Organic Chemistry Exam Questions

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The document contains a series of chemistry questions related to IUPAC naming, stereoisomerism, reaction products, and stability of compounds. It covers topics such as alkene configurations, carbocation stability, and acid-base reactions. Each question presents multiple-choice answers, indicating a focus on organic chemistry concepts.

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 㗇㤝⇔⨶㗝ᳫ仁

[Link] is the IUPAC name for the following compound?

a)1,3-dimethylcyclohexene
b)2,4-dimethylcyclohexene
c)3,5-dimethylcyclohexene
d)2,4-dimethyl-1-cyclohexene

[Link] is the IUPAC name for the following compound?

a)1,1-dimethyl-4-ethyl-2,5-cyclohexadiene
b)6-ethyl-3,3-dimethyl-1,4-cyclohexadiene
c)3-ethyl-6,6-dimethyl-1,4-cyclohexadiene
d)1-ethyl-4,4-dimethyl-2,5-cyclohexadiene

[Link] of the following alkenes do not show E/Z-isomerism?


I)2-methyl-2-hexene II)1-chloro-1-butene
III)1-methylcyclohexene IV)2-methyl-3-hexene
a) I,III
b) III,IV
c) II,III,IV
d) IV

[Link] the following groups in the order of increasing priority (lowest first).

a) II,III,I,IV
b) III,II,IV,I
c) III,I,[Link]
d) IV,II,I,III

[Link] alkenes have E configurations?

a) I,II
b) II,III
c) III,IV
d) II,IV

[Link] is a very common acyclic “diterpene” found in all plants bound to [Link] of
the following molecules is phytol? (*diterpene = 4 isoprene units)

a) I
b) II
c) III
d) IV

[Link] is the major product from the reaction of 1,2-dimethylcyclohexene with D2/Pt?

a) I
b) II
c) III
d) IV

[Link] these carbocations in order of increasing stability (least to most).

a) I,II,III,IV
b) III,II,I,IV
c) III,I,II,IV
d) I,III,IV,II

[Link] compound does not give two isomers when reacted with Cl2/CCl4?

a) I
b) II
c) III
d) IV
[Link] alkene has the highest rate of reaction with HBr in CH2Cl2?

a) I
b) II
c) III
d) IV

[Link] is the major product from acid catalyzed hydration of 2-methyl-2-pentene?


a) 2-methyl-3-pentanol
b) 2-methyl-2-pentanol
c) 4-methyl-2-pentanol
d) 3-methyl-3-pentanol

[Link] many stereoisomers formed in the following reaction?

a) 1
b) 2
c) 3
d) 4

[Link] following structures represent stereoisomers.

a)Ture
b)False

[Link] structures represent S-3-methylhexane?

a) II,III
b) I,III
c) I,II
d) III,IV

[Link] following nucleophiles are listed in decreasing order of reactivity in an SN2 reaction.
a)True
b)False

[Link] is an artificial, non-saccharide [Link] is made from two amino acids


phenylalaninen (methyl ester)and aspartic acid. Both aminoacids have one stereocenter. Both
stereocenters have S-stereo-configuration. Which of the two structures is aspartame?

a)both structures are correct b) I


c) II d)Neither structure is correct

[Link] is the relationship between these two structures?

a)identical structures
b)enantiomers
c)diastereomers
d)constitutional isomers

[Link] structure is correctly named 3R,4S-3,4-dimethylhexene

a) IV
b) I,III
c) II,IV
d) II

[Link] many stereoisomers are possible for Prilosec?


a)4
b)8
c)16
d)32

[Link] is (are) the major organic product(s) obtained from the following substitution reaction?

a) only 1
b) only 2
c) 1 and 2
d) 2 and 3

[Link] many compounds below contain trans-comformation ?

a)2
b)4
c)5
d)6

22.ẍᶳ⊾⎰䈑䩳橼䳸㥳ᷕ挝奺⎒㚱ℑ䧖ẍℏ(⏓ℑ䧖)侭㚱⸦ᾳ?
CH2Cl2 , CH2ClF , CH2CH2 , Cyclopropane , CH2ClCH2Cl , Cis-HClC=CHCl , NH3
CH2O , CCl4
(a) 4 (b) 5 (c)6

23. How many compounds in problem 22 have polarity(㤝⿏)?

(a)3 (b)4 (c)5 (d)6

[Link] the VSEPR model ,predict which species have bond angles of about 180o ?
NH3 CO2 H2O H3O+ O2
I II III IV V

(a) I,III,V (b) II,V (c) I,IV (d) III,IV,V


[Link] are acid-base reactions according to the Bronsted-Lowry theory?

a) IV
b) I. III. IV
c) II . III

[Link] many organic classes species below contain oxygen?


(a)2 (b)3 (c)4 (d)5
alcohol aldehyde ketone amine alkene carboxylic acid

[Link] of the following is the most stable conformation of cis-1-isopropyl-3-methylcyclohexane?

[Link] of the following terms describes the role of ethene in the acid-base reaction shown?

[Link]-Lowry acid [Link]-Lowry base


[Link] acid [Link] base

[Link] is the direction of equilibrium for the following reactions?

a.1 favors from left to right, 2 favors from right to left.


b.2 favors from left to right, 1 favors from right to left.
[Link] favor from left to right.
[Link] favor from right to left.
[Link] is the structure of trans-1-ethyl-3-isopropylcyclohexane?

[Link] many of the following molecules in the problem have No constitutional isomers?
a.2 b.1 c.3 d.4

[Link] options below is constitutional isomers for each other?


a.1,2 b.1,2,3 c.2 d.1

34.ẍᶳ㥳⼊(conformation)ᷕỽ䳬⇵侭ᷳ㥳⼊庫䨑⭂烎
Which options below have more stable conformation in the front one?

a.1.2 b.2.3 c3.4 d.2.4

[Link] base has the most conjugated acid?


[Link] of the following bonds is most polar?
a.O-H b.C-H c.C-F d.H-H

[Link] is the order of increasing acid strength of the following compounds(least first)?

a.I,III,II,IV [Link],III,II,I [Link],I,III,IV [Link],III,I,II

38. Which of these diaxial conformations has the highest energy?

39. Which species are acids in the following acid-base reaction?


a.1,4 b.2,3 c.1,3 d.2,4

[Link] is the IUPAC name of the following compound?

a.1-isopropyl-2,4-dimethylcyclohexane
b.2,4-Dimethyl-1-isopropylcyclohexane
c.4-isopropyl-1,3-dimethylcyclohexane
d.4isopropyl-1,5-dimethylcyclohexane

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a %$%'% a &&$%'

a ;'&%$ a %&%%&

a $&$'' a %%'%'


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