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Sigma-Aldrich

Benzalkonium chloride

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

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Synonym(s):
Alkylbenzyldimethylammonium chloride, Alkyldimethylbenzylammonium chloride
Linear Formula:
C6H5CH2N(CH3)2RCl (R=C8H17 to C18H37)
CAS Number:
63449-41-2
Beilstein:
4062599
EC Number:
264-151-6
MDL number:
MFCD00145757
UNSPSC Code:
12352101
NACRES:
NA.22

description

cationic

Quality Level

200

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.

Signal Word

Danger

Hazard Statements

H302 + H312,H314,H410

Hazard Classifications

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Alkaline ionic liquids applied in supported ionic liquid catalyst for selective hydrogenation of citral to citronellal
Salminen E., Virtanen P. and Mikkola J.
Frontiers in Chemistry, 2(3) (2014)
Immobilized Cu(0) nanoparticles on montmorillonite-modified with benzalkonium chloride (MMT-BAC@Cu(0)): as an eco-friendly and proficient heterogeneous nano-catalyst for green synthesis of 5-substituted 1H-tetrazoles
Priani F. et al.
Royal Society of Chemistry Advances, 13, 6160-6170 (2023)
Preservatives in eyedrops: the good, the bad and the ugly
Baudouin C, et al.
Progress in Retinal and Eye Research, 29(4), 312-334 (2010)
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