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D5765

Sigma-Aldrich

Denatonium benzoate

≥98%

Sinónimos:

N,N-Diethyl-N-[(2,6-dimethylphenyl­carbamoyl)­methyl]­benzyl­ammonium benzoate, Benzyldiethyl(2,6-xylyl­carbamoyl­methyl)­ammonium benzoate, THS 839

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About This Item

Fórmula lineal:
C21H29N2O · C7H5O2
Número de CAS:
3734-33-6
Peso molecular:
446.58
Beilstein/REAXYS Number:
8179408
EC Number:
223-095-2
MDL number:
MFCD00031578
UNSPSC Code:
12352100
PubChem Substance ID:
57654112
NACRES:
NA.22

Quality Level

100

assay

≥98%

form

powder

mp

164-168 °C (lit.)

SMILES string

[O-]C(=O)c1ccccc1.CC[N+](CC)(CC(=O)Nc2c(C)cccc2C)Cc3ccccc3

InChI

1S/C21H28N2O.C7H6O2/c1-5-23(6-2,15-19-13-8-7-9-14-19)16-20(24)22-21-17(3)11-10-12-18(21)4;8-7(9)6-4-2-1-3-5-6/h7-14H,5-6,15-16H2,1-4H3;1-5H,(H,8,9)

InChI key

VWTINHYPRWEBQY-UHFFFAOYSA-N

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General description

Denatonium benzoate (DB) is an ionized compound made up of a negatively charged benzoic acid and quaternary ammonium cation (denatonium). It is used as an alcohol denaturant and flavor in pharmaceuticals. Additionally, used in products like soap, animal repellents, antifreeze.

Application

Denatonium benzoate is used:

  • To prepare anti-gnawing bio-polymer composites using zinc stearate (ZnSt) and capsicum oleoresin (CO) impregnated in silica (SiCO) and polybutylene succinate(PBS).

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 2

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
MKCV1845
MKCS3625
WXBD8901V
MKCP6065
MKCN4024

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S R Hansen et al.
Veterinary and human toxicology, 35(3), 234-236 (1993-06-01)
When ingested at 10 ppm by human beings, denatonium benzoate has an extremely bitter, unpleasant taste. The addition of denatonium benzoate to liquid dish detergents and orange juice reduces the amount ingested by children. The toxicity of denatonium benzoate is
Anne Brockhoff et al.
Journal of agricultural and food chemistry, 55(15), 6236-6243 (2007-06-28)
Sesquiterpene lactones are a major class of natural bitter compounds occurring in vegetables and culinary herbs as well as in aromatic and medicinal plants, where they often represent the main gustatory and pharmacologically active component. Investigations on sesquiterpene lactones have
Effect of capsicum oleoresin and denatonium benzoate in polybutylene succinate on anti-gnawing, thermal and rheological properties
Prasarnsri A, et al.
Materials Today: Proceedings (2022)
W Klein-Schwartz
Veterinary and human toxicology, 33(6), 545-547 (1991-12-01)
The efficacy and toxicity studies on denatonium benzoate are limited and may be subject to varying interpretations when viewed in the context of a potential poisoning situation. Efficacy studies to date in children have shown that in a controlled environment
Monica C Chen et al.
American journal of physiology. Cell physiology, 291(4), C726-C739 (2006-05-19)
We previously demonstrated the expression of bitter taste receptors of the type 2 family (T2R) and the alpha-subunits of the G protein gustducin (Galpha(gust)) in the rodent gastrointestinal (GI) tract and in GI endocrine cells. In this study, we characterized
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