Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)-

Base Information

• Chemical Name: Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)-
• CAS No.: 86505-48-8
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• DSSTox Substance ID: DTXSID30454234
• Nikkaji Number: J1.815.256H
• Wikidata: Q82275634
• Mol file: 86505-48-8.mol

Synonyms:Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)-;86505-48-8;DTXSID30454234;3alpha-(4-Methylphenyl)-3-methylcyclopentanone

Chemical Property of Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2(CCC(=O)C2)C
• Isomeric SMILES: CC1=CC=C(C=C1)[C@@]2(CCC(=O)C2)C

Technology Process of Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)-

There total 40 articles about Cyclopentanone, 3-methyl-3-(4-methylphenyl)-, (R)- 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: 71.0%

(S)-(+)-3-methyl-3-(4-methylphenyl)hexanedioic acid (126892-13-5) → (S)-(-)-3-methyl-3-(4-methylphenyl)cyclopentanone (65564-92-3,86505-48-8,90396-61-5)

Guidance literature:

With barium dihydroxide; at 320 ℃;

Reference yield: 68.0%

3-Methyl-2-cyclopenten-1-one (2758-18-1) + 4-methylphenylboronic acid (5720-05-8) → (S)-(-)-3-methyl-3-(4-methylphenyl)cyclopentanone (65564-92-3,86505-48-8,90396-61-5)

Guidance literature:

With silver hexafluoroantimonate; PdCl₂-(R,R-PhBOX); In methanol; water; at 40 ℃; for 36h; optical yield given as %ee;

DOI:10.1002/chem.201200694

Reference yield: 61.0%

(R)-4-Methyl-2-oxo-4-p-tolyl-cyclopentanecarboxylic acid methyl ester (147295-36-1) → (R)-3-methyl-3-(p-tolyl)cyclopentan-1-one (86505-48-8)

Guidance literature:

With sodium chloride; In water; dimethyl sulfoxide; at 130 - 140 ℃; for 3.5h;

DOI:10.1016/S0040-4039(00)80086-6

upstream raw materials:

(R)-4-Methyl-2-oxo-4-p-tolyl-cyclopentanecarboxylic acid methyl ester

(R)-3-Methyl-3-p-tolyl-hexanedioic acid dimethyl ester

3-p-tolyl-2-(p-tolylsulfinyl)cyclopentenone

(+)-(S)-3-methyl-2-(p-tolylsulfinyl)cyclopent-2-enone

Downstream raw materials:

2-benzal-4-methyl-4-(4-methylphenyl)cyclopentan-1-one

(3S)-5-hydroxymethylidene-3-methyl-3-p-tolylcyclopentan-1-one

(S)-(-)-3-methyl-3-(4-methylphenyl)cyclopentanone

(R)-(+)-4-methyl-4-(4-methylphenyl)cyclopent-2-enone