1-Methoxy-3-pentylbenzene

Base Information

• Chemical Name: 1-Methoxy-3-pentylbenzene
• CAS No.: 20056-57-9
• Molecular Formula: C12H18O
• Molecular Weight: 178.274
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID10567932
• Nikkaji Number: J102.612G
• Wikidata: Q82453987
• Mol file: 20056-57-9.mol

Synonyms:1-Methoxy-3-pentylbenzene;20056-57-9;3-pentylanisole;SCHEMBL4817193;DTXSID10567932

Chemical Property of 1-Methoxy-3-pentylbenzene

Chemical Property:

• PSA: 9.23000
• LogP: 3.42790
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 178.135765193
• Heavy Atom Count: 13
• Complexity: 122

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC(=CC=C1)OC

Technology Process of 1-Methoxy-3-pentylbenzene

There total 13 articles about 1-Methoxy-3-pentylbenzene 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: 89.0%

tributyl borane (122-56-5) + N'-(3-methoxybenzylidene)-4-methylbenzenesulfonohydrazide (19350-71-1) → 1-methoxy-3-pentylbenzene (20056-57-9)

Guidance literature:

With tetra(n-butyl)ammonium hydroxide; In tetrahydrofuran; methanol; for 2.5h; Heating;

DOI:10.1021/jo962089q

Reference yield: 89.0%

3-bromopentane (1809-10-5) + 3-methoxyphenyl triflate (66107-33-3) → 1-methoxy-3-pentylbenzene (20056-57-9) + C12H18O (1365656-08-1)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2-(dibutylphosphanyl)-1-phenylpyrrole; magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201608535

Reference yield:

(E)-1-methoxy-3-(pent-1-en-1-yl)benzene (126983-64-0) → 1-methoxy-3-pentylbenzene (20056-57-9) + 3-pentyl phenol (20056-66-0)

Guidance literature:

With chloro-trimethyl-silane; benzoic acid; sodium iodide; In acetonitrile; at 75 ℃; for 7h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(01)80790-5

upstream raw materials:

(E)-1-methoxy-3-(pent-1-en-1-yl)benzene

butyl magnesium bromide

m-methoxybenzyl chloride

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

Downstream raw materials:

2-bromo-5-pentylmethoxybenzene

3-pentyl phenol

Refernces

• 1、 Bouchoux, Guy,Sablier, Michel,Miyakoshi, Tetsuo,Honda, Takashi. "A 'meta effect' in the fragmentation reactions of ionised alkyl phenols and alkyl anisoles". scheme or table. p. 539 - 546. Retrieved 2012/09/22.
• 2、 Kabalka, George W.,Maddox, John T.,Bogas, Ekaterini,Kelley, Shane W.. "Alkylation of Aldehyde (Arenesulfonyl)hydrazones with Trialkylboranes". . p. 3688 - 3695. Retrieved 2007/10/03.