Product Name

  • Name

    4-ISOPROPYLCATECHOL

  • EINECS
  • CAS No. 2138-43-4
  • Article Data14
  • CAS DataBase
  • Density 1.116g/cm3
  • Solubility
  • Melting Point 78°C
  • Formula C9H12 O2
  • Boiling Point 271°Cat760mmHg
  • Molecular Weight 152.193
  • Flash Point 129.2°C
  • Transport Information
  • Appearance
  • Safety Poison by intravenous route. A human skin irritant. When heated to decomposition it emits acrid smoke and fumes.
  • Risk Codes
  • Molecular Structure Molecular Structure of 2138-43-4 (4-ISOPROPYLCATECHOL)
  • Hazard Symbols
  • Synonyms Pyrocatechol,4-isopropyl- (6CI,7CI,8CI); 1,2-Dihydroxy-4-isopropylbenzene;4-Isopropyl-1,2-dihydroxybenzene; 4-Isopropylcatechol; 4-Isopropylpyrocatechol;NSC 62676
  • PSA 40.46000
  • LogP 2.22120

Synthetic route

2-hydroxy-5-isopropylbenzaldehyde
68591-07-1

2-hydroxy-5-isopropylbenzaldehyde

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With dihydrogen peroxide In sodium hydroxide for 0.5h; <45 deg C;85%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 20 - 23℃; for 4h;69%
Multi-step reaction with 2 steps
1: 40 percent / POCl3 / dimethylformamide / 1 h / Ambient temperature
2: 85 percent / 6percent H2O2 / aq. NaOH / 0.5 h / <45 deg C
View Scheme
Stage #1: 4-Isopropylphenol In dichloromethane at 0 - 20℃; for 66h;
Stage #2: With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Further stages.;
2,2-dichloro-5-isopropyl-benzo[1,3]dioxole

2,2-dichloro-5-isopropyl-benzo[1,3]dioxole

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With water
4,4'-(propane-2,2-diyl)bis(benzene-1,2-diol)
18811-78-4

4,4'-(propane-2,2-diyl)bis(benzene-1,2-diol)

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With Menthane; hydrogen; nickel at 180 - 230℃; under 14710.2 - 18387.7 Torr;
1-isopropyl 3,4-dimethoxy benzene
4132-76-7

1-isopropyl 3,4-dimethoxy benzene

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With hydrogen iodide
benzene-1,2-diol
120-80-9

benzene-1,2-diol

isopropyl alcohol
67-63-0

isopropyl alcohol

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
With sulfonated cation exchanger In toluene Heating;
2,2-dichloro-5-isopropyl-benzo[1,3]dioxole

2,2-dichloro-5-isopropyl-benzo[1,3]dioxole

water
7732-18-5

water

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

4,4'-(propane-2,2-diyl)bis(benzene-1,2-diol)
18811-78-4

4,4'-(propane-2,2-diyl)bis(benzene-1,2-diol)

menthane

menthane

hydrogen

hydrogen

nickel catalyst

nickel catalyst

A

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

B

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

benzene-1,2-diol

Conditions
ConditionsYield
at 180 - 230℃; under 14710.2 - 18387.7 Torr;
3,3,3',3'-tetramethyl-2,3,2',3'-tetrahydro-[1,1']spirobiindene-5,6,5',6'-tetraol
77-08-7

3,3,3',3'-tetramethyl-2,3,2',3'-tetrahydro-[1,1']spirobiindene-5,6,5',6'-tetraol

A

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

B

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

benzene-1,2-diol

C

compound C12H16O2 of mp: 135 degree

compound C12H16O2 of mp: 135 degree

Conditions
ConditionsYield
at 300℃;
5-(1-methylethyl)-1,3-benzodioxole
108303-53-3

5-(1-methylethyl)-1,3-benzodioxole

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus pentachloride
2: water
View Scheme
benzene-1,2-diol
120-80-9

benzene-1,2-diol

isopropyl alcohol
67-63-0

isopropyl alcohol

A

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

B

3-isopropylbenzene-1,2-diol
2138-48-9

3-isopropylbenzene-1,2-diol

Conditions
ConditionsYield
1-butyl-3-methylimidazolium heptachlorodiindate (III) at 100℃; for 3h; Product distribution / selectivity; In ionic liquid;
4-Isopropylphenol
99-89-8

4-Isopropylphenol

A

4-isopropylcatechol
2138-43-4

4-isopropylcatechol

B

4-isopropyl-2-(4-isopropylphenoxy)phenol

4-isopropyl-2-(4-isopropylphenoxy)phenol

C

4-isopropyl-3-(4-isopropylphenoxy)phenol

4-isopropyl-3-(4-isopropylphenoxy)phenol

Conditions
ConditionsYield
With ammonium bicarbonate In water; acetonitrile at 37℃; Electrochemical reaction;
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

epichlorohydrin
106-89-8

epichlorohydrin

1,1'-[(4-isopropyl-o-phenylene)dioxy]-bis-(2,3-epoxy-propane)
34646-52-1

1,1'-[(4-isopropyl-o-phenylene)dioxy]-bis-(2,3-epoxy-propane)

Conditions
ConditionsYield
With sodium hydroxide; sodium carbonate In water76%
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

1,3-Dichloroacetone
534-07-6

1,3-Dichloroacetone

7-isopropyl-2H-1,5-benzodioxepin-3(4H)-one

7-isopropyl-2H-1,5-benzodioxepin-3(4H)-one

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone for 4h; Heating;60%
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester
7355-18-2

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

4-Isopropylbrenzcatechin-2-O-triacetyl-β-D-glucopyranosiduronsaeuremethylester
117591-54-5

4-Isopropylbrenzcatechin-2-O-triacetyl-β-D-glucopyranosiduronsaeuremethylester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 100 - 110℃; under 3 - 6 Torr; for 0.75h;26%
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

benzoyl chloride
98-88-4

benzoyl chloride

1,2-bis-benzoyloxy-4-isopropyl-benzene

1,2-bis-benzoyloxy-4-isopropyl-benzene

Conditions
ConditionsYield
With pyridine
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

dimethyl sulfate
77-78-1

dimethyl sulfate

1-isopropyl 3,4-dimethoxy benzene
4132-76-7

1-isopropyl 3,4-dimethoxy benzene

Conditions
ConditionsYield
With potassium hydroxide
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

A

4',5''-Di-isopropyldibenzo-18-crown-6
110912-22-6

4',5''-Di-isopropyldibenzo-18-crown-6

B

4',4''-Di-isopropyldibenzo-18-crown-6
110912-35-1

4',4''-Di-isopropyldibenzo-18-crown-6

Conditions
ConditionsYield
With potassium hydroxide In toluene Title compound not separated from byproducts;
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

4-Isopropyl-o-benzochinon
54210-12-7

4-Isopropyl-o-benzochinon

Conditions
ConditionsYield
With cerium (IV) sulfate; sulfuric acid In chloroform
With sodium periodate In dichloromethane; water at 20 - 23℃; for 1h;
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

4-Isopropylbrenzcatechin-2-O-β-D-glucopyranosiduronsaeure
117591-56-7

4-Isopropylbrenzcatechin-2-O-β-D-glucopyranosiduronsaeure

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 26 percent / TsOH*H2O / 0.75 h / 100 - 110 °C / 3 - 6 Torr
2: 85 percent / NaOH / H2O / 0.5 h
View Scheme
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

4-Isopropylbrenzcatechin-2-O-β-D-glucopyranosiduronsaeuremethylester
117591-55-6

4-Isopropylbrenzcatechin-2-O-β-D-glucopyranosiduronsaeuremethylester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 26 percent / TsOH*H2O / 0.75 h / 100 - 110 °C / 3 - 6 Torr
2: 88 percent / Na, MeOH / 3 h / 20 °C
View Scheme
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

acetic anhydride
108-24-7

acetic anhydride

4-isopropylphenylene-1,2-diacetate
1039065-26-3

4-isopropylphenylene-1,2-diacetate

Conditions
ConditionsYield
With pyridine at 20℃;
4-isopropylcatechol
2138-43-4

4-isopropylcatechol

C15H14O3

C15H14O3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium periodate / dichloromethane; water / 1 h / 20 - 23 °C
2: oxygen; copper(l) chloride; 4-methoxypyridine / dichloromethane / 20 - 23 °C / 1520.1 Torr / Molecular sieve
View Scheme

4-ISOPROPYLCATECHOL Chemical Properties

Product Name: 4-Isopropylcatechol (CAS NO.2138-43-4)


Molecular Formula: C9H12O2
Molecular Weight: 152.19g/mol
Mol File: 2138-43-4.mol
Einecs: 218-384-5
Boiling point: 271 °C at 760 mmHg
Flash Point: 129.2 °C
Density: 1.116 g/cm3
Surface Tension: 44.5 dyne/cm
Enthalpy of Vaporization: 52.97 kJ/mol
Vapour Pressure: 0.00399 mmHg at 25°C
XLogP3: 2.1
H-Bond Donor: 2
H-Bond Acceptor: 2
Product Categories: Aromatic Phenols

4-ISOPROPYLCATECHOL Toxicity Data With Reference

1.    

skn-man 1%/48H

    BJDEAZ    British Journal of Dermatology. 94 (1976),687.
2.    

ivn-mus LD50:56 mg/kg

    CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#07862 .

4-ISOPROPYLCATECHOL Safety Profile

Poison by intravenous route. A human skin irritant. When heated to decomposition it emits acrid smoke and fumes.

4-ISOPROPYLCATECHOL Specification

 4-Isopropylcatechol ,its CAS NO. is 2138-43-4,the synonyms is 4-Isopropylcatechol ; 4-(1-Methylethyl)-2-benzenediol ; 4-Isopropyl-pyrocatecho ; Pyrocatechol, 4-isopropyl- ; 4-Isopropylpyrocatechol ; Para-isopropylcatechol ; 4-Isopropyl-1,2-benzenediol .

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