In each case suggest alternative names that might

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Unformatted text preview: with square planar saturated carbon atoms, bent alkynes with 120° bonds, linear alkenes with bonds at 90° or 180°, bonds coming off a benzene ring at the wrong angles and so on. If properly drawn, the left hand structure will be clearer without the hydrogen atoms. Here are better structures for each compound but you can think of many other possibilities. O N OH N H NH2 PROBLEM 4 Draw structures for the compounds named systematically here. In each case suggest alternative names that might convey the structure more clearly if you were speaking to someone rather than writing. (a) 1,4- di- (1,1- dimethylethyl)benzene (b) 1- (prop- 2- enyloxy)prop- 2- ene (c) cyclohexa- 1,3,5- triene Purpose of the problem To help you appreciate the limitations of systematic names, the usefulness of part structures and, in the case of (c), to amuse. Solutions for Chapter 2 – Organic Structures Suggested solution (a) A more helpful name would be para- di- t- butyl benzene. It is sold as 1,4- di- tert- butyl benzene, an equally helpful name. There are two separate numerical relationships. 4 the 1,1-dimethyl ethyl group 1 1 2 3 2 1,4-relationship between the two substituents on the benzene ring (b) This name fails to convey neither the simple symmetrical structure nor the fact that it contains two allyl groups. Most chemists would call it ‘diallyl ether’ though it is sold as ‘allyl ether’. the allyl group O the allyl group (c) This is of course simply benzene! PROBLEM 5 Translate these very poor structural descriptions into something more realistic. Try to get the angles about...
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This document was uploaded on 02/10/2014.

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