Professional Documents
Culture Documents
ABSTRACT
Alkyl halides are defined as halogenated organic compounds that are commonly used as electrophiles in substitution
reactions. This functional group is a carbon-halogen bond, whereas, the halogens are commonly identified as fluorine,
chlorine, bromine and iodine. Most of these halogens, excluding iodine, have greater electronegativities than that of carbon.
Therefore, we can say that polarization for this functional group is necessary, in order for the carbon to be electrophilic and the
halogen to be nucleopilic. This experiment has two major parts, one for the S N2 mechanism or the bimolecular substitution
reaction and the other is for SN1 or the molecular substitution reaction. In this experiment different alkyl halides are observed,
its structure, substituent and concentrations as well to determine its rate. The purpose of the experiment is to distinguish the
mechanisms of SN1 and SN2 and its factors that affects the relative rates between the said reactions.
Keywords: : nucleophile, SN1, SN2, alkyl halide
INTRODUCTION
1 of 5
Compound
1-bromobutane
Time for
reaction
19.5 sec.
2-bromobutane
28 sec.
2-bromobutane2-methylpropane
benzyl bromide
58 sec.
4.5 sec.
Time for
reaction
3 sec.
1-bromo-2,218 sec.
dimethylpropane
Table 1.2 SN2 effect by steric effect
Compound
1-bromobutane
Time for
reaction
10 sec.
1-chlorobutane
16 sec.
3 sec.
2.09 sec.
6 sec.
2 of 5
4 sec.
R = k [ bromobutane ]
[ NaI]
Table 1.4 SN2 effect by concentration of nucleophile.
II.
Compound
1-bromobutane
Time for
reaction
82 sec.
2-bromobutane
24 sec.
2-bromobutane2-methylpropane
benzyl bromide
4.5 sec.
11 sec.
3 sec.
2 sec.
4 sec.
R = k [ CH3C(CH3)2BR ]
Time for
reaction
2 sec.
2-Bromo-2methylpropane
2-Chloro-23 sec.
methylpropane
Table 2.2 SN1 effect by leaving group
Compound
methylpropane in ethanol +
0.1 M silver nitrate sol. in
ethanol
0.2 M 2-Bromo-2methylpropane in ethanol +
0.1 M silver nitrate sol. in
ethanol
0.1 M silver nitrate in ethanol
+ 0.1 M 2-Bromo-2methylpropane in ethanol
0.1 M silver nitrate in
absolute ethanol and 1 mL
absolute ethanol + 0.1 M 2Bromo-2-methylpropane in
ethanol
Rate Law Expression
Time for
reaction
1.35 sec.
2-Bromo-2methylpropane +
silver nitrate in
absolute ethanol
2-Chloro-21.82 sec.
methylpropane +
silver nitrate
solution in 5%
ethanol/95%
acetone
Table 2.3 SN1 effect by solvents priority
0.1 M 2-Bromo-2-
4.2 sec.
REFERENCES :
4 of 5
Organic
Chemistry.
Thomson
5 of 5