3-(Benzoyloxy)-2,4-pentanedione

Base Information

• Chemical Name: 3-(Benzoyloxy)-2,4-pentanedione
• CAS No.: 4620-47-7
• Molecular Formula: C12H12O4
• Molecular Weight: 220.225
• Hs Code.: 2916310090
• NSC Number: 58119
• DSSTox Substance ID: DTXSID80196773
• Nikkaji Number: J102.746H
• Wikidata: Q83069786
• Mol file: 4620-47-7.mol

Synonyms:2,4-dioxopentan-3-yl benzoate;4620-47-7;3-(BENZOYLOXY)-2,4-PENTANEDIONE;NSC58119;2, 3-(benzoyloxy)-;2, 3-hydroxy-, benzoate;1-acetyl-2-oxopropyl benzoate;3-benzoyloxy-2,4-pentanedione;SCHEMBL2659176;3-benzoyloxy-2,4-pentane-dione;DTXSID80196773;VWWVUXIKLRIRAZ-UHFFFAOYSA-N;NSC 58119;NSC-58119;2,4-Pentanedione, 3-(benzoyloxy)-;2,4-Pentanedione, 3-hydroxy-, benzoate;benzoic acid 1-acetyl-2-oxo-propyl ester

Chemical Property of 3-(Benzoyloxy)-2,4-pentanedione

Chemical Property:

• Vapor Pressure: 9.02E-06mmHg at 25°C
• Boiling Point: 373.4°Cat760mmHg
• Flash Point: 167°C
• PSA: 60.44000
• Density: 1.171g/cm³
• LogP: 1.39000
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Benzoyloxy)-2,4-pentanedione

There total 8 articles about 3-(Benzoyloxy)-2,4-pentanedione 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: 100.0%

sodium benzoate (532-32-1) + 3-chloropentane-2,4-dione (1694-29-7) → benzoic acid 1-acetyl-2-oxopropyl ester (4620-47-7)

Guidance literature:

In dimethyl sulfoxide; for 3h;

DOI:10.1002/chem.200304960

Reference yield: 99.82%

3-chloropentane-2,4-dione (1694-29-7) + benzoic acid (65-85-0,8013-63-6) → benzoic acid 1-acetyl-2-oxopropyl ester (4620-47-7)

Guidance literature:

benzoic acid; With potassium hydroxide; In N,N-dimethyl-formamide; at 50 ℃; for 1h;

3-chloropentane-2,4-dione; In N,N-dimethyl-formamide; at 50 ℃;

Reference yield: 76.0%

benzoic acid (65-85-0,8013-63-6) + acetylacetone (123-54-6,81235-32-7) → benzoic acid 1-acetyl-2-oxopropyl ester (4620-47-7)

Guidance literature:

With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In ethyl acetate; at 20 - 75 ℃; for 24h;

DOI:10.1002/anie.201101522

upstream raw materials:

dibenzoyl peroxide

sodium benzoate

3-chloropentane-2,4-dione

benzoic acid

Downstream raw materials:

2-methoxy-4,6-dimethyl-5-benzoyloxypyrimidine

3-Benzoyloxy-6-hydroxy-2,4-dimethyl-benzoic acid methyl ester

3-Benzoyloxy-2,4-dimethyl-6-trifluoromethanesulfonyloxy-benzoic acid methyl ester

Refernces

• 1、 Dar'in, Dmitry V.,Krasavin, Mikhail,Shevalev, Robert M.,Zhmurov, Petr A.. "Taking diazo transfer to water: α-diazo carbonyl compounds from in situ generated mesyl azide". . p. 372 - 373. Retrieved 2020/06/19.
• 2、 Li, Chengliang,Jin, Tao,Zhang, Xinglu,Li, Chunju,Jia, Xueshun,Li, Jian. "Bu4NI-Catalyzed α-Oxyacylation of Carbonyl Compounds with Toluene Derivatives". supporting information. p. 1916 - 1919. Retrieved 2016/05/19.