CAS 139-07-1 Benzododecinium chloride - Vaccine Lab / Alfa Chemistry

Benzododecinium Chloride as a Synergist in Pest Control

Quaternary ammonium cationic surfactants increase bioactivity of indoxacarb on pests and toxicological risk to Daphnia magna Li B, et al. Ecotoxicology and Environmental Safety, 2018, 149, 190-196.

Benzododecinium chloride (DDBAC), a quaternary ammonium compound (QAC), is widely used as a surfactant with demonstrated potential as a synergist to enhance the efficacy of insecticides.
Synergistic Effects with Indoxacarb
DDBAC effectively enhances the toxicity of indoxacarb against Lepidoptera pests like Spodoptera exigua and Agrotis ipsilon. Studies have shown that DDBAC exhibits synergistic ratios of 6.55 for S. exigua and 3.45 for A. ipsilon. The synergism is primarily influenced by DDBAC's molecular structure, specifically its single alkyl chain and benzyl group. The benzyl group increases liposolubility, facilitating damage to the lipid bilayer and enhancing the penetration of indoxacarb, thereby increasing its efficacy.
Mechanisms of Toxicity and Environmental Impact
DDBAC enhances insecticide toxicity through its interaction with cell membranes, altering their permeability and causing leakage of cell contents. It is particularly effective due to its structural attributes, including the alkyl chain length and the number of chains attached to the nitrogen atom. Single alkyl chain QACs like DDBAC show higher toxicity compared to double alkyl chain QACs due to their better penetration capabilities. However, these properties also pose significant environmental risks. DDBAC, along with other QACs, exhibits high toxicity to aquatic organisms such as Daphnia magna, with synergistic effects amplified by certain mixtures.

Catalog Number	ACM139071-3
CAS	139-07-1
Structure
Synonyms	Dodecyldimethylbenzylammonium chloride
IUPAC Name	Benzyl-dodecyl-dimethylazanium;chloride
Molecular Weight	340
Molecular Formula	C21H38ClN
Canonical SMILES	CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1.[Cl-]
InChI	InChI=1S/C21H38N.ClH/c1-4-5-6-7-8-9-10-11-12-16-19-22(2,3)20-21-17-14-13-15-18-21;/h13-15,17-18H,4-12,16,19-20H2,1-3H3;1H/q+1;/p-1
InChI Key	JBIROUFYLSSYDX-UHFFFAOYSA-M
Melting Point	60 °C
Complexity	240
Covalently-Bonded Unit Count	2
Defined Atom Stereocenter Count	0
Exact Mass	339.2692779
Heavy Atom Count	23
Hydrogen Bond Acceptor Count	1
Hydrogen Bond Donor Count	0
Monoisotopic Mass	339.2692779
Physical State	Liquid
Rotatable Bond Count	13
Topological Polar Surface Area	0 Å²