PS4

1. Draw the isomers of 6 alkynes with formula C6H10.

2. Name the compounds you drew.
3. Draw the I/TS and P. Include stereochemistry, if any.
a. 1-pentyne + BH3 I/TS P + H2O2, OH- P
b. 3-methyl-1,3-butadiene + HBr I/TS I/TS P
c. 1,3-cyclopentadiene + (1) O3 (2) Zn, HCl P
d. 1,3-pentadiyne + (1) O3 (2) Zn, HCl P
e. 2-butyne + H+, H2O I/TS P
f. Methylcyclohexene + KMnO4 (cold, alkaline) P
g. (R) 3-methyl-2-pentene + MCPBA P + H2O P
h. 2,5-dimethyl-3-hexyne + 1 mole HCl I/TS P
i. 2-pentyne + 1 mole Br2 I/TS P