Product Name

  • Name

    4-tert-Amylphenol

  • EINECS 201-280-9
  • CAS No. 80-46-6
  • Article Data59
  • CAS DataBase
  • Density 0.96 g/cm3
  • Solubility 37 mg/L (20 ºC) in water
  • Melting Point 88-89 °C(lit.)
  • Formula C11H16O
  • Boiling Point 262.499 °C at 760 mmHg
  • Molecular Weight 164.247
  • Flash Point 122.379 °C
  • Transport Information UN 2430 8/PG 2
  • Appearance White little spiculate crystal
  • Safety 26-27-36/37/39-45-61
  • Risk Codes 21/22-34-51/53
  • Molecular Structure Molecular Structure of 80-46-6 (4-tert-Amylphenol)
  • Hazard Symbols CorrosiveC,DangerousN
  • Synonyms Phenol,p-(1,1-dimethylpropyl)- (5CI);Phenol, p-tert-pentyl- (6CI,8CI);4-(1,1-Dimethylpropyl)phenol;4-t-Pentylphenol;4-tert-Pentylphenol;Amilfenol;p-(1,1-Dimethylpropyl)phenol;p-(a,a-Dimethylpropyl)phenol;p-tert-Amylphenol;p-tert-Pentylphenol;
  • PSA 20.23000
  • LogP 3.07980

Synthetic route

1-allyloxy-4-(1',1''-dimethylpropyl)benzene
261618-80-8

1-allyloxy-4-(1',1''-dimethylpropyl)benzene

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With tert.-butyl lithium In pentane at -78 - 20℃; Substitution;94%
Stage #1: 1-allyloxy-4-(1',1''-dimethylpropyl)benzene With C12H37NiP4(1+)*C2F6NO4S2(1-) In tetrahydrofuran at 20℃; for 0.5h; Glovebox; Schlenk technique; Inert atmosphere;
Stage #2: With toluene-4-sulfonic acid In tetrahydrofuran for 15h; Glovebox; Schlenk technique; Reflux; Inert atmosphere;
93%
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With aluminium trichloride In chloroform at 25℃; for 10h;82%
With toluene-4-sulfonic acid at 100℃; im Einschlussrohr;
With metal halides
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

isobutene
115-11-7

isobutene

phenol
108-95-2

phenol

A

para-tert-butylphenol
98-54-4

para-tert-butylphenol

B

2-tert-Butylphenol
88-18-6

2-tert-Butylphenol

C

4-t-amylphenol
80-46-6

4-t-amylphenol

D

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

2,4-di-tert-Butylphenol

E

2,4,6-tri-tert-butylphenoxol
732-26-3

2,4,6-tri-tert-butylphenoxol

F

2,4-di-tert-amylphenol
120-95-6

2,4-di-tert-amylphenol

G

2-t-butyl-4-(1,1-dimethylpropyl)-phenol
122269-03-8

2-t-butyl-4-(1,1-dimethylpropyl)-phenol

H

4-tert-butyl-2-(1,1-dimethyl-propyl)-phenol
122269-05-0

4-tert-butyl-2-(1,1-dimethyl-propyl)-phenol

Conditions
ConditionsYield
Stage #1: isobutene; phenol; Fulcat 22B catalyst at 130 - 140℃; for 1.5h; Inert atmosphere;
Stage #2: 2-methyl-but-2-ene at 130℃; for 3.25h;
A 50.8%
B 1.4%
C 15.3%
D 17.6%
E 0.3%
F 1.3%
G 10.7%
H 10.7%
2-methyl-2-butylchloride
594-36-5

2-methyl-2-butylchloride

potassium phenolate
100-67-4

potassium phenolate

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 75 - 180℃;
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 100℃;
2-Methyl-1-butene
563-46-2

2-Methyl-1-butene

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With sulfuric acid
With metal halides
With diphenyl hydrogen phosphate
With metal halides
With sulfuric acid
carbonochloridic acid 3-methyl-butyl ester
628-50-2

carbonochloridic acid 3-methyl-butyl ester

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With iron(III) chloride
tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With aluminium trichloride; Petroleum ether
With sulfuric acid
With sulfuric acid; zinc(II) chloride
2-methyl-2-butylchloride
594-36-5

2-methyl-2-butylchloride

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

i-Amyl alcohol
123-51-3

i-Amyl alcohol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With zinc(II) chloride at 180℃;
With zinc(II) chloride at 180℃;
1-chloro-3-methylbutane
107-84-6

1-chloro-3-methylbutane

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With aluminium trichloride
2,4-di-tert-amylphenol
120-95-6

2,4-di-tert-amylphenol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With aluminium trichloride at 35 - 110℃;
With sulfuric acid at 170℃;
tert-amylphenol
3279-27-4

tert-amylphenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
In neat (no solvent) at 99.9 - 209.9℃; Equilibrium constant; effect of temperature;
aluminium trichloride
7446-70-0

aluminium trichloride

phenol
108-95-2

phenol

(+-)-2-methyl-butanol-(3)

(+-)-2-methyl-butanol-(3)

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
zuletzt bei 50-60grad;
iron(III) chloride
7705-08-0

iron(III) chloride

carbonochloridic acid 3-methyl-butyl ester
628-50-2

carbonochloridic acid 3-methyl-butyl ester

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

sulfuric acid
7664-93-9

sulfuric acid

acetic acid
64-19-7

acetic acid

phenol
108-95-2

phenol

fusel oil amylene

fusel oil amylene

4-t-amylphenol
80-46-6

4-t-amylphenol

aluminium trichloride
7446-70-0

aluminium trichloride

tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

phenol
108-95-2

phenol

petroleum ether

petroleum ether

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 25 - 30℃;
tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

iron(III) chloride
7705-08-0

iron(III) chloride

phenol
108-95-2

phenol

petroleum ether

petroleum ether

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 50 - 60℃;
aluminium trichloride
7446-70-0

aluminium trichloride

3-methyl-2-butanol
598-75-4

3-methyl-2-butanol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
zuletzt bei 50-60grad;
phenol
108-95-2

phenol

(+-)-2-methyl-butanol-(3)

(+-)-2-methyl-butanol-(3)

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With aluminium trichloride at 50 - 60℃;
p-tert-pentyl-aniline

p-tert-pentyl-aniline

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
Diazotization;
i-Amyl alcohol
123-51-3

i-Amyl alcohol

phenol
108-95-2

phenol

A

4-t-amylphenol
80-46-6

4-t-amylphenol

B

compound C11H16O

compound C11H16O

Conditions
ConditionsYield
With aluminium trichloride at 110 - 120℃;
aluminium trichloride
7446-70-0

aluminium trichloride

2,4-di-tert-amylphenol
120-95-6

2,4-di-tert-amylphenol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 110℃;
sulfuric acid
7664-93-9

sulfuric acid

2,4-di-tert-amylphenol
120-95-6

2,4-di-tert-amylphenol

phenol
108-95-2

phenol

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
at 170℃;
4-(1,1-dimethylpropyl)aniline
2049-92-5

4-(1,1-dimethylpropyl)aniline

water
7732-18-5

water

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
die Diazoverbindung reagiert;
benzyl-(4-tert-pentyl-phenyl)-ether
86840-38-2

benzyl-(4-tert-pentyl-phenyl)-ether

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With palladium diacetate; cyclohexene at 60℃; Hydrogenolysis;
With trimethylsilyl trifluoromethanesulfonate; methyl-phenyl-thioether In dichloromethane; trifluoroacetic acid at 20℃; for 0.0833333h; dealkylation;
tert-Amyl alcohol
75-85-4

tert-Amyl alcohol

phenol
108-95-2

phenol

A

tert-amylphenol
3279-27-4

tert-amylphenol

B

4-t-amylphenol
80-46-6

4-t-amylphenol

Conditions
ConditionsYield
With sulfated zirconia at 140℃; for 1h;
2-methyl-but-2-ene
513-35-9

2-methyl-but-2-ene

phenol
108-95-2

phenol

A

4-t-amylphenol
80-46-6

4-t-amylphenol

B

2,4-di-tert-amylphenol
120-95-6

2,4-di-tert-amylphenol

Conditions
ConditionsYield
Dowex DR 2030 at 80℃; for 7h; Inert atmosphere;
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

4-t-amylphenol
80-46-6

4-t-amylphenol

[4-(1,1-dimethylpropyl)phenyl]trifluoromethanesulfonate
851231-25-9

[4-(1,1-dimethylpropyl)phenyl]trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;99.7%
With pyridine In dichloromethane at 0℃; for 0.25h;98%
With pyridine at 20℃; for 3h; Cooling with ice;43.5 g
With pyridine at 20℃; for 3h; Cooling with ice;43.5 g
4-t-amylphenol
80-46-6

4-t-amylphenol

3,4-difluoronitrobenzene
369-34-6

3,4-difluoronitrobenzene

2-fluoro-4-nitro-1-(4-(tert-pentyl)phenoxy)benzene

2-fluoro-4-nitro-1-(4-(tert-pentyl)phenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 22h;99%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 22h;99%
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4-t-amylphenol
80-46-6

4-t-amylphenol

5-nitro-2-(4-(tert-pentyl)phenoxy)pyridine

5-nitro-2-(4-(tert-pentyl)phenoxy)pyridine

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 7h;97%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 7h;97%
4-t-amylphenol
80-46-6

4-t-amylphenol

6-chloro-3-pyridinecarboxylic acid ethyl ester
49608-01-7

6-chloro-3-pyridinecarboxylic acid ethyl ester

ethyl 6-(4-(tert-pentyl)phenoxy)nicotinate

ethyl 6-(4-(tert-pentyl)phenoxy)nicotinate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 80℃; for 96h;96%
4-t-amylphenol
80-46-6

4-t-amylphenol

acryloyl chloride
814-68-6

acryloyl chloride

acrylic acid-(4-tert-pentyl-phenyl ester)

acrylic acid-(4-tert-pentyl-phenyl ester)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h;94%
1,8-dibromooctane
4549-32-0

1,8-dibromooctane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-((8-bromooctyl)oxy)-4-(tert-pentyl)benzene
94441-79-9

1-((8-bromooctyl)oxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.25h;
Stage #2: 1,8-dibromooctane In propan-1-ol at 60℃; for 6h; Reflux;
93%
With sodium carbonate In water Heating;
4-t-amylphenol
80-46-6

4-t-amylphenol

thianthrene cation radical perchlorate
35787-71-4

thianthrene cation radical perchlorate

5-[5-(1,1-Dimethyl-propyl)-2-hydroxy-phenyl]-thianthren-5-ium; perchlorate

5-[5-(1,1-Dimethyl-propyl)-2-hydroxy-phenyl]-thianthren-5-ium; perchlorate

Conditions
ConditionsYield
In acetonitrile for 0.5h;93%
γ-chlorobutyric acid
627-00-9

γ-chlorobutyric acid

4-t-amylphenol
80-46-6

4-t-amylphenol

A

4-(4-tert-pentylphenoxy)-γ-butyric acid

4-(4-tert-pentylphenoxy)-γ-butyric acid

B

phenol
108-95-2

phenol

Conditions
ConditionsYield
A n/a
B 92.6%
4-t-amylphenol
80-46-6

4-t-amylphenol

1-(2,2,3,3-tetrafluoro-propoxy)-3-(4-tert-amylphenoxy)-2-propanol
527737-18-4

1-(2,2,3,3-tetrafluoro-propoxy)-3-(4-tert-amylphenoxy)-2-propanol

Conditions
ConditionsYield
92%
1-bromo-octane
111-83-1

1-bromo-octane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-octyloxy-4-tert-pentylbenzene

1-octyloxy-4-tert-pentylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 74h; Reflux;92%
4-t-amylphenol
80-46-6

4-t-amylphenol

allyl bromide
106-95-6

allyl bromide

1-allyloxy-4-(1',1''-dimethylpropyl)benzene
261618-80-8

1-allyloxy-4-(1',1''-dimethylpropyl)benzene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;91%
With potassium carbonate; acetone
4-t-amylphenol
80-46-6

4-t-amylphenol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

2-t-butyl-4-(1,1-dimethylpropyl)-phenol
122269-03-8

2-t-butyl-4-(1,1-dimethylpropyl)-phenol

Conditions
ConditionsYield
With sulfuric acid; acetic acid at 80℃; for 36h; Inert atmosphere;90%
With sodium hydroxide In trifluoroacetic acid
4-t-amylphenol
80-46-6

4-t-amylphenol

5-bromoacenaphthylene-1,2-dione
26254-35-3

5-bromoacenaphthylene-1,2-dione

5-(4-tert-amylphenoxy)acenaphthenequinone
1265828-91-8

5-(4-tert-amylphenoxy)acenaphthenequinone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;88%
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 4h;85%
formaldehyd
50-00-0

formaldehyd

4-t-amylphenol
80-46-6

4-t-amylphenol

dimethyl amine
124-40-3

dimethyl amine

2,6-bis(dimethylaminomethyl)-4-tert-pentylphenol

2,6-bis(dimethylaminomethyl)-4-tert-pentylphenol

Conditions
ConditionsYield
In methanol; water for 6h; Mannich reaction; Heating;86%
4-t-amylphenol
80-46-6

4-t-amylphenol

trans-4-tert-amylcyclohexano-1-ol
20698-30-0

trans-4-tert-amylcyclohexano-1-ol

Conditions
ConditionsYield
With potassium hydroxide; Raney Ni-Al; water at 90℃; for 12h;83.5%
With hydrogen; nickel In ethanol at 128 - 140℃; under 98800 - 114000 Torr;
4-t-amylphenol
80-46-6

4-t-amylphenol

acetic anhydride
108-24-7

acetic anhydride

4-(tert-amyl)phenyl acetate
6487-60-1

4-(tert-amyl)phenyl acetate

Conditions
ConditionsYield
montmorillonite acid clay for 0.0333333h; microwave irradiation;83%
With sodium acetate
4-t-amylphenol
80-46-6

4-t-amylphenol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

1-nitro-4-(4-(tert-pentyl)phenoxy)benzene
61405-51-4

1-nitro-4-(4-(tert-pentyl)phenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 20℃; for 2h;83%
With potassium carbonate In dimethyl sulfoxide at 20℃; for 2h;83%
With potassium hydroxide at 150 - 160℃;
4-fluorobenzoic acid ethyl ester
451-46-7

4-fluorobenzoic acid ethyl ester

4-t-amylphenol
80-46-6

4-t-amylphenol

ethyl 4-(4-(tert-pentyl)phenoxy)benzoate

ethyl 4-(4-(tert-pentyl)phenoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 80 - 120℃; for 72h;83%
1,7-dibromoheptane
4549-31-9

1,7-dibromoheptane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-((7-bromoheptyl)oxy)-4-(tert-pentyl)benzene
94254-07-6

1-((7-bromoheptyl)oxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.25h;
Stage #2: 1,7-dibromoheptane In propan-1-ol at 60℃; for 6h; Reflux;
82%
With sodium carbonate In water Heating;
4-t-amylphenol
80-46-6

4-t-amylphenol

1,3-dibromo-propane
109-64-8

1,3-dibromo-propane

1-(3-bromopropoxy)-4-(tert-pentyl)benzene
53606-50-1

1-(3-bromopropoxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium proprionate at 20℃; for 0.0833333h;
Stage #2: 1,3-dibromo-propane at 60℃; for 7h;
82%
With sodium carbonate In water Heating;
With sodium n-propoxide at 60℃; for 6h; Reflux;
4-t-amylphenol
80-46-6

4-t-amylphenol

methyl n-propyl chlorophosphate

methyl n-propyl chlorophosphate

methyl propyl p-tert-amylphenyl phosphate
87728-50-5

methyl propyl p-tert-amylphenyl phosphate

Conditions
ConditionsYield
With sodium In benzene Heating;82%
formaldehyd
50-00-0

formaldehyd

4-t-amylphenol
80-46-6

4-t-amylphenol

5,11,17,23,29,35,41,47-octakis(1,1-dimethylpropyl)-49,50,51,52,53,54,55,56-octahydroxycalix<8>arene
93503-77-6

5,11,17,23,29,35,41,47-octakis(1,1-dimethylpropyl)-49,50,51,52,53,54,55,56-octahydroxycalix<8>arene

Conditions
ConditionsYield
With tetramethyl ammoniumhydroxide In diphenylether; 5,5-dimethyl-1,3-cyclohexadiene; water for 12h; Reagent/catalyst; Solvent; Inert atmosphere; Reflux;81.2%
1,5-dibromo-pentane
111-24-0

1,5-dibromo-pentane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-((5-bromopentyl)oxy)-4-(tert-pentyl)benzene
93144-54-8

1-((5-bromopentyl)oxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.25h;
Stage #2: 1,5-dibromo-pentane In propan-1-ol at 60℃; for 6h; Reflux;
80%
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.0833333h;
Stage #2: 1,5-dibromo-pentane In propan-1-ol at 60℃; for 7h; Reflux;
77%
With sodium carbonate In water Heating;
4-t-amylphenol
80-46-6

4-t-amylphenol

C22H28O3

C22H28O3

Conditions
ConditionsYield
With N,N'-di-tert-butylethylenediamine; oxygen; copper(II) acetate monohydrate In dichloromethane at 25℃; under 1520.1 Torr; for 4h; Catalytic behavior; Glovebox;80%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-((4-bromobutyl)oxy)-4-(tert-pentyl)benzene
92731-14-1

1-((4-bromobutyl)oxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.25h;
Stage #2: 1,4-dibromo-butane In propan-1-ol at 60℃; for 6h; Reflux;
78%
Stage #1: 4-t-amylphenol With sodium proprionate at 20℃; for 0.0833333h;
Stage #2: 1,4-dibromo-butane at 60℃; for 7h;
78%
With sodium carbonate In water Heating;
1 ,6-dibromohexane
629-03-8

1 ,6-dibromohexane

4-t-amylphenol
80-46-6

4-t-amylphenol

1-((6-bromohexyl)oxy)-4-(tert-pentyl)benzene
20011-21-6

1-((6-bromohexyl)oxy)-4-(tert-pentyl)benzene

Conditions
ConditionsYield
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.25h;
Stage #2: 1 ,6-dibromohexane In propan-1-ol at 60℃; for 6h; Reflux;
76%
Stage #1: 4-t-amylphenol With sodium n-propoxide In propan-1-ol at 20℃; for 0.0833333h;
Stage #2: 1 ,6-dibromohexane In propan-1-ol at 60℃; for 7h; Reflux;
59%
With sodium carbonate In water Heating;
4-t-amylphenol
80-46-6

4-t-amylphenol

N,N-Dimethylthiocarbamoyl chloride
16420-13-6

N,N-Dimethylthiocarbamoyl chloride

4-(1,1-dimethyl-propyl)-1-dimethylthiocarbamoyloxy-benzene
928794-11-0

4-(1,1-dimethyl-propyl)-1-dimethylthiocarbamoyloxy-benzene

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 20℃; for 16h;76%
4-t-amylphenol
80-46-6

4-t-amylphenol

indan-1,2,3-trione hydrate
485-47-2

indan-1,2,3-trione hydrate

4b,9b-dihydroxy-8-tert-pentyl-4-bH-benzo[d]indeno[1,2-b]furan-10(9bH)-one
1416230-72-2

4b,9b-dihydroxy-8-tert-pentyl-4-bH-benzo[d]indeno[1,2-b]furan-10(9bH)-one

Conditions
ConditionsYield
With acetic acid for 32h; Reflux;70%
With acetic acid for 32h; Reflux;70%

4-tert-Amylphenol Consensus Reports

Reported in EPA TSCA Inventory.

4-tert-Amylphenol Specification

The 4-tert-Amylphenol, with the CAS registry number 80-46-6, is also known as 1-Hydroxy-4(2-methyl-2-butyl)benzene. It belongs to the product categories of Industrial/Fine Chemicals; Alcohol& Phenol& Ethers; Alkylphenols (Environmental Endocrine Disruptors); Analytical Chemistry; Environmental Endocrine Disruptors; Organic Building Blocks; Oxygen Compounds; Phenols. Its EINECS registry number is 201-280-9. This chemical's molecular formula is C11H16O and molecular weight is 164.24. What's more, both its IUPAC name and systematic name are the same which is called 4-(2-Methylbutan-2-yl)phenol. It should be stored in a cool, dry place. This chemical can be used in organic synthesis.

Physical properties about 4-tert-Amylphenol are: (1)ACD/LogP: 3.702; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.70; (4)ACD/LogD (pH 7.4): 3.70; (5)ACD/BCF (pH 5.5): 383.03; (6)ACD/BCF (pH 7.4): 382.48; (7)ACD/KOC (pH 5.5): 2458.56; (8)ACD/KOC (pH 7.4): 2455.03; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.509; (14)Molar Refractivity: 51.154 cm3; (15)Molar Volume: 171.058 cm3; (16)Polarizability: 20.279×10-24cm3; (17)Surface Tension: 33.040 dyne/cm; (18)Density: 0.96 g/cm3; (19)Flash Point: 122.379 °C; (20)Enthalpy of Vaporization: 52.047 kJ/mol; (21)Boiling Point: 262.499 °C at 760 mmHg; (22)Vapour Pressure: 0.0070 mmHg at 25 °C.

Preparation of 4-tert-Amylphenol: this chemical can be prepared by phenol with 2-methyl-but-2-ene. This reaction needs reagent AlCl3 and solvent CHCl3 at temperature of 25 °C. The reaction time is 10 hours. The yield is 82 %.

4-tert-Amylphenol can be prepared by phenol with 2-methyl-but-2-ene.

Uses of 4-tert-Amylphenol: (1) it is used to synthetic intermediates of organic mercury fungicide, pesticide and rubber; (2) it is used to produce other chemicals. For example, it can react with trichloromethyl-benzene to get [5-(1,1-dimethyl-propyl)-2-hydroxy-phenyl]-phenyl-methanone. This reaction needs reagent NaOH and solvent H2O at temperature of 75-80 °C. The reaction time is 2.5 hours. The yield is 43 %.

4-tert-Amylphenol can react with trichloromethyl-benzene to get [5-(1,1-dimethyl-propyl)-2-hydroxy-phenyl]-phenyl-methanone.

When you are dealing with this chemical, you should be very careful. This chemical may destroy living tissue on contact and may present an immediate or delayed danger to one or more components of the environment. It is harmful in contact with skin and if swallowed. It may cause burns. In addition, this chemical is toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. You must take off immediately all contaminated clothing and avoid releasing to the environment. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: Oc1ccc(cc1)C(C)(C)CC
(2) InChI: InChI=1S/C11H16O/c1-4-11(2,3)9-5-7-10(12)8-6-9/h5-8,12H,4H2,1-3H3
(3) InChIKey: NRZWYNLTFLDQQX-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin 2gm/kg (2000mg/kg)   Union Carbide Data Sheet. Vol. 8/13/1964,
rat LD50 oral 1830mg/kg (1830mg/kg)   Industrial Hygiene Foundation of America, Chemical and Toxicological Series, Bulletin. Vol. 6, Pg. 1, 1967.

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