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Sucrose Octaacetate Synthesis, An Intensely Bitter Compound

Corrosive Chemistry - 2020-07-14

The synthesis of the extremely bitter compound sucrose octaacetate from sucrose, sodium acetate, and acetic anhydride. The synthesis step of the procedure was trivial however getting the product to crystallize took a fair bit of trial and time.


This video was on the shorter side due to the simple synthesis of the product. However as this was an end product with clear usefulness I thought it was worth making a video of. Let me know what you think of these shorter style videos!



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Papers used:
Cox, G. J., Ferguson, J. H., & Dodds, M. L. (1933). III. Technology of Sucrose Octaauml;cetate and Homologous Esters. Industrial & Engineering Chemistry, 25(9), 968–970. doi:10.1021/ie50285a006 



Mann, T. D., Mosher, J. D., & Wood, W. F. (1992). Preparation of sucrose octaacetate—A bitter-tasting compound. Journal of Chemical Education, 69(8), 668. doi:10.1021/ed069p668

Corrosive Chemistry - 2020-07-14

For the product analysis I also tried running a couple TLC plates with various solvent mixtures, 1:1, 3:1, 16:1 hexanes/ethyl acetate and 3:7 acetonitrile and water, however, no spots showed up,. But the mp was quite good so I felt comfortable tasting the extremely small amount needed to detect the bitterness of the compound

adrianpip2000 - 2020-07-14

The reaction probably wouldn't create any conceivable toxic byproducts anyway, afaik. Kinda want to test this myself!

XAN GANG - 2020-07-14

Talk louder (and maybe a slight bit faster) when recording your voice to get less of the "errrrr" type backing to it. Cool stuff though, i wish acetic anhydride was more available so i could try producing the substance myself

Jamieson Peacock - 2020-07-16

How does the apparatus at 4:18 work? I assume by context it is an old school melting point apparatus, but I've never seen it before!

Soumalya Bhowmik - 2020-08-13

It is called a Thiele tube. You can search it in google.

Ben zen - 2020-11-30

1:46 what is the thermometer model

R Johnson - 2020-07-14

Interesting video!

Mayzel Vanadate - 2020-07-14

Make Denatonium benzoate and see how bitter it is.

MysteriusBhoice - 2020-07-14

you turn sweet into bitter!!

Gabriel Gray - 2020-07-15

Nice synth

Kieran Balon - 2020-07-14

At 4:04 you used personal pronouns which is not preferable. Good video otherwise! Next time, try to stay away from the use of “I” and “me”!

Kieran Balon - 2020-07-14

however, at 4:30 I liked when you said 69, it gave me a good laugh!