Diethyl 2,4-diacetyl-3-phenylpentanedioate

Base Information

• Chemical Name: Diethyl 2,4-diacetyl-3-phenylpentanedioate
• CAS No.: 13277-74-2
• Molecular Formula: C19H24 O6
• Molecular Weight: 348.396
• Hs Code.: 2918300090
• NSC Number: 169221
• DSSTox Substance ID: DTXSID00305143
• ChEMBL ID: CHEMBL546151
• Mol file: 13277-74-2.mol

Synonyms:diethyl 2,4-diacetyl-3-phenylpentanedioate;13277-74-2;TCMDC-125515;2,4-Diacetyl-3-phenyl-pentanedioic acid diethyl ester;NSC169221;CHEMBL546151;DTXSID00305143;VJDMHFPDRYFKOU-UHFFFAOYSA-N;STK680370;AKOS005596222;NSC-169221;NCGC00343063-01;AB01334952-02;A848595;DIETHYL2,4-DIACETYL-3-PHENYLPENTANEDIOATE;Pentanedioic acid, 2,4-diacetyl-3-phenyl-, diethyl ester

Chemical Property of Diethyl 2,4-diacetyl-3-phenylpentanedioate

Chemical Property:

• Vapor Pressure: 6.59E-09mmHg at 25°C
• Boiling Point: 467.3°Cat760mmHg
• Flash Point: 203.1°C
• PSA: 86.74000
• Density: 1.136g/cm³
• LogP: 2.30680
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 348.15728848
• Heavy Atom Count: 25
• Complexity: 456

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2,4-diacetyl-3-phenylpentanedioate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(C1=CC=CC=C1)C(C(=O)C)C(=O)OCC)C(=O)C

Technology Process of Diethyl 2,4-diacetyl-3-phenylpentanedioate

There total 2 articles about Diethyl 2,4-diacetyl-3-phenylpentanedioate 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: 63.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) → diethyl 2,4?diacetyl?3?phenylpentanedioate (13277-74-2)

Guidance literature:

With piperidine; In ethanol; at 20 ℃; for 12.1667h; Reflux;

DOI:10.1007/s11030-019-10023-y

Reference yield:

→ diethyl 2,4?diacetyl?3?phenylpentanedioate (13277-74-2)

Guidance literature:

Acetessigsaeure-ethylester, Benzaldehyd, Piperidin;

Reference yield:

diethyl 2,4?diacetyl?3?phenylpentanedioate (13277-74-2) → 3-phenylglutaric acid anhydride (4160-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / water / 2 h / 80 °C

2: acetyl chloride / 2 h / Reflux

With acetyl chloride; potassium hydroxide; In water;

DOI:10.1039/c4md00498a

upstream raw materials:

ethyl acetoacetate

benzaldehyde

Downstream raw materials:

3-phenylglutaric acid

2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetic acid

3-phenylglutaric acid anhydride