Acetylation of 2-propanol

[Bcs]

TL;DR

If 100ml of heated acetic acid was mixed with 1L of heated 2-propanol, let’s say 75-100C. Will 2-propanol acetate form? If so, how much? And with no addition of a strong acid like sulfuric acid or the high temperature, variables typically applied during esterification reactions. Answers don’t have to be exact. Interesting to see why ppl seem to get quite dissimilar answers though.

132g/ml
870g/mol
2-propanol acetate

 

[Bcs]

Correction:
102g/mol
Density .87g/ml

 

[symbolipoint]

As a first guess, maybe an ester, like you did,
but if you want an expert, then someone else should also respond.

 

[TeethWhitener]

Formation of the ester will be very slow without a catalyst (which is what sulfuric acid is). Also, esterification is in equilibrium with the reverse reaction (ester hydrolysis to alcohol/carboxylic acid), and I don't know off the top of my head where that equilibrium sits for isopropanol and acetic acid. Typically when you do an esterification in the lab, you use Le Chatelier's principle to push the equilibrium toward products (either by adding one reagent in excess or by removing the water generated by the condensation reaction).

 

[TeethWhitener]

Also, isopropanol boils at around 80 C. I don't know whether the mixture of isopropyl and acetic acid forms an azeotrope. This will be an issue if you're heating the system up to 100 C.