Product Name

  • Name

    2-Isopropylphenol

  • EINECS 201-852-8
  • CAS No. 88-69-7
  • Article Data107
  • CAS DataBase
  • Density 1.012
  • Solubility Insoluble SOLVENT
  • Melting Point 15 - 16 C
  • Formula C9H12 O
  • Boiling Point 212 - 213 C
  • Molecular Weight 136.194
  • Flash Point 107 ºC
  • Transport Information UN 3145
  • Appearance clear to pale yellow liquid
  • Safety Poison by intravenous route. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
  • Risk Codes R34   
  • Molecular Structure Molecular Structure of 88-69-7 (2-Isopropylphenol)
  • Hazard Symbols
  • Synonyms Phenol,o-isopropyl- (8CI); 2-(1-Methylethyl)phenol; 2-Isopropylphenol; NSC 5103;o-Cumenol; o-Hydroxycumene; o-Isopropylphenol
  • PSA 20.23000
  • LogP 2.51560

Synthetic route

1-bromo-2-isopropylbenzene
7073-94-1

1-bromo-2-isopropylbenzene

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With potassium hydroxide; tris-(dibenzylideneacetone)dipalladium(0); tert-butyl XPhos In 1,4-dioxane; water at 100℃; for 6h;96%
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 20h;38%
With cesiumhydroxide monohydrate; bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II); 2-((di-adamantan-1-yl)phosphaneyl)-1-(2,6-diisopropylphenyl)-1H-imidazole In tetrahydrofuran at 24℃; for 20h; Inert atmosphere;
2-isopropylphenylboronic acid
89787-12-2

2-isopropylphenylboronic acid

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With iron(III) oxide; oxygen In tetrahydrofuran Irradiation;90%
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;90%
With ozone In ethanol; water at 20 - 30℃; for 0.5h;90%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

carbonic acid tert-butyl ester 2-formyl-phenyl ester
346433-42-9

carbonic acid tert-butyl ester 2-formyl-phenyl ester

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
In diethyl ether at 0℃; Grignard reaction;86%
o-isopropylanisole
2944-47-0

o-isopropylanisole

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; N-methylaniline In diethyl ether; xylene at 120℃; for 24h;80%
With hydrogen iodide
With boron tribromide
aluminium isopropoxide

aluminium isopropoxide

(-)-menthol
2216-51-5

(-)-menthol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

isopropoxybenzene
2741-16-4

isopropoxybenzene

D

3-isopropylhydroxybenzene
618-45-1

3-isopropylhydroxybenzene

Conditions
ConditionsYield
at 120℃; for 15h;A 64%
B 23%
C 10%
D 3%
...Expand
isopropyl alcohol
67-63-0

isopropyl alcohol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

5-propylphenol
644-35-9

5-propylphenol

D

2,6-diisopropylphenol
2078-54-8

2,6-diisopropylphenol

Conditions
ConditionsYield
With supercritical water at 399.84℃; for 1h; Kinetics; Further Variations:; Time;A 57.9%
B 2.4%
C 6.9%
D 5.9%
...Expand
acetic anhydride
108-24-7

acetic anhydride

2-isopropylaniline
643-28-7

2-isopropylaniline

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

2-isopropylbiphenyl
19486-60-3

2-isopropylbiphenyl

C

2-isopropyl-phenyl acetate
1608-68-0

2-isopropyl-phenyl acetate

Conditions
ConditionsYield
With potassium acetate; isopentyl nitrite In benzene at 80℃; for 10h;A 14%
B 6.4%
C 46%
...Expand
acetic anhydride
108-24-7

acetic anhydride

2-isopropylaniline
643-28-7

2-isopropylaniline

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

2-isopropylbiphenyl
19486-60-3

2-isopropylbiphenyl

C

2-isopropyl-phenyl acetate
1608-68-0

2-isopropyl-phenyl acetate

D

3,3-dimethyl-3H-indazole
59341-22-9

3,3-dimethyl-3H-indazole

Conditions
ConditionsYield
With potassium acetate; isopentyl nitrite In benzene at 80℃; for 10h;A 14%
B 6.4%
C 46%
D 2%
...Expand
isopropyl alcohol
67-63-0

isopropyl alcohol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

2,6-diisopropylphenol
2078-54-8

2,6-diisopropylphenol

D

isopropoxybenzene
2741-16-4

isopropoxybenzene

Conditions
ConditionsYield
With HMCM-49/MCM-41 composite at 180℃; under 760.051 Torr; for 1h; Flow reactor;A 41.6%
B 13.3%
C n/a
D n/a
...Expand
aluminium isopropoxide

aluminium isopropoxide

(-)-menthol
2216-51-5

(-)-menthol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

3-isopropylhydroxybenzene
618-45-1

3-isopropylhydroxybenzene

Conditions
ConditionsYield
at 160℃; for 15h;A 37%
B 26%
C 37%
...Expand
isopropyl alcohol
67-63-0

isopropyl alcohol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

2,6-diisopropylphenol
2078-54-8

2,6-diisopropylphenol

D

2,4,6-triisopropylphenol
2934-07-8

2,4,6-triisopropylphenol

Conditions
ConditionsYield
With HMCM-49 at 180℃; under 760.051 Torr; for 1h; Flow reactor;A 35.5%
B 9.4%
C n/a
D n/a
...Expand
Isopropylbenzene
98-82-8

Isopropylbenzene

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

D

3-isopropylhydroxybenzene
618-45-1

3-isopropylhydroxybenzene

Conditions
ConditionsYield
With pyridine-2-carbaldehyde; 2-(Aminomethyl)pyridine; iron(II) trifluoromethanesulfonate acetonitrile disolvate; dihydrogen peroxide In acetonitrile at 25℃; for 1.5h; chemoselective reaction;A 7%
B n/a
C 6%
D n/a
With VO(O2)(picolinato)(H2O)2 In acetonitrile at 20℃; Product distribution; Mechanism;
...Expand
isopropoxybenzene
2741-16-4

isopropoxybenzene

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

2,4-diisopropylphenol
2934-05-6

2,4-diisopropylphenol

C

2,4,6-triisopropylphenol
2934-07-8

2,4,6-triisopropylphenol

D

phenol
108-95-2

phenol

Conditions
ConditionsYield
Einleiten von BF3;
...Expand
2-isopropenylphenol
10277-93-7

2-isopropenylphenol

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With nickel Hydrogenation;
With ethanol; platinum Hydrogenation;
2-Hydroxy-3-isopropylbenzoic acid
7053-88-5

2-Hydroxy-3-isopropylbenzoic acid

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
at 200℃;
cumenesulphonic acid
22033-07-4

cumenesulphonic acid

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
bei der Kalischmelze;
triphenylborane
1095-03-0

triphenylborane

propyl bromide
106-94-5

propyl bromide

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With aluminium trichloride anschliessendes Behandeln mit H2O;
methoxybenzene
100-66-3

methoxybenzene

isopropyl alcohol
67-63-0

isopropyl alcohol

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With aluminium trichloride at 100 - 120℃;
isopropyl alcohol
67-63-0

isopropyl alcohol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With phosphoric acid at 95 - 130℃;
With iron(III) chloride at 120 - 130℃;
With boron trifluoride
...Expand
2-isopropylaniline
643-28-7

2-isopropylaniline

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite Diazotization;
With sulfuric acid; cis-nitrous acid Diazotization;
propan-1-ol
71-23-8

propan-1-ol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With boron trifluoride
With phosphoric acid at 95 - 130℃;
With boric acid Erhitzen des Reaktionsprodukts mit wenig H2SO4 und anschliessend mit H2O;
...Expand
propene
187737-37-7

propene

phenol
108-95-2

phenol

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With magnesium phenoxide at 320℃;
With aluminium(III) phenoxide at 220℃;
at 320℃;
at 340℃; under 72815.3 Torr;
In hydrogen fluoride
propene
187737-37-7

propene

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

isopropoxybenzene
2741-16-4

isopropoxybenzene

Conditions
ConditionsYield
With boron trifluoride; benzene at 0℃;
...Expand
isopropyl chloride
75-29-6

isopropyl chloride

phenol
108-95-2

phenol

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With hydrogenchloride; aluminium silicate-catalyst
2,4,6-triisopropylphenol
2934-07-8

2,4,6-triisopropylphenol

phenol
108-95-2

phenol

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

2,4-diisopropylphenol
2934-05-6

2,4-diisopropylphenol

Conditions
ConditionsYield
With boron trifluoride
...Expand
phenol
108-95-2

phenol

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

Conditions
ConditionsYield
With dihydroxodifluoroboric acid Einleiten von Propen;
Isopropylbenzene
98-82-8

Isopropylbenzene

A

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

B

4-Isopropylphenol
99-89-8

4-Isopropylphenol

C

3-isopropylhydroxybenzene
618-45-1

3-isopropylhydroxybenzene

Conditions
ConditionsYield
With hydrogen fluoride; boron trifluoride; dihydrogen peroxide at -60℃; for 0.5h; Product distribution;A 48 % Chromat.
B 40 % Chromat.
C 12 % Chromat.
With C27H19N3O7OsS; dihydrogen peroxide; acetic acid In dichloromethane at 23℃; for 0.416667h; Catalytic behavior; Inert atmosphere; Overall yield = 84 %;
With [(smifH)2Fe](OTf)2; dihydrogen peroxide In water; acetonitrile at 25℃; for 1.5h; Reagent/catalyst;A 8.1 %Chromat.
B n/a
C n/a
...Expand
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

4-bromo-2-isopropyl-phenol
26307-50-6

4-bromo-2-isopropyl-phenol

Conditions
ConditionsYield
With sodium hydroxide; bromine In dichloromethane at 15 - 20℃; for 0.75h;100%
With N-Bromosuccinimide In acetonitrile at 0 - 20℃; for 4h;100%
With bromine In dichloromethane at 15 - 20℃; for 0.75h;100%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

methyl iodide
74-88-4

methyl iodide

o-isopropylanisole
2944-47-0

o-isopropylanisole

Conditions
ConditionsYield
Stage #1: 2-(1-methylethyl)phenol With sodium hydride In hexane; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;
Stage #2: methyl iodide In hexane; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;		100%
Stage #1: 2-(1-methylethyl)phenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;		99%
With potassium hydroxide; tetra(n-butyl)ammonium hydrogen sulfate; triethylamine In dichloromethane; cyclohexane; water94%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

tetra-n-butylammonium tribromide

tetra-n-butylammonium tribromide

4-bromo-2-isopropyl-phenol
26307-50-6

4-bromo-2-isopropyl-phenol

Conditions
ConditionsYield
With hydrogenchloride; sodium sulfite In diethyl ether; chloroform100%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

1-isopropyl-2-(methoxymethoxy)benzene
74931-59-2

1-isopropyl-2-(methoxymethoxy)benzene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 65℃; for 2.5h;99%
With sodium hydride In tetrahydrofuran at 65℃; for 2.5h; Alkylation;99%
With sodium hydride In tetrahydrofuran at 6.5℃; for 2.5h; Methylation;99%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

N,N-Dimethylcarbamoyl chloride
79-44-7

N,N-Dimethylcarbamoyl chloride

2-isopropylphenyl dimethylcarbamate
25007-30-1

2-isopropylphenyl dimethylcarbamate

Conditions
ConditionsYield
Stage #1: 2-(1-methylethyl)phenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Inert atmosphere;
Stage #2: N,N-Dimethylcarbamoyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 3h; Inert atmosphere;		99%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2-isopropylphenyl trifluoromethanesulfonate
851199-82-1

2-isopropylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at -78 - 20℃; for 16h;99%
With triethylamine In dichloromethane at -78 - 20℃; for 14h; Inert atmosphere;90%
With triethylamine In dichloromethane at -78℃; for 14h; Inert atmosphere;81%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

1-iodo-butane
542-69-8

1-iodo-butane

carbon monoxide
201230-82-2

carbon monoxide

C14H20O2

C14H20O2

Conditions
ConditionsYield
With rhodium(III) chloride; 1,3-bis-(diphenylphosphino)propane; sodium carbonate; sodium bromide In 1,4-dioxane at 120℃; under 750.075 Torr; for 24h; Inert atmosphere; chemoselective reaction;99%
...Expand
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

acetic anhydride
108-24-7

acetic anhydride

2-isopropyl-phenyl acetate
1608-68-0

2-isopropyl-phenyl acetate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃; for 2h;98.3%
With sulfuric acid at 20℃; for 0.5h;
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

E-styryl iodide
42599-24-6

E-styryl iodide

2-isopropylphenyl (E)-styryl ether
1204773-50-1

2-isopropylphenyl (E)-styryl ether

Conditions
ConditionsYield
Stage #1: 2-(1-methylethyl)phenol With copper(l) iodide; 2-(2'-pyridyl)benzimidazole; caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: E-styryl iodide In N,N-dimethyl-formamide at 90℃; for 7h; Inert atmosphere; stereospecific reaction;		98%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

benzyl bromide
100-39-0

benzyl bromide

1-benzyloxy-2-isopropylbenzene

1-benzyloxy-2-isopropylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 29h; Reflux;98%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

1-bromo-3-isopropyl-2-hydroxybenzene
129976-32-5

1-bromo-3-isopropyl-2-hydroxybenzene

Conditions
ConditionsYield
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 16h; Reflux; Inert atmosphere;97%
With N-Bromosuccinimide; diisopropylamine In dichloromethane for 16h; Inert atmosphere; Reflux;96%
With N-Bromosuccinimide; diisopropylamine In dichloromethane at 0 - 20℃; for 2h;95%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

5-chloropyrazine-2,3-dicarbonitrile
72111-57-0

5-chloropyrazine-2,3-dicarbonitrile

5-(2-isopropylphenoxy)pyrazine-2,3-dicarbonitrile
1259925-60-4

5-(2-isopropylphenoxy)pyrazine-2,3-dicarbonitrile

Conditions
ConditionsYield
With triethylamine In acetone at 20℃; for 2h;97%
phthalic anhydride
85-44-9

phthalic anhydride

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

3,3-bis(4-hydroxy-3-isopropilphenyl)isobenzofuran-1(3H)-one
83938-75-4

3,3-bis(4-hydroxy-3-isopropilphenyl)isobenzofuran-1(3H)-one

Conditions
ConditionsYield
With PPA; zinc(II) chloride at 100℃; for 3h; Product distribution / selectivity;96%
With niobium pentachloride In methanesulfonic acid at 90℃; for 1.33333h; Friedel-Crafts Acylation;92%
With Lewis acid at 90℃; for 5h; Product distribution / selectivity;83%
With methanesulfonic acid at 90℃; for 5h;83%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

(1S,4R,4aS,8R,8aS,10R)-8,10-difluoro-8,10-diisopropyl-4,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-7,9(1H)-dione
1420231-13-5

(1S,4R,4aS,8R,8aS,10R)-8,10-difluoro-8,10-diisopropyl-4,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-7,9(1H)-dione

Conditions
ConditionsYield
With (Ra)-4-hydroxy-2,6-bis(2,4,6-tricyclohexylphenyl)dinaphtho-[1,3,2]dioxaphosphepine 4-oxide; sodium carbonate; Selectfluor In toluene at 20℃; for 48h;96%
With (S)-3,3'-bis-(2,4,4-tricyclohexylphenyl)-[1,1']-binaphthalenyl-2,2'-dioxaphosphoric acid; sodium carbonate; Selectfluor In toluene at 20℃; for 48h;96%
bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

silver trifluoromethanesulfonate
2923-28-6

silver trifluoromethanesulfonate

[Cp*Ir(η5-2-isopropyl-oxodienyl)][OTf]

[Cp*Ir(η5-2-isopropyl-oxodienyl)][OTf]

Conditions
ConditionsYield
Stage #1: bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver trifluoromethanesulfonate In acetone at 20℃; for 0.333333h; Schlenk technique;
Stage #2: 2-(1-methylethyl)phenol In acetone at 20℃; for 3h; Schlenk technique;
Stage #3: With caesium carbonate In acetone at 20℃; for 2h; Schlenk technique;		96%
...Expand
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

1-chloro-2-butene
591-97-9

1-chloro-2-butene

1-[(E)-but-2-enoxy]-2-isopropylbenzene
160592-66-5

1-[(E)-but-2-enoxy]-2-isopropylbenzene

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 10 - 15℃; for 5h;95.08%
With sodium hydroxide In N,N-dimethyl-formamide at 10 - 15℃; for 5h; Inert atmosphere; Industrial scale;95.08%
poly-isobutene

poly-isobutene

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

C9H11OPol

C9H11OPol

Conditions
ConditionsYield
In hexane; toluene at 0 - 20℃;95%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

ethyl (Z)-3-iodopropenoate
31930-36-6

ethyl (Z)-3-iodopropenoate

(Z)-3-(2-isopropyl-phenoxy)-acrylic acid ethyl ester
1204773-62-5

(Z)-3-(2-isopropyl-phenoxy)-acrylic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-(1-methylethyl)phenol With copper(l) iodide; 2-(2'-pyridyl)benzimidazole; caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: ethyl (Z)-3-iodopropenoate In N,N-dimethyl-formamide at 40℃; for 0.5h; Inert atmosphere; stereospecific reaction;		95%
With copper(l) iodide; 2-(2'-pyridyl)benzimidazole; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 2h; Inert atmosphere;95%
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere; stereospecific reaction;95%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

ethyl (Z)-3-iodopropenoate
31930-36-6

ethyl (Z)-3-iodopropenoate

(E)-ethyl 3-(2-isopropylphenoxy)acrylate
1349709-81-4

(E)-ethyl 3-(2-isopropylphenoxy)acrylate

Conditions
ConditionsYield
With copper(l) iodide; 2-(2'-pyridyl)benzimidazole; caesium carbonate In N,N-dimethyl-formamide at 40℃; for 0.5h; Inert atmosphere; stereospecific reaction;95%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

2-Methylpropionic anhydride
97-72-3

2-Methylpropionic anhydride

C13H18O2

C13H18O2

Conditions
ConditionsYield
With hafnium tetrakis(trifluoromethanesulfonate) In dichloromethane at 20℃; for 0.0833333h;95%
formaldehyd
50-00-0

formaldehyd

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

3-isopropylsalicylaldehyde
67372-96-7

3-isopropylsalicylaldehyde

Conditions
ConditionsYield
Stage #1: formaldehyd With triethylamine; magnesium chloride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: 2-(1-methylethyl)phenol In tetrahydrofuran at 20℃; for 4.33h; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether; water at 20℃;		94.3%
Stage #1: 2-(1-methylethyl)phenol With methylmagnesium bromide In tetrahydrofuran; diethyl ether at 0 - 20℃; for 1.08333h;
Stage #2: formaldehyd With triethylamine In tetrahydrofuran; diethyl ether; toluene at 80℃; for 4h; Further stages.;		92%
Stage #1: formaldehyd With triethylamine; magnesium chloride In tetrahydrofuran at 20℃;
Stage #2: 2-(1-methylethyl)phenol In tetrahydrofuran for 2h; Reflux;		85.2%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

2,5-Diiodo-6-isopropylphenol
127502-66-3

2,5-Diiodo-6-isopropylphenol

Conditions
ConditionsYield
With iodine; ethylamine; potassium iodide In ethanol; water at 0℃; for 0.5h;94%
With sodium hypochlorite; sodium iodide; sodium hydroxide In methanol at 20℃; for 0.5h;78%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

dimethyl sulfate
77-78-1

dimethyl sulfate

o-isopropylanisole
2944-47-0

o-isopropylanisole

Conditions
ConditionsYield
With sodium hydroxide In water at 90℃; for 4h;93%
With sodium hydroxide In water at 90℃; for 4h;93%
With sodium hydroxide for 2h; Heating;87%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

phenylacetyl chloride
103-80-0

phenylacetyl chloride

2-isopropylphenyl 2-phenylacetate

2-isopropylphenyl 2-phenylacetate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20 - 25℃; for 4h; Inert atmosphere;93%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

2-isopropyl-phenyl acetate
1608-68-0

2-isopropyl-phenyl acetate

Conditions
ConditionsYield
With methanesulfonic acid In 1,2-dichloro-ethane for 0.5h; Heating;92%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

p-bromobutylbenzene
41492-05-1

p-bromobutylbenzene

4-n-butyl-2'-isopropyldiphenyl ether

4-n-butyl-2'-isopropyldiphenyl ether

Conditions
ConditionsYield
With palladium diacetate; potassium phosphate; johnphos In toluene at 100℃; for 24h;92%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1-bromo-3-isopropyl-2-methoxybenzene
129976-33-6

1-bromo-3-isopropyl-2-methoxybenzene

Conditions
ConditionsYield
With lithium hydroxide; benzyltri(n-butyl)ammonium chloride In dichloromethane at 20℃; for 12h;92%
2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

1,7-dichloro-4-methylheptan-4-ol
1378680-15-9

1,7-dichloro-4-methylheptan-4-ol

C17H26Cl2O
1244041-17-5

C17H26Cl2O

Conditions
ConditionsYield
With aluminum (III) chloride Friedel Crafts alkylation; Inert atmosphere;92%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

2-(1-methylethyl)phenol
88-69-7

2-(1-methylethyl)phenol

4-bromo-2-isopropylphenol hemi-DABCO

4-bromo-2-isopropylphenol hemi-DABCO

Conditions
ConditionsYield
Stage #1: 2-(1-methylethyl)phenol With N-Bromosuccinimide; methanesulfonic acid In acetonitrile at -10 - 0℃; Inert atmosphere; Large scale;
Stage #2: 1,4-diaza-bicyclo[2.2.2]octane In n-heptane at 50℃; Inert atmosphere; Large scale;		92%

2-Isopropylphenol Chemical Properties

MF: C9H12O
MW: 136.19
EINECS: 201-852-8
Flash Point: 88.9 °C
Water Solubility: insoluble
Melting Point: 12-16 °C(lit.)
Refractive index: n20/D 1.526(lit.)
Density: 1.012 g/mL at 25 °C(lit.)
IUPAC Name: 2-propan-2-ylphenol
Boiling Point: 213.5 °C at 760 mmHg 
Enthalpy of Vaporization: 46.82 kJ/mol
vapor pressure: <0.05 mm Hg ( 25 °C) 
Appearance: Colourless liquid, phenolic odour
Stability: Stable under normal temperatures and pressures.
Product Categories: API intermediates ; Alphabetical Listings ; Flavors and Fragrances ; I-L ; Organic Building Blocks ; Oxygen Compounds ; Phenols
Synonyms: 1-Hydroxy-2-isopropylbenzene ; 2-(1-Methylethyl)-pheno ; 2-(1-Methylethyl)phenol ; 2-(1-Methylethyl)-Phenol ; Isopropylphenol, ortho ; O-Hydroxycumene ; O-isopropyl-phenol ; Phenol, o-isopropyl-
Following is the molecular structure of O-isopropylphenol (88-69-7):

2-Isopropylphenol Production

Phenols, such as 2-Isopropylphenol (88-69-7), do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid. Nitrated phenols often explode when heated. Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.

2-Isopropylphenol Toxicity Data With Reference

1.    

ivn-mus LD50:100 mg/kg

     JMCMAR    Journal of Medicinal Chemistry. 23 (1980),1350.

2-Isopropylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2-Isopropylphenol Safety Profile

Poison by intravenous route. A combustible liquid. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of O-isopropylphenol (88-69-7):
Hazard Codes  C,Xn
C: Corrosive   Xn: Harmful
Risk Statements: 34-22
34: Causes burns 
22: Harmful if swallowed 
Safety Statements: 26-36/37/39-45-28
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
28: After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 
RIDADR: UN 3145 8/PG 2
WGK Germany: 3
RTECS: SL5900000
HazardClass: 8
PackingGroup: II
HS Code: 29071900

2-Isopropylphenol Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

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