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56-35-9

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Basic Information
CAS No.: 56-35-9
Name: Bis(tributyltin) oxide
Molecular Structure:
Molecular Structure of 56-35-9 (Bis(tributyltin) oxide)
Formula: C24H54OSn2
Molecular Weight: 596.112
Synonyms: Bis(tributyltin)oxide (6CI);Distannoxane, hexabutyl- (8CI,9CI);6-Oxa-5,7-distannaundecane,5,5,7,7-tetrabutyl-;Aceto TBTO;BioMeT 66;BioMeT SRM;BioMeT TBTO;Bis(tributylstannic oxide);Bis(tributylstannyl) ether;Bis(tributylstannyl)oxide;Butinox;Di-tributyl tin oxide;Distannoxane,1,1,1,3,3,3-hexabutyl-;Hexabutyldistannoxane;Hexabutylditin oxide;Intercide 340A;Lastanox F;Lastanox Q;Lastanox Q1;Lastanox Super;Lastanox T;Lastanox T 20;MT 1E;Mykolastanox F;NSC 22332;NSC 28132;Oxybis(tributylstannane);Oxybis[tributyltin];Stannicide A;Stannicide O;TBTO;TnBTO;Tri-n-butyltin oxide;Tributyltin oxide;Vikol AF25;Vikol LO 25;
EINECS: 200-268-0
Density: 1.17g/mLat 25°C(lit.)
Melting Point: -45 °C
Boiling Point: 474.847 °C at 760 mmHg
Flash Point: 240.979 °C
Solubility: insoluble in water
Appearance: Clear colorless liquid
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 21-25-36/38-48/23/25-50/53
Safety: 35-36/37/39-45-60-61
Transport Information: UN 2788
PSA: 9.23000
LogP: 9.69460
Synthetic route
5035-69-8

bis(tributyltin) carbonate

A

124-38-9

carbon dioxide

B

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given tin compd. was heated at 65°C under vac.;A n/a
B 100%

(C4H9)3SnOCH(N(C2H5)2)CHCHC6H5

A

C6H5CH(N(C2H5)2)CHCHN(C2H5)2

B

104-55-2

3-phenyl-propenal

C

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
decompn. at 25°C within 8 h;A 75.3%
B n/a
C n/a
decompn. at 25°C within 8 h;A 75.3%
B n/a
C n/a
73622-44-3

β-(cyclohexylthio)ethyl tri-n-butyltin sulfide

A

10160-81-3

β-(cyclohexylthio)ethyl mercaptan

B

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With silica gel In dichloromethane; pentaneA 64%
B 27%
994-89-8

tributylethynyltin

88016-29-9

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]

A

125803-61-4

ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate

B

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In dichloromethane at 0℃; for 0.5h;A 56%
B n/a

1-Diaethylamino-1-tributylstannyloxy-cyclopentan

A

34969-48-7

1-(N,N-diethylamino)cyclopentene

B

17851-95-5

(CH3CH2CH2CH2)3SnOC5H7

C

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
byproducts: H2O, NH(C2H5)2; decompn. at 100°C for 6 h;A 56%
B 5%
C n/a
byproducts: H2O, NH(C2H5)2; decompn. at 100°C for 6 h;A 56%
B 5%
C n/a
109-72-8, 29786-93-4

n-butyllithium

(hydroxy)-di-n-butyltin(IV)methanesulfonate

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether under N2, Schlenk setup, 1:1 mixt., n-BuLi soln. in THF added to soln. of tin compd. in Et2O (1:1), stirred for 10 h at room temp.; water added, org. layer septd., dried (Na2SO4), evapd., elem. anal.;55%
28483-60-5

Acetonyltributylstananne

38900-20-8

(C4H9)3SnN(C2H5)Sn(C4H9)3

A

61385-73-7

(C4H9)3SnCH2C(CH3)N(C2H5)

B

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
A 40%
B n/a
A 40%
B n/a
813-19-4

bis(tri-n-butyltin)

phenyleuropium iodide

A

960-16-7

tributylphenylstannane

B

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In tetrahydrofuran under Ar; addn. of freshly prepd. THF soln. of PhEuI to mixt. of THF and Bu3SnSnBu3, mixing at 25°C for 3 h, decompn. of react. mixt. with water acidified with HCl; thin layer chromy.;A 25%
B 23%
688-73-3

tri-n-butyl-tin hydride

68-12-2, 33513-42-7

N,N-dimethyl-formamide

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
CpFe(CO)2(Ph3P)Me In not given heating for 48 h at 90°C;5%
dicarbonyl(cyclopentadienyl)methyliron(II) In not given Irradiation (UV/VIS); for 12 h at ambient temp.;1%
methyl-tricarbonyl(η-cyclopentadienyl)molybdenum In not given Irradiation (UV/VIS); for 12 h at ambient temp.;1%
1461-22-9

tributyltin chloride

56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With sodium hydroxide
Multi-step reaction with 2 steps
1: tetrahydrofuran
2: air
View Scheme
Multi-step reaction with 2 steps
1: hexane
View Scheme
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  • Casno:

    56-35-9

    Bis(tributyltin) oxide

    Min.Order: 1 Kilogram

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    Bis(tributyltin) oxide Basic information Product Name: Bis(tributyltin) oxide Synonyms: HEXABUTYLDISTANNOXANE;HBD;CAR-BAN(R);BIS(TRI-N-BUTYLTIN) OXIDE;BIS(TRIBUTYLTIN) OXIDE;TBTO;TBTO(R)

    Since our establishment in 2008,we have been exporting to more than 50 countries in Middle East, Europe and America. The production line covers different kinds of painting, plastic

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  • tributyltin oxide

  • Casno:

    56-35-9

    tributyltin oxide

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    FOB Price:  USD $ 0.0-0.0

    high performance Application:basic raw material

    Beijing Huahong Chemical Co.,Ltd. is a shareholding company mainly engaged in technology research and development, project investment, co-production, international trading on indus

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Consensus Reports

BIS(TRIBUTYL TIN)OXIDE is reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 0.1 mg(Sn)/m3 (skin)
ACGIH TLV: TWA 0.1 mg(Sn)/m3; STEL 0.2 mg(Sn)/m3 (skin).
DFG MAK: 0.0021 ppm (0.05 mg/m3)
NIOSH REL: (Organotin Compounds) TWA 0.1 mg(Sn)/m3

Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds 5504.

Specification

1. Introduction of Bis(tributyltin) oxide
The Tributyltin oxide, with the CAS registry number 56-35-9, is also known as Bis(tri-n-butyltin)oxide. It belongs to the product categories of Industrial/Fine Chemicals; Organometallics. Its IUPAC name is called tributyl(tributylstannyloxy)stannane. This chemical's classification codes are Agricultural Chemical; Anti-Infective Agents; Disinfectants; Fungicide, bactericide, wood preservative; Fungicides, industrial; Immunologic Factors; Immunosuppressive agents; Molluscicide; Mutation data; Organometallic; Pesticides; Reproductive Effect; Skin / Eye Irritant; Tumor data.

2. Properties of Bis(tributyltin) oxide
(1)ACD/LogP: 3.84; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5; (4)ACD/LogD (pH 7.4): 5; (5)ACD/BCF (pH 5.5): 3840; (6)ACD/BCF (pH 7.4): 3840; (7)ACD/KOC (pH 5.5): 12801; (8)ACD/KOC (pH 7.4): 12801; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 20; (11)Flash Point: 240.979 °C; (12)Enthalpy of Vaporization: 71.007 kJ/mol; (13)Boiling Point: 474.847 °C at 760 mmHg; (14)Vapour Pressure: 0 mmHg at 25°C.

3. Structure Descriptors of Bis(tributyltin) oxide
(1)Canonical SMILES: CCCC[Sn](CCCC)(CCCC)O[Sn](CCCC)(CCCC)CCCC
(2)InChI: InChI=1S/6C4H9.O.2Sn/c6*1-3-4-2;;;/h6*1,3-4H2,2H3
(3)InChIKey: APQHKWPGGHMYKJ-UHFFFAOYSA-N

4. Toxicity of Bis(tributyltin) oxide

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LCLo inhalation 200mg/m3 (200mg/m3) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: AGGRESSION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 339, 1976.
mouse LD50 intraperitoneal 12500ug/kg (12.5mg/kg)   Russian Pharmacology and Toxicology Vol. 42, Pg. 73, 1979.
mouse LD50 intravenous 6mg/kg (6mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 31, 1976.
mouse LD50 oral 55mg/kg (55mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 41(5), Pg. 10, 1976.
mouse LD50 skin 163mg/kg (163mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
rabbit LD50 skin 900mg/kg (900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
European Journal of Toxicology and Environmental Hygiene. Vol. 9, Pg. 31, 1976.
rabbit LDLo oral 50mg/kg (50mg/kg)   Sangyo Igaku. Japanese Journal of Industrial Health. Vol. 15, Pg. 3, 1973.
rat LC50 inhalation 64uL/m3/4H (0.064mL/m3) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0572027,
rat LD50 intraperitoneal 5mg/kg (5mg/kg) BEHAVIORAL: COMA

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION
National Technical Information Service. Vol. OTS0571270,
rat LD50 oral 87mg/kg (87mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1255, 1986.
rat LD50 skin > 300mg/kg (300mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
National Technical Information Service. Vol. OTS0571915,

5. Safety Information of Bis(tributyltin) oxide
Hazard Symbols:ToxicT;DangerousN
Risk Codes:
R21:Harmful in contact with skin. 
R25 :Toxic if swallowed. 
R36/38:Irritating to eyes and skin. 
R23/25:Toxic by inhalation and if swallowed. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Description:
S35:This material and its container must be disposed of in a safe way. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

6. Preparation of Bis(tributyltin) oxide
Bis(tributyltin) oxide can be prepared by anhydrous tin tetrachloride and butyl bromide. This reaction will need reagent KOH.

Sn+2Cl2 → SnCl4
C4H9OH+HCl → C4H9Cl+H2O
3Mg+3C4H9Cl+SnCl4 → (C4H9)3SnCl+MgCl2
2(C4H9)3SnCl+2NaOH → C24H54OSn2+NaCl+H2O

7. Use of Bis(tributyltin) oxide
Bis(tributyltin) oxide, is an organotin compound chiefly used as a biocide (fungicide and molluscicide), especially a wood preservative. Tributyltin compounds had been used as marine anti-biofouling agents. Concerns over toxicity of these compounds have led to a worldwide ban by the International Maritime Organization. It is now considered a severe marine pollutant.

8. Other details of Bis(tributyltin) oxide
When you are using bis(tributyltin) oxide, please be cautious about it as the following:
Bis(tributyltin) oxide that at low level can cause damage to health. It may present an immediate or delayed danger to one or more components of the environment. In addition, it is irritating to eyes and skin. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).