Chlorohydrin formation of E-2-pentene (2)

To answer (partially) the first question from the previous page: one other product is obtained if the water molecule attacks the other carbon of the chloronium ion. The sequence on the left shows this. The final product can be found below.

The chlorohydrin resulting from the sequence above is shown here.

Question 3: name the compound and assign R/S labels to the chiral centers.

The compound is:

  1. R-2-chloro-S-3-hydroxypentane
  2. R-2-chloro-R-3-hydroxypentane
  3. S-2-chloro-R-3-hydroxypentane
  4. S-2-chloro-S-3-hydroxypentane

Question 4: How does it compare to the product on the previous page, which is shown here? Is it identical, mirror image, or a different isomer? Are the two products chiral?

The two products are:
  1. identical
  2. mirror images
  3. different compounds

This was one answer to question 1 of the previous page, the choice the water molecule has. What about the chlorine?



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