Transcript Document

Draw the resonance structure indicated by the arrows.

1) 2) O O

3) O O Label each atom with the correct hybridization.

4)

sp 3 sp 3

HO

sp 3 sp 3

O

sp 3 sp 3

5) 6)

sp 3 sp 2

N

sp 2 sp 3 sp sp

O

sp 2 sp 2 sp 3

7) Draw H 2 NCH 2 + in its second best resonance structure.

H H H N CH 2 N CH 2 N H H H CH 2 8) Draw the best Lewis structure for CH 3 CHO, a neutral molecule O C H 3 C H

9) Draw the Lewis structure for CH 3 COOH, a neutral molecule. O C H 3 C OH 10) Draw the Lewis structure for N 2 H 2 , a neutral molecule. HN NH

11) Draw in the electron flow arrows in on the left hand structure that lead to the resonance structure on the right.

O O 12) In the empty box, draw the best resonance structure of the left hand compound, and draw one or more electron-flow arrows on the preexisting structure that lead to the new structure. O O

13) 14) Cl O Cl O

Cl Cl 4 Cl Cl 1 Cl 3 2 Cl

Label each of the following as an ionic or covalently bonded compound.

a) NaF b) BrCl c) NaOCH e ionic covalent ionic Calculate the formal charge of nitrogen in each of the following compounds.

a) N FC = 5 – (4 + (1/2(4))) = -1 b) N N FC = 5 – (2 + (1/2(6))) = 0 FC = 5 – (0 + (1/2(8))) = +1

Draw the Lewis structure.

a) (CH 3 (OH 2 )) + H H C H H O H H H C N O b) CH 3 NO 2 H O Draw all possible isomers of C 2 H 4 O.

O C HO C H CH 2 H 3 C H H 2 C O CH 2

Are each of the following pairs isomers or resonance structures?

a) H 3 C CH 3 H 3 C CH 2 C H 2 C H 2 Neither, different formulas b) O O Isomers, same formula but different arrangement of atoms.

Draw a resonance structure of each, and identify which is the major contributor.

a) O O H NH 2 H NH 2 b) H 3 C O C C H CH 2 H 3 C O C C H CH 2

Draw all possible resonance structures of the compound below and it’s resonance hybrid.

CH 2 CH 2 CH 2 CH 2   CH 2   CH 2

Predict the geometry around each indicated atom.

a) H 2 C CH 3 H 3 C C H 2 tetrahderal CH 2 b) H 3 C OH Trigonal planar

Draw the three dimensional structure of the following.

H a) CH 3 OH H C H O H b) (CH 3 ) 2 NH H H C H H H N H H

Convert each molecule into a skeletal structure.

a) (CH 3 ) 2 CHCH 2 CH 2 CH(CH 3 ) 2 b) H 3 C H C H H H H C H H H CH H 3 C CH 3

Convert into Lewis structures.

a) (CH 3 ) 3 COH CH 3 H 3 C O CH 3 H b) CH 3 COCH 2 Br H O H H Br H H

What is the hybridizatio of th eindicated atom.

a)

sp

3 b)

sp

2

sp

2 CO 2 H

sp

Which is the weakest of the indicated bonds?

a b c A is the weakest bond due to it being composed of a

sp

3 and

sp

2 hybridized orbital, thus having the least amount of S character NH 2 b HO a B is the weakest, b/c bond strength increases across a row in the periodic table and N is to the left of O.

Draw the products and label each part.

O + OCH 3 OH A B O CB O + HO CA CH 3 A H + NaNH 2 B CB Na + NH 3 CA

Draw the products and determine if the reaction occurs.

O F 3 C pk a =0.2

OH + O CH 2 CH 3 Products favored F 3 C O O + HO CH 2 CH 3 pk a =16 O O pk a =5 OH + NaCl reactants favored O + HCl pk a =-7

Which is the strongest base?

HBr, HCl or HF HF, b/c it is the weakest acid.

Identify the most acidic hydrogen.

H H b H a H c H C is the most acidic hydrogen b/c it’s bonded to an

sp

hybridized carbon.

Draw the products of each reaction and label the starting materials as a Lewis acid and base.

Cl Cl Cl + Cl B Cl B LB Cl Cl LA Cl Cl LB O Cl + B LA Cl O Cl B Cl Cl