Question

Please HELP!!

Table 1: Alkyl Halides in NaI

Substrate	Time for Precipitate to Form	Heated?	Temp (℃)	Time (min) Heat	Relative Ranking (#1-#6)	Predicted Relative Ranking (#1-#6)
Bromobenzene	No reaction	Yes	44	10	6	6
2-Chlorobutane	No reaction	Yes	44	10	5	4
1-Chlorobutane	13 min	Yes	44	8	4	3
Benzyl Chloride	2min 30 sec	No	---	---	2	1
1-Chloro-2-butene	1 second	No	---	---	1	5
1-Bromobutane	5 min	No	---	---	3	2

1. Why did 1-chloro-2-butene react faster than benzyl chloride in NaI?

2. Why did benzyl chloride react faster than 1-bromobutane in NaI?

3. Why did 1-chlorobutane react slower than 1- bromobutane in NaI?

4. Why did 2-chlorobutane not react in either Sn1 (AgNO3 w/ ethanol) or Sn2 NaI?

5. Why were the rates of bromobenzene and 1-chlorobutane similar in an Sn1 reaction of AgNO3 w/ ethanol?

6. Why did benzyl chloride react slower than both 1-chloro-2-butene and 1-bromobutane in AgNO3?

7.

Table 1: Alkyl Halides in AgNO3

Substrate	Time for Precipitate to Form	Heated?	Temp (℃)	Time (min) Heat	Relative Ranking (#1-#6)	Predicted Relative Ranking (#1-#6)
Bromobenzene	1 second	No	---	---	1	6
2-Chlorobutane	No Reaction	Yes	48	5	6	1
1-Chlorobutane	1 second	No	---	---	1	5
Benzyl Chloride	8 min	Yes	48	3	5	2
1-Chloro-2-butene	5 min	No	---	---	3	3
1-Bromobutane	6 min	No	---	---	4	4