Question 1

Given the condensed structural formula $$\mathrm{CH_3CH_2CH(CH_3$)CH_2CH_3}$$, what is the correct molecular formula?

Accepted Answer

$$\mathrm{C_6H_{14}}$$

Question 2

For the molecule $$\mathrm{CH_3CH_2CH(CH_3$)CH_2CH_3}$$, which of the following is the correct IUPAC name?

Accepted Answer

3-Methylpentane

Question 3

Which of the following is the correct bond-line structure for 3-methylpentane?

Accepted Answer

A zig-zag chain of five carbons with a methyl group attached to the third carbon.

Question 4

Consider the molecule $$(\mathrm{CH_3$})_3CCl. $$Which of the following statements is correct?

Accepted Answer

It is a tertiary alkyl halide.

Question 5

Which molecule is more polar: $$(\mathrm{CH_3$})_3CCl or $$pentane?

Accepted Answer

$$(\mathrm{CH_3$})_3CCl$$

Question 6

Which of the following solvents is protic?

Accepted Answer

Methanol ($$\mathrm{CH_3OH})$$

Question 7

How many constitutional isomers of $$\mathrm{C_6H_{14}}$$ possess a sec-butyl group?

Accepted Answer

2

Question 8

How many sigma bonds are present in $$\mathrm{CH_3C(O)CH_2C \equiv CH}$$?

Accepted Answer

9

Question 9

Which of the following is a constitutional isomer of $$\mathrm{C_5H_{10}}$$ with a methyl branch and one C=C double bond?

Accepted Answer

2-Methyl-1-butene

Question 10

Which of the following is a resonance structure for the nitrate ion ($$\mathrm{NO_3$^-}$$)?

Accepted Answer

A structure with one N=O double bond and two N–O single bonds, each with a negative charge on one O.

Question 11

Which resonance structure contributes most to the resonance hybrid for the acetate ion?

Accepted Answer

Both structures contribute equally.

Question 12

What is the correct IUPAC name for the molecule shown below (contains both a double bond and an –OH group)?

$$\mathrm{HO{-}CH_2${-}CH=CH{-}CH_3$}$$ with a methyl group on C3.

Accepted Answer

3-Methylbut-2-en-1-ol

Question 13

Rank the following molecules from lowest boiling point to highest boiling point: Butane ($$\mathrm{C_4H_{10}}$$), Propanol ($$\mathrm{C_3H_8O}$$), Pentanone ($$\mathrm{C_5H_{10}O}$$), Propanoic Acid ($$\mathrm{C_3H_6O_2}).$$

Accepted Answer

Butane \u003c Pentanone \u003c Propanol \u003c Propanoic Acid

Question 14

How many constitutional isomers of $$\mathrm{C_4H_{10}}$$ contain an isopropyl group?

Accepted Answer

0

Question 15

Rank the labeled target hydrogens from MOST acidic to LEAST acidic: (I) Acetic acid $$\alpha-H$$, (II) Phenol O-H, (III) 1-Propanol O-H, (IV) 1-Butyne terminal C-H.

Accepted Answer

I \u003e II \u003e IV \u003e III

Question 16

Which Newman projection represents the most stable conformation for 1-bromo-2-methylpropane?

Accepted Answer

The staggered conformation with Br and CH$$_3$$ anti to each other.

Question 17

What is the relationship between the two structures shown (cyclohexane with two OH groups, one axial and one equatorial, and a bicyclic structure with two OH groups)?

Accepted Answer

Constitutional isomers

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