CHEM 30B Dr. R. Rinehart

Quiz 4 Objectives & Study Guide

For this quiz, you must be able to do the following:

1. CLASSIFY a given structure as a(n): aldehyde, ketone, hemiacetal, hemiketal, acetal, ketal

2. IDENTIFY [circle and label] the following functional groups in a given structure:

acetal, alcohol [1^o, 2^o, 3^o], aldehyde, alkyl, alkene, alkyne, aromatic, carboxylic acid, cycloalkyl, disulfide, ether, halo [specific], hemiacetal, hemiketal, heterocyclic, ketal, ketone, thiol.

3. NAME a given aldehyde or ketone [which may contain other functional groups such as –OH, -R, -X, -Ar, C=C, C≡C, -OR, -SH]

4. DRAW the structure corresponding to a given name.

5. PROVIDE the name, structure, or both of the product of a specified reaction using a given reactant.

REACTION TYPE	REACTANTS
oxidation of:	aldehyde, 1^o or 2^o alcohol
reduction of:	aldehyde or ketone
hydrolysis of:	acetal, hemiacetal, hemiketal, ketal
addition of:	aldehyde OR ketone WITH an alcohol [1:1]
dehydration of:	hemiacetal OR hemiketal WITH an alcohol
dehydration of:	aldehyde OR ketone with an amine

6. a. INDICATE whether or not [and, if so, how] a given molecule is capable of hydrogen bonding with: (i) water;
(ii) an alcohol; (iii) itself [another molecule of the same substance].

b. Based on a consideration of the possible intermolecular forces present and their relative strengths and the extent to which they will operate, PREDICT whether or not a given structure will be soluble in: (i) water; (ii) cyclohexane (or other hydrocarbon).

7. ARRANGE a given series of compounds in order of increasing boiling point, based on a consideration of the possible intermolecular forces present and their relative strengths and the extent to which they will operate.

You may wish to use PS-205A to look at the chapter 14 exercises at
http://c4.cabrillo.edu/chem30b/exercises/exerhome.html

REACTION TYPE