07_241Chapters1-3

 

Problem

 

-

 

                  1.   Refer to Representation. Provide the IUPAC name for compound Z.

 

  

 

 

ans. ____________________________________________________________

 

                  2.   There are five (5) constitutional isomers for an alkane with the formula C6H14. Draw them.

 

                  3.   Give the ground-state electron configuration(eg, 1s22s2, etc. ) for fluorine (atomic number 9).

 

                  4.   Write a valid Lewis  structure for each formula. Show all electrons.

(CH3NN)+

 

                  5.   Predict the H-C-H bond angle in singlet (spin-paired electrons in a single orbital) methylene, :CH2.

 

                  6.   Convert the following structure into a skeletal(line) drawing.

 

 

Structural

Consider the structural representation below to answer the following question.

 

 

                  7.   Refer to Structural. Show how many hydrogen atoms are bonded to each carbon in Vitamin C.

 

Formal Charges

Calculate the formal charges on the indicated atoms in the  compound below.

 

 

                  8.   Refer to Formal Charges. The formal charge on carbon 7 is __________.

 

                  9.   Refer to Formal Charges. The formal charge on oxygen 8 is __________.

 

                  10.  Use the  convention and the crossed arrow () to show the direction of the expected polarity of the indicated bond in the following compound.

 

The C-F bond in fluorobenzene,

 

Equation 2-1

Refer to the following equation to answer the questions below. Place the letter corresponding to the correct answer in the blank.

 

 

                  11.  Refer to Equation 2-1. The strongest Brønsted-Lowry acid in the equation is __________.

 

                  12.  Refer to Equation 2-1. The strongest Brønsted-Lowry base in the equation is __________.

 

                  13.  Refer to Equation 2-1. Will this reaction take place as written? Explain.

 

                  14.  Draw two resonance structures for the species below.

 

CH3-CH=CH-CH+-O-CH3

 

Reaction 2-1

Consider the reaction below to answer the following questions.

 

 

                  15.  Refer to Reaction 2-1. Using the curved arrow formalism, show the flow of electrons for this reaction.

 

Reaction 2-2

Consider the acid-base reaction below to answer the following questions.

 

 

                  16.  Refer to Reaction 2-2. Write the products of this Lewis acid - base reaction.

 

The following compound is known as Cipro. Use this formula to answer questions 17-19.

 

 

 

                  17.  Refer to Cipro. The hybridization of  nitrogen atom  #23 is __________.

 

                  18.  Refer to Cipro. The hybridization of  carbon atom #24 is __________.

 

                  19.  Refer to Cipro. The hybridization of  carbon atom #25 is __________.

 

                  20.  Draw structures corresponding to the following name.

 

3-cyclobutylpentane

 

Other

 

                  21.  Propose a structure for each of the following:

 

a. An Alcohol with the formula C4H10O

 

 

 

 

 

 

b. An amine with the formula C5H13N

 

 

 

 

 

 

c. An ether with the formula C3H8O

07_241Chapters1-3

Answer Section

 

PROBLEM

 

           1.     ANS:      

5-ethyl-3,4-dimethyloctane

 

           2.     ANS:      

CH3CH2CH2CH2CH2CH3

CH3CH(CH3)CH2CH2CH3

CH3CH2CH(CH3)CH2CH3

CH3CH(CH3)CH(CH3)CH3

CH3C(CH3)2CH2CH3

 

           3.     ANS:      

1s22s22px22py22pz1 or 1s22s22p5

 

           4.     ANS:      

(CH3N´N:)+

 

           5.     ANS:      

Approximately 120° since singlet methylene is sp2 hybridized.

 

           6.     ANS:      

 

           7.     ANS:      

 

           8.     ANS:      

-1

 

           9.     ANS:      

+1

 

           10.   ANS:      

 

           11.   ANS:      

D

 

           12.   ANS:      

C

 

           13.   ANS:      

No, the reaction will not take place as written because the strongest acid reacts with the strongest base to give the weakest conjugate acid and the weakest conjugate base. D (pKa = 15.7) is a stronger acid than A (pKa = 18).

 

           14.   ANS:      

 

           15.   ANS:      

 

           16.   ANS:      

 

           17.   ANS:      

sp3

 

           18.   ANS:      

sp2

 

           19.   ANS:      

sp3

 

           20.   ANS:      

 

OTHER

 

           21.   ANS:      

Several answers possible, including:

 

a.  CH3CH2CH2CH2OH

b. (CH3CH2)2NCH3

c. CH3OCH2CH3