diethyl 2-benzoyloxypropanedioate

Base Information

• Chemical Name: diethyl 2-benzoyloxypropanedioate
• CAS No.: 73981-15-4
• Molecular Formula: C14H16 O6
• Molecular Weight: 280.277
• Mol file: 73981-15-4.mol

Synonyms:Propanedioicacid, (benzoyloxy)-, diethyl ester (9CI); Tartronic acid, diethyl ester,benzoate (6CI,7CI); NSC 48018

Chemical Property of diethyl 2-benzoyloxypropanedioate

Chemical Property:

• Vapor Pressure: 2.15E-06mmHg at 25°C
• Boiling Point: 393.3°C at 760 mmHg
• Flash Point: 173.4°C
• PSA: 78.90000
• Density: 1.199g/cm³
• LogP: 1.33820

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl 2-benzoyloxypropanedioate

There total 6 articles about diethyl 2-benzoyloxypropanedioate 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: 87.0%

1,3-diethyl 2-diazopropanedioate (5256-74-6) + benzoic acid (65-85-0,8013-63-6) → 1,3-diethyl 2-(benzoyloxy)malonate (73981-15-4)

Guidance literature:

With bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1002/ejoc.201600064

Reference yield: 70.0%

benzoic acid (65-85-0,8013-63-6) + diethyl malonate (105-53-3) → 1,3-diethyl 2-(benzoyloxy)malonate (73981-15-4)

Guidance literature:

With tert.-butylhydroperoxide; sodium iodide; In water; at 60 ℃; for 8h; Temperature; Reagent/catalyst; Catalytic behavior;

DOI:10.1016/j.molliq.2018.12.046

Reference yield: 60.0%

benzoic acid (65-85-0,8013-63-6) + diethyl malonate (105-53-3) → 1,1,2,2-tetracarboethoxy-ethylene (6174-95-4) + 1,3-diethyl 2-(benzoyloxy)malonate (73981-15-4)

Guidance literature:

With tert.-butylhydroperoxide; sodium iodide; In water; at 110 ℃; for 8h;

DOI:10.1016/j.molliq.2018.12.046

upstream raw materials:

diethyl malonate

dibenzoyl peroxide

benzoic acid

1,3-diethyl 2-diazopropanedioate

Downstream raw materials:

O-Benzoyl-benzoyltartronsaeure-diaethylester

benzyltartronic acid

tartronic acid

Refernces

• 1、 Hunter, Arianne C.,Chinthapally, Kiran,Sharma, Indrajeet. "Rh2(esp)2: An Efficient Catalyst for O-H Insertion Reactions of Carboxylic Acids into Acceptor/Acceptor Diazo Compounds". supporting information. p. 2260 - 2263. Retrieved 2016/05/19.
• 2、 Li, Xiaoqing,Zhou, Can,Xu, Xiangsheng. "TBAI-catalyzed oxidative coupling of β-ketoesters with carboxylic acid: Synthesis of α-carboxylic-β-ketoesters". . p. 150 - 158. Retrieved 2013/01/16.