2-Cyclopenten-1-one, 5-methylene-2-phenyl-

Base Information

• Chemical Name: 2-Cyclopenten-1-one, 5-methylene-2-phenyl-
• CAS No.: 79655-71-3
• Molecular Formula: C12H10O
• Molecular Weight: 170.211
• DSSTox Substance ID: DTXSID80452503
• Nikkaji Number: J653.195D

Synonyms:79655-71-3;2-Cyclopenten-1-one, 5-methylene-2-phenyl-;DTXSID80452503;5-Methylene-2-phenylcyclopenta-2-en-1-one

Chemical Property of 2-Cyclopenten-1-one, 5-methylene-2-phenyl-

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 267

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: C=C1CC=C(C1=O)C2=CC=CC=C2

Technology Process of 2-Cyclopenten-1-one, 5-methylene-2-phenyl-

There total 5 articles about 2-Cyclopenten-1-one, 5-methylene-2-phenyl- 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: 13.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + N,N,N'-trimethyl-N'-allylthiourea + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → 1,3,5-triphenylbenzene (612-71-5) + C16H20N2OS (1235569-11-5) + 1,2,4-triphenylbenzene (1165-53-3) + 5-Methylene-2-phenyl-2-cyclopentene-1-one (79655-71-3)

Guidance literature:

dicobalt octacarbonyl; N,N,N'-trimethyl-N'-allylthiourea; phenylacetylene; With 1,1,3,3-tetramethyl-2-thiourea; In toluene; for 0.0833333h; Inert atmosphere;

carbon monoxide; In toluene; at 110 ℃; for 24h; under 2250.23 Torr; Autoclave;

DOI:10.1016/j.tetlet.2010.04.025

Reference yield: 2.0%

dicobalt octacarbonyl (15226-74-1,61091-28-9,61117-58-6) + N,N,N'-trimethyl-N'-allylthiourea + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → C16H20N2OS (1235569-11-5) + 5-Methylene-2-phenyl-2-cyclopentene-1-one (79655-71-3)

Guidance literature:

dicobalt octacarbonyl; N,N,N'-trimethyl-N'-allylthiourea; phenylacetylene; With 1,1,3,3-tetramethyl-2-thiourea; In toluene; for 0.0833333h; Inert atmosphere;

carbon monoxide; In toluene; at 110 ℃; for 48h; under 2250.23 Torr; Autoclave;

DOI:10.1016/j.tetlet.2010.04.025

Reference yield:

C26H20O (79655-59-7) → 5-Methylene-2-phenyl-2-cyclopentene-1-one (79655-71-3)

Guidance literature:

at 400 - 450 ℃; under 0.05 Torr; Yield given;

DOI:10.1021/jo00342a053

upstream raw materials:

C₂₆H₂₀O

C₂₇H₂₄O₂

dicobalt octacarbonyl

carbon monoxide

Downstream raw materials:

3-(1-Allyl-2-oxo-3-phenyl-cyclopent-3-enyl)-2,2-dimethyl-propionic acid methyl ester

3-(1-Allyl-2-oxo-3-phenyl-cyclopent-3-enyl)-2-methyl-2-phenyl-propionic acid methyl ester

(1S,2S,4R,6R)-5-Oxo-6-phenyl-4-phenylsulfanylmethyl-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

(1S,2S,4S,6R)-4-(2-Methoxycarbonyl-2-methyl-propyl)-5-oxo-6-phenyl-bicyclo[2.2.1]heptane-2-carboxylic acid methyl ester

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