E3 Prelab Ans

EXPERIMENT #3 MOLECULAR MODELING PART I Prelab Assignment (1) Tabulate the bond angles and carbon-carbon bond lengths fo...

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EXPERIMENT #3 MOLECULAR MODELING PART I Prelab Assignment (1) Tabulate the bond angles and carbon-carbon bond lengths for methane, ethane, ethylene, and acetylene. Bond angles

C-C bond length

Methane:

109.5o



Ethane:

~109.5o (H-C-H = 109.3o) (H-C-C = 111.0o)

1.54 Å

Ethylene:

~120o

1.33 Å

Acetylene:

180o

1.20 Å

(2) Write the structures of 1-pentanol, 2-pentanol, 2-methyl-1-butanol, and 2-methyl2-butanol. Record their boiling points. Show the direction of the bond dipole in two of the most polar bonds in each molecule.

H

H O

O

1-pentanol b.p. 137-139o C

2-pentanol b.p. 118-119oC

H O

H O

2-methyl-1-butanol b.p. 130oC

2-methyl-2-butanol b.p. 102oC

Provide a specific structure for each of the following types of organic compounds. Keep it simple – you will be building these molecules in lab. (3)

(a) alkyl halide (b) aldehyde (c) ketone (d) amine (e) ether (f) nitrile (g) thiol (h) carboxylic acid (i) ester (j) amide Note: Unlike the generic structures below, your answers should have specific structures and no “R” groups: a) alkyl halide R

b) aldehyde

c) ketone O

O

X

where X = F, Cl, Br, I

R

R

H

d) amine

R

e) ether

H

R

R O

or

N R

H

or

N R

R

N

H

R

R

g) thiol

f) nitrile

R

h) carboxylic acid S

R

C

N

R

O H H

i) ester

R

j) amide O

O

O

O

O

or

R R

O

R

NH2

or R

NHR

R

NR2

(4) Write the structures of the methyl-, ethyl-, isopropyl-, tert-butyl-, and neopentyl bromides.

Br H3C

Br

methyl bromide

Br

ethyl bromide

Br

tert-butyl bromide

isopropyl bromide

Br

neopentyl bromide