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denatonium benzoate

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denatonium benzoate

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Also known as denatonium benzoate anhydrous

Denatonium is an organic ion and one of the bitterest chemical compounds known, with bitterness thresholds of 0.05 ppm for the benzoate and 0.01 ppm for the saccharinate. Commercially, it is usually available in salts such as denatonium benzoate (under trade names such as Denatrol, BITTERANT-b, BITTER+PLUS, Bitrex, Bitrix, Toxishield and Aversion) or as denatonium saccharinate (BITTERANT-s).

Chemical data

Formula
C28H34N2O3
Molecular weight
446.6 g/mol
IUPAC name
benzoic acid;2-[benzyl(diethyl)azaniumyl]-N-(2,6-dimethylphenyl)ethanimidate
SMILES
CC[N+](CC)(CC1=CC=CC=C1)CC(=NC2=C(C=CC=C2C)C)[O-].C1=CC=C(C=C1)C(=O)O
InChIKey
VWTINHYPRWEBQY-UHFFFAOYSA-N
Polar surface area
72.7 Ų
H-bond donors
1
H-bond acceptors
4
Formal charge
0

via PubChem

~5 min read

Encyclopedic overview

5 sections
Contents
  • Structure, synthesis, and physical properties
  • Biochemistry
  • Applications
  • See also
  • References

Denatonium is an organic ion and one of the bitterest chemical compounds known, with bitterness thresholds of 0.05 ppm for the benzoate and 0.01 ppm for the saccharinate. Commercially, it is usually available in salts such as denatonium benzoate (under trade names such as Denatrol, BITTERANT-b, BITTER+PLUS, Bitrex, Bitrix, Toxishield and Aversion) or as denatonium saccharinate (BITTERANT-s).

Denatonium was discovered in 1958 during research on local anesthetics by T. & H. Smith of Edinburgh, Scotland, and registered under the trademark Bitrex.

Excerpted from Wikipedia’s “denatonium benzoate” article, available under the CC BY-SA 4.0 licence.

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