2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER

Base Information

• Chemical Name: 2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER
• CAS No.: 7598-33-6
• Molecular Formula: C₁₄H₂₄O₅
• Molecular Weight: 272.342
• Mol file: 7598-33-6.mol

Synonyms:Butanedioic acid, (1-oxohexyl)-, diethyl ester (9CI); Succinic acid, hexanoyl-, diethylester (5CI); 2-Hexanoylbutanedioic acid diethyl ester; NSC 404123

Chemical Property of 2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER

Chemical Property:

• Vapor Pressure: 2.58E-05mmHg at 25°C
• Boiling Point: 358.3°C at 760 mmHg
• Flash Point: 154.2°C
• PSA: 69.67000
• Density: 1.031g/cm³
• LogP: 2.26830

Purity/Quality:

99% ^*data from raw suppliers

2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER

There total 2 articles about 2-HEXANOYL-SUCCINIC ACID DIETHYL ESTER 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:

→ hexanoyl-succinic acid diethyl ester (7598-33-6)

Guidance literature:

With sodium hydride; Anschliessende Umsetzung mit Brom-essigsaeure-aethylester in siedendem Aether;

DOI:10.1021/ja01186a509

Reference yield:

hexanal (66-25-1) + diethyl Fumarate (623-91-6) → hexanoyl-succinic acid diethyl ester (7598-33-6)

Guidance literature:

With 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; triethylamine; In 1,4-dioxane; at 90 ℃; for 24h;

Reference yield:

hexanoyl-succinic acid diethyl ester (7598-33-6) → (2S,3S,4S)-4-methyl-5-oxo-2-pentyltetrahydrofuran-3-carboxylic acid (109667-12-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaBH₄, 2.) aq. HCl / 1.) EtOH, -15 deg C

2: 98 percent / aq. HCl / dioxane / 0.5 h / Heating

3: 95 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 2 h / -78 °C

4: 1.) DBU, 2.) pig liver esterase, KH₂PO₄, Na₂HPO₄ / 2.) H₂O, 10 h

5: 91 percent / aq. HCl / dioxane / 0.5 h / Heating

With hydrogenchloride; sodium tetrahydroborate; disodium hydrogenphosphate; potassium dihydrogenphosphate; pig liver esterase; sodium hexamethyldisilazane; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1021/jo972032j

upstream raw materials:

hexanal

diethyl Fumarate

Downstream raw materials:

(2S,3S,4S)-4-methyl-5-oxo-2-pentyltetrahydrofuran-3-carboxylic acid

Refernces

• 1、 Stetter, Hermann,Basse, Wolfram,Nienhaus, Juergen. "Addition of Aldehydes to Activated Double Bonds, XXII. Addition of Aliphatic Aldehydes to α,β-Unsaturated Esters and Nitriles". . p. 690 - 698. Retrieved 2007/10/02.