Write the full reaction and mark the nucleophile and electrophile in each case.
i) Reaction between potassium cyanide and 1-chloropropane
ii) Reaction between hydrogen bromide and cis 2-butene
iii) Reaction between sodium methoxide and benzyl bromide
iv) Acid catalysed reaction of water with cyclopentene
v) Reaction between ethanal and hydrogen cyanide
i) Reaction between potassium cyanide and 1-chloropropane:
Full Reaction:
CH3CH2CH2Cl + KCN → CH3CH2CH2CN + KCl
Nucleophile: CN^- (cyanide ion)
Electrophile: 1-chloropropane (CH3CH2CH2Cl)
ii) Reaction between hydrogen
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Aromatic aldehydes are less reactive than aliphatic aldehyde.
Explain the following:
i) E2 elimination does not give rearranged product.
ii) E1 elimination does not involve isotope effect;
iii) Hofmann elimination gives less substituted alkene
iv) An anti elimination is faster than syn-elimination.
v) The elimination of HCl from chlorofumaric acid is 50 times faster than
chloromalic acid.
How are following conversions carried out?
i) 6-hydroxy-6-Methyl- 2-heptanone from 5-bromo-2-propanone using Grignard
reagent
ii) Cyclopentyl methyl ketone from acetoacetic ester
iii) Barbituric acid from molonic ester
iv) Propanol from ethylene oxide
v) Butane from chloromethane
In the following pairs which of the carbocation is more stable and why?
i) NC – CH – CH2 +CH2 CH3 or NC - CH2 - +CH2 H2
sec. carbocation p – carbocation
ii) CH3 CH2 +CH - CH2 CH2 CH3 or CH3 (CH2)4 +CH2
sec. carbocation p – carbocation
Arrange the following in the increasing order of electrophilic substitution. Justify your answer.
Write the mechanism of following rearrangement reactions
i) Wagner-Meerwein rearrangement
ii) Curtius rearrangement
How would you prepare cis and trans alkene from alkyne? Give its mechanism.