Product Name

  • Name

    Bis(tributyltin) oxide

  • EINECS 200-268-0
  • CAS No. 56-35-9
  • Article Data71
  • CAS DataBase
  • Density 1.17g/mLat 25°C(lit.)
  • Solubility insoluble in water
  • Melting Point -45 °C
  • Formula C24H54OSn2
  • Boiling Point 474.847 °C at 760 mmHg
  • Molecular Weight 596.112
  • Flash Point 240.979 °C
  • Transport Information UN 2788
  • Appearance Clear colorless liquid
  • Safety 35-36/37/39-45-60-61
  • Risk Codes 21-25-36/38-48/23/25-50/53
  • Molecular Structure Molecular Structure of 56-35-9 (Bis(tributyltin) oxide)
  • Hazard Symbols ToxicT,DangerousN
  • 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;
  • PSA 9.23000
  • LogP 9.69460

Synthetic route

bis(tributyltin) carbonate
5035-69-8

bis(tributyltin) carbonate

A

carbon dioxide
124-38-9

carbon dioxide

B

bis(tri-n-butyltin)oxide
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

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

A

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

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

B

3-phenyl-propenal
104-55-2

3-phenyl-propenal

C

bis(tri-n-butyltin)oxide
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
β-(cyclohexylthio)ethyl tri-n-butyltin sulfide
73622-44-3

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

A

β-(cyclohexylthio)ethyl mercaptan
10160-81-3

β-(cyclohexylthio)ethyl mercaptan

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

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

tributylethynyltin

μ-oxobis[(trifluoromethanesulfonato)(phenyl)iodine]
88016-29-9

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

A

ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate
125803-61-4

ethynylphenyl-iodonium-1,1,1-trifluoromethanesulfonate

B

bis(tri-n-butyltin)oxide
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

1-Diaethylamino-1-tributylstannyloxy-cyclopentan

A

1-(N,N-diethylamino)cyclopentene
34969-48-7

1-(N,N-diethylamino)cyclopentene

B

(CH3CH2CH2CH2)3SnOC5H7
17851-95-5

(CH3CH2CH2CH2)3SnOC5H7

C

bis(tri-n-butyltin)oxide
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
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

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

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

bis(tri-n-butyltin)oxide
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%
Acetonyltributylstananne
28483-60-5

Acetonyltributylstananne

(C4H9)3SnN(C2H5)Sn(C4H9)3
38900-20-8

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

A

(C4H9)3SnCH2C(CH3)N(C2H5)
61385-73-7

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

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
A 40%
B n/a
A 40%
B n/a
water
7732-18-5

water

bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

phenyleuropium iodide

phenyleuropium iodide

A

tributylphenylstannane
960-16-7

tributylphenylstannane

B

bis(tri-n-butyltin)oxide
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%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

bis(tri-n-butyltin)oxide
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%
tributyltin chloride
1461-22-9

tributyltin chloride

bis(tri-n-butyltin)oxide
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
5-methyl-1-hexene
3524-73-0

5-methyl-1-hexene

1-dodecyne
765-03-7

1-dodecyne

tributyltin chloride
1461-22-9

tributyltin chloride

9-bora-bicyclo[3.3.1]nonane
280-64-8

9-bora-bicyclo[3.3.1]nonane

A

(Z)-2-Methyl-7-octadecen
35354-39-3

(Z)-2-Methyl-7-octadecen

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
Quinoline N-oxide
1613-37-2

Quinoline N-oxide

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given byproducts: H2O;
4-methylquinoline 1-oxide
4053-40-1

4-methylquinoline 1-oxide

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given byproducts: H2O;
tributyltin chloride
1461-22-9

tributyltin chloride

water
7732-18-5

water

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In water (CH3(CH2)3)3SnCl hydrolyzed; recrystd. from benzene;
Na(1+)*OSn(C4H9)3(1-)=NaOSn(C4H9)3
85938-52-9

Na(1+)*OSn(C4H9)3(1-)=NaOSn(C4H9)3

tributyltin chloride
1461-22-9

tributyltin chloride

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In methanol; toluene byproducts: NaCl; (Ar); Schlenk tube technique; Bu3SnCl in toluene was added dropwise to NaOSn(C4H9)3 in methanol; mixt. was refluxed for 6 h; NaCl was centrifuged; solvent was removed in vac.; residue was distd. under reduced pressure; elem. anal.;
pyridine N-oxide
694-59-7

pyridine N-oxide

tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given byproducts: H2O;
tetrabutoxytitanium

tetrabutoxytitanium

triethanolamine
102-71-6

triethanolamine

tributyltin acetate
56-36-0

tributyltin acetate

A

{(C4H9)3SnOTi(OCH2CH2)3N}*{N(CH2CH2O)3TiOTi(OCH2CH2)3N}

{(C4H9)3SnOTi(OCH2CH2)3N}*{N(CH2CH2O)3TiOTi(OCH2CH2)3N}

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In toluene equimolar amts.;
In toluene equimolar amts.;
tributyltin hydroxide
1067-97-6

tributyltin hydroxide

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
byproducts: H2O;
byproducts: H2O; on melting;
tributyl-trichloromethyl-stannane
5764-62-5

tributyl-trichloromethyl-stannane

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given byproducts: CHCl3; hydrolysis;;
In not given byproducts: CHCl3; hydrolysis;;
tributyl-tribromomethyl-stannane
23897-61-2

tributyl-tribromomethyl-stannane

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In not given byproducts: CHBr3; hydrolysis;;
In not given byproducts: CHBr3; hydrolysis;;
Phenylsulfonylmethyl-tri-n-butylzinn
31126-39-3

Phenylsulfonylmethyl-tri-n-butylzinn

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With air
With air
With air
(C4H9)3SnONC(NH2)CH3
64307-51-3

(C4H9)3SnONC(NH2)CH3

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
distn. at 180°C / 0.1 Torr;
distn. at 180°C / 0.1 Torr;
Ethyl-(tributyl-stannyl)-sulfit
21001-95-6

Ethyl-(tributyl-stannyl)-sulfit

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With water byproducts: C2H5OH, SO2;
(C4H9)3SnONC(NH2)C2H5
64307-52-4

(C4H9)3SnONC(NH2)C2H5

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
distn. at 180°C / 0.1 Torr;
distn. at 180°C / 0.1 Torr;
4-Methyl-2--pent-2-en
681-95-8

4-Methyl-2--pent-2-en

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With H2O byproducts: CH3COCH2CH(CH3)2; rapid hydrolysis;
(C4H9)3SnONC(NH2)C3H7
64307-53-5

(C4H9)3SnONC(NH2)C3H7

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
distn. at 180°C / 0.1 Torr;
distn. at 180°C / 0.1 Torr;
1,3-Diphenyl-1-(tri-n-butylstannyloxy)-propen

1,3-Diphenyl-1-(tri-n-butylstannyloxy)-propen

A

dihydrochalcone
1083-30-3

dihydrochalcone

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
With water hydrolysis;
With H2O hydrolysis;
Tributylzinnester des Acetylglycins
1801-43-0

Tributylzinnester des Acetylglycins

benzylamine
100-46-9

benzylamine

A

(C6H5CH2NH3)(1+)*(CH3CONHCH2COO)(1-)
3262-56-4

(C6H5CH2NH3)(1+)*(CH3CONHCH2COO)(1-)

B

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In 1,4-dioxane; water dioxane:water=6:1, room temp., 4 h;A >99
B n/a
In 1,4-dioxane; water dioxane:water=6:1, room temp., 4 h;A >99
B n/a
Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

tributyl(1-chloro-3-phenoxy-2-propanyloxy)stannane
93574-88-0

tributyl(1-chloro-3-phenoxy-2-propanyloxy)stannane

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Conditions
ConditionsYield
In N,N-dimethyl acetamide const. temp. (+/-1°C) in range 363-393 K in air or nitrogen atmosphere; monitoring by concn. accumulation of chloride ion (potentiometric anal.);
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

N-acetyl-DL-CH3CH(CH3)CHNHCOO-tri-n-butyltin
1801-45-2

N-acetyl-DL-CH3CH(CH3)CHNHCOO-tri-n-butyltin

Conditions
ConditionsYield
byproducts: H2O;100%
byproducts: H2O;100%
In toluene byproducts: H2O; azeotropic dehydration with toluene; recrystn. (benzene) or sublimation;
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
4064-06-6

1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

(C4H9)3SnOCH2C7H5O5(CH3)4
58931-11-6

(C4H9)3SnOCH2C7H5O5(CH3)4

Conditions
ConditionsYield
byproducts: H2O; dehydration of 1:2 mixt. of Bu3SnOSnBu3 and alc.; separation of water by distn. or azeotropic distn. in benzene or toluene;100%
byproducts: H2O; dehydration of 1:2 mixt. of Bu3SnOSnBu3 and alc.; separation of water by distn. or azeotropic distn. in benzene or toluene;100%
bromal
115-17-3

bromal

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyl-tribromomethyl-stannane
23897-61-2

tributyl-tribromomethyl-stannane

Conditions
ConditionsYield
In tetrachloromethane byproducts: (C4H9)3SnOCHO; 23 h;;100%
In tetrachloromethane byproducts: (C4H9)3SnOCHO; 23 h;;100%
acrylic acid
79-10-7

acrylic acid

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyltin acrylate
13331-52-7

tributyltin acrylate

Conditions
ConditionsYield
In benzene100%
In benzene100%
92%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Propiolic acid
471-25-0

Propiolic acid

Propiolsaeure-tri-n-butylstannylester
7316-46-3

Propiolsaeure-tri-n-butylstannylester

Conditions
ConditionsYield
In benzene byproducts: H2O, dicarboxylate; mole ratio of (C4H9)3SnOSn(C4H9)3 and carboxylic acid 1:2; at 20°C or at reflux temp. to remove of water formed by azeotropic distn.;100%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

acetone oxime
127-06-0

acetone oxime

Isopropylidenaminooxy-tributyl-stannan
10218-32-3

Isopropylidenaminooxy-tributyl-stannan

Conditions
ConditionsYield
In toluene 1:2; azeotropic dehydration; 2 h;100%
In benzene 1:2; azeotropic dehydration; 2 h;100%
In benzene 1:2; azeotropic dehydration; 2 h;100%
heptafluorobutyric Acid
375-22-4

heptafluorobutyric Acid

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Tributyl-heptafluorbutyroxy-zinn
23716-72-5

Tributyl-heptafluorbutyroxy-zinn

Conditions
ConditionsYield
byproducts: H2O;100%
byproducts: H2O;100%
Perfluorooctanoic acid
335-67-1

Perfluorooctanoic acid

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Tributyl-perfluoroctanoyloxy-zinn
23716-75-8

Tributyl-perfluoroctanoyloxy-zinn

Conditions
ConditionsYield
byproducts: H2O;100%
byproducts: H2O;100%
2-Trifluoromethylbenzimidazole
312-73-2

2-Trifluoromethylbenzimidazole

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

1-(tri-n-butylstannyl)-2-trifluoromethylbenzimidazole
139591-01-8

1-(tri-n-butylstannyl)-2-trifluoromethylbenzimidazole

Conditions
ConditionsYield
In benzene to a soln. of imidazole-compd. was added a soln. of Sn-compd., refluxed for 3.5 h; cooled to room temp., evapn., elem. anal.;100%
3-oxo-1,4-benzothiazin-2-ylacetic acid
6270-74-2

3-oxo-1,4-benzothiazin-2-ylacetic acid

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

Tributylzinn-dihydro-oxo-benzothiazin-acetat
24291-36-9

Tributylzinn-dihydro-oxo-benzothiazin-acetat

Conditions
ConditionsYield
byproducts: H2O;100%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

N,N'-di(4-hydroxybenzyl)isopthalamide
175689-87-9

N,N'-di(4-hydroxybenzyl)isopthalamide

C6H4(CONHCH2C6H4OSn(C4H9)3)2
175689-90-4

C6H4(CONHCH2C6H4OSn(C4H9)3)2

Conditions
ConditionsYield
In toluene byproducts: H2O; stoichiometric ratio, refluxing (20 h); cooling, evapn., drying (vac., 2 h);100%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3SnONC4H4O2
84839-04-3

(C4H9)3SnONC4H4O2

Conditions
ConditionsYield
In neat (no solvent) byproducts: H2O; heating in 2/1 ratio and gradually evacuating (50-1 mm) for 30-40 min; IR; elem.anal.;99.7%
In neat (no solvent) byproducts: H2O; heating; elem. anal.;99.7%
heating;>99
heating;>99
boric acid
11113-50-1

boric acid

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3SnOB(OH)2
57754-92-4

(C4H9)3SnOB(OH)2

Conditions
ConditionsYield
byproducts: H2O; B(OH)3 excess; 160°C;99%
byproducts: H2O; B(OH)3 excess; 160°C;99%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

1,2,3-tris(tributyltinoxy) propane
79428-56-1

1,2,3-tris(tributyltinoxy) propane

Conditions
ConditionsYield
With glycerol In neat (no solvent) glycerol to bis(tributyltin) oxide ratio 2:3; mixed, heated at 100-150°C for 1 h at P=50 mm; evacuated to P=1 mm for 0.5 h, heated at 190-220°C; distd., IR, elem. anal.;99%
thiophenol
108-98-5

thiophenol

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyltin phenyl sulfide
17314-33-9

tributyltin phenyl sulfide

Conditions
ConditionsYield
In toluene byproducts: H2O; mixt. of (Bu3Sn)2O and PhSH (1:2 molar ratio) refluxed (12 h) in toluenewith removal of H2O (Dean-Stark apparatus); toluene removed (vac.); residue distd. (vac.);99%
In toluene byproducts: H2O; refluxing for 2 h, removing H2O with a water separator;80%
N-hydroxybenzenecarboximidamide
613-92-3

N-hydroxybenzenecarboximidamide

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3SnONC(NH2)C6H5
64307-54-6

(C4H9)3SnONC(NH2)C6H5

Conditions
ConditionsYield
In benzene 1:2; azeotropic dehydration; 2 h;99%
In benzene 1:2; azeotropic dehydration; 2 h;99%
morpholine
110-91-8

morpholine

maleiimide
541-59-3

maleiimide

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3Sn(C8H11N2O3)
79430-48-1

(C4H9)3Sn(C8H11N2O3)

Conditions
ConditionsYield
In methanol amine and maleimide added to soln. of trialkyltin oxide in CH3OH (molar ratio 10:2:1), refluxed for half h; evapn.;99%
2,3-dibromomaleimide
1122-10-7

2,3-dibromomaleimide

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

N-tributylstannyl-2,3-dibromomaleimide
79430-51-6

N-tributylstannyl-2,3-dibromomaleimide

Conditions
ConditionsYield
In not given byproducts: H2O; solvent toluene or heptane; azeotropic removal water and solvent, recrystn.; elem. anal.;99%
In water; benzene to a soln. of (Bu3Sn)2O in benzene was added imide in water (molar ratio oxide/imide = 1/2); shaking at room temp. for 15-20 min, org. layer was separated, water layer washed with benzene; org. layers were combined; drying over MgSO4, evapn.;96%
N-(5-bromine-2-hydroxysalicylidene)-(D,L)-β-phenylalanine

N-(5-bromine-2-hydroxysalicylidene)-(D,L)-β-phenylalanine

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

C28H40BrNO4Sn

C28H40BrNO4Sn

Conditions
ConditionsYield
In methanol at 25℃; for 24h;99%
5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-2-hydroxymethyl-1H-imidazole
178978-97-7

5-(3,5-dichlorophenylthio)-4-isopropyl-1-methyl-2-hydroxymethyl-1H-imidazole

methyl isocyanate
624-83-9

methyl isocyanate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-2-(N-methylcarbamoyl)oxymethyl-1H-imidazole

5-(3,5-Dichlorophenylthio)-4-isopropyl-1-methyl-2-(N-methylcarbamoyl)oxymethyl-1H-imidazole

Conditions
ConditionsYield
In tetrahydrofuran98%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyltin acetate
56-36-0

tributyltin acetate

Conditions
ConditionsYield
With acetic acid byproducts: H2O; heating;98%
With CH3COOH byproducts: H2O; heating;98%
With acetic acid In benzene byproducts: H2O;
bis(pinacolato)diborane
10221-56-4

bis(pinacolato)diborane

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3SnOBO2C2(CH3)4
40276-78-6

(C4H9)3SnOBO2C2(CH3)4

Conditions
ConditionsYield
1:1; 130°C; distn.;98%
1:1; 130°C; distn.;98%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

2,2'-bis-(1,2-dihydro-4-oxo-3,1-benzoxazine)
24978-39-0

2,2'-bis-(1,2-dihydro-4-oxo-3,1-benzoxazine)

{(C4H9)3Sn(OOCC6H4NCH)}2

{(C4H9)3Sn(OOCC6H4NCH)}2

Conditions
ConditionsYield
In benzene byproducts: H2O; in refluxing benzene; H2O was removed as azeotrope of benzene; elem. anal.;98%
(β-carboxyethyl)diallylisocyanurate
84839-05-4

(β-carboxyethyl)diallylisocyanurate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

diallyl 2-[(tributylstannyloxy)carbonyl]ethyl isocyanurate
84838-98-2

diallyl 2-[(tributylstannyloxy)carbonyl]ethyl isocyanurate

Conditions
ConditionsYield
In neat (no solvent) byproducts: H2O; heating in 2/1 ratio and gradually evacuating (50-1 mm) for 30-40 min; IR; elem.anal.;98%
In neat (no solvent) byproducts: H2O; heating; elem. anal.;98%
HOOCC6I4COOCH2CH(C6H13)C8H17

HOOCC6I4COOCH2CH(C6H13)C8H17

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

(C4H9)3SnOOCC6I4COOCH2CH(C6H13)C8H17-2
31434-88-5

(C4H9)3SnOOCC6I4COOCH2CH(C6H13)C8H17-2

Conditions
ConditionsYield
In benzene byproducts: H2O; 1:2 mole ratio; azeotropic removal of water;98%
In toluene byproducts: H2O; 1:2 mole ratio; azeotropic removal of water;98%
In toluene byproducts: H2O; 1:2 mole ratio; azeotropic removal of water;98%
In benzene byproducts: H2O; 1:2 mole ratio; azeotropic removal of water;98%
trimethylacetaldoximoyl chloride

trimethylacetaldoximoyl chloride

Ethyl propionate
105-37-3

Ethyl propionate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

3-tert-butyl-isoxazole-5-carboxylic acid ethyl ester
2207-46-7

3-tert-butyl-isoxazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
In toluene97%
In toluene97%
phosphonic acid diethyl ester
762-04-9

phosphonic acid diethyl ester

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

O-ethyl-O'-tri-n-butylstannyl phosphonate
108890-21-7

O-ethyl-O'-tri-n-butylstannyl phosphonate

Conditions
ConditionsYield
In neat (no solvent) byproducts: diethylether; (Ar); addn. of TBTO to phosphonate with stirring, heating to 10°C (4 h); concn. in vac. at 40-80°C; elem. anal.;97%
In not given (Ar); excess of diethylphosphonate; (31)P-NMR spectroscopic monitoring;
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyltin phenoxide
3587-18-6

tributyltin phenoxide

Conditions
ConditionsYield
by heating at 140°C for 1 h;97%
by heating at 90-100°C for 1.25 h;97%
by heating at 140°C for 1 h;97%
by heating at 90-100°C for 1.25 h;97%
bis(trimethylsilyl)mercury
4656-04-6

bis(trimethylsilyl)mercury

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

A

bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

B

Bu3SnOSiMe3
17908-18-8

Bu3SnOSiMe3

Conditions
ConditionsYield
In hexane byproducts: Hg; 2:1; 25°C; 0.2 h;A n/a
B 97%
In benzene byproducts: Hg; 2:1; 25°C; 0.2 h;A n/a
B 97%
In benzene byproducts: Hg; 2:1; 25°C; 0.2 h;A n/a
B 97%
In hexane byproducts: Hg; 2:1; 25°C; 0.2 h;A n/a
B 97%

Bis(tributyltin) oxide Consensus Reports

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

Bis(tributyltin) oxide 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

Bis(tributyltin) oxide Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds 5504.

Bis(tributyltin) oxide 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).

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