cyclic phosphate
67035-79-4

4-tert-Butylcatechol cyclic phosphate

A

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

B

phosphoric acid mono(5-t-butyl 2-hydroxyphenyl) ester
73499-25-9

phosphoric acid mono(5-t-butyl 2-hydroxyphenyl) ester

C

phosphoric acid mono(4-t-butyl 2-hydroxyphenyl) ester

phosphoric acid mono(4-t-butyl 2-hydroxyphenyl) ester

Conditions
ConditionsYield
With potassium chloride; 5-(β-Cyclodextrinylamino)-5-deoxy-α-D-ribose In phosphate buffer at 25℃; pH=7.4; Product distribution; Kinetics; Further Variations:; Reagents; Hydrolysis;
4-tert.-Butyl-o-semichinon

4-tert.-Butyl-o-semichinon

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
With Tocopherol In benzene at 24.84℃; Kinetics;
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-t-butyl-1,2-benzoquinone
1129-21-1

4-t-butyl-1,2-benzoquinone

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tris(triphenylphosphine)ruthenium(II) chloride In acetone for 18h; Ambient temperature;100%
With sodium sulfate; silver(l) oxide In diethyl ether for 0.0833333h;100%
With periodate Ultra resin In dichloromethane at 20℃; for 0.5h;100%
piperidine
110-89-4

piperidine

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

tri-n-butyl(vinyl)tin
7486-35-3

tri-n-butyl(vinyl)tin

1-hexanoyl-3,4-dimethyl-4-(3-vinylphenyl)-piperidine
312329-67-2

1-hexanoyl-3,4-dimethyl-4-(3-vinylphenyl)-piperidine

Conditions
ConditionsYield
With lithium chloride; tetrakis(triphenylphosphine)palladium (0) In tetrahydrofuran100%
With lithium chloride; tetrakis(triphenylphosphine)palladium (0) In tetrahydrofuran100%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-(4-chlorophenoxy)-3,5,6-trifluorophthalonitrile

4-(4-chlorophenoxy)-3,5,6-trifluorophthalonitrile

2-Phenylphenol
90-43-7

2-Phenylphenol

C36H25ClN2O4

C36H25ClN2O4

Conditions
ConditionsYield
Stage #1: 4-tert-Butylcatechol; 4-(4-chlorophenoxy)-3,5,6-trifluorophthalonitrile With potassium carbonate In acetonitrile at 80℃; for 2h;
Stage #2: 2-Phenylphenol With potassium carbonate In acetonitrile at 80℃; for 10h;
99%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

sodium prop-2-ene-1-sulfonate
2495-39-8

sodium prop-2-ene-1-sulfonate

Conditions
ConditionsYield
With sodium metabisulfite; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In water at 40 - 50℃; under 2250.23 Torr; Temperature; Reagent/catalyst; Pressure;98.93%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

acetic anhydride
108-24-7

acetic anhydride

1,2-diacetoxy-4-tert-butyl-benzene
80869-94-9

1,2-diacetoxy-4-tert-butyl-benzene

Conditions
ConditionsYield
tetrafluoroboric acid; silica gel at 20℃; for 6h;98%
indium(III) chloride at 20℃; for 0.25h;91%
With pyridine
With pyridine at 20℃;
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4,4'-Difluorobenzophenone
345-92-6

4,4'-Difluorobenzophenone

polymer, inherent viscosity 0.14 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

polymer, inherent viscosity 0.14 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

Conditions
ConditionsYield
With potassium carbonate In sulfolane; xylene at 170 - 175℃; for 6h;98%
2-((1-bromo-3-chloropropan-2-yl)oxy)tetrahydro-2H-pyran
944558-63-8

2-((1-bromo-3-chloropropan-2-yl)oxy)tetrahydro-2H-pyran

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

7-(tert-butyl)-3,4-dihydro-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-1,5-benzodioxepine
944558-71-8

7-(tert-butyl)-3,4-dihydro-3-[(tetrahydro-2H-pyran-2-yl)oxy]-2H-1,5-benzodioxepine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 24h;98%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4,4'-Difluorobenzophenone
345-92-6

4,4'-Difluorobenzophenone

polymer, Mn 3000 Da, Mw 13000 Da, inherent viscosity 0.08 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

polymer, Mn 3000 Da, Mw 13000 Da, inherent viscosity 0.08 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

Conditions
ConditionsYield
With potassium carbonate In sulfolane; toluene at 150 - 155℃; for 6h;97%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4,4'-Difluorobenzophenone
345-92-6

4,4'-Difluorobenzophenone

polymer, Mn 3000 Da, Mw 17000 Da, inherent viscosity 0.10 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

polymer, Mn 3000 Da, Mw 17000 Da, inherent viscosity 0.10 dL/g at 25 deg C; monomer(s): 4-tert-butylcatechol; 4,4\-difluorobenzophenone

Conditions
ConditionsYield
With potassium carbonate In sulfolane; xylene at 170 - 175℃; for 6h;97%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

C17H19BO3

C17H19BO3

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;97%
With DOWEX In chloroform at 50℃; for 3h;87%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

phenylboronic acid
98-80-6

phenylboronic acid

PhBcat*
156836-00-9

PhBcat*

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;97%
With DOWEX In chloroform at 50℃; for 3h;79%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

benzylamine
100-46-9

benzylamine

5-(tert-butyl)-2-phenylbenzo[d]oxazole

5-(tert-butyl)-2-phenylbenzo[d]oxazole

Conditions
ConditionsYield
With manganese oxide octahedral molecular sieve-supported copper hydroxide; air In ethanol at 20℃; for 2h; Green chemistry;97%
4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

1,2-bis-(4-cyanophenoxy)-4-tert-butylbenzene

1,2-bis-(4-cyanophenoxy)-4-tert-butylbenzene

Conditions
ConditionsYield
96.1%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

2,3-dihydroxy-5-tert-butyl-6H-benzofuro[3,2-c][1]benzopyron-6-one

2,3-dihydroxy-5-tert-butyl-6H-benzofuro[3,2-c][1]benzopyron-6-one

Conditions
ConditionsYield
With sodium acetate; potassium hexacyanoferrate(III) In water for 1h; Michael addition reaction;96%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

C20H25BO2

C20H25BO2

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;96%
With DOWEX In chloroform at 50℃; for 3h;91%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-fluoroboronic acid
1765-93-1

4-fluoroboronic acid

C16H16BFO2

C16H16BFO2

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;96%
With DOWEX In chloroform at 50℃; for 3h;85%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

tetrafluoroterephthalonitrile
1835-49-0

tetrafluoroterephthalonitrile

C28H24N2O4

C28H24N2O4

Conditions
ConditionsYield
Stage #1: 4-tert-Butylcatechol; tetrafluoroterephthalonitrile In N,N-dimethyl-formamide Inert atmosphere; Glovebox;
Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 25h; Inert atmosphere; Glovebox;
96%
N-(4-chlorophenyl)-S-(trifluoromethyl)thiohydroxylamine
1045821-77-9

N-(4-chlorophenyl)-S-(trifluoromethyl)thiohydroxylamine

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

5-(tert-butyl)-3-[(trifluoromethyl)thio]benzene-1,2-diol

5-(tert-butyl)-3-[(trifluoromethyl)thio]benzene-1,2-diol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 20h;96%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

dimethyl sulfate
77-78-1

dimethyl sulfate

4-(tert-butyl)-1,2-dimethoxybenzene
41280-64-2

4-(tert-butyl)-1,2-dimethoxybenzene

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; water Flow reactor;94%
With sodium hydroxide In methanol; water at -5℃; for 0.05h;20%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-methoxycarbonylphenylboronic acid
99768-12-4

4-methoxycarbonylphenylboronic acid

C18H19BO4

C18H19BO4

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;94%
With DOWEX In chloroform at 50℃; for 3h;91%
methanol
67-56-1

methanol

4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

Dimethyl (2E,4Z)-3-tert-butylhexa-2,4-diene-1,6-dioate
74752-70-8

Dimethyl (2E,4Z)-3-tert-butylhexa-2,4-diene-1,6-dioate

Conditions
ConditionsYield
With lead(IV) acetate In toluene at 20℃; Ring cleavage; oxidation;93%
With lead(IV) acetate In toluene at 25℃;
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

cyclohexanone
108-94-1

cyclohexanone

5-t-butylspiro<1,3-benzodioxole-2,1'-cyclohexane>
58487-20-0

5-t-butylspiro<1,3-benzodioxole-2,1'-cyclohexane>

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 8h; Heating;92%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1,2-bis(4-nitrophenoxy)-4-tert-butylbenzene
210492-39-0

1,2-bis(4-nitrophenoxy)-4-tert-butylbenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; xylene at 130 - 135℃; for 4h;92%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

triethoxyantimony
873376-62-6

triethoxyantimony

2-ethoxy-5-t-butyl-1,3,2-benzodioxastibole
119090-52-7

2-ethoxy-5-t-butyl-1,3,2-benzodioxastibole

Conditions
ConditionsYield
In methanol soln. of (C4H9)(C6H3)(OH)2 was added dropwise to a soln. of Sb(OC2H5)3,1h stirring at room temperature,argon atmosphere; precipitate was collected by filtration;92%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

2-mercapto-5-methyl-1,3,4-thiadiazole
29490-19-5

2-mercapto-5-methyl-1,3,4-thiadiazole

5-tert-butyl-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol
1169880-59-4

5-tert-butyl-4-(5-methyl-1,3,4-thiadiazol-2-ylthio)benzene-1,2-diol

Conditions
ConditionsYield
In acetonitrile pH=6.0; aq. acetate buffer; Electrolysis;92%
4-tert-Butylcatechol
98-29-3

4-tert-Butylcatechol

4-cyanophenylboronic acid
126747-14-6

4-cyanophenylboronic acid

C17H16BNO2

C17H16BNO2

Conditions
ConditionsYield
In chloroform-d1 at 25℃; for 0.5h; Equilibrium constant; Sealed tube;92%
With DOWEX In chloroform at 50℃; for 3h;82%

98-29-3Relevant articles and documents

Indirect inactivation of tyrosinase in its action on 4-tert-butylphenol

Mu?oz-Mu?oz, Jose Luis,García-Molina, María Del Mar,García-Molina, Francisco,Varon, Ramón,García-Ruiz, Pedro Antonio,Rodríguez-López, Jose Neptuno,García-Cánovas, Francisco

, p. 344 - 352 (2014)

Under anaerobic conditions, the o-diphenol 4-tert-butylcatechol (TBC) irreversibly inactivates met and deoxytyrosinase enzymatic forms of tyrosinase. However, the monophenol 4-tert-butylphenol (TBF) protects the enzyme from this inactivation. Under aerobic conditions, the enzyme suffers suicide inactivation when it acts on TBC. We suggest that TBF does not directly cause the suicide inactivation of the enzyme in the hydroxylase activity, but that the o-diphenol, which is necessary for the system to reach the steady state, is responsible for the process. Therefore, monophenols do not induce the suicide inactivation of tyrosinase in its hydroxylase activity, and there is a great difference between the monophenols that give rise to unstable o-quinones such as L-tyrosine, which rapidly accumulate L-dopa in the medium and those like TBF, after oxidation, give rise to a very stable o-quinone.

Ortho-Hydroxylation of 4-tert-butylphenol by nonheme iron(III) complexes as a functional model reaction for tyrosine hydroxylase

Funabiki, Takuzo,Yokomizo, Tomomasa,Suzuki, Shinko,Yoshida, Satohiro

, p. 151 - 152 (1997)

Hydroxylation of 4-tert-butylphenol to 4-tert-butylcatechol is performed by a catecholatoiron(III) complex-hydroquinone-O2 system which mimicks the roles of Fe2+ and Fe3+ in tyrosine hydroxylase; the ortho-hydroxylation of phenols by iron-oxygen active species is suggested.

Direct Synthesis of Hydroquinones from Quinones through Sequential and Continuous-Flow Hydrogenation-Derivatization Using Heterogeneous Au–Pt Nanoparticles as Catalysts

Miyamura, Hiroyuki,Tobita, Fumiya,Suzuki, Aya,Kobayashi, Shū

supporting information, p. 9220 - 9224 (2019/06/13)

Pt–Au bimetallic nanoparticle catalysts immobilized on dimethyl polysilane (Pt–Au/(DMPSi-Al2O3)) have been developed for selective hydrogenation of quinones to hydroquinones. High reactivity, selectivity, and robustness of the catalysts were confirmed under continuous-flow conditions. Various direct derivatizations of quinones, such as methylation, acetylation, trifluoromethanesulfonylation, methacrylation, and benzoylation were successfully performed under sequential and continuous-flow conditions to afford the desired products in good to excellent yields. Especially, air-sensitive hydroquinones, such as anthrahydroquinones and naphthohydroquinones, could be successfully generated and derivatized under closed sequential and continuous-flow conditions without decomposition.

Synthesis of α-oxygenated ketones and substituted catechols via the rearrangement of N-enoxy- and N-aryloxyphthalimides

Kroc, Michelle A.,Patil, Aditi,Carlos, Anthony,Ballantine, Josiah,Aguilar, Stephanie,Mo, Dong-Liang,Wang, Heng-Yen,Mueller, Daniel S.,Wink, Donald J.,Anderson, Laura L.

, p. 4125 - 4137 (2017/06/29)

A common approach to the synthesis of α-oxygenated carbonyl compounds and catechols is the treatment of a carbonyl compound or a phenol with an electrophilic oxygen source. As an alternative approach to these important structures, formal [3,3]-rearrangements of N-enoxyphthalimides, N-enoxyisoindolinones, and N-aryloxyphthalimides have been explored. When used in combination with an initial Chan-Lam coupling, these transformations facilitate the dioxygenation of alkenylboronic acids for the synthesis of α-oxygenated ketones and the dioxygenation of arylboronic acids for the synthesis of catechols. The rearrangements of N-enoxyisoindolinones have also been shown to be diastereoselective.

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