Classify the following reactions as substitution, elimination, or addition.

Using the given molecular formula (C4H8O), write four different functional isomers with
their names.

What is optical activity? Calculate []D of compound X: 5.00 g of X is dissolved in 100

mL ethanol. 20 mL of this solution is placed in a 25 cm polarimeter tube at 25 C.
The observed rotation is 17.29 clockwise.

What is a carbocation? Discuss their structure, formation, and stability?

 Write the name of the given compound using both cis/trans and E/Z notation.

What should be the observed specific rotation of a sample having 82% eeR?
(The pure S enantiomer in the sample has a specific rotation of 23.7)

The Fisher projection of 2,3 dihydroxy-butanal is given below:

a) How many chiral centers are present in the given compound? Assign them R or S.
b) Write Sawhorse projection and Newmann projection of this compound.

Indicate the relationship between the molecules in each pair.

a) b) OH HO
 Name the following Cycloalkanes

If a chemical reaction produces a mixture of 80% R and 20 % S, what is the % ee?

If a sample of the pure R enantiomer of a molecule has a specific rotation of 40

what is the specific rotation of pure S?

If the specific rotation of (R)-2-methylhexan-2-ol is 35, what is the specific

rotation of (S)-hexan-2-ol?
Calculate []D: A 1.00 g sample is dissolved in 20.0 mL ethanol. 5.00 mL of this solution is
placed in a 20.0-cm polarimeter tube at 25C. The observed rotation is 1.25 counterclockwise.
A sample of a pure R- enantiomer has a specific rotation of 40. A mixture of R-/S-
enantiomers has an observed optical rotation of + 22. What is the % ee of the mixture?

If a sample is 50 % ee of R stereoisomer, what is the % R in the mixture?

Calculate the relative proportions of (+)-2-butanol, []D = +13.5o, and (-)-2-butanol, []D = -
13.5o, required to give a specific rotation of +0.54o.

If a sample of the pure R enantiomer of a molecule has a specific rotation of 40 and an

enantiomeric mixture of that molecule has an 82% ee S, what should be the observed specific
rotation of the sample?
Consider the molecule below. What is the maximum number of methyl groups that can be in the
equatorial position at the same time?

A. 0
B. 1
C. 2
D. 3
E. 4

Which of the following molecules is chiral?

What is the stereochemical designation of the following molecule?

R, S or achiral
 Draw the Fischer of the following molecules
HO F OH F HO Cl OH
H
H D

F
H
H Cl F I
Cl H

Which diene reacts faster in Diels-Alder reaction with acrolein, arrange them fastest to slowest.

Give one example of [2,3] sigmatropic rearrangement. Write the names of the reagent and
product formed in this example.

On heating allyl alcohol with triethyl orthoacetate in presence of catalytic propionic acid produced ethyl pent-4-
enoate in good yield. Discuss this transformation with mechanism and tell the type of pericyclic reaction involve
in the same.
Write the structure of product formed with correct stereochemistry.

Write note on resolution of racemic mixture.

What is asymmetric synthesis. Discuss types of asymmetric synthesis.

Why retro synthesis is important in organic synthesis. Explain it with suitable example.