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Merck

12060

Sigma-Aldrich

Benzalkonium chloride

≥95.0% ((calculated on dry substance), T)

Sinónimos:

Alkylbenzyldimethylammonium chloride, Alkyldimethylbenzylammonium chloride

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About This Item

Fórmula lineal:
C6H5CH2N(CH3)2RCl (R=C8H17 to C18H37)
Número de CAS:
Beilstein/REAXYS Number:
4062599
EC Number:
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22

description

cationic

Quality Level

assay

≥95.0% ((calculated on dry substance), T)

form

semisolid

composition

benzyldimethyldodecylammonium chloride, ~70% (Purity (HPLC Area %))
benzyldimethyltetradecylammonium chloride, ~30% (HPLC Minor Component (Area %))

impurities

≤10% water

ign. residue

≤0.1% (as SO4)

SMILES string

[Cl-].CCCCCCCCCCCCCC[N+](C)(C)Cc1ccccc1

InChI

1S/C19H34N.ClH/c1-4-5-6-7-8-9-10-14-17-20(2,3)18-19-15-12-11-13-16-19;/h11-13,15-16H,4-10,14,17-18H2,1-3H3;1H/q+1;/p-1

InChI key

TTZLKXKJIMOHHG-UHFFFAOYSA-M

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General description

Benzalkonium chloride is a quaternary ammoniumcompound (QAC) that is most commonly used as a phase transfer catalyst,cationic surfactant, and biocide. It has shown promising applications inchemical synthesis, catalysis, and drug discovery.

Application

Benzalkonium chloride has been used as a:

  • Modifier for montmorillonite clay, enabling the synthesis of eco-friendly and proficient heterogeneous nano-catalysts for green synthesis of 5-substituted 1H-tetrazoles
  • Precursor for the synthesis of alkaline ionic liquids, which have been employed as supported ionic liquid catalysts (SILCAs)
  • Catalyst in the synthesis of functionalized quinoxalines in water

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible, corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Benzalkonium chloride: selective inhibitor of histamine release induced by compound 48/80 and other polyamines.
Read GW & Kiefer EF
Journal of Pharmacology and Experimental Therapeutics, 211(3), 711-715 (1979)
Benzalkonium chloride: selective inhibitor of histamine release induced by compound 48/80 and other polyamines.
Read G W
Journal of Pharmacology and Experimental Therapeutics, 211(3), 711-715 (1979)
Accelerated solvent extraction followed by on-line solid-phase extraction coupled to ion trap LC/MS/MS for analysis of benzalkonium chlorides in sediment samples.
Ferrer I & Furlong ET
Analytical Chemistry, 74(6), 1275-1280 (2002)
H Maertens et al.
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Resistance to antibiotics threatens to become a worldwide health problem. An important attributing phenomenon in this context is that pathogens can acquire antibiotic resistance genes through conjugative transfer of plasmids. To prevent bacterial infections in agricultural settings, the use of
Increase in resistance of methicillin-resistant Staphylococcus aureus to ?-lactams caused by mutations conferring resistance to benzalkonium chloride, a disinfectant widely used in hospitals
Akimitsu N, et al.
Antimicrobial Agents and Chemotherapy, 43(12), 3042-3043 (1999)

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