Denatonium benzoate

Base Information

• Chemical Name: Denatonium benzoate
• CAS No.: 3734-33-6
• Molecular Formula: C28H34N2O3
• Molecular Weight: 446.59
• Hs Code.: 29242995
• European Community (EC) Number: 223-095-2
• NSC Number: 759299,157658
• UNII: M5BA6GAF1O
• DSSTox Substance ID: DTXSID8034376
• Wikipedia: Denatonium
• Wikidata: Q414815
• NCI Thesaurus Code: C175715
• RXCUI: 1313231
• Pharos Ligand ID: QP8SJ2JMC52U
• ChEMBL ID: CHEMBL1371493
• Mol file: 3734-33-6.mol

Synonyms:Denatonii benzoas [INN-Latin];N-(2-((2,6-Dimethylphenyl)amino)-2-oxoethyl)-N,N-diethylbenzeneme- thanaminium benzoate;Benzyldiethyl((2,6-xylylcarbamoyl)methyl)ammonium benzoate;benzoic acid; benzyl-[(2,6-dimethylphenyl)carbamoylmethyl]-diethyl-azanium;EPA Pesticide Chemical Code 009106;((2,6-Xylylcarbamoyl)methyl)diethyl benzyl ammonium benzoate;Benzoato de denatonio [INN-Spanish];Benzoate de denatonium [INN-French];Anispray;Lidocaine benzyl benzoate;Benzyldiethyl[(2,6-xylylcarbamoyl)methyl]ammonium benzoate;Benzenemethan-aminium, n-(2-((2,6-dimethylphenyl)amino)-2-oxo-ethyl)-n,n-diethyl-, benzoate;benzyl-[(2,6-dimethylphenyl)carbamoylmethyl]-diethyl-azanium benzoate;Ammonium, benzyldiethyl[ (2,6-xylylcarbamoyl)methyl]-, benzoate;

Chemical Property of Denatonium benzoate

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 164-168 °C(lit.)
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 555.91°C (rough estimate)
• Flash Point: 100℃
• PSA: 69.23000
• Density: 1.1256 (rough estimate)
• LogP: 4.42180
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: methanol: 50 mg/mL, clear, colorless
• Water Solubility.: 42.555g/L at 25℃
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 446.25694295
• Heavy Atom Count: 33
• Complexity: 473

Purity/Quality:

99.5~101.0% ^*data from raw suppliers

Denatonium benzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC[N+](CC)(CC1=CC=CC=C1)CC(=O)NC2=C(C=CC=C2C)C.C1=CC=C(C=C1)C(=O)[O-]
• Recent ClinicalTrials: Bitter Tastants and Reflux
• Uses: Flavoring agent. H1 antihistamine Pharmaceutic aid (alcohol denaturant; flavor). Added to toxic substances as a deterrent to accidental ingestion. Can replace brucine or quassin as denaturant for ethyl alcohol. The bitterest compound knownDenatonium benzoate is used as an alcohol denaturant and flavor in pharmaceuticals. It is also used in antifreeze, nail biting preventions, respirator mask fit-testing, animal repellents, liquid soaps and shampoos. Further, it is used in air care products. It acts as H1 antihistamine. In addition to this, it is used as a disinfectant.

Technology Process of Denatonium benzoate

There total 1 articles about Denatonium benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.52%

denatonium hydroxide (222608-06-2) + benzoic acid (65-85-0,8013-63-6) → denatonium benzoate (3734-33-6)

Guidance literature:

In acetone; at 30 - 35 ℃; for 2.5h;

Reference yield:

denatonium benzoate (3734-33-6) → 2-diethylamino-N-(2,6-dimethylphenyl)-acetamide (137-58-6) + 2-diethylamino-N-(2,6-dimethyl-phenyl)-3-phenyl-propionamide

Guidance literature:

at 250 ℃;

DOI:10.1021/ac980093r

upstream raw materials:

denatonium hydroxide

benzoic acid

Downstream raw materials:

2-diethylamino-N-(2,6-dimethylphenyl)-acetamide

Refernces