2-Phenylcyclopent-2-en-1-one

Base Information

• Chemical Name: 2-Phenylcyclopent-2-en-1-one
• CAS No.: 39545-99-8
• Molecular Formula: C11H10O
• Molecular Weight: 158.2
• DSSTox Substance ID: DTXSID90446337
• Nikkaji Number: J89.293I
• Wikidata: Q82264958
• Mol file: 39545-99-8.mol

Synonyms:2-phenylcyclopent-2-en-1-one;39545-99-8;2-Cyclopenten-1-one, 2-phenyl-;1-Phenylcyclopentene-5-one;2-Phenylcyclopentene-3-one;2-phenyl-2-cyclopenten-1-one;SCHEMBL11133453;2-phenyl-cyclopent-2-en-1-one;DTXSID90446337;EN300-1719881

Chemical Property of 2-Phenylcyclopent-2-en-1-one

Chemical Property:

• PSA: 17.07000
• LogP: 2.43290
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 158.073164938
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2-Phenylcyclopent-2-en-1-one

There total 59 articles about 2-Phenylcyclopent-2-en-1-one 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: 97.0%

2-iodo-cyclopent-2-enone (33948-35-5) + phenylboronic acid (98-80-6) → 2-phenylcyclopent-2-enone (39545-99-8)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; triphenyl-arsane; silver(l) oxide; In tetrahydrofuran; water; at 25 ℃; Inert atmosphere;

DOI:10.15227/orgsyn.075.0069

Reference yield: 80.0%

cyclopent-2-enone (930-30-3) + triphenyl bismuth (2+); dichloride (507233-69-4,594-30-9,28719-54-2) → 2-phenylcyclopent-2-enone (39545-99-8)

Guidance literature:

With tributylphosphine; N-ethyl-N,N-diisopropylamine; In dichloromethane; tert-butyl alcohol; at 25 ℃;

DOI:10.1021/ja048987i

Reference yield: 80.0%

ethene (74-85-1) + carbon monoxide (201230-82-2) + phenylacetylene (536-74-3) → 2-phenylcyclopent-2-enone (39545-99-8)

Guidance literature:

[Co₄(CO)11{P(OPh)3}]; at 85 ℃; for 46h; under 152000 - 159600 Torr;

DOI:10.1002/(SICI)1521-3773(20000204)39:3<636::AID-ANIE636>3.0.CO;2-S

upstream raw materials:

2-isobutoxycyclopent-2-enone

trans-(+/-)-2-Phenylcyclopentan-3-one-1-carboxylic acid

cyclopent-1-en-1-ylbenzene

2-Phenylcyclopentanone

Downstream raw materials:

(+/-)-2-phenylcyclopent-2-enol

3-butyl-2-phenylcyclopent-1-enyl t-butyldimethylsilyl ether

3-methyl-2-phenylcyclopent-2-en-1-one

3-methyl-2-phenylcyclopent-1-enyl t-butyldimethylsilyl ether