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4-tert-Butylcatechol

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Name

4-tert-Butylcatechol

EINECS 202-653-9
CAS No. 98-29-3 Density 1.086 g/cm3
PSA 40.46000 LogP 2.39530
Solubility water: 0.2 g/100 mL (25 °C) Melting Point 52-55 °C(lit.)
Formula C10H14O2 Boiling Point 286.3 °C at 760 mmHg
Molecular Weight 166.22 Flash Point 135.5 °C
Transport Information UN 2923 8/PG 3 Appearance white to cream flakes
Safety 26-36/37/39-45-61-24 Risk Codes 34-43-51/53-21/22-39/23/24/25-20/21/22-10
Molecular Structure Molecular Structure of 98-29-3 (p-tert-Butylcatechol) Hazard Symbols CorrosiveC,DangerousN,ToxicT
Synonyms

p-t-Butylpyrocatechol;4-tert-Butyl-1,2-dihydroxybenzene;4-06-00-06014 (Beilstein Handbook Reference);4-tert-Butylpyrokatechin [Czech];p-tert-Butyl catechol;Synox TBC;Pyrocatechol, 4-tert-butyl-;4-tert-Butyl-1,2-benzenediol;p-tert-Butylcatechol;t-Butyl catechol;1,2-Benzenediol, 4-(1,1-dimethylethyl)-;4-t-Butylpyrocatechol;p-tert-Butylpyrocatechol;4-tert-Butyl-pyrocatechol;1,2-Dihydroxy-4-tert-butylbenzene;4-tert-butylbenzene-1,2-diol;4-TBC;P-tert butyl catechol;4-tert-Butylcatechol (4-TBC) (TBC);p-tert-Butyl catechol, TBC;

Article Data 66

4-tert-Butylcatechol Synthetic route

98-54-4

para-tert-butylphenol

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%
1129-21-1

4-t-butyl-1,2-benzoquinone

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;
7228-36-6

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

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%
41280-64-2

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

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%
67027-80-9

4-tert-butyl-1,2-cyclohexanediol

A

98-54-4

para-tert-butylphenol

B

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"-tert-butyl)benzodioxepin

98-29-3

4-tert-Butylcatechol

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

C20H19NO4

98-29-3

4-tert-Butylcatechol

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

tert-butyl methyl ether

120-80-9

benzene-1,2-diol

98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
at 119.84℃; for 2h; Reagent/catalyst;81.7%
732-26-3

2,4,6-tri-tert-butylphenoxol

10473-52-6, 13730-88-6

catechol titanium salt

A

96-76-4

2,4-di-tert-Butylphenol

B

4026-05-5

3-tert-butylbenzene-1,2-diol

C

98-29-3

4-tert-Butylcatechol

Conditions
ConditionsYield
shearing stress;A 80%
B 60%
C 20%

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

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%

4-tert-Butylcatechol Chemical Properties

Molecular Structure:

Molecular Formula: C10H14O2
Molecular Weight: 166.217
IUPAC Name: 4-Tert-butylbenzene-1,2-diol
Synonyms of 4-tert-Butylcatechol (CAS NO.98-29-3): 1,2-Dihydroxy-4-tert-butylbenzene ; 4-06-00-06014 (Beilstein Handbook Reference) ; 4-TBC ; 4-t-Butylcatechol ; 4-t-Butylpyrocatechol ; 4-tert-Butyl-1,2-benzenediol ; 4-tert-Butyl-1,2-dihydroxybenzene ; 4-tert-Butylcatechin ; 4-tert-Butylpyrocatechol ; 4-tert-Butylpyrokatechin ; 4-tert-Butylpyrokatechin [Czech] ; AI3-24363 ; BRN 2043335 ; CCRIS 3332 ; EINECS 202-653-9 ; NSC 5310 ; Synox TBC ; p-t-Butylpyrocatechol ; p-tert-Butylcatechol ; p-tert-Butylpyrocatechol  ; 1,2-Benzenediol, 4-(1,1-dimethylethyl)- ; Pyrocatechol, 4-tert-butyl- ; p-tert-Butylcatechol ; t-Butyl catechol
CAS NO: 98-29-3
Classification Code: Antioxidants ; Mutation data ; Protective Agents ; Skin / Eye Irritant ; TSCA Flag T [Subject to the Section 4 test rule under TSCA] ; Tumor data 
Melting Point: 52-55 °C 
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: 135.5 °C
Enthalpy of Vaporization: 54.65 kJ/mol
Boiling Point: 286.3 °C at 760 mmHg
Vapour Pressure: 0.00155 mmHg at 25°C

4-tert-Butylcatechol Uses

 4-tert-Butylcatechol (CAS NO.98-29-3) is a derivative of catechol which is used as a stabilizer in the making of polyurethane foam. It is also can be used as an antioxidant for synthetic rubber,polymers and oil derivatives. It can be used as purification agent for aminoformate catalysts. 

4-tert-Butylcatechol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 32mg/kg (32mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07874,
rabbit LD50 skin 630uL/kg (0.63mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LD50 oral 2820mg/kg (2820mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LDLo skin 2gm/kg (2000mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0571349,

4-tert-Butylcatechol Consensus Reports

Reported in EPA TSCA Inventory.

4-tert-Butylcatechol Safety Profile

Safety Information of 4-tert-Butylcatechol (CAS NO.98-29-3):
Hazard Codes: C  ,N  ,T
Risk Statements: 34-43-51/53-21/22-39/23/24/25-20/21/22-10 
R34: Causes burns. 
R43: May cause sensitization by skin contact. 
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39: Danger of very serious irreversible effects. 
R23/24/25: Toxic by inhalation, in contact with skin and if swallowed. 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed. 
R10: Flammable.
Safety Statements: 26-36/37/39-45-61-24 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S61: Avoid release to the environment. Refer to special instructions / safety data sheets. 
S24: Avoid contact with skin.
RIDADR: UN 2923 8/PG 3
WGK Germany: 2
RTECS: UX1400000
HazardClass: 8
PackingGroup: III
HS Code: 29072900
A poison by intravenous route. Moderately toxic by ingestion and skin absorption. A severe skin and eye irritant. Mutation data reported. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, fog, mist. When heated to decomposition it emits acrid and irritating fumes.

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