Show how you would synthesize each compound, beginning with acetylene and any necessary additional reagents. (a) 2-propyn-1-ol (propargyl alcohol) (b) 2 -phenyl-3-butyn-2-ol (c) 2-heptyn-4-ol (d) 3 -methyl-4-hexyn-3-ol
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Show how the following compounds could be prepared, using ethyne as one of the starting materials. Explain why ethyne should be alkylated before, rather than after, nucleophilic addition. a. 1 -pentyn- 3 -ol b. 1-phenyl-2-butyn-1-ol c. 2 -methyl- 3 -hexyn- 2 -ol
Starting with acetylene and any other necessary reagents, propose a synthesis for each of the following compounds. Any compound made in one part of the problem may be used as a starting material for another part of the problem. (a) 1-Butyne (b) 1-Butene (c) 1-Butanol (d) 2-Butanol (e) 3-Hexyne (f) cis-3-Hexene (g) Hexane (h) 3-Hexanol (i) 3,4-Dibromohexane How many stereogenic centers are in the following molecules? Label the stereogenic centers with an asterisk (*)
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Show how 1 -butyne could be synthesized from each of the following: $\begin{array}{llll}\text { (a) } \text { 1-Butene } & \text { (b) 1-Chlorobutanc } & \text { (c) 1-Chloro-1-butene } & \text { (d) 1,1-Dichlorobutane } & \text { (e) Ethyne and ethyl bromide }\end{array}$
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