ACS ORGANIC CHEMISTRY II FINAL EXAMINATION FULLY SOLVED #1
1. What is the IUPAC priority for naming?: Carboxylic acid > Ketone >
Aldehyde
> Alcohol
2. In IUPAC naming, what is the suffix used for ketone groups?: -one
3. In IUPAC naming, what is the suffix used for alcohol groups?: -nol
4. In IUPAC naming, what is the suffix used for esters?: -noate
5. Benzyl group:
6. Phenyl group:
7. ethanoic acid:
8. (E) isomers vs. (Z) isomers. Which one is observed when theigher
h molecules are on the same side? opposite?: highest onranked
same sid highest on opposite sides: E e: Z
9. Electron-withdrawing groups are what type of directors? What is the
one and only exception?: Meta (deactivators)
Halogens
10.If the atom directly attached to the aromatic ring has lone pairs what type
of director is it? what if it does not have lone pairs?: lone pairs: activating,
ortho, para director
no lone pairs: deactivating, meta director
11.When are the terms ortho, meta, para used?: when there are 2
substituents on the aromatic ring
12.In IUPAC naming, what is NH2 on a phenyl ring referred to as?: aniline
13. Analine:
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, ACS ORGANIC CHEMISTRY II FINAL EXAMINATION FULLY SOLVED #1
14.
Amine:
15. Amide:
16. If there is a NO2 group present, what IUPAC prefix will also be evident?:
nitro
17.What is the predicted reaction? 1º alkyl halide with a strong base? weak
base? poor nucleophile?: strong base: Sn2 favored but E2 with strong
non-nucle- ophilic bases
weak base: Sn2
poor nucleophile: no reaction
18.What is the predicted reaction? 2º alkyl halide with a strong base?
weak base? poor nucleophile?: strong base: mostly E2
strong non-nucleophilic bases: mostly Sn2
poor nucleophile: Sn1/E2 (slow) in polar, protic solvents
19.What is the predicted reaction? 3º alkyl halide with a strong base?
weak base? poor nucleophile?: strong base: E2
strong non-nucleophilic bases: Sn1/E1 in polar protic
solvents poor nucleophile: Sn1/E1 in polar, protic
solvents
20.What is the configuration of the product in the base-catalyzed
hydrolysis of (R)-1-choloro-1-deuteriobutane?: (S)-1-deuterio-1-butanol
(Sn2)
21.Where is the largest molecule on the periodic table?: Bottom lefthand
corner
22.Nucleophilic strength increase with increasing what?: atomic size
23. Which alkyl valid would you expect to undergo Sn1 hydrolysis most
rapid- ly?
I, Br,Cl, or F?: I
24. In which reaction is a racemic mixture obtained?
In which reaction is an inversion of chirality obtained?: inversion:
Sn2 racemic mix: Sn1
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