Denatonium benzoate

Denatonium benzoate structural formula

CAS Number3734-33-6
Molecular FormulaC28H34N2O3
Molecular Weight446.592
InChI KeyVWTINHYPRWEBQY-UHFFFAOYSA-N
LogP1.13
Synonyms
  • Denatonium benzoate
  • N-Benzyl-2-(2,6-dimethylanilino)-N,N-diethyl-2-oxoethan-1-aminium benzoate
  • Benzenemethanaminium, N-[2-[(2,6-dimethylphenyl)amino]-2-oxoethyl]-N,N-diethyl- benzoate (1:1)
  • 3734-33-6
  • Benzyl diethyl ((2,6-xylylcarbamoyl)methyl) ammonium benzoate
  • Benzenemethanaminium, N-[2-[(2,6-dimethylphenyl)amino]-2-oxoethyl]-N,N-diethyl-, benzoate
  • Ammonium, benzyldiethyl[(2,6-xylylcarbamoyl)methyl]-, benzoate
  • Anispray
  • Benzenemethanaminium, N-[2-[(2,6-dimethylphenyl)amino]-2-oxoethyl]-N,N-diethyl-, benzoate (1:1)
  • Benzoate de denatonium
  • BENZOATE, BENZENEMETHANAMINIUM,N-[2-[(2,6-DIMETHYLPHENYL)AMINO]-2-OXOETHYL]-N,N-DIETHYL-,
  • benzoato de denatonio
  • BENZYL-DIAETHYL-((N-(2,6-XYLYL)-CARBAMOYL)-METHYL-AMMONIUM-BENZOAT
  • BENZYLDIETHYL[(2,6-XYLYLCARBAMOYL)METHYL]AMMONIUM BENZOATE
  • Denatoniumbenzoat
  • Lignocaine benzyl benzoate
  • N-[2-(2,6-Dimethylphenyl)amino]-2-oxoethyl]-N,N-diethylbenzenemethanaminium benzoate
  • N-[2-[(2,6-Dimethylphenyl)amino]-2-oxoethyl]-N,N-diethyl(phenylmethyl)ammonium benzoate
  • NSC 157658
  • Benzyldiethyl((2,6-xylylcarbamoyl)methyl)ammonium benzoate
  • Caswell No. 083BB
  • EINECS 223-095-2
  • EPA Pesticide Chemical Code 009106
  • Lidocaine benzyl benzoate
  • Denatonium
  • Aversion
  • Denatonii benzoas
  • UNII-M5BA6GAF1O

Applications:

HPLC Method for Analysis of Denatonium Benzoate on Primesep SB Column

June 30, 2022

 

Denatonium Benzoate is the most bitter compound ever discovered. It has several popular applications, including as a key ingredient in denaturing ethanol (for tax and sales purposes), as a placebo to mimic the bitter taste of certain pills, and as a biochemical warning to prevent the consumption of various types of harmful organic substances (including methanol, acetone, and paint, among others). Denatonium Benzoate can be separated and retained on a mixed-mode Primesep SB column with embedded strong basic ion-pairing groups, using a gradient analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and an Ammonium Formate (AmFm) ionic modifier. This analysis method can be UV detected at 260 nm with high resolution and peak symmetry and is compatible with Mass Spectrometry (MS), ELSD, and CAD.

Separation type: Liquid Chromatography Mixed-mode
 

 

 

HPLC Method for Analysis of Denatonium benzoate on Primesep SB Colunm

High Performance Liquid Chromatography (HPLC) Method for Analysis of  Denatonium benzoate acid

Condition

Column Primesep SB, 4.6×150 mm, 3 µm, 100A
Mobile Phase Gradient MeCN
Buffer Ammonium Formate pH 3.0 50 mM
Flow Rate 1.0 ml/min
Detection UV 260 nm,  MS-compatible mobile phase

 

Description

Class of Compounds
Acid, Quaternary amine
Analyzing Compounds Denatonium benzoate

Application Column

Primesep SB

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options
Application Analytes:
Denatonium benzoate
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Separation of Denatonium benzoate on Newcrom A and Primesep SB Column

September 20, 2019


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Condition 1

Column Newcrom А, 3.2×50 mm, 3 µm, 100A
Mobile Phase MeOH/H2O – 20/78.4%
Buffer H2SO4 – 1.6%
Flow Rate 0.5 ml/min
Detection UV 275 nm

 

Denatonium is the most bitter chemical compound known.
Denatonium benzoate is a substance that’s put into household, garden and automotive products to ensure that if a child or animal ever tried to swallow it, they would spit it straight out before they could be poisoned.

 

Condition 2

Column Primesep SB, 4.6×150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN – 10-90%, 10 min
Buffer Gradient H2SO4 – 0.9-0.1%, 10 min
Flow Rate 1.0 ml/min
Detection UV, 275 nm

 

Description

Class of Compounds
Drug, The bitter chemical compound, Basic, Hydrophobic, Ionizable
Analyzing Compounds Denatonium benzoate

 

Application Column

Primesep SB

The Primesep family of mixed-mode columns offers a wide variety of stationary phases, boasting unprecedented selectivity in the separation of a broad array of chemical compounds across multiple applications. Corresponding Primesep guard columns, available with all stationary phases, do not require holders. SIELC provides a method development service available to all customers. Inquire about our specially-tailored custom LC-phases for specific separations.

Select options

Newcrom A

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

Select options
Application Analytes:
Benzoic Acid
Denatonium benzoate
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Separation of Denatonium benzoate on Newcrom R1 HPLC column

May 16, 2018
Separation of Denatonium benzoate on Newcrom R1 HPLC column

Denatonium benzoate can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.

 

Application Column

Newcrom R1

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

Select options
Application Analytes:
Denatonium benzoate
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.