2-(4-Methylanilino)cyclopent-2-en-1-one

Base Information

• Chemical Name: 2-(4-Methylanilino)cyclopent-2-en-1-one
• CAS No.: 112152-02-0
• Molecular Formula: C12H13NO
• Molecular Weight: 187.241
• DSSTox Substance ID: DTXSID40542757
• Nikkaji Number: J544.579E
• Wikidata: Q82419509

Synonyms:112152-02-0;2-(4-Methylanilino)cyclopent-2-en-1-one;DTXSID40542757

Chemical Property of 2-(4-Methylanilino)cyclopent-2-en-1-one

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 249

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC2=CCCC2=O

Technology Process of 2-(4-Methylanilino)cyclopent-2-en-1-one

There total 2 articles about 2-(4-Methylanilino)cyclopent-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: 82.0%

p-toluidine (106-49-0,12221-03-3) + cyclopentanone (120-92-3) → 2-(4-Methylphenylamino)-2-cyclopenten-1-on (112152-02-0)

Guidance literature:

With potassium iodide; In methanol; at 20 ℃; for 3h; Electrochemical reaction;

DOI:10.1021/acs.joc.8b02930

Reference yield: 63.0%

cyclopentane-1,2-dione (3008-40-0) + p-toluidine (106-49-0,12221-03-3) → 2-(4-Methylphenylamino)-2-cyclopenten-1-on (112152-02-0)

Guidance literature:

Reference yield: 63.0%

2-Acetyl-1,4-benzoquinone (1125-55-9) + 2-(4-Methylphenylamino)-2-cyclopenten-1-on (112152-02-0) → 8-Acetyl-2,3,3a,8b-tetrahydro-7-hydroxy-3a-(4-methylphenylamino)-1H-cyclopentafuran-3-on

Guidance literature:

DOI:10.1002/prac.19933350407

upstream raw materials:

cyclopentane-1,2-dione

p-toluidine

cyclopentanone

Downstream raw materials:

3-(2,5-Dihydroxy-4-methylphenyl)-2-(4-methylphenylamino)-2-cyclopenten-1-on

5-Methyl-2-<2-(4-methylphenylamino)-3-oxo-1-cyclopenten-1-yl>-1,4-benzochinon

1,4-Dihydro-6-methyl-4-(4-methylphenyl)cyclopentindol-3,5,8(2H)-trion

5,8-Diacetoxy-1,4-dihydro-6-methyl-4-(4-methylphenyl)cyclopentindol-3(2H)-on

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