Chemistry 2B                                                                     Name ___________________________

1.         Write structural formulas for each of the following compounds:

a.         2-pentene                                             e.         cis-2-butene

b.         2,3-dimethyl-1-butyne                          f.          trans-1-chloro-1-propene

c.         1,3-dimethylcyclopentene                      g.         o-bromonitrobenzene

d.         2-chloro-1,3-butadiene                     h.         phenylethane

 2.         Draw and name the two geometric isomers of 2-pentene.

 3.         Write an equation that shows how you could convert 1-butanol into butanal.  Be sure to include the structures of these two compounds.

4.         Select the best answer for each of the following questions.

____    A family of organic compounds containing only carbon and hydrogen and having only single bonds are the

a.         alkenes                                     c.         alkanes

b.         alkynes                                     d.         cycloalkanes

 

____    A family of organic compounds whose molecules will add water (under acid catalysis) and change into alcohols are the

a.         alkenes                                     c.         aromatic hydrocarbons

b.         alkanes                                     d.         cycloalkenes

 

____    The combustion of butane produces

a.         butene and water                                  c.         an alcohol

b.         carbon dioxide and water                      d.         isobutane

____    The common name of CH3CH(CH3)CH2-Cl is

a.         butyl chloride                                        c.         t-butyl chloride

b.         isobutyl chloride                                    d.         sec-butyl chloride

 

____    The chlorination of 2methyl pentane would produce how many isomeric monochloro compounds?

a.         6                                                          c.         4

b.         5                                                          d.         3


____    Which of the following names is incorrect for CH3       CH3?

a.         1-methyltoluene                                    c.         p-xylene

b.         1,4-dimethylbenzene                           d.         4-methyltoluene

 

____    The number of different structural isomers of pentane (C5H12) is:

 a.         2                                                          c.         4

b.         3                                                          d.         5

 

____    An ester if formed by reacting an alcohol with:

 a.         an ether                                                c.         another alcohol

b.         an aldehyde                                          d.         an acid

 

____    An acid anhydride forms when which two products combine?

a.         acid and aldehyde                                 c.         acid and ether

b.         acid and alcohol                                    d.         acid with another acid

 

5.         Complete or answer each of the following.

Tollen's Reagent, which can be used to make mirrors, is used to detect what group of organic compounds?  ________________________________________________

For a double bond, the two types of covalent bonds are ________________ bonds and _________________ bonds.

In a cis isomer, the carbon groups lie on the _______________________ side(s) of the double bond.

6.         Starting with propene, show the (a) product and gives its (b) name for reaction with:

Br2 in CCl4

HBr

Hydration

Hydrogenation

7.         Draw the (a) structure and (b) name for each of the following compounds.

alcohol

aldehyde

ketone

thiol

ester

carboxylic acid

ether

halocarbon

8.         Indicate whether the following statements are True or False.

___T ___F       Propylene glycol has two hydroxyl groups

___T ___F       Although similar in molar mass, ethanol has a higher boiling point than dimethyl ether

___T ___F       All unsaturated compounds have double bonds

___T ___F       Aldehydes can be made from secondary alcohols

___T ___F       The boiling points of hydrocarbons increase with increasing chain length.

___T ___F       Cyclohexane is a flat planar molecule since it contains sp3 hybrid bonds

___T ___F       When an alcohol reacts with an aldehyde you get a hemiacetal

___T ___F       Oxidation of a tertiary alcohol gives a ketone.

___T ___F       Hexane has a higher boiling point than does butane

___T ___F       The double bonds in benzene are just as reactive as the double bonds in ethene

9.         What is Markovnikov's rule?  Show a reaction where you apply this rule.

 

10.       For carboxylic acids, show the structure of acetic acid.  Then draw the compound produced when acetic acid combines with ethanol to form an ester.  Then, show the compound formed when two molecules of acetic acid combine to form an acid anhydride.