4-tert-Amylphenol

Base Information

• Chemical Name: 4-tert-Amylphenol
• CAS No.: 80-46-6
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• Hs Code.: 29071990
• European Community (EC) Number: 201-280-9
• NSC Number: 403672,4965
• UN Number: 2430
• UNII: 6NP9LYK846
• DSSTox Substance ID: DTXSID8021771
• Nikkaji Number: J4.250A
• Wikidata: Q26840951
• Metabolomics Workbench ID: 67525
• ChEMBL ID: CHEMBL195693
• Mol file: 80-46-6.mol

Synonyms:4-tert-pentyphenol;p-tert-amylphenol;p-tert-amylphenol, monopotassium salt;p-tert-amylphenol, monosodium salt;para-tertiary-amyl-phenol

Chemical Property of 4-tert-Amylphenol

Chemical Property:

• Appearance/Colour: White little spiculate crystal
• Vapor Pressure: 0.00667mmHg at 25°C
• Melting Point: 88-89 °C(lit.)
• Refractive Index: 1.509
• Boiling Point: 262.499 °C at 760 mmHg
• PKA: 10.24±0.26(Predicted)
• Flash Point: 122.379 °C
• PSA: 20.23000
• Density: 0.96 g/cm³
• LogP: 3.07980
• Storage Temp.: 2-8°C
• Solubility.: H2O: insoluble
• Water Solubility.: 37 mg/L (20 ºC)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 132
• Transport DOT Label: Corrosive

Purity/Quality:

99%, ^*data from raw suppliers

4-tert-Amylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,N
• Hazard Codes: C,N
• Statements: 21/22-34-51/53-43
• Safety Statements: 26-27-36/37/39-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phenols
• Canonical SMILES: CCC(C)(C)C1=CC=C(C=C1)O
• Uses: In the manufacture of oil-soluble resins; has been recommended as a germicide and fumigant; intermediate for organic mercury germicides, for pesticides, for chemicals used in rubber and petroleum industries. Demulsifiers, Biocides, Fragrances 4-tert-Amylphenol was used as an esterogen receptor (ER) ligand.

Technology Process of 4-tert-Amylphenol

There total 30 articles about 4-tert-Amylphenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1-allyloxy-4-(1',1''-dimethylpropyl)benzene (261618-80-8) → 4-t-amylphenol (80-46-6)

Guidance literature:

With tert.-butyl lithium; In pentane; at -78 - 20 ℃;

DOI:10.1021/ol991342g

Reference yield: 82.0%

2-methyl-but-2-ene (513-35-9) + phenol (108-95-2,27073-41-2) → 4-t-amylphenol (80-46-6)

Guidance literature:

With aluminium trichloride; In chloroform; at 25 ℃; for 10h;

DOI:10.1039/a604598g

Reference yield: 50.8%

2-methyl-but-2-ene (513-35-9) + isobutene (115-11-7,15220-85-6) + phenol (108-95-2,27073-41-2) → para-tert-butylphenol (98-54-4) + 2-tert-Butylphenol (88-18-6) + 4-t-amylphenol (80-46-6) + 2,4-di-tert-Butylphenol (96-76-4) + 2,4,6-tri-tert-butylphenoxol (732-26-3) + 2,4-di-tert-amylphenol (120-95-6) + 2-t-butyl-4-(1,1-dimethylpropyl)-phenol (122269-03-8) + 4-tert-butyl-2-(1,1-dimethyl-propyl)-phenol (122269-05-0)

Guidance literature:

isobutene; phenol; Fulcat 22B catalyst; at 130 - 140 ℃; for 1.5h; Inert atmosphere;

2-methyl-but-2-ene; at 130 ℃; for 3.25h;

upstream raw materials:

2-methyl-2-butylchloride

potassium phenolate

2-methyl-but-2-ene

toluene-4-sulfonic acid

Downstream raw materials:

4-tert-pentyl-2-(1-phenyl-ethyl)-phenol

2-hydroxy-5-(2-methylbutan-2-yl)benzoic acid

2-(4-tert-pentyl-phenoxy)-butyric acid

3-(4-tert-pentyl-phenoxy)-benzoic acid

Refernces

• 1、 Kathe, Prasad M.,Berkefeld, Andreas,Fleischer, Ivana. "Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization". supporting information. p. 1629 - 1632. Retrieved 2021/02/09.
• 2、 -. "LIQUID ALKYLATED TRISARYL PHOSPHITE COMPOSITIONS HAVING TWO ALKYL GROUPS WITH DIFFERENT CARBON NUMBER". Page/Page column 42. . Retrieved 2011/02/24.