Diethyl 2-cyclohexylpropanedioate

Base Information

• Chemical Name: Diethyl 2-cyclohexylpropanedioate
• CAS No.: 2163-44-2
• Molecular Formula: C13H22O4
• Molecular Weight: 242.315
• Hs Code.: 2917209090
• Mol file: 2163-44-2.mol

Synonyms:NSC46843;

Chemical Property of Diethyl 2-cyclohexylpropanedioate

Chemical Property:

• Vapor Pressure: 0.00137mmHg at 25°C
• Melting Point: 115-135 °C
• Refractive Index: 1.461
• Boiling Point: 297.2 °C at 760 mmHg
• PKA: 12.69±0.20(Predicted)
• Flash Point: 137 °C
• PSA: 52.60000
• Density: 1.046 g/cm³
• LogP: 2.30910

Purity/Quality:

99% ^*data from raw suppliers

Diethyl2-Cyclohexylmalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Diethyl 2-Cyclohexylmalonate is a useful reagent for decarbalkoxylation of geminal diesters.

Technology Process of Diethyl 2-cyclohexylpropanedioate

There total 19 articles about Diethyl 2-cyclohexylpropanedioate 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%

diethyl 2-(cyclohex-2-enyl)malonate (6305-63-1) → diethyl 2-cyclohexylmalonate (2163-44-2)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0960-894X(02)00525-5

Reference yield: 94.0%

→ diethyl 2-cyclohexylmalonate (2163-44-2)

Guidance literature:

Reference yield: 81.0%

Cyclohexyl iodide (626-62-0) + diethyl malonate (105-53-3) → diethyl 2-cyclohexylmalonate (2163-44-2)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 80 ℃; for 6h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00475

upstream raw materials:

pyridine

diethyl 2-bromo-2-cyclohexylmalonate

1-bromocyclohexane

sodium diethylmalonate

Downstream raw materials:

2-Cyclohexyl-2-fluoro-malonic acid diethyl ester

Ethyl 2-cyclohexylpropionate

(2-Iodo-1-methyl-ethyl)-cyclohexane

(3aR,4R,6R,6aR)-4-(3-Cyclohexyl-butyl)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole

Refernces

• 1、 Camacho, Margaret B.,Clark, Aurora E.,Liebrecht, Tabitha A.,DeLuca, JoAnn P.. "A phenyliodonium ylide as a precursor for dicarboethoxycarbene: Demonstration of a strategy for carbene generation [1]". . p. 5210 - 5211. Retrieved 2000.
• 2、 Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates". supporting information. p. 5054 - 5059. Retrieved 2021/07/20.
• 3、 Strassfeld, Daniel A.,Wickens, Zachary K.,Picazo, Elias,Jacobsen, Eric N.. "Highly Enantioselective, Hydrogen-Bond-Donor Catalyzed Additions to Oxetanes". supporting information. p. 9175 - 9180. Retrieved 2020/07/13.