Methyl 16-[4-(4-methylbenzoyl)phenyl]hexadecanoate

Base Information

• Chemical Name: Methyl 16-[4-(4-methylbenzoyl)phenyl]hexadecanoate
• CAS No.: 918500-23-9
• Molecular Formula: C31H44O3
• Molecular Weight: 464.67900
• DSSTox Substance ID: DTXSID10582600
• Wikidata: Q82474070
• Mol file: 918500-23-9.mol

Synonyms:918500-23-9;METHYL 16-[4-(4-METHYLBENZOYL)PHENYL]HEXADECANOATE;DTXSID10582600

Chemical Property of Methyl 16-[4-(4-methylbenzoyl)phenyl]hexadecanoate

Chemical Property:

• PSA: 43.37000
• LogP: 8.40290
• XLogP3: 10.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 464.32904526
• Heavy Atom Count: 34
• Complexity: 527

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)C2=CC=C(C=C2)CCCCCCCCCCCCCCCC(=O)OC

Technology Process of Methyl 16-[4-(4-methylbenzoyl)phenyl]hexadecanoate

There total 5 articles about Methyl 16-[4-(4-methylbenzoyl)phenyl]hexadecanoate 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%

16-phenylhexadecanoic acid methyl ester (106181-23-1) + 4-methyl-benzoyl chloride (874-60-2) → 16-[4-(4-methylbenzoyl)phenyl]hexadecanoic acid methyl ester (918500-23-9)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jo061617n

Reference yield:

16-phenylhexadec-13-enoic acid methyl ester (918500-22-8) → 16-[4-(4-methylbenzoyl)phenyl]hexadecanoic acid methyl ester (918500-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / hexane / 20 °C

2: 99 percent / AlCl₃ / CH₂Cl₂ / 20 °C

With aluminium trichloride; hydrogen; palladium on activated charcoal; In hexane; dichloromethane; 2: Friedel-Crafts reaction;

DOI:10.1021/jo061617n

Reference yield:

13-tetradecenoic acid (7331-03-5) → 16-[4-(4-methylbenzoyl)phenyl]hexadecanoic acid methyl ester (918500-23-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 98 percent / H₂SO₄ / Heating

2: 87 percent / Grubbs catalyst I / CH₂Cl₂ / Heating

3: 99 percent / H₂ / Pd/C / hexane / 20 °C

4: 99 percent / AlCl₃ / CH₂Cl₂ / 20 °C

With aluminium trichloride; sulfuric acid; hydrogen; palladium on activated charcoal; Grubbs catalyst first generation; In hexane; dichloromethane; 2: olefin metathesis / 4: Friedel-Crafts reaction;

DOI:10.1021/jo061617n

upstream raw materials:

16-phenylhexadecanoic acid methyl ester

4-methyl-benzoyl chloride

16-phenylhexadec-13-enoic acid methyl ester

13-tetradecenoic acid

Refernces