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Chemistry Forums for Students => Undergraduate General Chemistry Forum => Topic started by: Phoebe on November 11, 2020, 10:05:20 PM

Title: Organic Chem - Functional group and ester/amide formation Qn
Post by: Phoebe on November 11, 2020, 10:05:20 PM

Hello,
 
I'm working through some organic chem homework and am struggling with a couple of questions, hoping someone can point me in the right direction.

Qn 1: Which of the following reactants and conditions would result in
maximum formation of butyl propanoate?

a. butyl chloride, propanol, heat
b. propyl chloride, butanol, heat
c. propanoyl chloride, butanol, heat
d. propanoyl chloride, butanoyl chloride, heat
e. butane, propanoyl chloride, heat

propanoate is an ester - so I'm guessing that the answer will include an alcohol, heat as a catalyst - but I'm unsure of the reasoning.

Qn 2: Which of the following would be acidic in aqueous solution?

1-propylamine   

1-propanol   

propanoic acid

sodium propanoate

(I couldn't figure out how to insert an image of the structures, apologies)

a. All will be acidic in aqueous solution.
b. propanoic acid, 1-propylamine, 1-propanol
c. propanoic acid only.
d. propanoic acid and 1-propanol
e. propanoic acid, sodium propanoate, 1-propylamine

My instinct is to say 'd.' propanoic acid  and 1-propanol because the alcohol's H could interact with the aqueous solution - but am uncertain, would very much appreciate an explanation


Thanks in advance

Title: Re: Organic Chem - Functional group and ester/amide formation Qn
Post by: AWK on November 12, 2020, 02:06:39 AM

Quote

My instinct is to say

Instinct is a bad advisor in chemistry, at least for beginners. The knowledge found in textbooks is much better.
It is worth reading the subsection on the methods of ester synthesis as well as on organic acids and their nomenclature.

Title: Re: Organic Chem - Functional group and ester/amide formation Qn
Post by: Phoebe on November 12, 2020, 03:38:06 AM

 fair enough - thank you :)

Title: Re: Organic Chem - Functional group and ester/amide formation Qn
Post by: Babcock_Hall on November 12, 2020, 10:29:55 AM

@OP, If you are comparing two or more substances on the basis of acid strength, what quantitative measure would you use?