4-Acetylphenyl pivalate

Base Information

• Chemical Name: 4-Acetylphenyl pivalate
• CAS No.: 72734-76-0
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• NSC Number: 114545
• DSSTox Substance ID: DTXSID80297153
• Nikkaji Number: J748.115B
• Wikidata: Q82038128
• Mol file: 72734-76-0.mol

Synonyms:4-acetylphenyl pivalate;72734-76-0;Propanoic acid,2,2-dimethyl-, 4-acetylphenyl ester;NSC114545;F3098-7611;SCHEMBL11336605;DTXSID80297153;MFCD04991102;AKOS002258725;NSC-114545;SR-01000278165;SR-01000278165-1

Chemical Property of 4-Acetylphenyl pivalate

Chemical Property:

• Vapor Pressure: 0.000275mmHg at 25°C
• Boiling Point: 322.7°C at 760 mmHg
• Flash Point: 139.9°C
• Density: 1.058g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 267

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)OC(=O)C(C)(C)C

Technology Process of 4-Acetylphenyl pivalate

There total 7 articles about 4-Acetylphenyl pivalate 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: 93.0%

pivaloyl chloride (3282-30-2) + 4-Hydroxyacetophenone (99-93-4) → 4-acetylphenyl pivalate (72734-76-0)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.0c07854

Reference yield: 78.0%

sodium pivalate (1184-88-9) + potassium 4-acetylphenyltrifluoroborate → 4-acetylphenyl pivalate (72734-76-0)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 25 ℃; for 16h; Sealed tube;

DOI:10.1055/s-0035-1562529

Reference yield: 43.0%

para-bromoacetophenone (99-90-1) + Trimethylacetic acid (75-98-9) → 4-acetylphenyl pivalate (72734-76-0)

Guidance literature:

With nickel(II) bromide diethylene glycol dimethyl ether; N-isopropyl-N-tert-butylamine; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc; In N,N-dimethyl-formamide; at 60 ℃; for 24h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1002/anie.201916398

upstream raw materials:

pivaloyl chloride

4-Hydroxyacetophenone

C₁₂H₁₃F₃O₅S

sodium pivalate

Downstream raw materials:

biphenyl-4-acetaldehyde

1-(4'-methoxy-biphenyl-4-yl)-ethanone

diisopropyl [4-(acetyl)phenyl]phosphonate

1-(4-(thiophen-2-yl)phenyl)ethanone