Hi,

My questions are:

1. 3-methylbutanoyl chloride + sodium 3-methylbutanoate=?

2. 3-methylbutanoic anhydride + methanamine=???

3. methyl 3-methylbutanoate + sodium hydroxide=???

4. N,3dimethylbutanamide + water, acid catalysis=???

5. sodium 3-methylbutanoate + hydrochloric acid=???

My answers:

1. 3-methylbutanoic anhydride, because Acyl Halide alkonyl halide plus a carboxylate salt will equal anhydride

2. N,3-dimethylbutanamide, my reasoning is that a anhydride with an amine will equal to an amide.

3. 3-methylbutanoic anhydride

4. methyl 3-methylbutanoate

5. Having problems with....


Please help and Thank You

hi,

In reply to this question:

5. sodium 3-methylbutanoate + hydrochloric acid=???

Wouldn't the sodium 3-methybutanoate be considered a carboxylate salt. If it is then if I add an acid(HCl) to it wouldn't it turn it into a carboxylic acid with a sodium chloride biproduct. Is this correct?

Also are my other answers okay, or should I look over them again?

Thank You

Thanks you guys

Especially with the last reply

To form an acyl anhydride you need to treat a deprotonated carboxylic acid with an acyl chloride.  Here you have neither a carboxylic acid nor an acyl chloride; methyl 3-methylbutanoate is an ester.  Treating an ester with (aqueous) base results in a saponification reaction.  The ester is hydrolyzed to produce methanol and sodium 3-methylbutanoate (which becomes 3-methylbutanoic acid after acid workup).

I ended up finding it the book as well  


I got some more questions, if you don't mind looking over them

My questions are:

1. 3-methylbutanoic acid + SOCl₂=  

2. 3-methylbutanoic acid + DCc, methanamine=

3. 3-methylbutanoic acid + heat=

4. 3-methylbutanoic acid +methanol acid catalysis=???

5. diethyl heptanediaote + sodium ethoxide + bromoethane + hydrolysi + heat=???

My Answers:

1. 3-methylbutanoyl chloride, because a carboxylic acid with a SOCl₂ and pyridine catalyst make a Acyl halide.

2. N,3-dimethylbutanamide, because carboxylic acid with amine, followed by DCC will results in a amide that's either primary, secondary, or tertiary.

3. 3-methyl butananoic anhydride, because carboxylic acid with heat and assuming an acid cataylst will result in an anhydride.

4. methyl 3-methylbutanoate, because carboxylic acid with an alcohol followed with an acid catalyst will result in an ester alkyl alkanoate.

5. cyclohexanone , with this one I know that at least I'm going to form a cyclohexanone, but I'm not sure if I keep an ethyl group attached to it.

Are these correct???

Thank You

Hi,

Yep , question 5 is cyclohexanone, and I do remove the little ethyl attachement.

Thank You