Diethoxyacetonitrile

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Cat Number

INT6136932

CAS Number

6136-93-2

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Product Detail Description Customer Q&A

CAS Number

6136-93-2

EINECS

228-111-1

Storage

2-8℃

Synonyms

1,1-Diethoxyacetonitrile;diethoxy-acetonitril;2,2-Diethoxyacetonitrile

Molecular Formula

C6H11NO2

Molecular Weight

129.16

Smiles

C(#N)C(OCC)OCC

Appearance

Clear colorless to yellow liquid

Relative Density

0.9

General Description

Diethoxyacetonitrile (also known as ethyl glycinonitrile or diethylaminoacetonitrile) is an alpha-aminonitrile featuring two ethoxy groups attached to the nitrile-bearing carbon. The presence of both an electron-withdrawing nitrile group and two electron-donating ethoxy groups on the same carbon creates a unique electronic environment, making the nitrile carbon and the adjacent carbon susceptible to various nucleophilic and electrophilic reactions. It serves as a versatile C-2 and C-1 building block in heterocyclic synthesis.

Mechanism of Action

Diethoxyacetonitrile functions as a masked aminoacetaldehyde equivalent and as a versatile C-1 or C-2 building block. The nitrile group can be hydrolyzed to carboxylic acids, amides, or amidines under appropriate conditions. The alpha-ethoxy groups can be hydrolyzed under acidic conditions to reveal carbonyl functionality. The compound participates in the Pinner reaction, Strecker-type aminonitrile synthesis, and cyclocondensation reactions with bifunctional nucleophiles to form heterocycles including imidazoles and pyrazoles.

Application

Diethoxyacetonitrile is used as an intermediate in the synthesis of pharmaceutical heterocycles including imidazoles, pyrazoles, and amidines. It is a precursor for the synthesis of amino acids via Strecker synthesis, and for the preparation of aldehydes via reduction of the nitrile followed by hydrolysis of the diethyl acetal. It is also used in the synthesis of crop protection agents, dyes, and pigments.

What is the recommended storage condition for Diethoxyacetonitrile?

It should be stored at 2-8°C in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

What documentation is provided with each batch of Diethoxyacetonitrile?

Each batch is accompanied by a Certificate of Analysis (COA) covering identity, potency, and relevant purity tests. Safety Data Sheets (SDS) are available upon request.

What functional groups in Diethoxyacetonitrile are available for further chemical modification?

The specific reactive handles present in this intermediate can be confirmed by reviewing the technical data sheet. Our team can provide structural and reactivity information relevant to your synthetic route.

Can Diethoxyacetonitrile be provided with custom specifications for synthetic applications?

Custom specifications including adjusted particle size, solvent residue limits, or additional purity testing can be arranged for qualified customers with defined requirements.

What quantities of Diethoxyacetonitrile are available for order?

We accommodate orders of varying scale, from small research quantities through bulk commercial supply. Contact our sales team to discuss pack sizes and volume pricing.