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4-tert-Amylphenol is an organic compound with the chemical formula C11H16O. It is a colorless to pale yellow liquid with a characteristic phenolic odor. It is soluble in organic solvents and slightly soluble in water. It has been used as an intermediate in the synthesis of various chemicals and has potential applications in different industries.

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  • 4-tert-Amylphenol CAS 80-46-6 p-(1,1-Dimethylpropyl)phenol CAS no 80-46-6 Phenol,4-(1,1-dimethylpropyl)-

    Cas No: 80-46-6

  • USD $ 3.5-5.0 / Kiloliter

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  • 3000 Metric Ton/Month

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  • 80-46-6 Structure
  • Basic information

    1. Product Name: 4-tert-Amylphenol
    2. Synonyms: PARA-PENTYLPHENOLISOMERS;4-TERT-PENTYLPHENOL 99%;4-TERT.-AMYLPHENOL 99%;4-tert-Amylphenol,99%;4-tert-AMylphenol, 99% 100GR;4-(1,1-Dimethylpropyl)phenol 4-tert-Pentylphenol;4-tert-Amylphe;4-tert-Amylphenol
    3. CAS NO:80-46-6
    4. Molecular Formula: C11H16O
    5. Molecular Weight: 164.24
    6. EINECS: 201-280-9
    7. Product Categories: Industrial/Fine Chemicals;Alcohol& Phenol& Ethers;Alkylphenols (Environmental Endocrine Disruptors);Analytical Chemistry;Environmental Endocrine Disruptors;Organic Building Blocks;Oxygen Compounds;Phenols;A-AM;Bioactive Small Molecules;Building Blocks;C9 to C20+;Cell Biology;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds
    8. Mol File: 80-46-6.mol
  • Chemical Properties

    1. Melting Point: 88-89 °C(lit.)
    2. Boiling Point: 255 °C(lit.)
    3. Flash Point: 111 °C
    4. Appearance: White to pale yellow/Briquettes or Flakes To Coarse Powder
    5. Density: 0,96 g/cm3
    6. Vapor Pressure: 0.00667mmHg at 25°C
    7. Refractive Index: 1.5061 (estimate)
    8. Storage Temp.: 2-8°C
    9. Solubility: H2O: insoluble
    10. PKA: 10.24±0.26(Predicted)
    11. Water Solubility: 37 mg/L (20 ºC)
    12. Stability: Stable. Incompatible with acid chlorides, acid anhydrides, strong oxidizing agents.
    13. Merck: 14,7142
    14. CAS DataBase Reference: 4-tert-Amylphenol(CAS DataBase Reference)
    15. NIST Chemistry Reference: 4-tert-Amylphenol(80-46-6)
    16. EPA Substance Registry System: 4-tert-Amylphenol(80-46-6)
  • Safety Data

    1. Hazard Codes: C,N
    2. Statements: 21/22-34-51/53-43
    3. Safety Statements: 26-27-36/37/39-45-61
    4. RIDADR: UN 2430 8/PG 2
    5. WGK Germany: 2
    6. RTECS: SM6825000
    7. TSCA: Yes
    8. HazardClass: 8
    9. PackingGroup: III
    10. Hazardous Substances Data: 80-46-6(Hazardous Substances Data)

80-46-6 Usage

Uses

Used in Chemical Industry:
4-tert-Amylphenol is used as an intermediate for the synthesis of organic mercury germicides, pesticides, and chemicals used in the rubber and petroleum industries. It is also used in the manufacture of oil-soluble resins.
Used in Demulsification:
4-tert-Amylphenol is used as a demulsifier in the petroleum industry to separate oil and water mixtures, improving the efficiency of oil extraction and processing.
Used in Biocides:
4-tert-Amylphenol has been recommended as a germicide and fumigant, used to control the growth of microorganisms in various industrial applications.
Used in Fragrance Industry:
4-tert-Amylphenol is used as a fragrance ingredient in the production of perfumes, soaps, and other personal care products.
Used in Pharmaceutical Industry:
4-tert-Amylphenol was used as an estrogen receptor (ER) ligand, which has potential applications in the development of drugs targeting estrogen-related diseases.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Phenols, such as 4-tert-Amylphenol, 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. Many of them form metal salts that tend toward detonation by rather mild shock. 4-tert-Amylphenol can react with oxidizing materials.

Health Hazard

ACUTE/CHRONIC HAZARDS: 4-tert-Amylphenol is toxic by ingestion and can be absorbed through the skin. Hazardous fumes are evolved when 4-tert-Amylphenol is heated to decomposition.

Fire Hazard

4-tert-Amylphenol is combustible.

Flammability and Explosibility

Flammable

Safety Profile

Moderately toxic by ingestion andskin contact. A skin and severe eye irritant. Combustible.When heated to decomposition it emits toxic fumes. Tofight fire, use dry chemical, water mist, CO2. Incompatiblewith oxidizing materials.

Purification Methods

Purify via its benzoate, as for phenol. After evaporating the solvent from its solution in ether, the material is recrystallised (from the melt) to a constant melting point. The benzoyl derivative has m 60o (from EtOH). [Berliner et al. J Am Chem Soc 76 507 1954, Huston et al. J Am Chem Soc 67 899 1945, Beilstein 6 H 548, 6 I 269, 6 II 506, 6 III 1965, 6 IV 3383.]

Check Digit Verification of cas no

The CAS Registry Mumber 80-46-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 0 respectively; the second part has 2 digits, 4 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 80-46:
(4*8)+(3*0)+(2*4)+(1*6)=46
46 % 10 = 6
So 80-46-6 is a valid CAS Registry Number.

80-46-6 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
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  • Detail
  • Alfa Aesar

  • (B20939)  4-tert-Pentylphenol, 99%   

  • 80-46-6

  • 50g

  • 182.0CNY

  • Detail
  • Alfa Aesar

  • (B20939)  4-tert-Pentylphenol, 99%   

  • 80-46-6

  • 250g

  • 527.0CNY

  • Detail

80-46-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-tert-Amylphenol

1.2 Other means of identification

Product number -
Other names Phenol, 4-(1,1-dimethylpropyl)-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Processing aids, not otherwise listed,Processing aids, specific to petroleum production
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:80-46-6 SDS

80-46-6Synthetic 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%

80-46-6Relevant articles and documents

Oxidative degradation of toxic organic pollutants by water soluble nonheme iron(iv)-oxo complexes of polydentate nitrogen donor ligands

Jana, Rahul Dev,Munshi, Sandip,Paine, Tapan Kanti

, p. 5590 - 5597 (2021/05/04)

The ability of four mononuclear nonheme iron(iv)-oxo complexes supported by polydentate nitrogen donor ligands to degrade organic pollutants has been investigated. The water soluble iron(ii) complexes upon treatment with ceric ammonium nitrate (CAN) in aqueous solution are converted into the corresponding iron(iv)-oxo complexes. The hydrogen atom transfer (HAT) ability of iron(iv)-oxo species has been exploited for the oxidation of halogenated phenols and other toxic pollutants with weak X-H (X = C, O, S,etc.) bonds. The iron-oxo oxidants can oxidize chloro- and fluorophenols with moderate to high yields under stoichiometric as well as catalytic conditions. Furthermore, these oxidants perform selective oxidative degradation of several persistent organic pollutants (POPs) such as bisphenol A, nonylphenol, 2,4-D (2,4-dichlorophenoxyacetic acid) and gammaxene. This work demonstrates the utility of water soluble iron(iv)-oxo complexes as potential catalysts for the oxidative degradation of a wide range of toxic pollutants, and these oxidants could be considered as an alternative to conventional oxidation methods.

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana

supporting information, p. 1629 - 1632 (2021/02/09)

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

SOLID ALKYLARYL PHOSPHITE COMPOSITIONS AND METHODS FOR MANUFACTURING SAME

-

Page/Page column 36, (2011/02/24)

The invention is directed to various alkylaryl phosphite compositions that ideally are suitable for use as secondary antioxidants in polymers. In one aspect, the phosphite composition comprises a tris(monoalkylaryl)phosphite in an amount from 51 to 95 weight percent; and at least one of: a bis(monoalkylaryl)dialkylaryl phosphite; a bis(dialkylaryl)monoalkylaryl phosphite; and a tris(dialkylaryl) phosphite. The inventive phosphite composition is a solid at ambient conditions. The invention also relates to alkylate compositions and processes for forming such alkylate compositions and such phosphite compositions.

LIQUID ALKYLATED TRISARYL PHOSPHITE COMPOSITIONS HAVING TWO ALKYL GROUPS WITH DIFFERENT CARBON NUMBER

-

Page/Page column 42, (2011/02/24)

A composition comprising at least two different alkylaryl phosphites, wherein some alkyl groups have a different number of carbon atoms than other alkyl groups and wherein the composition is a liquid at ambient conditions.

Zirconia-modified superacid UDCaT-5: An efficient and versatile catalyst for alkylation reactions under solvent-free conditions

Yadav, Ganapati D.,Pathre, Ganesh S.

, p. 2684 - 2691 (2008/12/22)

UDCaT-5, a modified version of zirconia, efficiently catalyzes alkylation of phenols with alcohols under environmentally safe, heterogeneous reaction conditions with high selectivity and in excellent yields. The high content present in UDCaT-5 with preservation of tetragonal phase of zirconia was responsible for the superactivity. Several phenolic compounds carrying either electron-sulfer releasing or electron-withdrawing substituents in the ortho, meta, and para positions afforded high yields of the products. Copyright Taylor & Francis Group, LLC.

The attachment and cleavage of phenols from solid supports and their single bead mass spectral analysis

Todd,Abell

, p. 8183 - 8187 (2007/10/03)

The attachment of simple phenols to chloromethyl polystyrene, and their rapid cleavage at room temperature is described. Further, phenols from single resin beads can be unequivocally identified by Fourier transform ion cyclotron resonance mass spectrometr

Facile O-deallylation of allyl ethers via SN2′ reaction with tert-butyllithium

Bailey, William F.,England, Michael D.,Mealy, Michael J.,Thongsornkleeb, Charnsak,Teng, Lisa

, p. 489 - 491 (2007/10/03)

(Formula presented) Allylic ethers are converted to the corresponding alcohol or phenol in virtually quantitative yield at temperatures below ambient simply by stirring a hydrocarbon solution of the ether with 1 molar equiv of tert-butyllithium. The reaction, which produces 4,4-dimethyl-1-pentene as a coproduct, most likely involves an SN2′ attack of the organolithium on the allyl ether.

Acidity effect in the regiochemical control of the alkylation of phenol with alkenes

Sartori, Giovanni,Bigi, Franca,Maggi, Raimondo,Arienti, Attilio

, p. 257 - 260 (2007/10/03)

Treatment of 1:1 mixtures of phenol and linear alkenes in the presence of an acidic promoter in CHCl3 at room temperature results in ortho-regioselective monoalkylation producing sec-alkylphenols in 48-60% yield. In similar reactions, branched alkenes lead exclusively to the corresponding para-tert-alkylphenols in 80-85% yield. Addition of increasing amounts of potassium phenolate to the reacting system reduces the protic acidity and promotes ortho-regioselective tert-alkylation. These results are tentatively explained in terms of competition of 'H-bond-template' and 'charge-controlled' mechanisms.

Effect of 4-t-Amyl Substituent on Kinetics of Phenol-Formaldehyde Reaction

Venkatachalam, R.,Reddy, B. S. R.,Rajadurai, S.

, p. 1134 - 1136 (2007/10/02)

Kinetic studies of 5-t-amyl phenol-formaldehyde addition reaction has been carried out in the presence of LiOH, NaOH and Ca(OH)2 of different concentrations (5.0E-3 to 1.2E-2 N) and at different temperatures (60, 65, 70, 75 and 80 deg C).The presence of 4-t-amyl group in the phenolic moiety increases the rate by one and half times compared to the phenolformaldehyde reaction.Thermodynamic parameters have been evaluated and a suitable mechanism proposed.

EQULIBRATION OF TERT-ALKYLPHENOLS (THERMODYNAMIC ANALYSIS OF THE ALKYLATION OF PHENOLS USING BRANCHED-CHAIN OLEFINS).

Nesterova,Verevkin,Malova,Pil'shchikov

, p. 748 - 754 (2007/10/02)

The authors describe the results of a study to evaluate the thermodynamic properties of t-Alk PHI ; these results; combined with earlier results, have enabled the authors to complete a thermodynamic analysis of the process for preparing tertiary alkylphenols.

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