(Z)-1-styrylcyclopentene

Base Information

• Chemical Name: (Z)-1-styrylcyclopentene
• CAS No.: 109432-86-2
• Molecular Formula: C₁₃H₁₄
• Molecular Weight: 170.254
• Mol file: 109432-86-2.mol

Synonyms:(Z)-1-styrylcyclopentene

Chemical Property of (Z)-1-styrylcyclopentene

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (Z)-1-styrylcyclopentene

There total 3 articles about (Z)-1-styrylcyclopentene 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: 29.0%

phenylacetylene (536-74-3) + cyclopentene (142-29-0) → (Z)-1,4-diphenylbut-1-ene-3-yne (13141-45-2,13343-79-8,13343-78-7) + (E)-1,4-Diphenylbut-1-en-3-yne (13343-79-8) + [(E)-2-(cyclopent-1-en-1-yl)ethenyl]benzene (109432-85-1) + (Z)-1-styrylcyclopentene (109432-86-2)

Guidance literature:

With sodium hexaflorophosphate; chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II); In pyridine; at 100 ℃; for 48h;

DOI:10.1016/S0040-4039(98)01580-9

Reference yield:

benzaldehyde (100-52-7) + triphenyl (1-cyclopentenylmethyl)-phosphonium nitrite (109432-80-6) → [(E)-2-(cyclopent-1-en-1-yl)ethenyl]benzene (109432-85-1) + (Z)-1-styrylcyclopentene (109432-86-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; methanol; at 25 ℃; Product distribution; other allylic tributylphosphorus ylides derived from nitro compounds, other aldehydes, bases and solvents;

DOI:10.1021/jo00227a034

Reference yield:

benzaldehyde (100-52-7) + Tributyl-cyclopent-2-enylmethyl-phosphonium; nitrite → [(E)-2-(cyclopent-1-en-1-yl)ethenyl]benzene (109432-85-1) + (Z)-1-styrylcyclopentene (109432-86-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, 25 deg C, 2 h, 2.) 25 deg C, 24 h;

DOI:10.1021/jo00247a012

upstream raw materials:

benzaldehyde

triphenyl (1-cyclopentenylmethyl)-phosphonium nitrite

phenylacetylene

cyclopentene