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| | BENSULIDE Basic information |
| | BENSULIDE Chemical Properties |
| Melting point | 34.4°C | | Boiling point | 487.2±55.0 °C(Predicted) | | density | 1.2240 | | storage temp. | 2-8°C | | solubility | Chloroform (Slightly) | | pka | 10.21±0.40(Predicted) | | form | Solid | | color | White | | Water Solubility | 25mg/L(room temperature) | | BRN | 2164989 | | Henry's Law Constant | 1.1×103 mol/(m3Pa) at 25℃, HSDB (2015) | | Stability: | Moisture Sensitive | | InChI | 1S/C14H24NO4PS3/c1-12(2)18-20(21,19-13(3)4)22-11-10-15-23(16,17)14-8-6-5-7-9-14/h5-9,12-13,15H,10-11H2,1-4H3 | | InChIKey | RRNIZKPFKNDSRS-UHFFFAOYSA-N | | SMILES | CC(C)OP(=S)(OC(C)C)SCCNS(=O)(=O)c1ccccc1 | | CAS DataBase Reference | 741-58-2 | | EPA Substance Registry System | Bensulide (741-58-2) |
| Hazard Codes | Xn,N | | Risk Statements | 22-50/53 | | Safety Statements | 24-36-60-61 | | RIDADR | UN 2811 6.1/PG 3 | | WGK Germany | 3 | | RTECS | TE0250000 | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29350090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 | | Hazardous Substances Data | 741-58-2(Hazardous Substances Data) |
| | BENSULIDE Usage And Synthesis |
| Description | Bensulide is an organophosphate herbicide. It has a moderate aqueous solubility, miscible with most common organic solvents and shows a low to moderate volatility. It may persist in soil and water systems under certain conditions. There is a low risk of leaching to groundwater. Bensulide has a moderate toxicity to humans as well as being a cholinesterase inhibitor and a neurotoxin. It is moderately toxic to birds, fish, aquatic plants and honeybees. | | Chemical Properties | Colorless liquid; slight odor.Insoluble in water; soluble in kerosene and
xylene. | | Chemical Properties | Bensulide is and amber, viscous liquid, or
forms colorless or white crystalline solid below 34.4 C.
Combustible. Commercial product is available as an
emulsifiable concentrate. | | Uses | Herbicide. | | Uses | Bensulide is an herbicide used for preemergent control of
annual grasses and broadleaf weeds in agricultural crops
(60–65% of all use). Current registered use sites are carrots,
fruiting vegetables, leafy vegetables (mostly head lettuce),
dry bulb vegetables (onions), cucurbits (mostly melons), and
cole crops (cauliflower, cabbage, broccoli, broccolini, and
broccoflower). Bensulide can also be used on field-grown
herbaceous plants and field-grownbulbs. Products containing
bensulide are intended for outdoor homeowner use on lawns
and ornamentals, and application by professional lawn care
operators to lawns, ornamentals, parks, and recreation areas. | | Definition | ChEBI: Bensulide is a member of benzenes. | | Production Methods | Bensulide is synthesised through a process typical of organophosphate herbicides, involving the formation of a phosphorodithioate ester. The key production steps begin with the reaction of O,O-diisopropyl phosphorodithioic acid with a sulfonamide derivative, specifically, 2-(benzenesulfonamido)ethyl chloride. This coupling reaction forms the final bensulide molecule, S-[2-(benzenesulfonamido)ethyl] O,O-diisopropyl phosphorodithioate. | | Hazard | Highly toxic, cholinesterase inhibitor. Use
may be restricted. | | Agricultural Uses | Herbicide: A selective pre-emergence herbicide used to control
bluegrass, crabgrass and other annual grasses and broadleaf
weeds in agriculture crops, cotton and turf. It is widely
used on golf courses and home lawns. Target weeds also
include barnyardgrass, burning nettle and canarygrass.
Not approved for use in EU countries. | | Trade name | BENSUMEC®; BETAMEC®; BETASAN®;
BETASAN®-E; BETASAN®-G; DISAN®; EXPORSAN®;
KAYAPHENONE®; PREFAR®; PREFAR®-E; PRESAN
®; PROTURF®; R-4461®; SAP (herbicide) | | Mechanism of action | Selective, absorbed through leaves and roots. Bensulide's mode of action in plants involves the inhibition of very-long-chain fatty acid (VLCFA) elongases, which are crucial for the formation of essential lipids required for proper cell membrane structure and function. It disrupts the formation of VLCFAs, leading to a cascade of downstream effects that inhibit root and shoot growth and so inhibits seed germination. | | Potential Exposure | A selective preemergence organophosphate
herbicide used to control bluegrass, crabgrass and
other annual grasses and broadleaf weed s in agriculture
crops, cotton and turf. It is widely used on golf courses and
home lawns. Target weeds also include barnyard grass,
burning nettle, and canary grass. | | Carcinogenicity | Bensulide was given in the diet
for 104 weeks to rats at levels to achieve doses of 0, 1, 15, or
60 mg/kg/day . No cholinergic signs were observed at
any dose. Increased absolute liver weights accompanied by
mild histopathological changes (hepatocyte vacuolation and
eosinophilic foci) occurred at 60 mg/kg/day, but there was no
evidence of carcinogenic potential.
Bensulide was given in the diet for 78 weeks to mice at
levels to achieve 0, 1, 50, or 200 mg/kg/day . Survival
rates, clinical observations, and hematological parameters
were unaffected at all doses. Decreased overall body weight
gains, increased absolute and relative liver weights accompanied
by histopathological changes (pale foci, cell atypia,
and cell foci) occurred at 200 mg/kg/day (males only).
Overall body weight gain was also reduced in males at
50 mg/kg/day, but there was no evidence of carcinogenic
potential. | | Shipping | UN3018 Organophosphorus pesticides, liquid,
toxic, Hazard Class: 6.1; Labels: 6.1—Poisonous materials.
UN3077 Environmentally hazardous substances, solid, n.o.s.,
Hazard class: 9; Labels: 9—Miscellaneous hazardous material,
Technical Name Required. | | Incompatibilities | Incompatible with oxidizers; chlorates
nitrates, peroxides. Decomposes slowly in light and strong
UV. Corrosive to copper, aluminum, magnesium, zinc.
Slowly hydrolyzes in water, releasing ammonia gas and
forming acetate salts. In the presence of strong reducing
agents such as hydrides, organophosphates form highly toxic
and flammable phosphine gas. Contact with oxidizers can
cause the release of toxic oxides of phosphorus. Stable @
80 C for 50 hours; decomposes @ 200° C in 18 40 hours. | | Waste Disposal | Destruction by alkali hydrolysis
or incineration. Containers must be disposed of properly
by following package label directions or by contacting your
local or federal environmental control agency, or by contacting
your regional EPA office. | | Pesticide Type | Herbicide |
| | BENSULIDE Preparation Products And Raw materials |
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