Instructions: Label each pair of compounds below as:
a.
identical
b.
stereoisomers
c.
constitutional isomers
d.
identical, but differing in conformation
Where stereoisomers are present, label the isomers as
cis and
trans.
Label:
![](data:image/png;base64,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)
and
Question 2Instructions: Label each pair of compounds below as:
a.
identical
b.
stereoisomers
c.
constitutional isomers
d.
identical, but differing in conformation
Where stereoisomers are present, label the isomers as
cis and
trans.
Label:
![](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAALQAAACPAQAAAAB7C8zxAAAABGdBTUEAALGOfPtRkwAAAdJJREFUSMft17FOwzAQBmCjSGRAwgsDA5LFk+S5mNJQRMc+CyNbSiT6GAQYumbDVY2Nkzi+v409gKoOKJHaRp9S53xOfVdmgkfDTu2KRa5nIuxiGfH1kfz1NuwPZ+E4LzPvSoS94TDOI3k5B38hn5fgH941b7KQS+FvLNGb3KTOaxx/ZUzhvDTi3Htir8td9Ipdc+fKnsj+xprBOram+5lJ9NqNBfntPov+ht07uE5drPaYJeT9nLp3zTh5f2X3LcUycpezApe1PUmGDNhXQu4i72Yx4+Rupt2sh+FbHzJjx1P+KbA+ZNJmVSbgqT/Pa05Oj4gUZUZOK6tTesgaVtOTcJ+CV+S1AF+TNzn4G7k0k08++eT/yGP7XmyfxH2Vg+M+vADHfXsNjvs8xoN1wQhwqCPw3f26U4BjnXoHx7q2RYc6iPFg3TQVONTZNlbvWJeHuR3W8SHow7qv0aFPwHiwr7Br2VwlbNyHSFMteDXuW4xZbuw6jPocm+sv79AXGQ2OfZTOdt6x77IzIIc+bc+hr1OZYWmgD9xzOFQ7zmbs3fhFxJ8ifhfqV+28tgHnNg+7gC9sPj8DXt4kbBXw9tcnI32++qV/R/w54hen/5/yR/8BUC0Mr6WR4k0AAAAASUVORK5CYII=)
and
Question 3Instructions: For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the
most stable conformation and label the substituent groups as axial or equatorial.
Draw and label:
Question 4Instructions: For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the
most stable conformation and label the substituent groups as axial or equatorial.
Draw and label:
Question 5Instructions: Refer to the structure below to answer the following question(s).
![](data:image/png;base64,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)
Refer to instructions. Which groups have a 1,3-diaxial interaction with each other?
Question 6Instructions: Refer to the structure below to answer the following question(s).
![](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAASMAAADeAQAAAABeIFvzAAAABGdBTUEAALGOfPtRkwAAAx5JREFUaN7t2D1u2zAUAGC6GrQEVccOQdmDBFBv1CNQRQdnKOAj9CilkcFjriDDQLvSyMKB1Sv5SOrvMQnhZAlKDoksf3x8fCRsygwyWs9erGSWuhU56ipLXbevpgaWpXjOHPMUNFmqzpojy6pXlzXiQ5aCLHWfpXZFFVVUUUUVVdQbVqomyGyIYjRoz/hKKfalWaGBfQjB9lGxj3odrH/HQ7BjUHqjoGtWoW5aVS1Ux89WLpSqTAv+ZBiUHe3k6FyxVgvoq5myg51gGUxtwCp/zLRKtS4UHFz3WTB7rdwUKle3nv3mIBuv1BTMxe1xDgK0rcShMSyuxniMxRyPWI8alB3xrpFucRo/rxjKddzjMjFxduoKj5Lc1ygEw9p9x0tZO2WYCzX4t/3MAXMIymyOVp0xVFCDP6JKHD/skv0R88IeIixe7XMBmA7ITh0WCoPhdGCIyuW1xRc6lsCKMKyJNXaV6LCjisqO1vuEJmWrusd757Hq8n0oh44l1naF/vx0VyeYgoXSqqiGr3GvTgq68K4S462oDkBaT9U2oYCoHVWSKk7VtwvV0FJV5aiBqrjYc1UTpakyDVWQo85UaZ6jFFWnhGpzVE9VYktIQdQ2S+2o6oAofqnaEJVabKpMQlVUCaIMVYnF1vWjSrZPqbDYA5uGUc1jSrHxOXyxJYIKi80YG8fpqbrzqVg1BpulGJXfEpLNgiXUzueOLbzRibTqvQpzY1TxkPss2OKbd1Iu97azf7gfnijcEtJl7ihuhsWW8Mq07uMUq8BCMJNQAnOvffkxmK6I0j73WH/3SZ5WOpbABavWBxpUZ5d7SGTwwXqqji53Pt5xGfYNUSf7b8wDgwnJiToAm77XfbCU0rNNipWb94pq1y3WVqbVD7aYkZnvxkmtz3EypYa4p2LTbNUP1fLgZVuXUnytNNtQJYAEy1KqylGQp3ZFFVVUUUUVVdSF6p6o51u+Gh/ln1TmbavP9L6kanlww3YriLqm6rol6qa9UH0SGWp1CHyZanIUpBStRP0rp17xp5+ZSuzXxWMaqr+J3woeYK2eb/+F+gd/ihO0agTLCQAAAABJRU5ErkJggg==)
Refer to instructions. Which of the labeled groups is
trans to b?
Question 7Instructions: Refer to the structure below to answer the following question(s).
![](data:image/png;base64,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)
Refer to instructions. Which of the labeled groups in the structure are
equatorial?
Question 8Draw and name the seven constitutional isomers for cycloalkane, C
6H
12.
Question 9Provide the proper IUPAC name for the compound below.
Question 10Instructions: Label each pair of compounds below as:
a.
identical
b.
constitutional isomers
c.
stereoisomers
Question 11Instructions: Label each pair of compounds below as:
a.
identical
b.
constitutional isomers
c.
stereoisomers
Question 12Designate
each carbon as primary, secondary, tertiary, or quaternary.
Question 13Name these groups (left to right).
where
![](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAD0AAAARAQAAAABGd5kJAAAABGdBTUEAALGOfPtRkwAAAGtJREFUGNNj+A8BPxgQjP3377///vsHwz95+f7jhx/+YPgjx8/efPABkMHHztx88MAPhjk9bsqCHUcqGDrOpBkLdvRUMDQcSCiwkOH/wXDwwAMgQ/4Hw+GHH37U2AEZjz/+/POvzh7ZCsIMADU0ZucDWaCBAAAAAElFTkSuQmCC)
represents the parent chain.
a.
sec-propyl,
sec-butyl, isobutyl
b.
isopropyl, isobutyl,
sec-butyl
c.
sec-propyl,
tert-butyl, isobutyl
d.
isopropyl,
tert-butyl, isobutyl
e.
isopropyl,
tert-butyl,
sec-butyl
Question 14Which of the following alkanes is the most likely to be a liquid at room temperature?
a.
propane
b.
butane
c.
pentane
d.
hexane