Product Name

  • Name

    4-Isopropylphenol

  • EINECS 202-798-8
  • CAS No. 99-89-8
  • Article Data135
  • CAS DataBase
  • Density 0.987 g/cm3
  • Solubility Slightly soluble in water, soluble in ethanol and ethyl ether
  • Melting Point 59-62 ºC
  • Formula C9H12O
  • Boiling Point 208.6 °C at 760 mmHg
  • Molecular Weight 136.194
  • Flash Point 95.3 °C
  • Transport Information UN 2430
  • Appearance white to beige crystalline solid
  • Safety 26-36/37/39-45-61
  • Risk Codes 22-34-43-52/53
  • Molecular Structure Molecular Structure of 99-89-8 (4-Isopropylphenol)
  • Hazard Symbols CorrosiveC
  • Synonyms Phenol,p-isopropyl- (8CI);4-(1-Methylethyl)phenol;4-Isopropylphenol;Australol;NSC1888;p-Cumenol;p-Isopropylphenol;
  • PSA 20.23000
  • LogP 2.51560

Synthetic route

4-isopropyl-phenetole
4132-79-0

4-isopropyl-phenetole

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere;99%
With hydrogen iodide
1-methoxy-4-(1-methylethyl)benzene
4132-48-3

1-methoxy-4-(1-methylethyl)benzene

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 220℃; for 0.666667h; Inert atmosphere; Microwave irradiation;98%
With trimethylsilyl iodide at 105 - 114℃; for 0.25h; Microwave irradiation; Inert atmosphere;92%
With tetrachlorosilane; borontrifluoride acetic acid; lithium iodide In toluene; acetonitrile at 70℃; for 10h;89%
With hydrogen iodide
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With ammonium bicarbonate In water at 20℃; for 2h; Schlenk technique;97%
(4-isopropylphenoxy)trimethylsilane
25237-77-8

(4-isopropylphenoxy)trimethylsilane

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;96%
With poly (ethylene glycol)-sulfonated sodium montmorillonite nanocomposite In methanol at 20℃; for 0.166667h;91%
4-propoxycumene
28530-35-0

4-propoxycumene

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide at 200 - 220℃; for 0.5h; Microwave irradiation; Inert atmosphere;96%
(4-isopropylphenyl)boronic acid
16152-51-5

(4-isopropylphenyl)boronic acid

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol at 20℃; for 0.166667h;96%
With iron(III) oxide; oxygen In tetrahydrofuran Irradiation;95%
With iron(III) oxide; oxygen In tetrahydrofuran at 20℃; Irradiation;95%
[2-(4-isopropylphenoxy)ethyl]trimethylsilane
1338215-41-0

[2-(4-isopropylphenoxy)ethyl]trimethylsilane

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
Stage #1: [2-(4-isopropylphenoxy)ethyl]trimethylsilane With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere;
88%
4-isopropylphenyl lithium
41485-62-5

4-isopropylphenyl lithium

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With titanium(IV) isopropylate; tert.-butylhydroperoxide In diethyl ether at -78℃; for 12h;80%
4-hydroxy-4-isopropylcyclohexa-2,5-dien-1-one

4-hydroxy-4-isopropylcyclohexa-2,5-dien-1-one

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With sodium hydride; bis(pinacol)diborane In 1,2-dichloro-ethane at 70℃; for 12h; Inert atmosphere;77%
(1R,5R)-(+)-β-pinene
127-91-3

(1R,5R)-(+)-β-pinene

A

4-Isopropylphenol
99-89-8

4-Isopropylphenol

B

nopinone
77982-63-9

nopinone

Conditions
ConditionsYield
Stage #1: (1R,5R)-(+)-β-pinene With ozone In methanol
Stage #2: With iron(III) chloride hexahydrate In methanol at 60℃; for 2h;
A 15%
B 70%
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%
1,4-bis(1-methylethyl)benzene
100-18-5

1,4-bis(1-methylethyl)benzene

A

4-Isopropylphenol
99-89-8

4-Isopropylphenol

B

hydroquinone
123-31-9

hydroquinone

Conditions
ConditionsYield
Stage #1: 1,4-bis(1-methylethyl)benzene With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; under 760.051 Torr; for 20h;
Stage #2: With sulfuric acid In acetonitrile at 75℃; for 4h; Further stages.;
A 33%
B 61%
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%
allyl 1-isopropyl-4-oxocyclohexa-2,5-dienecarboxylate

allyl 1-isopropyl-4-oxocyclohexa-2,5-dienecarboxylate

A

4-Isopropylphenol
99-89-8

4-Isopropylphenol

B

1-(allyloxy)-4-isopropylbenzene
71029-37-3

1-(allyloxy)-4-isopropylbenzene

C

2-allyl-4-isopropylphenol
74663-59-5

2-allyl-4-isopropylphenol

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 0.5h; Inert atmosphere;A 44%
B 8%
C 48%
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
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%
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
(4-isopropylbenzyl)trimethylsilane
18412-75-4

(4-isopropylbenzyl)trimethylsilane

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With sodium persulfate; oxygen In acetonitrile at 55℃; for 20h;33%
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;
4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
bei der Destillation;
With palladium on activated charcoal
With copper oxide-chromium oxide; hydrogen at 220 - 230℃; under 132391 Torr;

A

4-Isopropylphenol
99-89-8

4-Isopropylphenol

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
Hydrogenolyse;
at 160℃; under 7600 - 15200 Torr; Hydrogenation.in Gegenwart eines wismuthaltigen Nickel-, Kobalt- oder Kupfer-Katalysators;
isopropoxybenzene
2741-16-4

isopropoxybenzene

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With dihydroxodifluoroboric acid bei Siedetemperatur;
With aluminium trichloride
4-Isopropylaniline
99-88-7

4-Isopropylaniline

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Erwaermen der erhaltenen Diazoniumsalz-Loesung auf 50-60grad;
via p-cumenediazonium salt; Multistep reaction;
With sulfuric acid; sodium nitrite Erwaermen der erhaltenen Diazoniumsalz-Loesung auf 50-60grad;
2-hydroxy-5-isopropylbenzoic acid
31589-71-6

2-hydroxy-5-isopropylbenzoic acid

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With hydrogenchloride at 180℃;
1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide
98-49-7

1-(4-isopropyl-phenyl)-1-methyl-ethyl hydroperoxide

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid
triphenylborane
1095-03-0

triphenylborane

propyl bromide
106-94-5

propyl bromide

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With aluminium trichloride anschliessendes Behandeln mit H2O;
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
isopropyl alcohol
67-63-0

isopropyl alcohol

phenol
108-95-2

phenol

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With boron trifluoride
With aluminium trichloride; Petroleum ether at 110 - 120℃;
With iron(III) chloride at 120 - 130℃;
cyclohexanol
108-93-0

cyclohexanol

4-Isopropylphenol
99-89-8

4-Isopropylphenol

Conditions
ConditionsYield
With hydrogenation catalyst at 220 - 230℃;
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;
4-Isopropylphenol
99-89-8

4-Isopropylphenol

propargyl bromide
106-96-7

propargyl bromide

1-isopropyl-4-(prop-2-yn-1-yloxy)benzene

1-isopropyl-4-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With caesium carbonate In acetonitrile100%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;92%
With potassium carbonate In acetone for 4h; Reflux;80.3%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

benzyl bromide
100-39-0

benzyl bromide

1-(benzyloxy)-4-isopropylbenzene
28530-42-9

1-(benzyloxy)-4-isopropylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Reflux; Sealed tube;100%
Stage #1: 4-Isopropylphenol With potassium carbonate In N,N-dimethyl-formamide for 2h; Inert atmosphere;
Stage #2: benzyl bromide In N,N-dimethyl-formamide at 60℃; for 12h;
With tetra-(n-butyl)ammonium iodide; potassium hydroxide In acetonitrile for 2h;
With tetra-(n-butyl)ammonium iodide; potassium hydroxide In acetonitrile for 1h; Cooling;
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4-Isopropylphenol
99-89-8

4-Isopropylphenol

2-(4-isopropylphenoxy)-5-nitropyridine
76893-56-6

2-(4-isopropylphenoxy)-5-nitropyridine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;99%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;99%
With sodium hydroxide; tetrabutyl-ammonium chloride In water; benzene at 56℃; for 0.25h;71%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

thianthrene cation radical perchlorate
35787-71-4

thianthrene cation radical perchlorate

5-(2-Hydroxy-5-isopropyl-phenyl)-thianthren-5-ium; perchlorate

5-(2-Hydroxy-5-isopropyl-phenyl)-thianthren-5-ium; perchlorate

Conditions
ConditionsYield
In acetonitrile for 18h;99%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

1-(4'-isopropylphenoxy)-3-phenoxypropan-2-ol
1260374-16-0

1-(4'-isopropylphenoxy)-3-phenoxypropan-2-ol

Conditions
ConditionsYield
With 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine supported on polystyrene (PS-BEMP; PS = 200-400 mesh polystyryl with 2percent of divinylbenzene) at 60℃; for 18h; Neat (no solvent); regioselective reaction;99%
With 1,4-bis(4-vinylphenoxy)benzene crosslinked polystyrene functionalized with 1,5,7-triazabicyclo[4.4.0]dec-5-ene In neat (no solvent) at 60℃; for 18h; Reagent/catalyst; Green chemistry;
4-Isopropylphenol
99-89-8

4-Isopropylphenol

2-cyano-1-phenylacetylene
935-02-4

2-cyano-1-phenylacetylene

(Z)-3-(4-isopropylphenoxy)-3-phenylacrylonitrile
1395087-33-8

(Z)-3-(4-isopropylphenoxy)-3-phenylacrylonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 20 - 25℃; for 12h; optical yield given as %de;99%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

C20H13ClF2S

C20H13ClF2S

C38H35ClO2S

C38H35ClO2S

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 80℃; Inert atmosphere;99%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

(1-methylethyl)-cyclohexane
696-29-7

(1-methylethyl)-cyclohexane

Conditions
ConditionsYield
With hydrogen In dodecane at 200℃; under 15001.5 Torr; for 2h;98.2%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

methyl iodide
74-88-4

methyl iodide

1-methoxy-4-(1-methylethyl)benzene
4132-48-3

1-methoxy-4-(1-methylethyl)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Heating;98%
Stage #1: 4-Isopropylphenol With potassium carbonate In acetone
Stage #2: methyl iodide In acetone Further stages.;
98%
With sodium hexamethyldisilazane In tetrahydrofuran at 20℃; for 23h; Inert atmosphere;83%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

2-iodo-4-(1-methylethyl)phenol
58456-88-5

2-iodo-4-(1-methylethyl)phenol

Conditions
ConditionsYield
With N-iodo-succinimide; toluene-4-sulfonic acid In dichloromethane at 20℃;98%
Stage #1: 4-Isopropylphenol With ammonium iodide In methanol at 0℃; for 0.0333333h;
Stage #2: With potassium phosphate In methanol for 0.0833333h;
90%
With N-iodo-succinimide In various solvent(s) at 27℃; for 0.666667h;89%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

(4-isopropylphenoxy)trimethylsilane
25237-77-8

(4-isopropylphenoxy)trimethylsilane

Conditions
ConditionsYield
With 3-methyl-1-sulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0333333h; Neat (no solvent);98%
With succinimide-N-sulfonic acid In acetonitrile at 20℃; for 0.0333333h; chemoselective reaction;98%
With 1,3-disulfonic acid imidazolium hydrogen sulfate In neat (no solvent) at 20℃; for 0.0333333h; Green chemistry;98%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

1-(4-isopropylphenoxy)-2-nitrobenzene
640766-56-9

1-(4-isopropylphenoxy)-2-nitrobenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h; Inert atmosphere;98%
Stage #1: 4-Isopropylphenol With potassium tert-butylate In tetrahydrofuran for 1h;
Stage #2: ortho-nitrofluorobenzene In tetrahydrofuran
4-Isopropylphenol
99-89-8

4-Isopropylphenol

ethyl bromoacetate
105-36-2

ethyl bromoacetate

(4-isopropylphenyl)acetic acid ethyl ester
14062-21-6

(4-isopropylphenyl)acetic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 48h;98%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

(E)-1-(but-2-en-1-yloxy)-4-isopropylbenzene
104395-27-9

(E)-1-(but-2-en-1-yloxy)-4-isopropylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;97%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

C18H20O3
1638114-19-8

C18H20O3

Conditions
ConditionsYield
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine; oxygen In dichloromethane at 20 - 23℃; under 760.051 Torr; for 4h;97%
With tetrakis(actonitrile)copper(I) hexafluorophosphate; N,N'-di-tert-butylethylenediamine; oxygen In dichloromethane at 23℃; under 760.051 Torr; for 4h; Reagent/catalyst;92%
With N,N'-di-tert-butylethylenediamine; oxygen; copper(II) acetate monohydrate In dichloromethane at 25℃; under 1520.1 Torr; for 4h; Catalytic behavior; Glovebox;87%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

2-(diethylamino)ethyl chloride
100-35-6

2-(diethylamino)ethyl chloride

1-(2-Diethylaminoethoxy)-4-isopropyl-benzol
57586-09-1

1-(2-Diethylaminoethoxy)-4-isopropyl-benzol

Conditions
ConditionsYield
96%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

11-amino-6-chloro-9-mercapto-5H-naphtho[2,1-b]pyrimido[5,4-e][1,4]oxazin-5-one

11-amino-6-chloro-9-mercapto-5H-naphtho[2,1-b]pyrimido[5,4-e][1,4]oxazin-5-one

11-amino-9-mercapto-6-(4-isopropylphenoxy)-8,10-diaza-5H-benzo[a]phenoxazin-5-one

11-amino-9-mercapto-6-(4-isopropylphenoxy)-8,10-diaza-5H-benzo[a]phenoxazin-5-one

Conditions
ConditionsYield
With palladium diacetate; tert-butyl XPhos In toluene at 100 - 110℃; for 7h; Inert atmosphere;96%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

4-isopropyl-2-nitrophenol
1576-10-9

4-isopropyl-2-nitrophenol

Conditions
ConditionsYield
With nitric acid; copper(II) nitrate In water at 20 - 25℃; for 2h;95.1%
With Eu-Mo-modified montmorillonite HKSF; nitric acid In tetrahydrofuran at 20℃; for 12h;87%
With nitrourea; silica-gel-supported sulfuric acid In dichloromethane at 20℃; for 3.83333h; regioselective reaction;77%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-(4-isopropylphenoxy)benzonitrile

4-(4-isopropylphenoxy)benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 14h; Alkylation;95%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

acetic anhydride
108-24-7

acetic anhydride

4-isopropylphenyl acetate
2664-32-6

4-isopropylphenyl acetate

Conditions
ConditionsYield
With rice husk ash at 80℃; for 0.25h; Green chemistry;95%
With rice-husk-supported FeCl3 nano particles In neat (no solvent) at 80℃; for 1h;93%
With H3[P(Mo3O10)4]*nH2O at 20℃; for 0.05h;87%
formaldehyd
50-00-0

formaldehyd

4-Isopropylphenol
99-89-8

4-Isopropylphenol

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

2-hydroxy-5-isopropylbenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile at 70℃; for 2h;95%
With magnesia In neat (no solvent) for 0.283333h; Microwave irradiation; regioselective reaction;75%
With triethylamine; magnesium chloride In tetrahydrofuran for 6h; Reflux;75%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

2-(tert-butyl)-4-isopropylphenol
7597-97-9

2-(tert-butyl)-4-isopropylphenol

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 40℃; for 24h; Inert atmosphere;95%
With sulfuric acid at 20℃; for 1h; Inert atmosphere;42%
2,6-Dibromopyridine
626-05-1

2,6-Dibromopyridine

4-Isopropylphenol
99-89-8

4-Isopropylphenol

2,6-bis(4-isopropylphenoxy)pyridine

2,6-bis(4-isopropylphenoxy)pyridine

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In 1-methyl-pyrrolidin-2-one at 160℃; for 24h; Inert atmosphere; Schlenk technique;95%
4-Isopropylphenol
99-89-8

4-Isopropylphenol

iodobenzene
591-50-4

iodobenzene

carbon monoxide
201230-82-2

carbon monoxide

4-isopropylphenyl benzoate
13936-99-7

4-isopropylphenyl benzoate

Conditions
ConditionsYield
With dicarbonyl(acetylacotonato)rhodium(I); triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 120℃; for 48h; Inert atmosphere; Autoclave; Schlenk technique;95%
With palladium diacetate; potassium carbonate at 100℃; under 5250.53 Torr; for 3h; Catalytic behavior;50 %Chromat.

4-Isopropylphenol Consensus Reports

Reported in EPA TSCA Inventory.

4-Isopropylphenol Standards and Recommendations

DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

4-Isopropylphenol Specification

The IUPAC name of p-Isopropylphenol is 4-propan-2-ylphenol. With the CAS registry number 99-89-8, it is also named as 1-Hydroxy-4-isopropylbenzene. It is white to beige crystalline solid which is slightly soluble in water, soluble in ethanol and ethyl ether. In addition, thischemical is toxic and flammable. When heated to decomposition it emits acrid smoke and fumes. So the storage environment should be ventilate, low-temperature and dry. Keep p-Isopropylphenol separate from oxidant.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.82; (4)ACD/LogD (pH 7.4): 2.82; (5)ACD/BCF (pH 5.5): 81.99; (6)ACD/BCF (pH 7.4): 81.86; (7)ACD/KOC (pH 5.5): 815.63; (8)ACD/KOC (pH 7.4): 814.34; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.525; (13)Molar Refractivity: 42.31 cm3; (14)Molar Volume: 137.9 cm3; (15)Polarizability: 16.77×10-24 cm3; (16)Surface Tension: 35.7 dyne/cm; (17)Enthalpy of Vaporization: 46.3 kJ/mol; (18)Vapour Pressure: 0.147 mmHg at 25°C; (19)Rotatable Bond Count: 1; (20)Tautomer Count: 2; (21)Exact Mass: 136.088815; (22)MonoIsotopic Mass: 136.088815; (23)Topological Polar Surface Area: 20.2; (24)Heavy Atom Count: 10; (25)Complexity: 90.9.

Preparation of p-Isopropylphenol: It can be obtained by C9H11Li. This reaction needs reagent tBuOOH and Ti(OiPr)4 and solvent diethyl ether at temperature of -78 °C. The reaction time is 12 hours. The yield is 80%. 

Uses of p-Isopropylphenol: It is used in organic synthesis. For example: it can react with trichloromethane to get 2-hydroxy-5-isopropyl-benzaldehyde. This reaction which is Reimer-Tiemann reaction needs reagent sodium hydroxide and solvent ethanol and H2O at temperature of 70 °C. 

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. It may cause sensitization by skin contact and may cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) And people should avoid release it to the environment.

People can use the following data to convert to the molecule structure.
1. SMILES:Oc1ccc(cc1)C(C)C
2. InChI:InChI=1/C9H12O/c1-7(2)8-3-5-9(10)6-4-8/h3-7,10H,1-2H3

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 40mg/kg (40mg/kg) BEHAVIORAL: SLEEP Journal of Medicinal Chemistry. Vol. 23, Pg. 1350, 1980.
mouse LD50 oral 875mg/kg (875mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(1), Pg. 94, 1981.
mouse LDLo intraperitoneal 250mg/kg (250mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
"Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 339, 1953.

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