Experiment 13: Synthesis of 1-Bromobutane

Experiment 11: Reactivities of Some Alkyl Halides in Substitution Reactions
Materials & Methods: Materials used:
1-bromobutane
1-chlorobutane bromocyclopentane Bromocylcohexane
2-chlorobutane
2-bromobutane
2-chloro2-metylpropane
2-bromo-2-methylpropane
Crotyl chloride
Bromobenzene
Benzyl chloride
1-chloroadamantene

Methods/Techniques:
Physiochemical Research: Reagent | Formula Weight | Density | Boiling Point | Melting Point | Color | 1-bromobutane | 137.023 g/mol | 1.2676 g/ml | 372-376 K | 160.7 K | Clear | 1-chlorobutane | 92.57 g/mol | .89 g/ml | 351 K | 150 K | Clear | bromocyclopentane | 158.08 g/mol | 1.473 g/ml | 411.15 K | | Clear | Bromocylcohexane | 163.06 g/mol | 1.324 g/cm3 | 439.15 K | | Clear | 2-chlorobutane | 92.57 g/mol | 0.873 g/cm3 | 343 K | 133 K | Clear | 2-bromobutane | 137.02 g/mol | 1.255 g/ml | 364 K | 160.5 K | Clear | 2-chloro2-metylpropane | 92.57 g/mol | .84 g/cm3 | 324 K | 247 K | Clear | 2-bromo-2-methylpropane | 137.02 g/mol | 1.22 g/ml | 346.4 K | 256.95 K | Clear | Crotyl chloride | 90.55 g/mol | .923 g/mol | 385.15 K | 208.15 K | Clear | Bromobenzene | 157.01 g/mol | 1.495 g/mol | 429 K | 242.4 K | Clear | Benzyl chloride | 126.58 g/mol | 1.1 g/mol | 452.15 K | 234.14 K | Clear | 1-chloroadamantene | 170.68 g/mol | | | | Clear | 1-iodobutane | 184.02 g/mol | 1.617 g/ml | 400-406 K | 169.65 K | Clear |

Results:
SN2 Reaction: Substrate | Reactivity Time | Reactivity | Explanation | 1-bromobutane | <1 min | reactive | Observed as reactive at about 1 min of shaking. The color changed from clear to light yellow. | 1-chlorobutane | >15 min | not reactive | After 15 minutes the mixture was observed as not reactive. The color went from clear to light white. | bromocyclopentane | >15 min | Not reactive | After 15 minutes the mixture was observed as not reactive. The color went from clear to light white. | Bromocylcohexane | >15 min | not reactive | After