4-(4-Methylphenyl)pentan-2-one

Base Information

• Chemical Name: 4-(4-Methylphenyl)pentan-2-one
• CAS No.: 69657-27-8
• Molecular Formula: C₁₂H₁₆O
• Molecular Weight: 176.258
• Nikkaji Number: J1.927.143I
• Metabolomics Workbench ID: 46403
• Mol file: 69657-27-8.mol

Synonyms:4-(4-methylphenyl)pentan-2-one;(S)-4-(4-Methylphenyl)-2-pentanone;4-(4-methylphenyl)-2-pentanone;Curcumon;4-(p-tolyl)-pentan-2-one;SCHEMBL14731823;CHEBI:173483;AKOS006313017

Chemical Property of 4-(4-Methylphenyl)pentan-2-one

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 176.120115130
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 4-(4-Methylphenyl)pentan-2-one

There total 31 articles about 4-(4-Methylphenyl)pentan-2-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: 99.0%

3-penten-2-one (625-33-2) + 4-methylphenylboronic acid (5720-05-8) → (S)-4-(4-methylphenyl)pentan-2-one (69657-27-8)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; C₄₁H₂₄F₁₂O₂P₂; potassium hydroxide; In water; toluene; at 20 ℃; for 4h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tetlet.2016.03.072

Reference yield: 97.0%

(E)-4-(p-tolyl)-3-penten-2-one (80352-30-3) → (S)-4-(4-methylphenyl)pentan-2-one (69657-27-8)

Guidance literature:

With C₃₁H₃₁Cl₂CoN₃O; sodium triethylborohydride; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 20 ℃; for 12h; enantioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.1c03110

Reference yield: 76.0%

4-methylphenylboronic acid (5720-05-8) + trans-3-penten-2-one (3102-33-8) → (S)-4-(4-methylphenyl)pentan-2-one (69657-27-8)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,2-bis(ferrocenyl)ethane; potassium hydroxide; In water; toluene; at 20 ℃; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo400700m

upstream raw materials:

methyl magnesium iodide

(E)-4-p-tolylbut-3-en-2-one

(+)-(S)-ar-turmerone

2-Methyl-2-((S)-2-p-tolyl-propyl)-[1,3]dioxolane

Downstream raw materials:

(+)-(S)-ar-turmerone

(+)-curcumone semicarbazone

(S)-ar-turmerone semicarbazone

Methyl (S)-(+)-5-(3'-methoxy-4'-methylphenyl)hexanoate