a) Bromobenzene, 2-bromopropane, bromoethane
Interpretation:
The compounds bromoethane, 2-bromopropane and bromobenzene are to be ranked in the order of their reactivity in Williamson synthesis.
Concept introduction:
In Williamson synthesis, the primary
To rank:
The compounds bromoethane, 2-bromopropane and bromobenzene in the order of their reactivity in Williamson synthesis.
b) Chloroethane, bromoethane, 1-Iodopropene
Interpretation:
The compounds chloroethane, bromoethane and 1-iodopropene are to be ranked in the order of their reactivity in Williamson synthesis.
Concept introduction:
In Williamson synthesis, te alkoxuide reacts with primary alkyl halides through a SN2 mechanism. The requirements are thus a backside attack, a stronger nucleophile and a better leaving group. Among the halides, iodine is better leaving than bromine which in turn is a better leaving than chlorine. Vinyl halides are less reactive than alkyl halides.
To rank:
The compounds chloroethane, bromoethane and 1-iodopropene in the order of their reactivity in Williamson synthesis.
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Chapter 18 Solutions
Organic Chemistry
- Using what we have learned in CHEM 2310 and up through class on 1/31, propose a series of reaction steps to achieve the transformation below. Be sure to show all reagents and intermediates for full credit. You do not need to draw mechanism arrows, but you do need to include charges where appropriate. If you do not put your group name, you will get half credit at most. ? Brarrow_forwardDraw a mechanism for the formation of 2-bromovanillin using bromonium ion as the reactive electrophile.arrow_forwardNonearrow_forward
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