76-71-1

Basic information

• Product Name: Diethyl ethyl(1-methylpropyl)malonate
• Synonyms: DIETHYL (2-BUTYL)ETHYLMALONATE;DIETHYL ETHYL(SEC-BUTYL)MALONATE;DIETHYL ETHYL(1-METHYLPROPYL)MALONATE;DIETYHL ETHYL(1-METHYLPROPYL)MALONATE;2-SEC-BUTYL-2-ETHYLMALONIC ACID DIETHYL ESTER;DIETHYL2-SEC-BUTYL-2-ETHYLMALONATE;Propanedioic acid,ethyl(1-methylpropyl)-,diethyl ester;Ethyl(1-methylpropyl)propanedioic acid diethyl ester
• CAS NO: 76-71-1
• Molecular Formula: C₁₃H₂₄O₄
• Molecular Weight: 244.33
• EINECS: 200-980-1
• Product Categories: Pharmaceutical Intermediates
• Mol File: 76-71-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 253 °C at 760 mmHg
• Flash Point: 107.5 °C
• Appearance: /
• Density: 0.975 g/cm³
• Vapor Pressure: 0.0188mmHg at 25°C
• Refractive Index: 1.437
• CAS DataBase Reference: Diethyl ethyl(1-methylpropyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl ethyl(1-methylpropyl)malonate(76-71-1)
• EPA Substance Registry System: Diethyl ethyl(1-methylpropyl)malonate(76-71-1)

Safety Data

• Hazardous Substances Data: 76-71-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H24O4/c1-6-10(5)13(7-2,11(14)16-8-3)12(15)17-9-4/h10H,6-9H2,1-5H3

Synthetic route

sec-butyl-malonic acid diethyl ester (83-27-2) + sodium ethanolate (141-52-6) → ethyl-sec-butyl-malonic acid diethyl ester (76-71-1)

Conditions	Yield
With Diethyl carbonate beim Abdestillieren des Alkohols unter vermindertem Druck und Erwaermen der Reaktionsloesung mit Aethylbromid auf 100-105grad;

s-butyl bromide (78-76-2, 5787-31-5) + sodium compound of ethylmalonic acid diethyl ester → ethyl-sec-butyl-malonic acid diethyl ester (76-71-1)

Conditions	Yield
With ethanol

ethyl-sec-butyl-malonic acid diethyl ester (76-71-1) → ethyl-sec-butyl-malonic acid (4372-17-2)

Conditions	Yield
With potassium hydroxide

ethyl-sec-butyl-malonic acid diethyl ester (76-71-1) + urea (57-13-6) → butabarbital (125-40-6)

Conditions	Yield
With sodium ethanolate

Upstream product

• 78-76-2 s-butyl bromide 
• 83-27-2 sec-butyl-malonic acid diethyl ester 
• 141-52-6 sodium ethanolate 

Downstream Products

• 4372-17-2 ethyl-sec-butyl-malonic acid 
• 125-40-6 butabarbital