Product Name

  • Name

    Butyltin oxide

  • EINECS 218-880-1
  • CAS No. 2273-43-0
  • Article Data5
  • CAS DataBase
  • Density 1.46 g/cm3
  • Solubility 317-3200μg/L at 20℃
  • Melting Point
  • Formula C4H10O2Sn
  • Boiling Point 350 °C
  • Molecular Weight 208.832
  • Flash Point
  • Transport Information
  • Appearance White powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 2273-43-0 (Butyltin oxide)
  • Hazard Symbols IrritantXi
  • Synonyms 1-Butanestannonicacid (6CI);Butanestannonic acid (7CI);Butyl(oxo)stannanol;Butylhydroxytinoxide;Butylstannoic acid;Butylstannonic acid;Butyltin hydroxide oxide;Fascat 4100;NSC 179724;NSC 96391;n-Butyltin hydroxide oxide;n-Butyltinoxide hydroxide;Monobutyltin Oxide(MBTO);Hydrated Monobutyltin Oxide;Butylhydroxyoxo-stannane;
  • PSA 37.30000
  • LogP 0.69750

Synthetic route

ammonium hydroxide
1336-21-6

ammonium hydroxide

Trichlorbutylstannan
1118-46-3

Trichlorbutylstannan

sodium carbonate
497-19-8

sodium carbonate

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

Conditions
ConditionsYield
In water at 60℃; for 2.5h; Temperature;99.4%
...Expand
Trichlorbutylstannan
1118-46-3

Trichlorbutylstannan

sodium hydroxide
1310-73-2

sodium hydroxide

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

Conditions
ConditionsYield
With chitosan modified imidazoline amphoteric surfactant; quaternized polyvinyl alcohol In octanol at 90℃; for 4h; Reagent/catalyst;62%
n-butylstannoic acid
2273-43-0

n-butylstannoic acid

2-phenoxyacetic acid
122-59-8

2-phenoxyacetic acid

[(C4H9Sn(O2CCH2OC6H5)O)6]
929680-99-9

[(C4H9Sn(O2CCH2OC6H5)O)6]

Conditions
ConditionsYield
In benzene refluxed for 12 h (equimol., Dean-Stark); cooled, filtered, evapd. to dryness;99%
(C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2C(O)OCH2)2C6H3OCH2CO2H

(C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2C(O)OCH2)2C6H3OCH2CO2H

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[SnO(C4H9)((C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2C(O)OCH2)2C6H3OCH2CO2)]6

[SnO(C4H9)((C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2C(O)OCH2)2C6H3OCH2CO2)]6

Conditions
ConditionsYield
In benzene refluxed for 12 h (equimol., Dean-Stark); cooled, filtered, evapd. to dryness;99%
C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2CO2H
929680-97-7

C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2CO2H

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

Sn6O6(12+)*6C4H9(1-)*6C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2CO2(1-)=[SnO(C4H9)(C104H73O8)]6

Sn6O6(12+)*6C4H9(1-)*6C60C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2CO2(1-)=[SnO(C4H9)(C104H73O8)]6

Conditions
ConditionsYield
In benzene refluxed for 12 h (equimol., Dean-Stark); cooled, filtered, evapd. to dryness;99%
C60(C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2)2C6H3OCH2CO2H

C60(C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2)2C6H3OCH2CO2H

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

Sn6O6(12+)*6C4H9(1-)*6C60(C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2)2C6H3OCH2CO2(1-)=[SnO(C4H9)(C154H151O15)]6

Sn6O6(12+)*6C4H9(1-)*6C60(C(C(O)OCH2C6H3(OC16H33)2)C(O)OCH2)2C6H3OCH2CO2(1-)=[SnO(C4H9)(C154H151O15)]6

Conditions
ConditionsYield
In benzene refluxed for 12 h (equimol., Dean-Stark); cooled, filtered, evapd. to dryness;99%
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

n-butyloxotin o-nitrobenzoate hexamer * 3C6H6

n-butyloxotin o-nitrobenzoate hexamer * 3C6H6

Conditions
ConditionsYield
With C6H6 In dichloromethane; benzene byproducts: H2O; addn. of Sn-acid to a stirred soln. of CH2Cl2 and benzene, addn. of benzoic acid, reflux for 18 h, removal of H2O azeotropically, cream-white cloidy suspn., standing for 24 h; filtration of white powder, washing with benzene, standing gives larger crystals, drying; elem. anal.;98%
thiobenzoic acid
98-91-9

thiobenzoic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[(butyl)Sn(O)(thiobenzoate)]2
869111-73-9

[(butyl)Sn(O)(thiobenzoate)]2

Conditions
ConditionsYield
In benzene soln. of thiobenzoic acid added to suspn. of Sn compd. at 28 °C, stirred for 2 h; solvent evapd. under reduced pressure, dried at 0.05 Torr and 28 °C, recrystd. by slow cooling of hot acetone soln.; elem. anal.;98%
2,5-dimethylbenzenesulfonic acid
609-54-1

2,5-dimethylbenzenesulfonic acid

water
7732-18-5

water

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[(n-BuSn)12(μ3-O)14(μ2-OH)6][2,5-Me2C6H3(SO3)2]2

[(n-BuSn)12(μ3-O)14(μ2-OH)6][2,5-Me2C6H3(SO3)2]2

Conditions
ConditionsYield
In toluene mixt. of Sn compd. and aq. soln. of sulfonic acid (16.10:5.37 molar ratio) refluxed in toluene for 72 h (Dean-Stark apparatus); filtered, evapd., elem. anal.;96%
...Expand
diphenyl hydrogen phosphate
838-85-7

diphenyl hydrogen phosphate

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

{(C4H9Sn(OH)O2P(OC6H5)2)3O}(1+)*{O2P(OC6H5)2}(1-)={(C4H9Sn(OH)O2P(OC6H5)2)3O}{O2P(OC6H5)2}
115270-33-2

{(C4H9Sn(OH)O2P(OC6H5)2)3O}(1+)*{O2P(OC6H5)2}(1-)={(C4H9Sn(OH)O2P(OC6H5)2)3O}{O2P(OC6H5)2}

Conditions
ConditionsYield
In benzene soln. of diphenyl phosphate and n-butylstannoic acid in benzene (standing at 25°C, 48 h), removal of solvent (<20°C), addn. of diethyl ether, standing (25°C, 48 h), filtration from insol. material; removal of solvent (20°C); no successful purifn. from traces of water and other impurities, purity about 96 %;95%
water
7732-18-5

water

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

benzenesulfonic acid
98-11-3

benzenesulfonic acid

[(n-BuSn)12(μ3-O)14(μ2-OH)6][C6H5(SO3)]2

[(n-BuSn)12(μ3-O)14(μ2-OH)6][C6H5(SO3)]2

Conditions
ConditionsYield
In water; toluene mixt. of Sn compd. and aq. soln. of sulfonic acid (8.62:2.87 molar ratio) refluxed in toluene for 72 h (Dean-Stark apparatus); filtered, evapd., elem. anal.;95%
...Expand
4-diphenylphosphanobenzoic acid
2129-31-9

4-diphenylphosphanobenzoic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

toluene
108-88-3

toluene

[(n-butyl)Sn(O)O2C-C6H4-p-PPh2]6*2(toluene)

[(n-butyl)Sn(O)O2C-C6H4-p-PPh2]6*2(toluene)

Conditions
ConditionsYield
In toluene byproducts: water; reflux of ((n-Bu)Sn(O)OH)(n) and p-(diphenylphosphino)benzoic acid in toluene for 6 h with using Dean-Stark apparatus; filtration, evapn., recrystn., elem. anal.;95%
...Expand
1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)OCO-Ad]6

[n-BuSn(O)OCO-Ad]6

Conditions
ConditionsYield
In neat (no solvent, solid phase) byproducts: H2O; Sn-compound and ligand were grinded at room temp. for 30 min; CH2Cl2 was added, filtered, evapd.;93%
In toluene byproducts: H2O; mixt. of Sn-compound and ligand in toluene was heated under reflux for 6h; filtered, evapd.;83%
tert-butylphosphonic acid
4923-84-6

tert-butylphosphonic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[(n-Bu)2Sn2O[O2P(OH)-t-Bu]4]2
124358-16-3

[(n-Bu)2Sn2O[O2P(OH)-t-Bu]4]2

Conditions
ConditionsYield
In neat (no solvent, solid phase) byproducts: H2O; Sn-compound and ligand were grinded at room temp. for 120 min; CH2Cl2 was added, filtered, evapd.;92%
diphenyl-phosphinic acid
1707-03-5

diphenyl-phosphinic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[[n-BuSn(OH)O2PPh2]3O][O2PPh2]

[[n-BuSn(OH)O2PPh2]3O][O2PPh2]

Conditions
ConditionsYield
In neat (no solvent, solid phase) byproducts: H2O; Sn-compound and ligand were grinded at room temp. for 40 min; CH2Cl2 was added, filtered, evapd.;91%
In toluene byproducts: H2O; refluxing n-butylstannoic acid with diphenylphosphinic acid in toluene (4 h); removing H2O azeotropically, removing solvent, addn. of Et2O, heating, filtration, crystn. from the filtrate; elem. anal.;90%
ferrocenecarboxylic acid
1271-42-7

ferrocenecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

(C4H9Sn(O)OC(O)(C5H4)Fe(C5H5))6*2.57CHCl3

(C4H9Sn(O)OC(O)(C5H4)Fe(C5H5))6*2.57CHCl3

Conditions
ConditionsYield
In benzene byproducts: H2O; heated under reflux for 6 h; filtered, solvent removed in vacuo, elem. anal.;91%
ferrocenecarboxylic acid
1271-42-7

ferrocenecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)OCOCH2Fc]6

[n-BuSn(O)OCOCH2Fc]6

Conditions
ConditionsYield
In neat (no solvent, solid phase) byproducts: H2O; Sn-compound and ligand were grinded at room temp. for 50 min; CH2Cl2 was added, filtered, evapd.;91%
2-(5-ferrocenyl-3-(fluoromethyl)-1H-pyrazol-1-yl)acetic acid
1311994-24-7

2-(5-ferrocenyl-3-(fluoromethyl)-1H-pyrazol-1-yl)acetic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[nBuSnO(trifuoromethyl-5-ferrocenyl-pyrazol-1-yl-acetate)]6

[nBuSnO(trifuoromethyl-5-ferrocenyl-pyrazol-1-yl-acetate)]6

Conditions
ConditionsYield
In benzene to benzene soln. of Fc-compd. nBuSnO(OH) added under N2, reflux, overnight; solvent removed (reduced pressure); XRD, elem. anal.;91%
ethylphosphonic acid
6779-09-5

ethylphosphonic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

{(C4H9)2Sn2O(O2P(OH)C2H5)4}2

{(C4H9)2Sn2O(O2P(OH)C2H5)4}2

Conditions
ConditionsYield
In acetone byproducts: H2O; phosphonic acid soln., addn. of stannonic acid; CHCl3 added, soln. filtered, evapd.; elem. anal.;90%
benzoyl(thiobenzoyl)methane
1215-43-6

benzoyl(thiobenzoyl)methane

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

2,4-bis{benzoyl(thiobenzoyl)methanato-O,S}-2,4-dibutyl-1,3,2λ(5),4λ(5)-dithiadistannetane
128243-41-4

2,4-bis{benzoyl(thiobenzoyl)methanato-O,S}-2,4-dibutyl-1,3,2λ(5),4λ(5)-dithiadistannetane

Conditions
ConditionsYield
In benzene byproducts: H2O; added S-compound to suspn. of butylstannoic acid; refluxed for 4 h, water was removed azeotropically,; evapd.; treated with acetone;90%
ferrocenecarboxylic acid
1271-42-7

ferrocenecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)OCOFc]6

[n-BuSn(O)OCOFc]6

Conditions
ConditionsYield
In neat (no solvent, solid phase) byproducts: H2O; Sn-compound and ligand were grinded at room temp. for 60 min; CH2Cl2 was added, filtered, evapd.;90%
thiobenzoic acid
98-91-9

thiobenzoic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

butyltin tris(thiobenzoate)

butyltin tris(thiobenzoate)

Conditions
ConditionsYield
In dichloromethane byproducts: H2O; (anhydrous conditions); stirring (1-12 h); solvent removal (reduced pressure), drying (vac.), recrystn. (Et2O or CH2Cl2); elem. anal.;90%
mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

6C4H9SnO(1+)*6(CH3)3C6H2CO2(1-)=[C4H9SnO(CO2C6H2(CH3)3)]6

6C4H9SnO(1+)*6(CH3)3C6H2CO2(1-)=[C4H9SnO(CO2C6H2(CH3)3)]6

Conditions
ConditionsYield
In benzene byproducts: H2O; mixt. of Sn-compound and ligand in benzene was heated under reflux for 6h under N2; filtered, solvent was removed in vacuo; elem. anal.;89.6%
5-(4-carboxyphenyl)-10,15,20-tritolyl-21H,23H-porphyrin

5-(4-carboxyphenyl)-10,15,20-tritolyl-21H,23H-porphyrin

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

6H2(C5H2N)4(C6H4CH3)3C6H4CO2(1-)*6Sn(4+)*6O(2-)*6C4H9(1-)=(H2(C5H2N)4(C6H4CH3)3C6H4CO2Sn(O)C4H9)6

6H2(C5H2N)4(C6H4CH3)3C6H4CO2(1-)*6Sn(4+)*6O(2-)*6C4H9(1-)=(H2(C5H2N)4(C6H4CH3)3C6H4CO2Sn(O)C4H9)6

Conditions
ConditionsYield
In benzene refluxed for 6 h;89%
9-Anthracenecarboxylic acid
723-62-6

9-Anthracenecarboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)(O2C-9-anthracenyl)]6

[n-BuSn(O)(O2C-9-anthracenyl)]6

Conditions
ConditionsYield
In toluene for 6h; Reflux; Dean-Stark;89%
naphth-1-yl acetic acid
86-87-3

naphth-1-yl acetic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)(O2C-CH2-1-naphthyl)]6

[n-BuSn(O)(O2C-CH2-1-naphthyl)]6

Conditions
ConditionsYield
In toluene for 6h; Reflux; Dean-Stark;88%
xanthene-9-carboxylic acid
82-07-5

xanthene-9-carboxylic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

[n-BuSn(O)(O2C-9-xanthenyl)]6

[n-BuSn(O)(O2C-9-xanthenyl)]6

Conditions
ConditionsYield
In toluene for 6h; Reflux; Dean-Stark;88%
n-butylstannoic acid
2273-43-0

n-butylstannoic acid

cyclopropanecarboxylic acid
1759-53-1

cyclopropanecarboxylic acid

hexameric n-butyloxotin cyclopropanoate
115270-30-9

hexameric n-butyloxotin cyclopropanoate

Conditions
ConditionsYield
In benzene byproducts: water; addn. of (cyclo-CH2CH2CH)COOH to n-butylstannoic acid in dry benzene, heating (reflux, 4 h), removal of water (azeotropic distn., Dean-Stark app.); removal of solvent (vac.), soln. of solid in hot benzene/hexane, keeping in the refrigerator; elem. anal.;86.7%
ferroceneacetic acid
1287-16-7

ferroceneacetic acid

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

6C4H9SnO(1+)*6C5H5FeC5H4CH2CO2(1-)=[C4H9SnO(CO2CH2C5H4FeC5H5)]6

6C4H9SnO(1+)*6C5H5FeC5H4CH2CO2(1-)=[C4H9SnO(CO2CH2C5H4FeC5H5)]6

Conditions
ConditionsYield
In benzene byproducts: H2O; mixt. of Sn-compound and Fe-complex in benzene was heated under reflux for 6 h under N2; filtered, solvent was removed in vacuo; elem. anal.;86.7%
n-butylstannoic acid
2273-43-0

n-butylstannoic acid

benzoic acid
65-85-0

benzoic acid

hexameric n-butyloxotin benzoate
115270-31-0

hexameric n-butyloxotin benzoate

Conditions
ConditionsYield
In benzene byproducts: water; addn. of C6H5COOH to n-butylstannoic acid in dry benzene, heating (reflux, 4 h), removal of water (azeotropic distn., Dean-Stark app.); removal of solvent (vac.), soln. of solid in hot benzene/hexane, keeping in the refrigerator; elem. anal.;85.4%
In benzene heated under Dean-Stark condns.;
para-xylene
106-42-3

para-xylene

n-butylstannoic acid
2273-43-0

n-butylstannoic acid

anthranilic acid
118-92-3

anthranilic acid

C66H90N6O18Sn6*C8H10

C66H90N6O18Sn6*C8H10

Conditions
ConditionsYield
Stage #1: n-butylstannoic acid; anthranilic acid In toluene for 8h; Reflux; Dean-Stark;
Stage #2: para-xylene In toluene Dean-Stark;		85%
...Expand

Butylhydroxyoxo-stannane Consensus Reports

Reported in EPA TSCA Inventory.

Butylhydroxyoxo-stannane 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).
NIOSH REL: (Organotin Compounds) TWA 0.1 mg(Sn)/m3

Butylhydroxyoxo-stannane Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds 5504.

Butylhydroxyoxo-stannane Specification

The n-Butyltin hydroxide oxide with the cas number 2273-43-0, is also called (1) 1-Butanestannonic acid ; (2) Butylhydroxytin oxide ; (3) Butylstannoic acid ; (4) Butylstannonic acid ; (5) Butyltin hydroxide oxide ; (6) Mono-N-butyltin oxide ; (7) Systematic Name ; (8) Butylhydroxyoxostannane ; (9) Stannane, butylhydroxyoxo- and so on. n-Butyltin hydroxide oxide belongs to the following product categories: (1)Alkyl Metals; (2)Classes of Metal Compounds; (3)Grignard Reagents & Alkyl Metals; (4)Sn (Tin) Compounds; (5)Synthetic Organic Chemistry; (6)Typical Metal Compounds.

When you are using this chemical, please be cautious about it as the following:
Firstly, n-Butyltin hydroxide is irritating not only to eyes, respiratory system but also is irritating to skin. Hence, when using it, please wear suitable gloves and eye/face protection to prevent you from such harm. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

Solid-state reaction assisted by microwave between equimolar quantities of sterically encumbered 3,5-di-tert-butylsalicylic acid (H-2-DTBSA) and n-Butyltin hydroxide oxide results in the formation of hexameric drum shaped stannoxane [(BuSn)-Bu-n(O)(H-DTBSA)].

You can still convert the following datas into molecular structure :
1. SMILES: O=[Sn](O)CCCC
2. InChI: InChI=1/C4H9.H2O.O.Sn/c1-3-4-2;;;/h1,3-4H2,2H3;1H2;;/q;;;+1/p-1/rC4H10O2Sn/c1-2-3-4-7(5)6/h5H,2-4H2,1H3

n-Butyltin hydroxide oxide toxic data can be showed in the following sheet.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03474,

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