(a) (c) ОН `CH3 CH;CH, Brevicomin (sex attractant of Western pine beetle) „CH,CH3 (d) (b) НО. НОСН ОН Talaromycin A (a toxic substance produced by a fungus that grows on poultry house litter)

(a) (c) ОН `CH3 CH;CH, Brevicomin (sex attractant of Western pine beetle) „CH,CH3 (d) (b) НО. НОСН ОН Talaromycin A (a toxic substance produced by a fungus that grows on poultry house litter)

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter24: Amines And Heterocycles

Section24.SE: Something Extra

Problem 40MP

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Question

Compounds that contain both carbonyl and alcohol functional groups are often more stable as cyclic hemiacetals or cyclic acetals than as open-chain compounds. Examples of several of these are shown. Deduce the structure of the open-chain form of each.

(a)
(c)
ОН
`CH3
CH;CH,
Brevicomin (sex attractant of
Western pine beetle)
„CH,CH3
(d)
(b) НО.
НОСН
ОН
Talaromycin A (a toxic
substance produced by a
fungus that grows on
poultry house litter)

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