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Rank the compounds in order of increasing acidity Identify the reagents you woul

ID: 1042190 • Letter: R

Question

Rank the compounds in order of increasing acidity Identify the reagents you would wse to convert pentanoic acid into each of the following compounds: a) 1-pentanel b) 1-pentene c) hexanoic acid Predict the major products formed when hexanoylchloride is treated with each of the following eagents: Ethyl anine () ethanol pyridine L?AM?sl followed by water water, pyridine excess ammonia EtMgBrbes) followed by HO Identily the reagents you would use to convert 1-bromopentane into each of the folewing pentanoic acid hexanoic acid ethyl hexanoate Starting with benzene and using any other reagents, show the mechanism and reagents that you would use to prepare each of the following compounds: 2 3) 4) Propose syntheses for the following: 1) 2) Br

Explanation / Answer

1) Increasing acidic character of compound is

I) p-nitrobenzoic acid       II) p-formylbenzoic acid    III) p-bromobenzoic acid IV) p-methyl benzoic acid

V) p-methoxybenzoic acid

2) Reagent used to convert pentanoic acid to 1-pentanol is LiAlH4

Conversion of pentanoic acid to 1-pentene can be achieved by heating with acetic anhyderide at 2500C with the help of Pd or Rh catalyst.

3) Product obtained from hexanoyl chloride when they react with

i) with ethyl amine - N-methylhexanamide

ii) with ethanol/pyrideine - ethyl hexanoate

iii) with sodium benzoate - benzoic hexanoic anhydride

iv) with LiAlH4 - 1-hexanol

v) with water - hexanoic acid

vi) with excess ammonia - hexanamide

vii) with EtMgBr - 2-methylheptan-2-ol

v) with excess ammonia - hexanamide

vi)