Chemical Properties
White crystalline solid or powder. Mild odor
Uses
Fenbutatin Oxide is an organotin pesticide. Fenbutatin Oxide is widely used as an aracacide in the control of mites, in particular spider mites.
General Description
White crystalline solid with a mild odor.
Air & Water Reactions
Insoluble in water.
Reactivity Profile
Fenbutatin oxide is in the family of tin compounds widely used as stabilizers for plastics, additives to paint(as antifouling agents). Some have catalytic properties. Examples include butyl tin, dibutyl tin oxide. Their main hazard is associated with their high toxicity, in skin adsorption or inhalation.
Agricultural Uses
Insecticide, Miticide: A U.S. EPA restricted Use Pesticide (RUP). A selective
miticide for deciduous pome and stone fruits, citrus fruits, grapes, vegetables, berry fruit, nut crops (selected),
ornamentals and greenhouse crops.
Trade name
BENDEX®; NEOSTANOX®;
OSDARAN®; SD-14114®; SHELL SD-14114®;
TORQUE®; VENDEX®
Potential Exposure
Organotin/phenyltin insecticide and
selective miticide for deciduous pome and stone fruits, citrus fruits, grapes, vegetables, berry fruit, nut crops
(selected), ornamentals, and greenhouse crops. A United
States Environmental Protection Agency Restricted Use
Pesticide (RUP)
First aid
Move victim to fresh air. Call 911 or emergency
medical service. Give artificial respiration if victim is not
breathing. Do not use mouth-to-mouth method if victim
ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way
valve or other proper respiratory medical device.
Administer oxygen if breathing is difficult. Remove and
isolate contaminated clothing and shoes. In case of contact
with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact,
avoid spreading material on unaffected skin. Keep victim
warm and quiet. Effects of exposure (inhalation, ingestion,
or skin contact) to substance may be delayed. Ensure that
medical personnel are aware of the material(s) involved
and take precautions to protect themselves.
Shipping
UN2811 Toxic solids, organic, n.o.s., Hazard
Class: 6.1; Labels: 6.1-Poisonous materials, Technical
Name Required
Incompatibilities
May form explosive mixture with air.
Decomposes above 230C. Contact with water causes slow
decomposition. Orgotin oxides can be strongly basic and
will react, possibly dangerously, with acidic compounds
and mixtures
Waste Disposal
Organic tin compounds may
be disposed of in sealed containers in secured sanitary landfill. Chemical Treatability of tin; Concentration Process:
Chemical precipitation; Chemical Classification: Metals;
Scale of Study: Pilot scale; Type of Wastewater Used:
Synthetic wastewater; Results of Study: At 600 ppm,
95.3% reduction with alum. At 500 ppm, 98% reduction
with ferric chloride, 92% reduction with lime (three coagulants used: 200 mg of alum at pH = 6.4, 40 ppm of ferric
chloride @ pH = 6.2, 41 ppm of lime @ pH = 11.5
Chemical coagulation was followed by dual media filtration). Consult with environmental regulatory agencies
for guidance on acceptable disposal practices. Incineration
with effluent gas scrubbing is recommended. 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.
Definition
ChEBI: Fenbutatin oxide is an organotin acaricide.
Environmental Fate
Chemical/Physical. Reacts with moisture forming tris(2-methyl-2-phenylpropyl)tin hydroxide (Worthing and Hance, 1991).
Metabolic pathway
Fenbutatin oxide is quite stable to hydrolytic degradation. Metabolism in
soils, plants and animals is minimal. The extensive and irreversible
adsorption/binding to cationic and organic matter is the primary dissipation
mechanism in the soil environment. Cleavage of the neophenyl-tin
linkages is the primary degradation and metabolic pathway (Scheme 1).
Transformation of the neophenyl moiety has not been observed. Most of
the information reported below was obtained from experiments using
119mSlna belhg conducted by DuPont.
Degradation
Fenbutatin oxide (1) dissociates slowly in water to the corresponding
hydroxide [tris(2-methyl-2-phenylpropyl)tin hydroxide 21. The neophenyl
moiety of fenbutatin oxide was stable at pH 5, 7, and 9 at 25 °C
with minimal degradation occurring after 30 days (Home, 1987a).
The photodegradation of fenbutatin oxide in pH 7 buffer solution was a
significant degradation process with a DT50 of approximately 51 days
following continuous exposure to simulated sunlight at 25 °C (Home,
1987b). Fenbutatin oxide underwent hydrolysis with a loss of two moles
of the 2-methyl-2-phenylprop yl moiety, yielding dlhydroxy-bis(2-methyl-
2-phenylpropyl)stannane (3), accounting for ca. 23% of the initial
concentration after 15 days of continuous irradiation. Fenbutatin oxide
and its metabolites react reversibly with water to form the analogous
oxide/hydroxide compounds (Gray et a1 ., 1995).
