Skip to main content

Cathodic Hydrocoupling of Acrylonitrile (Electrosynthesis of Adiponitrile)

  • Reference work entry
  • First Online:
Encyclopedia of Applied Electrochemistry

Introduction

Cathodic hydrocoupling of acrylonitrile is one of the most well-known organic electrochemical processes because of its unique chemical reaction and industrial application. This reaction had already known since the 1940s, but the yield of product was not high in those days. In 1960 Manuel M. Baizer improved the yield and current efficiency of the coupling reaction by a discovery of using quaternary ammonium salts as supporting electrolyte [1]. The product of this coupling reaction is adiponitrile which is known as intermediate of polyamid used for engineering plastics, tire cord, and clothes. Adiponitrileis also used for synthesis of polyurethane. From the benefit of Nylon and polyurethane, cathodic hydrocoupling of acrylonitrile is absolutely essential technology for human life.

Cathodic Reaction of Acrylonitrile

The reaction mechanism for cathodic hydrocoupling of acrylonitrile has been extensively investigated by many researchers and it has been establishedas shown in...

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 999.99
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Hardcover Book
USD 549.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Hermann P (2001) Industrial Electroorganic Chemistry. In Lund H, Hammerich O (ed) Organic electrochemistry, 4th edn. revised and expanded. Marcel Dekker, New York, Chapter 31

    Google Scholar 

  2. Fry AJ (1972) Electrochemical reduction of conjugated systems. Synthetic organic electrochemistry. Harper and Row, New York, Chapter 7

    Google Scholar 

  3. Rifi MR (1975) In: Weinberg NL (ed) Technique of electroorganic synthesis. Wiley, New York, part 2, Chapter 8

    Google Scholar 

  4. Atobe M, Sasahira M, Nonaka T (2000) Ultrason Sonochem, Ultrasonic Effects on Electroorganic Processes. Part 17. Product Selectivity Control in Cathodic Reduction of Acrylonitrile 7:103–107

    CAS  Google Scholar 

  5. (1987) Japanese laid open Patent 62-27583

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yoshifumi Kado .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2014 Springer Science+Business Media New York

About this entry

Cite this entry

Kado, Y. (2014). Cathodic Hydrocoupling of Acrylonitrile (Electrosynthesis of Adiponitrile). In: Kreysa, G., Ota, Ki., Savinell, R.F. (eds) Encyclopedia of Applied Electrochemistry. Springer, New York, NY. https://doi.org/10.1007/978-1-4419-6996-5_341

Download citation

Publish with us

Policies and ethics