Phenol, 3-pentyl-

Base Information

• Chemical Name: Phenol, 3-pentyl-
• CAS No.: 20056-66-0
• Molecular Formula: C11H16O
• Molecular Weight: 164.247
• European Community (EC) Number: 243-487-7
• UNII: MOI343L70U
• DSSTox Substance ID: DTXSID3066552
• Nikkaji Number: J101.499D
• Wikidata: Q27284144
• Mol file: 20056-66-0.mol

Synonyms:3-pentylphenol;Phenol, 3-pentyl-;20056-66-0;m-Pentylphenol;3-PENTYL-PHENOL;Phenol, m-pentyl-;UNII-MOI343L70U;MOI343L70U;EINECS 243-487-7;Phenol,3-pentyl-;M-AMYLPHENOL;SCHEMBL647539;DTXSID3066552;AMY27384;AKOS006289817;CS-0249242;EN300-4285720;A1-19836;Q27284144

Chemical Property of Phenol, 3-pentyl-

Chemical Property:

• Vapor Pressure: 0.00561mmHg at 25°C
• Refractive Index: 1.518
• Boiling Point: 265.4 °C at 760 mmHg
• PKA: 10.10±0.10(Predicted)
• Flash Point: 136.2 °C
• PSA: 20.23000
• Density: 0.964 g/cm³
• LogP: 3.12490
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 164.120115130
• Heavy Atom Count: 12
• Complexity: 112

Purity/Quality:

98%Min ^*data from raw suppliers

Phenol,3-pentyl- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=CC=C1)O
• Uses: 3-Pentylphenol is an intermediate in the synthesis of (-)-Desoxycannabidiol (D296945), an analog of (-)-cannabidiol (C175300) which is major non-psychoactive constituent of Cannabis. Exhibits multiple bioactivities including anticonvulsant, anxiolytic and anti-inflammatory effects. The (+)-isomers were more active than the (-)-isomers.

Technology Process of Phenol, 3-pentyl-

There total 17 articles about Phenol, 3-pentyl- 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: 92.0%

1-(3'-benzyloxyphenyl)pentan-1-ol (50673-94-4) → 3-pentyl phenol (20056-66-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In acetic acid;

Reference yield: 70.0%

1-bromo-butane (109-65-9) + 3-methyl-phenol (108-39-4) → 3-pentyl phenol (20056-66-0)

Guidance literature:

3-methyl-phenol; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate; In hexane; at -60 - -20 ℃; for 3h; Inert atmosphere;

1-bromo-butane; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 21h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.080

Reference yield: 26.0%

tert-butyl-(3-methoxy-5-pentyl-phenoxy)-dimethyl-silane → olivetol monomethyl ether (41408-15-5) + 3-pentyl phenol (20056-66-0)

Guidance literature:

With lithium; ethylenediamine; In tetrahydrofuran; at -10 ℃; for 4h;

DOI:10.1055/s-2004-815977

upstream raw materials:

1-methoxy-3-pentylbenzene

1-(3-hydroxyphenyl)pentan-1-one

1-(3'-methoxyphenyl)-pentan-1-ol

1-(3'-benzyloxyphenyl)pentan-1-ol

Downstream raw materials:

2-{1-[(E)-2-Hydroxy-propylimino]-ethyl}-5-pentyl-phenol

[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-4-pentylbenzene

diethyl 2-[(1R,6R)-3-methyl-6-(1-prop-1-en-2-yl)-cyclohex-2-enyl]-5-pentylphenyl phosphate

Refernces

• 1、 -. "COMPOUNDS AND COMPOSITIONS FOR INTRACELLULAR DELIVERY OF THERAPEUTIC AGENTS". Paragraph 00133. . Retrieved 2018/10/19.
• 2、 Wilkinson, Shane M.,Price, Jason,Kassiou, Michael. "Improved accessibility to the desoxy analogues of Δ9- tetrahydrocannabinol and cannabidiol". supporting information. p. 52 - 54. Retrieved 2013/02/22.