Benzyl 4-acetylbenzoate

Base Information

• Chemical Name: Benzyl 4-acetylbenzoate
• CAS No.: 119838-69-6
• Molecular Formula: C16H14O3
• Molecular Weight: 254.285
• DSSTox Substance ID: DTXSID90343498
• Nikkaji Number: J1.938.250H
• Wikidata: Q82114849
• Mol file: 119838-69-6.mol

Synonyms:Benzyl 4-acetylbenzoate;119838-69-6;Benzoic acid, 4-acetyl-, phenylmethyl ester;Benzyl 4-acetylbenzoate #;SCHEMBL5446007;DTXSID90343498;4-Acetylbenzoic acid benzyl ester

Chemical Property of Benzyl 4-acetylbenzoate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 254.094294304
• Heavy Atom Count: 19
• Complexity: 310

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-acetylbenzoate

There total 6 articles about Benzyl 4-acetylbenzoate 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: 94.0%

4-acetyl-benzoic acid (586-89-0) + dibenzyl dicarbonate (31139-36-3) → p-(Benzyloxycarbonyl)acetophenone (119838-69-6)

Guidance literature:

magnesium(II) perchlorate; In nitromethane; at 40 ℃; for 16h;

DOI:10.1002/adsc.200303040

Reference yield: 92.0%

4-acetyl-benzoic acid (586-89-0) + benzyl alcohol (100-51-6,185532-71-2) → p-(Benzyloxycarbonyl)acetophenone (119838-69-6)

Guidance literature:

With N,N'-dimethylaminopyridine; di-tert-butyl dicarbonate; In nitromethane; at 50 ℃; for 16h;

DOI:10.1055/s-2003-44986

Reference yield: 90.0%

benzyl p-(α-benzyloxy)ethylbenzoate (1616490-82-4) → p-(Benzyloxycarbonyl)acetophenone (119838-69-6)

Guidance literature:

With Oxone; potassium bromide; In acetonitrile; at 0 - 30 ℃; for 24.5h; Green chemistry;

DOI:10.1021/ol501703y

upstream raw materials:

4-acetyl-benzoic acid

dibenzyl dicarbonate

benzyl alcohol

benzyl bromide

Downstream raw materials:

4-acetyl-benzoic acid

benzyl 4-(1-hydroxyethyl)benzoate

4-(1-hydroxyethyl)benzoic acid

4-[(E)-2-(Ethoxycarbonylmethyl-phenyl-carbamoyl)-1-methyl-vinyl]-benzoic acid benzyl ester

Refernces

• 1、 Lai, Ming,Qi, Xinxin,Wu, Xiao-Feng. "Palladium-Catalyzed Carbonylative Synthesis of Benzyl Benzoates Employing Benzyl Formates as Both CO Surrogates and Benzyl Alcohol Sources". supporting information. p. 3776 - 3778. Retrieved 2019/06/24.
• 2、 Goo?en, Lukas J.,D?hring, Arno. "A Convenient Protocol for the Esterification of Carboxylic Acids with Alcohols in the Presence of di-t-Butyl Dicarbonate". . p. 263 - 266. Retrieved 2007/10/03.