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Odeur et constitution XIII. Synthèse du triméthyl‐1,1,5‐méthylène‐9‐bicyclo‐[3,3,1]‐nonanol‐5
Author(s) -
Stoll M.,
Willhalm B.,
Büchi G.
Publication year - 1955
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19550380634
Subject(s) - bicyclic molecule , chemistry , medicinal chemistry , alcohol , benzene , double bond , stereochemistry , organic chemistry
In the presence of HCl or BF 3 dihydro‐α‐ionone undergoes cyclisation. In solutions in primary alcohols ROH, this cyclisation leads to bicyclic ethers V with a semicyclic double‐bond. In secondary butyl alcohol the bicyclic alcohol XII is produced. Bicyclic hydro‐carbones are formed as byproducts. In benzene solution BF 3 forms an unsaturated bicyclic epoxyde XVII. The infrared spectra of some of these substances are discussed.