Neomenthyl chloride and menthyl chloride are two diastereomers whose only difference is the configuration of the chlorine substituent. In an E2 elimination, neomenthyl chloride reacts significantly faster than menthyl chloride because the configuration required for E2 mechanism corresponds to its more stable conformation.
Although generally you should not use hashed and solid wedge bonds when depicting chair conforms, in this problem for grading purposes, a template has been added that includes these bonds. When reading a journal or reporting chair conforms, you would see single lines orientated at the axial and equatorial positions.
Complete the structure to indicate the more stable conformation of neomenthyl chloride, draw the mechanism of the elimination, and draw the structure of the major product.
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