Skip to main content
SpringerLink
Log in

Hydrocarbons Consisting of Six- and Five-membered Rings which Have Formally Fixed Double Bonds

  • Chapter
Polycyclic Hydrocarbons

Abstract

Indan-2-one reacts with 1-naphthyl magnesium bromide to yield the carbinol (I). Dehydration gives the compound (II), which can be condensed to (III) with ethyl formate and potassium methoxide. Cyclization with 93% sulphuric acid gives indenoperinaphthene (IV).

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

Access this chapter

Log in via an institution
Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 129.00
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 169.99
Price excludes VAT (USA)
  • Compact, lightweight 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

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Reference

  1. Aitken, I. M. and Reid, D. H., J. chem. Soc. 3487 (1956); Reid, D. H., Tetrahedron 3, 339 (1958).

    Article  Google Scholar 

  2. Roser, W., Leibigs Ann. 247, 153 (1888).

    Google Scholar 

  3. Brand, K. and Miller, K. O., Ber. dtsch. chem. Ges. 55, 601 (1922).

    Article  Google Scholar 

  4. Blood, C. T. and Linstead, R. P., J. chem. Soc. 2263 (1952).

    Google Scholar 

  5. Chuen, Chen. C. and Fenton, S. W., J. org . Chem. 23, 1538 (1958).

    Article  CAS  Google Scholar 

  6. Blood, C. T. and Linstead, R. P., J. chem. Soc. 2263 (1952).

    Google Scholar 

  7. Baker, W., McOmie, J. F. W., Parfitt, S. D., and Watkins, D. A. M., J. them. Soc. 4026 (1959).

    Google Scholar 

  8. Brand, K. and Müller, K. O., Ber. dtsch. chem. Ges. 55, 601 (1922).

    Article  Google Scholar 

  9. Brand, K., Ber. dtsch. chenu. Ges. 45, 3071 (1912); Brand, K. and Ludwig, H., Ber. dtsch. chem. Ges. 53, 809 (1920); Brand, K. and Hoffmann, F. W., Ber. dtsch. chem. Ges. 53, 915 (1920).

    Google Scholar 

  10. le Goff, E., J. Amer. chem. Soc. 84, 3975 (1962).

    Article  CAS  Google Scholar 

  11. I. G. Farbenindustrie AG, German Patent 453768 (1925); Chem. Zbl. 1928 I 420.

    Google Scholar 

  12. Clar, E., Ber. dtsch. chem. Ges. 72, 2134 (1939).

    Article  Google Scholar 

  13. I. G. Farbenindustrie AG, German Patent 550712 (1930); 576466 (1931); Chem. Zbl. 1932 II, 783; 1933 II, 791.

    Google Scholar 

  14. I. G. Farbenindustrie AG, French Patent 644782 (1927); Chem. Zbl.1929I,580; German Patent 550712 (1930); Chem. Zbl. 1932 II 783; German Patent 589639 (1932); 611512 (1933); Chem. Zbl. 1934 I 1890; 1935 II, 282.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. University of Glasgow, Scotland

    E. Clar

Authors
  1. E. Clar
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

Copyright information

© 1964 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Clar, E. (1964). Hydrocarbons Consisting of Six- and Five-membered Rings which Have Formally Fixed Double Bonds. In: Polycyclic Hydrocarbons. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-662-01668-8_21

Download citation

  • DOI: https://doi.org/10.1007/978-3-662-01668-8_21

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-662-01670-1

  • Online ISBN: 978-3-662-01668-8

  • eBook Packages: Springer Book Archive

Publish with us

Policies and ethics

Search

Navigation