1)1-cholorbutane
2)1-bromobutane
3)2-chloro-2-methylpropane
4)chlorobenzene
5)3-chloropropene
6)Benzyl chloride
7)allyl bromide
1. Compare Sn1 vs. Sn2 for the different halides used in this experiment.
a)What type of halide is each of these; alkyl, vinyl, aryl, primary, secondary, tertiary...? Which of these is best for Sn1? Which of these is best for Sn2?
b)Which halogen Cl or Br is the best leaving group?
a) To determine the type of halide and their suitability for Sn1 or Sn2 reactions, we need to analyze the structure of each compound.
1) 1-chlorobutane: This is an alkyl halide with a primary carbon, as the chlorine atom is attached to a carbon that is connected to only one other carbon atom.
2) 1-bromobutane: Similar to 1-chlorobutane, this is also an alkyl halide with a primary carbon and a bromine atom.
3) 2-chloro-2-methylpropane: This is an alkyl halide with a tertiary carbon, as the chlorine atom is attached to a carbon that is connected to three other carbon atoms.
4) Chlorobenzene: This is an aryl halide, as the chlorine atom is attached to a benzene ring.
5) 3-chloropropene: This is an alkyl halide with a secondary carbon, as the chlorine atom is attached to a carbon that is connected to two other carbon atoms.
6) Benzyl chloride: This is an arylalkyl halide, as it contains both a benzene ring and an alkyl group attached to the carbon bearing the chlorine atom.
7) Allyl bromide: This is an alkyl halide with a secondary carbon, as the bromine atom is attached to a carbon that is connected to two other carbon atoms.
For Sn1 reactions, compounds with tertiary carbons (such as 2-chloro-2-methylpropane) are typically favored, as they have a stable carbocation intermediate.
For Sn2 reactions, compounds with primary carbons (such as 1-chlorobutane) are generally preferred, as they offer a more accessible and less hindered site for nucleophilic attack.
b) In terms of leaving group ability, bromine (Br) is generally a better leaving group than chlorine (Cl). This is because bromine is larger and less electronegative than chlorine, making it easier to break the carbon-halogen bond.