Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 17, Problem 24P

The name of the parent six-membered sulfur-containing heterocycle is thiane. It is

numbered beginning at sulfur. Multiple incorporation of sulfur in the ring is indicated by the prefixes di-, tri-, and so on.

How many methyl-substituted thianes are there? Which ones are chiral?

Write structural formulas for 1,4-dithiane and 1,3,5-trithiane.

Which dithiane isomer (1,2-, 1,3-, or 1,4-) is a disulfide?

Draw the two most stable conformations of the sulfoxide derived from thiane.

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Draw structures corresponding to the following names and give IUPAC names for the following compounds: (8 Point) a) b) c) CH3 CH2CH3 CH3CHCH2CH2CH CH3 C=C H3C H H2C=C=CHCH3 d) CI e) (3E,5Z)-2,6-Dimethyl-1,3,5,7-octatetraene f) (Z)-4-bromo-3-methyl-3-penten-1-yne g) cis-1-Bromo-2-ethylcyclopentane h) (5R)-4,4,5-trichloro-3,3-dimethyldecane
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Review: Design a total total synthesis synthesis of the following compound using methyloxacyclopropane and any other necessary reagents.

Chapter 17 Solutions

Organic Chemistry - Standalone book

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