menthyl chloride and that of neomenthyl They have the structures shown below.

One of these stereoisomers undergoes elimination by treatment with sodium ethoxide in ethanol much more readily than the other. Which will react faster? Because? Indicate the resulting product.

Draw the formulas of the following compounds:

1) 2-Methylhexa-1,5-diene
2) 2,3,4-Trimethylocta-1,4,6-triene
3) 4-tert-Butyl-2-chlorohept-1-ene
4) 3-Ethyl-2,4-dimethylhept-3-ene
5) 3,4-Diisopropyl-2,5-dimethylhex-3-ene
6) Hept-1-ene
7) cis-Oct-3-ene
8) 3-ethylpent-2-ene
9) trans-1,4-Dibromobut-2-ene
10) 3-Chlorohex-2-ene
11) Buta-1,3-diene
12) Hexa-1,4-diene
13) 5-Methyl-3-propylocta-1,4,6-triene
14) 6-Methyl-6-propylnone-2,4,7-triene
15) 2,3,5-Trimethylocta-1,4-diene
16) 3-Propylhepta-1,5-diene.

In the elimination reaction of 5-bromononane with potassium ethoxide in ethanol, draw Newmann projections showing the conformation leading to cis-4-nonene and trans-4-nonene, respectively. Indicate the hydrogen that is lost in each case and suggest a mechanism that explains the observed stereoselectivity.

Write the mechanism that explains the following transformation:


Rank the following alkenes in order of decreasing stability: a) 1-pentene; b) (E)-2-pentene; c) (Z)-2-pentene; d) 2-methyl-2-butene.

Despite attempts, the alkene 2,2,5,5-tetramethyl-3,4-(dimethylethyl)-3-hexene has never been synthesized. Because?.

Write the structure of the three alkenes that are obtained in the acid-catalyzed dehydration of 2-pentanol.

Draw the compound of molecular formula C7H13 Br that each alkene shown as unique elimination product E2 forms.