5. Chirality

Identify all planes of symmetry in the following molecules/conformations, if any.

(a)

Identify all planes of symmetry in the following molecules/conformations, if any.

(c)

Identify all planes of symmetry in the following molecules/conformations, if any.

(f)

Identify the following molecules as chiral or achiral. If chiral, draw the nonsuperimposable mirror image and verify its nonsuperimposability.

(e)

Which of the following objects are chiral?

a. a mug with DAD written to one side of the handle

b. a mug with MOM written to one side of the handle

c. a mug with DAD written opposite the handle

d. a mug with MOM written opposite the handle

Which of the following objects are chiral?

e. a wheelbarrow

f. a remote control device

g. a nail

h. screw

Draw structures for the following:

d. a chiral stereoisomer of 1,2-dibromocyclobutane

Draw structures for the following:

e. two achiral stereoisomers of 3,4,5-trimethylheptane

For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether the structure is chiral.

(h)

Classify the following objects and molecules as chiral or achiral.

(e)