14631-45-9

Basic information

• Product Name: 3-Ethoxypropionitrile
• Synonyms: 2-Ethoxypropionitrile;2-ethoxy-propanenitril;2-Ethoxy-propanenitrile;2-ethoxypropannitril;2-ethoxy-propionitril;alpha-ethoxypropionitrile
• CAS NO: 14631-45-9
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13
• EINECS: 218-393-4
• Mol File: 14631-45-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 185.62°C (rough estimate)
• Flash Point: 84.6°C
• Appearance: /
• Density: 0.891
• Vapor Pressure: 0.219mmHg at 25°C
• Refractive Index: 1.3890
• CAS DataBase Reference: 3-Ethoxypropionitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Ethoxypropionitrile(14631-45-9)
• EPA Substance Registry System: 3-Ethoxypropionitrile(14631-45-9)

Safety Data

• Hazardous Substances Data: 14631-45-9(Hazardous Substances Data)

Usage

General Description

3-Ethoxypropionitrile is a chemical compound with the molecular formula C5H9NO. It is also known by the chemical name ethyl 3-cyanoxypropanoate. This colorless liquid has a fruity odor and is commonly used in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is a versatile intermediate in organic synthesis and is also used as a solvent in chemical reactions. 3-Ethoxypropionitrile is known to be an irritant to the skin and eyes, and precautions should be taken when handling this chemical. It is important to follow safety guidelines and use proper protective equipment when working with 3-Ethoxypropionitrile to minimize any potential risks.

InChI:InChI=1/C7H13NO/c1-3-7(5-6-8)9-4-2/h7H,3-5H2,1-2H3/t7-/m0/s1

Upstream product

• 109-99-9 tetrahydrofuran 
• 110-86-1 pyridine 
• 109-92-2 ethyl vinyl ether 
• 22543-22-2 2-ethoxypropionamide 
• 74-90-8 hydrogen cyanide 
• 60-29-7 diethyl ether 
• 506-77-4 cyanogen chloride 
• 7081-78-9 1-chloroethyl ethyl ether 
• 7677-24-9 trimethylsilyl cyanide 
• 105-57-7 diethyl acetal 
• 631-57-2 Acetyl cyanide 

Downstream Products

• 50739-79-2 2-ethoxy-1-phenyl-propan-1-one 

Relevant articles and documents

2-ALKOXY AND 2,2-DIALKOXY NITRILES FROM ACETALS AND ORTHOESTERS --- EXCHANGE OF ALKOXY INTO CYANO GROUP BY MEANS OF CYANOTRIMETHYLSILANE

Title transformation is accomplished by the catalytic action of SnCl2 or BF3*OEt2.Lithio derivative of 2,2-dimethoxyacetonitrile is used as synthetic equivalent of methyl lithioformate.

CYANOTRIMETHYLSILANE AS A VERSATILE REAGENT FOR INTRODUCING CYANIDE FUNCTIONALITY

Cyanotrimethylsilane adds to some α,β-unsaturated ketones in conjugate manner under the catalytic action of Lewis acids such as triethylaluminium, aluminium chloride, and SnCl2.Hydrolysis of the products gives β-cyano ketones which are identical to the hydrocyanated products of the starting enones.The title silicon reagent reacts with acetals and orthoesters under the catalytic action of SnCl2 or BF3*OEt2 affording 2-alkoxy- and 2,2-dialkoxyalkanenitriles.Application of the reaction to O-protected β-D-ribofuranoses gives selectively β-D-ribofuranosyl cyanide in excellent yield.