Experiment 21: Reaction of Some Akyl Halides

Experiment 21: Reaction of some Akyl Halides
Completed on November 13, 2012
Purpose
The purpose of this experiment was to examine reactiveness of 10 organic compounds under both SN1 and SN2 conditions.

Table of Chemicals

Compound Structure Molecular Weight (g/ml) Boiling Point (°C) Melting Point (°C) Density (g/ml) Safety
1-bromobutane 137.03 102 -112 1.269 Flammable, irritant
2-chloro-2-methylpropane 92.57 51 -26 0.89 Flammable, irritant acetone 58.08 56.5 -95 0.793 flammable
Crotyl Chloride 90.55 73 -65 0.923 Flammable, irritant
Benzyl Chloride 126.59 179 -43 1.211 Flammable, irritant
Bromobenzene 157.02 156 -31 1.491 Flammable, irritant bromocyclohexane 163.10 167 -57 1.324 Irritant, flammable
Bromocyclopentane 149.03 138 -95 1.390 Irritant, flammable
1-chlorobutane 92.58 78 -123 0.881 Irritant, Flammable
2-chlorobutane 92.57 68 -140 0.870 Flammable, Irritant
2-bromobutane 137.02 91 -112 1.250 Flammable, Irritant
Ethyl Alcohol 46.07 79 -114 0.789 Flammable, Irritant
Silver Nitrate 169.87 444 212 4.350 irritant
Sodium Iodide 149.89 1300 651 3.667 irritant water 18.02 100 at 1atm 0 at 1atm 0.997 none

Procedure
See Introduction to Organic Laboratory Techniques: A Microscale Approach, 5th edition by Pavia, Lampman Kriz, and Engel pages: 186-189 Experiment 21: Reaction of some Alkyl Halides

See carbon copy pages: 33-35

Observations

See carbon copy pages: 33-35
Results:

Compounds AgNo3 (RT) AgNO3 (50°C)
2-Chlorobutane No reaction No reaction
2-Bromobutane cloudy ------
1-Chlorobutane No reaction Cloudy, precipitate
1-Bromobutane cloudy ------ t-butyl Chloride Cloudy ------
Crotyl Chloride cloudy ------
Benzyl Chloride cloudy ------
Bromobenzene No reaction No reaction
Bromocyclohexane cloudy ------
Bromocyclopentane cloudy ------

Compounds NaI (RT) NaI (50°C)
2-Chlorobutane No reaction No reaction
2-Bromobutane No reaction No reaction
1-Chlorobutane No reaction No reaction