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137512-74-4

137512-74-4 structural image
Product Name: Emamectin benzoate
Formula: C49H77NO13
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CHEMICAL AND PHYSICAL PROPERTIES

Color/Form White to off-white powder
Melting Point 141-146 °C /Emamectin benzoate/
Solubility log Kow: 5.9 at pH 9; water solubility: 0.1 mg/L at pH 9
Density 1.20 at 23 °C /Emamectin benzoate/
Vapor Pressure 3.8X10-8 mm Hg at 21 °C /Emamectin benzoate/
LogP log Kow = 5.0 at pH 7 /Emamectin benzoate/
Optical Rotation Specific optical rotation: -6.9 deg (c = 0.5% in methanol)
Decomposition When heated to decomposition it emits toxic vapors of /Nitrogen oxide/.
Dissociation Constants pKa: 4.18 (acidic, attributed to benzoate counter ion), 8.71 (basic, attributed to emamectin moiety)
Other Experimental Properties log Kow: 3.0 (pH 5.1); pKa: 4.2, 7.6; water solubility: 0.32 mg/mL at pH 5 /Emamectin benzoate/

COMPUTED DESCRIPTORS

Molecular Weight 1008.2 g/mol
Hydrogen Bond Donor Count 4
Hydrogen Bond Acceptor Count 16
Rotatable Bond Count 10
Exact Mass 1007.56062088 g/mol
Monoisotopic Mass 1007.56062088 g/mol
Topological Polar Surface Area 199 Ų
Heavy Atom Count 72
Formal Charge 0
Complexity 1850
Isotope Atom Count 0
Defined Atom Stereocenter Count 20
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 3
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

Emamectin benzoate (Proclaim) is an avermectin class insecticide developed for the control of lepidopteron insects. This class of pesticide consists of homologous semi-synthetic macrolides that are derived from the natural fermentation products of Streptomyces bacteria. It kills insects by disrupting neurotransmitters, causing irreversible paralysis. It is more effective when ingested, but it also somewhat effective on contact. When sprayed to foliage, emamectin benzoate penetrates the leaf tissue and forms reservoir within treated leaves, which provides residual activity against pests that ingest the substance when feeding. Emamectin is widely used in the US and Canada as an insecticide because of its chloride channel activation properties. It is approved by the EPA for use in prevention of emerald ash borer in ash trees. Emamectin has also shown promising applications in the eradication of fish lice and in fish farming.