Benzene, [(2-cyclopenten-1-yloxy)methyl]-

Base Information

• Chemical Name: Benzene, [(2-cyclopenten-1-yloxy)methyl]-
• CAS No.: 68241-89-4
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• DSSTox Substance ID: DTXSID50450016
• Nikkaji Number: J981.907J
• Mol file: 68241-89-4.mol

Synonyms:Benzyl cyclopent-2-en-1-yl ether;3-benzyloxycyclopentene;68241-89-4;Benzene, [(2-cyclopenten-1-yloxy)methyl]-;3-(Benzyloxy)cyclopentene;SCHEMBL11427031;DTXSID50450016

Chemical Property of Benzene, [(2-cyclopenten-1-yloxy)methyl]-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 174.104465066
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C=C1)OCC2=CC=CC=C2

Technology Process of Benzene, [(2-cyclopenten-1-yloxy)methyl]-

There total 14 articles about Benzene, [(2-cyclopenten-1-yloxy)methyl]- 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%

Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-8-benzyloxy-1-vinyl-deca-4,9-dienyloxy)-tetrahydro-pyran-3-yl ester (801237-26-3) → [(cyclopent-2-en-1-yloxy)methyl]benzene (68241-89-4) + Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-(cyclopent-2-enyloxy)-tetrahydro-pyran-3-yl ester (801237-28-5)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; Heating;

DOI:10.1055/s-2004-831301

Reference yield: 84.5%

cyclopent-2-enol (3212-60-0,6426-28-4,62894-08-0,109431-72-3) + benzyl bromide (100-39-0) → [(cyclopent-2-en-1-yloxy)methyl]benzene (68241-89-4)

Guidance literature:

cyclopent-2-enol; With tetrabutylammomium bromide; In tetrahydrofuran; at -5 ℃; for 0.0833333h;

With sodium hydride; In tetrahydrofuran; at -5 ℃; for 0.166667h;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 5.5h;

Reference yield:

((hepta-1,6-dien-3-yloxy)methyl)benzene (176435-52-2) → [(cyclopent-2-en-1-yloxy)methyl]benzene (68241-89-4)

Guidance literature:

phase-bound Grubbs 2^nd generation catalyst; In dichloromethane; for 1.5h; Heating;

DOI:10.1055/s-2005-918479

upstream raw materials:

(2-Bromo-cyclopentyloxymethyl)-benzene

cyclopent-2-enol

benzyl chloride

benzyl bromide

Downstream raw materials:

3-ethylcyclopentene

cyclopent-2-enol

(1S,2R,5S)-rel-2-(benzyloxy)-6-oxabicyclo[3.1.0]hexane

rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol