Download orgchem rev integ odd numbers

ORGANIC CHEMISTRY
ODD NUMBERS
=
1. What is the predominant product
from the reaction of 2 – hexanol with
H2CrO4?
O
A. CH3(CH2)3CO2H C.
CH3(CH2)3CCH3
B. CH3(CH2)4CO2H D.
CH3CO2H
CHROMIC ACID, or H2CrO4, is used in the oxidation of
alcohols and aldehydes.
2 – hexanol is a secondary alcohol. Because of this, the
predominant product that would be formed is a ketone.
H2CrO4
Since the only ketone among the choices is C, the answer
to Question 1 is:
O
CH3(CH2)3CCH3
=
C.
3. Predict the product for the following
reaction:
Excess
CH3CH2OH
H2SO4
?
5. Enantiomers are:
A.
Molecules that have a mirror image
B.
Molecules that have at least one stereogenic center
C.
Non – superimposable molecules that are mirror
images of each other
D.
Non – superposable molecules
According to the definition, Enantiomers
are compounds which have non –
superimposable mirror images.
The answer is C.
7. CH2Br2 is named ________.
A. Dibromomethane
B. Methylbromide
C. Methylhalide
D. Methyldibromide
9.
ANSWER: D
11. List the following alkyl halides in order of
increasing ease of Grignard Formation
I. RBr II. RCl III. RI
IV. RF
A. I, II, III, IV
C. III, I, IV, II
B. IV, II, I, III
D. III, I , II, IV
ANSWER: D
I> Br> Cl> F
13.
ANSWER: B
15.
ANSWER: C
Bond strength is related to bond order, higher order bonds are generally
weaker.
17.
ANSWER: A
Cis- same side
19. What would be the major product(s) of the
following reaction?
 A. IV
C. III
 B. II
D. I
19. What would be the major product(s) of the
following reaction?
 A. IV
C. III
 B. II
D. I
21. The increased acid strength that results from
the addition of a chlorine atom to a carboxylic
acid molecule is an example of the _______.
 A. Homologous Effect
 B. Inductive Effect
 C. Functional Effect
 D. Substituent Effect
 Answer: B. Inductive Effect
 Inductive Effect – is an electronic effect due to the polarization of sigma
bonds within a molecule or ion. Typically due to an electronegativity
difference between the atoms at either end of the bond.
23. How many s-sp3 bonds are there in the
following substance?
 A. 12
C. 3
 B. 8
D. 13
25. What would be the major product(s) of the
following reaction?
 A. II
C. I
 B. III
D. IV
 t-BuOK, t-BuOH – Bulky bases
 Bulky bases as catalysts follows Anti-Zaitsev’s Rule
 Anti-Zaitsev’s Rule – is an empirical rule for predicting the favored alkene
products in elimination reactions. Attachment to the least substituted
Carbon
27. Which of the following classes of compounds
is characterized by a carbon-nitrogen triple bond?
A. Nitriles
B. Amines
C. Amino acids
D. Amides
29. Which of the following is (are) meso
compound(s)?
I
I
I
III
31. Which reagent(s) could NOT be used to carry
out the followingWolff-Kishner
transformation?
Reduction - The reduction of aldehydes and ketones to
A. Zn(Hg), HCl
B. LiAlH4, ether
alkanes.
Using lithium tetrahydridoaluminate (lithium aluminium hydride)
- Ketone to Alcohol
C. HSCH2CH2SH, BF3; then Raney Ni (H2)
Raney Nickel – Conversion of ketones to alkanes.
D. None of the choices
33. Lovastatin is used for lowering cholesterol in
hypercholesterolemia and so preventing cardiovascular disease.
How many stereogenic centers are there in Lovastatin?
35. Which of the following statements about
orbital hybridization is incorrect?
ANSWER: C
In sp hybridization, the triple bond consists of one sigma (σ) bond and two pi
(π) bonds