13356-08-6 Usage
Uses
Used in Agricultural Industry:
Fenbutatin oxide is used as an acaricide for controlling a wide range of phytophagous mites on various crops. It is a non-systemic acaricide, making it suitable for use on deciduous fruits, citrus, vines, selected nut crops, bananas, glasshouse crops, and ornamentals.
Fenbutatin oxide is used as an insecticide and miticide in the Agricultural Industry for the following reasons:
1. It is a selective miticide, targeting specific mite species while minimizing harm to other organisms.
2. It is a U.S. EPA restricted Use Pesticide (RUP), indicating that it has been evaluated for safety and efficacy.
3. Its applications include deciduous pome and stone fruits, citrus fruits, grapes, vegetables, berry fruit, nut crops (selected), ornamentals, and greenhouse crops, making it a versatile option for various agricultural needs.
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.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 13356-08-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,3,5 and 6 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 13356-08:
(7*1)+(6*3)+(5*3)+(4*5)+(3*6)+(2*0)+(1*8)=86
86 % 10 = 6
So 13356-08-6 is a valid CAS Registry Number.
InChI:InChI=1/6C10H13.O.2Sn/c6*1-10(2,3)9-7-5-4-6-8-9;;;/h6*4-8H,1H2,2-3H3;;;/rC60H78OSn2/c1-55(2,49-31-19-13-20-32-49)43-62(44-56(3,4)50-33-21-14-22-34-50,45-57(5,6)51-35-23-15-24-36-51)61-63(46-58(7,8)52-37-25-16-26-38-52,47-59(9,10)53-39-27-17-28-40-53)48-60(11,12)54-41-29-18-30-42-54/h13-42H,43-48H2,1-12H3
13356-08-6Relevant articles and documents
ACTIVE COMPOUND COMBINATIONS HAVING INSECTICIDAL AND ACARICIDAL PROPERTIES
-
, (2010/08/18)
The novel active compound combinations comprising a compound of the formula (I-1) or (I-2) and the active compounds (1) to (26) listed in the description have very good insecticidal and acaricidal properties.
Macrocyclic plant acaricides
-
, (2008/06/13)
Compounds of the formula I STR1 in which either R is methyl and there is a double bond in the 9,10-position, or in which R is hydrogen and there is a single bond in the 9,10-position, are highly active against Acarina which damage plants.
Tris(beta,beta-dimethylphenethyl) tin compounds
-
, (2008/06/13)
A compound represented by the formula STR1 wherein R represents an alkyl group having 7 to 11 carbon atoms, a phenyl group which may be substituted by a lower alkyl group or a halogen atom, or a group of the formula STR2 in which X represents a hydrogen o
STERIC EFFECTS IN NEOPHILTIN(IV) CHEMISTRY
Lockhart, Thomas P.
, p. 179 - 186 (2007/10/02)
The stability and self-association in solution of (neophyl3Sn)2O, neophyl3SnOH, and (neophyl3Sn)2CO3 (neophyl = C6H5(CH3)2CCH2) have been examined by 119Sn NMR.The presence of Sn,Sn spin coupling through oxygen (2J(119Sn,117Sn)) has been used to distinguish between the distannoxane and stannol.Facile dehydration prevents the isolation of neophyl3SnOH from solution at room temperature and the equilibrium constant for H2O + (neophyl3Sn)2O 2neophyl3SnOH is 0.3 at 304 K.These observations are in sharp contrast with a previous report that the sterically bulky neophyl ligands render neophyl3SnOH stable toward dehydration. 1J(119Sn,13C) observed for neophyl3SnOH and (neophyl3Sn)2CO3 indicates that these compounds, unlike their n-alkyl-substituted homologues, are unassociated in solution, a result attributed to the steric bulk of the neophyl ligand.
