Fenbutatin oxide Chemical Properties

Melting point:

142-145°C

Boiling point:

235-240 °C(Press: 0.05 Torr)

Density 

0.42 g/cm3

vapor pressure 

8.5×10^-8 Pa (20 °C)

Flash point:

100 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Very Slightly, Heated, Sonicated)

form 

solid

Water Solubility 

0.005 mg l^-1 (23 °C)

Hydrolytic Sensitivity

4: no reaction with water under neutral conditions

Merck 

13,3991

EPA Substance Registry System

Fenbutatin oxide (13356-08-6)

Safety Information

Hazard Codes 

Xn;N,N,Xn,T+

Risk Statements 

21-36/38-50/53-26

Safety Statements 

28-36/37-45-60-61

RIDADR 

UN 2811

WGK Germany 

3

RTECS 

JN8770000

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

Hazardous Substances Data

13356-08-6(Hazardous Substances Data)

Toxicity

LD50 in rats, rabbits (mg/kg): >2000 orally; >2000 percutaneously (Zweig)

Fenbutatin oxide Usage And Synthesis

Chemical Properties

White crystalline solid or powder. Mild odor

Uses

Fenbutatin oxide is a non-systemic acaricide used to control a wide range of phytophagous mites on deciduous fruits, citrus, vines, selected nut crops, bananas, glasshouse crops and ornamentals.

Uses

Fenbutatin Oxide is an organotin pesticide. Fenbutatin Oxide is widely used as an aracacide in the control of mites, in particular spider mites.

Uses

Acaricide.

Definition

ChEBI: Fenbutatin oxide is an organotin acaricide.

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)

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.

Shipping

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required

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).

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.

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