Question

1. a. (-Rose oxide (shown at the right) is one of how many stereoisomers? b. (--Rose oxide has how many units of unsaturation? c. Draw a diastereomer of rose oxide. (-)-Rose oxide d. The parent ring for rose oxide is the cyclic ether with the IUPAC name "oxane". Based on this numbering, label the two chiral carbon atoms in rose oxide as being either R or S. carbon #is (circle one: R, S) carbon #is (circle one: R, S) охane e. Using oxane as the parent, give the IUPAC name of (-)-rose oxide. Be sure to include R or S designations. f. For (--rose oxide, [a] = -28.1°. What is the observed rotation of a 0.15 g/mL solution of (-)-rose oxide measured in a 2.0 dm polarimetry tube? g. A solution containing (-)-rose oxide and its enantiomer (+)-rose oxide has [a] 0°. What is the percentage of each enantiomer in the solution? h.A solution containing (-)-rose oxide and its enantiomer )-rose oxide has [a] +14.05. What is the percentage of each enantiomer in the solution?

Answer 1

1a) 4. Since this molecule contain 2 chiral centers hence number of stereoisomers = 2² = 4.

b) 2. One correspond to double bond and another to cyclic ring.

c) Diastereomers are not mirror images.

d) In R/S notation, groups attached to carbon are numbered on the basis of atomic mass and if rotation from least number to high number is clockwise then R otherwise S.

pats d) sclockwise Qol Gy=R anticlockwise cs Scanned with CamScanner