tb8 - - Chapter 8 Alkvnes: 4n Introduction to (JrJ!anic...

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Chapter 8 - Alkvnes: 4n Introduction to (JrJ!anicSvnthesis Draw structures corresponding to each of the following names. 1. ethynylcyclopropane Answer: [>--C=C-H 2. 3,1O-dimethyl-6-sec-butylcyclodecyne Answer: 3. 4-bromo-3,3-dimethyl-I-hexen-5-yne CH3Br I I Answer: H2C= CH- C- CH- C= C- H I CH3 4. acetylene Answer: H-C=C-H Provide names for each compound below. 5. CH3 I CH3C= CCHCH2CH2CH3 Answer: 4-methyl-2-heptyne 6. O-=rn Answer: l-ethynyl-2-methylcyclopentane Test Items for McMurry's Organic Chemistry, Seventh Edition / 59
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The compound below has been isolated from the safflower plant. Consider its structure to answer the following questions. H H \ I C-C=C-C=C-C=C-C H 4 ~ / H3C-C c-c \ I \\ H H C-H / H 7. What is the molecular formula for this natural product? Answer: CI3HlO 8. What is the degree ofunsaturation for this compound? Answer: We can arrive at the degree of unsaturation for a structure in two ways. Since we know that the degree of unsaturation is the number of rings and lor multiple bonds in a compound, we can simply count them. There are three double bonds (3 degrees) and three triple bonds (six degrees), so the degree of unsaturation is 9. We can verify this by using the molecular formula, CI3HlO, to calculate a degree oftinsaturation. The saturated 13-carbon compound should have the base formula CI3H28,so (28 - 10) -;- 2 = 18 -;- 2 =9. 9. Assign E or Z configuration to each of the double bonds in the compound. Answer:
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This note was uploaded on 03/10/2012 for the course PHYS 121 taught by Professor Staff during the Spring '08 term at CUNY Queens.

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tb8 - - Chapter 8 Alkvnes: 4n Introduction to (JrJ!anic...

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