Product Name

  • Name

    HEXABUTYLDITIN

  • EINECS 212-383-3
  • CAS No. 813-19-4
  • Article Data120
  • CAS DataBase
  • Density 1.148 g/mL
  • Solubility insoluble in water
  • Melting Point
  • Formula C24H54Sn2
  • Boiling Point 471.8 °C at 760 mmHg
  • Molecular Weight 580.113
  • Flash Point 240.1 °C
  • Transport Information UN 2788 6
  • Appearance Clear colorless to slightly yellow 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 813-19-4 (HEXABUTYLDITIN)
  • Hazard Symbols ToxicT,DangerousN
  • Synonyms Hexabutylditin;NSC 227367;NSC 65520;NSC 92633;Distannane,hexabutyl- (8CI,9CI);Tin, hexabutyldi- (6CI,7CI);1,1,1,2,2,2-Hexabutyldistannane;Bis(tributyltin);Hexa-n-butyldistannane;Hexa-n-butylditin;
  • PSA 0.00000
  • LogP 9.76300

Synthetic route

bis(trimethylsilyl)mercury
4656-04-6

bis(trimethylsilyl)mercury

tributyltin methoxide
1067-52-3

tributyltin methoxide

A

Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

B

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

bis(tri-n-butyltin)

C

mercury

mercury

Conditions
ConditionsYield
In benzene 25°C; 0.1 h;A 95%
B 98%
C 96%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

tributyltin tert-butoxide
2724-79-0

tributyltin tert-butoxide

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
With t-C4H9OH at 110°C (200 h);98%
In not given reaction for 200 h at 110°C;;
In not given reaction for 200 h at 110°C;;
1-bromo-octane
111-83-1

1-bromo-octane

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

tri-n-butyl-tin hydride

lithium diisopropyl amide
4111-54-0

lithium diisopropyl amide

A

octane
111-65-9

octane

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In hexane; cyclohexane to 1-bromooctane (1 mmol) and Bu3SnH (1 mmol) in hexane at 0°C added LDA (1 mmol, in cyclohexane) under Ar, stirred for 20 min, quenched; analyzed by GLPC;A 97%
B 0%
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%
dichlorobis(acetylacetonato-O,O')titanium(IV)

dichlorobis(acetylacetonato-O,O')titanium(IV)

tri-n-butyltin lithium
4226-01-1

tri-n-butyltin lithium

A

titanium(III) tris-acetylacetonate

titanium(III) tris-acetylacetonate

B

Ti(CH3COCHCOCH3)2(Sn(CH3(CH2)3)3)2

Ti(CH3COCHCOCH3)2(Sn(CH3(CH2)3)3)2

C

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

tri-n-butyl-tin hydride

D

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In tetrahydrofuran byproducts: LiCl, Ti(Sn(C4H9)3)1.7; addn. of Bu3SnLi to Ti-compound in soln. (-78°C), stirred, mixt. brought to 20°C, soln. became blue; evapn. in vac., residue washed with pentane, sublimation (10**-3 Torr, 90°C); elem. anal., chromy.;A 90%
B 0%
C 30%
D 96%
N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)but-3-en-1-yl]benzenesulfonamide
1175712-18-1, 1175712-19-2

N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)but-3-en-1-yl]benzenesulfonamide

A

(R)-Phenylglycinol
56613-80-0

(R)-Phenylglycinol

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate In acetonitrile Inert atmosphere; Electrolysis;A 96%
B n/a
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

lithium diisopropyl amide
4111-54-0

lithium diisopropyl amide

A

hydrogen
1333-74-0

hydrogen

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In diethyl ether; cyclohexane byproducts: i-Pr2NH; Bu3SnH in Et2O cooled to 0°C under Ar, LDA in cyclohexane (1.6 M) added via syringe, stirred for 60 min at room temp., hydrolysis;A 90%
B 94%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
((tBuC5H4)2Y(μ-H))2 In benzene byproducts: H2; (Ar); stirring (70°C, 30 min);91%
In benzene Ar-atmosphere; stirring (70°C, 0.5 h);91%
[(κ2-P,N)-3-(N,N-dimethylamino)propyldiphenylphosphino]dimethylplatinum(II) In not given byproducts: H2;
tributyltin chloride
1461-22-9

tributyltin chloride

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In tetrahydrofuran Electrolysis; electrolysis carried out galvanostatically at 25-28°C in an atm.of dry N2, electrolyte 0.4 M LiClO4/THF; hexane added to electrolyte, ppt. filtered off, filtrate analyzed for product by GC;90%
With samarium; samarium diiodide In tetrahydrofuran chlorostannane added to soln. of SmI2 in THF (cat. SmI2/Sm-mixed system); mixt. stirred for 24 h at room temp.; mixt.poured into 1.5N hydrochloric acid; extracted (diethyl ether); washed two times with aq. NaHCO3 then aq. NaCl; dried over MgSO4; filtrated; evapd.; purified by recycling HPLC wit CHCl3;85%
With magnesium; samarium diiodide In tetrahydrofuran chlorostannane added to soln. of SmI2 in THF (cat. SmI2/Mg-mixed system); mixt. stirred for 24 h at room temp.;mixt. poured into 1.5N hydrocloric acid; extracted (diethyl ether); washed two times with aq. NaHCO3 then aq.NaCl; dried over MgSO4; filtrated; evapd.; purified by recycling HPLC with CHCl3;82%
Ti(OC(CH3)3)2(Sn(C4H9)3)2
131551-96-7

Ti(OC(CH3)3)2(Sn(C4H9)3)2

A

titanium bis(tert-butoxide)

titanium bis(tert-butoxide)

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In xylene starting material in soln. heated at 150°C for 6h;A n/a
B 90%
diethyl phenyl orthoformate
14444-77-0

diethyl phenyl orthoformate

isopropylmagnesium chloride
1068-55-9

isopropylmagnesium chloride

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

tri-n-butyl-tin hydride

A

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

bis(tri-n-butyltin)

B

tetra-n-butyltin(IV)
1461-25-2

tetra-n-butyltin(IV)

C

diethoxymethyltributylstannane
79411-58-8

diethoxymethyltributylstannane

Conditions
ConditionsYield
In diethyl ether grignard reagent in Et2O adding to Sn hydride soln. in Et2O, resulting Bu3SnMgCl adding dropwise to orthoformate in Et2O, stirring for 3 h, hydrolyzing, org. phase sepg.; purified by distn. in vacuo; NMR, IR and mass spectra;A n/a
B <1
C 90%
tri-n-butyltin lithium
4226-01-1

tri-n-butyltin lithium

titanium dichloride bis(tert-butoxide)
17022-82-1

titanium dichloride bis(tert-butoxide)

A

titanium(IV) tetrabutoxide

titanium(IV) tetrabutoxide

B

Ti(OC(CH3)3)2(Sn(C4H9)3)2
131551-96-7

Ti(OC(CH3)3)2(Sn(C4H9)3)2

C

bis(tributylstannyl)titanium

bis(tributylstannyl)titanium

D

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

bis(tri-n-butyltin)

E

lithium chloride

lithium chloride

Conditions
ConditionsYield
In tetrahydrofuran; hexane Sn-compound in THF added to Ti-compound (-78°C) in hexane, temp. raised to room temp., soln. became dark-brown; solvent evapd. in vac., residue dissolved in pentane, filtered, pentane evapd. under vac., distd.; elem. anal.;A 80%
B 0%
C 37%
D 75%
E 90%
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

tributyltin chloride
1461-22-9

tributyltin chloride

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
dichloro bis(acetonitrile) palladium(II) In diethyl ether; water treatment stannic chloride with LiAlH4 (Et2O, 20°C, 4 h), addn. of water, addn. of catalyst, treatment (15 min);89%
dichloro bis(acetonitrile) palladium(II) In diethyl ether addn. of Bu3SnCl in ether to soln. of LiAlH4 in ether (stirring), stirring (20°C, 4 h), addn. of water, addn. of catalyst to intermediate (15 min); sepn. of org. layer (decantation), washing of residue (ether), drying of extract (over Na2SO4), removal of ether (vac.), extn. (pentane), chromy. (silica thin layer), removal of pentane, distn.;89%
vanadocene

vanadocene

tributyltin acetate
56-36-0

tributyltin acetate

A

{(η5-cyclopentadienyl)vanadium diacetate}2

{(η5-cyclopentadienyl)vanadium diacetate}2

B

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

bis(tri-n-butyltin)

C

cyclopenta-1,3-diene
542-92-7

cyclopenta-1,3-diene

Conditions
ConditionsYield
In neat (no solvent) molar ratio Cp2V/Sn-compound 1/2, sealed ampoule, 120°C, 16 h; elem. anal.;A 89%
B 10.07%
C 58.5%
tri-n-butyltin lithium
4226-01-1

tri-n-butyltin lithium

chloro(tristertbutoxy)titanium
5915-86-6

chloro(tristertbutoxy)titanium

A

titanium(IV) tetrabutoxide

titanium(IV) tetrabutoxide

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In tetrahydrofuran soln. of Sn-compound added to soln. of Ti-compound at -78°C, temp. increased to 20°C, mixt. became dark-brown; solvent evapd. in vac., residue dissolved in pentane, distd.;A 45%
B 88%
bis(trimethylsilyl)mercury
4656-04-6

bis(trimethylsilyl)mercury

tributyltin acetate
56-36-0

tributyltin acetate

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In benzene byproducts: (CH3)3SiOOCH3, Hg; at 25°C, 0.5 h;87%
In benzene byproducts: (CH3)3SiOOCH3, Hg; at 25°C, 0.5 h;87%
vanadocene

vanadocene

tributylstannyl isothiocyanate
5035-65-4

tributylstannyl isothiocyanate

A

vanadocene monoisothiocyanate

vanadocene monoisothiocyanate

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In hexane a mixture of the Sn compd. and the V compd. in hexane was held in an evacuated ampul for 48 h at 20°C; pptn., react. soln. contained 77% of (Sn(C4H9)3)2; elem. anal.;A 87%
B n/a
Ar, 20°C, 48 h.; Elem. anal.;A 87%
B 77%
vanadocene monoisothiocyanate

vanadocene monoisothiocyanate

tributylstannyl isothiocyanate
5035-65-4

tributylstannyl isothiocyanate

A

bis(η5-cyclopentadienyl)vanadium diisothiocyanate

bis(η5-cyclopentadienyl)vanadium diisothiocyanate

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In toluene mixt. heated in an evacuated sealed ampul at 150-180°C for 15h;A 80%
B 87%
bis(trimethylsilyl)mercury
4656-04-6

bis(trimethylsilyl)mercury

Bu3SnOSiMe3
17908-18-8

Bu3SnOSiMe3

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

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

bis(tri-n-butyltin)

C

mercury

mercury

Conditions
ConditionsYield
In benzene 80°C; 16 h;A 72%
B 76%
C 83.5%
In benzene 80°C; 16 h;A 72%
B 76%
C 83.5%
bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
With sodium tetrahydroborate In benzene stirring (2 h); H2O addn., extg. (CH2Cl2), drying (MgSO4), filtering, concg., distg. (vac.);83%
With potassium In toluene reaction with a stoich. amt. of potassium (2 mol for 1 mol of ditin oxide);71%
With titanium In tetrahydrofuran reaction with a freshly prepared titanium slurry;70%
vanadocene

vanadocene

(C4H9)3SnNHC6H4SO2NHSn(C4H9)3
206437-65-2

(C4H9)3SnNHC6H4SO2NHSn(C4H9)3

A

N-(η(5)-cyclopentadienylvanadio)-p-(η(5)-cyclopentadienylvanadioamino)benzenesulfonamide
206437-66-3

N-(η(5)-cyclopentadienylvanadio)-p-(η(5)-cyclopentadienylvanadioamino)benzenesulfonamide

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In toluene byproducts: cyclopentadiene; 120 to 130°C, 24-30 h, evacuated sealed ampule; black ppt. washing (toluene, vacuum), drying; elem. anal.;A 74%
B 82%
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

tetra-n-butyltin(IV)
1461-25-2

tetra-n-butyltin(IV)

Conditions
ConditionsYield
With magnesium In tetrahydrofuran a soln. of ditin oxide in dry THF was added dropwise to a suspn. of a magnesium powder, activated by BrCH2CH2Br or I2, in dry THF, mixt. was heated at reflux for 15 h; petroleum ether was added, filtered, solvents evapd., residue was distilled;A 81%
B 0%
With sodium In neat (no solvent) stoich. amt. of sodium (2 mol for 1 mol of ditin oxide), 120°C, 48 h; unreacted Bu6Sn2O was removed by filtration in pentane through a short SiO2 column, Bu4Sn was removed by distn.;A 71%
B 1-5
bromobenzene
108-86-1

bromobenzene

tributyltin chloride
1461-22-9

tributyltin chloride

A

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

bis(tri-n-butyltin)

B

tributylphenylstannane
960-16-7

tributylphenylstannane

Conditions
ConditionsYield
With magnesium; ethylene dibromide In tetrahydrofuran at 35℃; for 1h; Barbier Coupling Reaction; Sonication; Inert atmosphere;A n/a
B 78%
tributyltin formate
5847-51-8

tributyltin formate

A

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

tri-n-butyl-tin hydride

B

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

bis(tri-n-butyltin)

C

tetra-n-butyltin(IV)
1461-25-2

tetra-n-butyltin(IV)

Conditions
ConditionsYield
heating 11.5 h at 150 to 185°C;A 6.9%
B 77.5%
C 5.2%
heating 11.5 h at 150 to 185°C;A 6.9%
B 77.5%
C 5.2%
In neat (no solvent) byproducts: CO2; heating for 11.5 h at 150-185°C under N2;;A 6.9%
B n/a
C n/a
n-Butyl chloride
109-69-3

n-Butyl chloride

tributyltin chloride
1461-22-9

tributyltin chloride

A

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

bis(tri-n-butyltin)

B

tetra-n-butyltin(IV)
1461-25-2

tetra-n-butyltin(IV)

Conditions
ConditionsYield
In tetrahydrofuran Electrolysis; electrolyte 0.4 M LiClO4 in THF; electrolysis carried out galvanostatically at 25-28°C in atm. of dry N2; hexane added to electrolyte, ppt. filtered off, filtrate analyzed for the products by GC;A 20%
B 76%
oct-1-ene
111-66-0

oct-1-ene

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

tri-n-butyl-tin hydride

A

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

bis(tri-n-butyltin)

B

n-octyltriethyltin
16216-27-6

n-octyltriethyltin

Conditions
ConditionsYield
dimeric bis(tert-butylcyclopentadienyl)(μ-methyl) yttrium In benzene (Ar); stirring (room temp., 30 min); elem. anal.;A n/a
B 74%
vanadocene

vanadocene

tributyltin acetate
56-36-0

tributyltin acetate

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In neat (no solvent) byproducts: (C5H5V(OOCCH3)2)2, C5H5; in evacuated ampule, at 120 ° C, 16 h, without solvent;72%
In neat (no solvent) byproducts: (C5H5V(OOCCH3)2)2, C5H5; in evacuated ampule, at 120 ° C, 16 h, without solvent;72%
vanadocene monochloride

vanadocene monochloride

tributylstannyl isothiocyanate
5035-65-4

tributylstannyl isothiocyanate

A

bis(η5-cyclopentadienyl)vanadium diisothiocyanate

bis(η5-cyclopentadienyl)vanadium diisothiocyanate

B

tributyltin chloride
1461-22-9

tributyltin chloride

C

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In toluene molar ratio V-complex/Bu3SnNCS=1:2, evacuated sealed ampul (120°C, 2 h); collection (filtn.), washing (toluene), drying (vac.); elem. anal.;A 71%
B 65%
C 11%
vanadocene

vanadocene

tributylstannyl 4-(tributylstannylamino)benzenesulfonate
153627-98-6

tributylstannyl 4-(tributylstannylamino)benzenesulfonate

A

η(5)-cyclopentadienevanadio-p-(η(5)-cyclopentadienylvanadioamino)benzenesulfonate
206437-68-5

η(5)-cyclopentadienevanadio-p-(η(5)-cyclopentadienylvanadioamino)benzenesulfonate

B

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In toluene byproducts: cyclopentadiene; 160 to 170°C, 48 h, evacuated sealed ampule, double excess of V-compd.; black ppt. washing (hot THF), drying; elem. anal.;A 70%
B 60%
tributyltin formate
5847-51-8

tributyltin formate

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

bis(tri-n-butyltin)

Conditions
ConditionsYield
In hexane; N,N-dimethyl acetamide Electrolysis; hexane layer was placed for extn. of product; concn. of hexane layer in vac., column chromy. (silica gel, hexane);68%
In N,N-dimethyl acetamide Electrolysis;68%
m-iodobenzaldehyde
696-41-3

m-iodobenzaldehyde

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

bis(tri-n-butyltin)

3-(tri-n-butylstannyl)benzaldehyde

3-(tri-n-butylstannyl)benzaldehyde

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane for 3.5h; Heating / reflux;100%
succinic acid anhydride
108-30-5

succinic acid anhydride

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

bis(tri-n-butyltin)

bis(tributyltin)succinate
4644-96-6

bis(tributyltin)succinate

Conditions
ConditionsYield
In not given at 60°C;100%
iodobenzene
591-50-4

iodobenzene

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

bis(tri-n-butyltin)

tributylphenylstannane
960-16-7

tributylphenylstannane

Conditions
ConditionsYield
With palladium diacetate; tricyclohexylphosphine In neat (no solvent) at 110℃; under 760.051 Torr; for 24h; Sealed tube;99%
With dichloro bis(acetonitrile) palladium(II) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 2.33333h; Product distribution; other reagents, reaction time, reactants' ratio dependence; also with other R4Sn (R = Et);92 % Chromat.
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

methyl iodide
74-88-4

methyl iodide

methyltributyltin
1528-01-4

methyltributyltin

Conditions
ConditionsYield
Stage #1: bis(tri-n-butyltin) With naphthalene; lithium In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 1h; Reagent/catalyst; Inert atmosphere; Schlenk technique;
99%
With dichloro bis(acetonitrile) palladium(II) In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; for 0.0833333h; Product distribution;98 % Chromat.
palladium (1,1,3,3-tetramethylbutyl isocyanide)2

palladium (1,1,3,3-tetramethylbutyl isocyanide)2

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

bis(tri-n-butyltin)

palladium (1,1,3,3-tetramethylbutyl isocyanide)2(SnBu3)2

palladium (1,1,3,3-tetramethylbutyl isocyanide)2(SnBu3)2

Conditions
ConditionsYield
In benzene 20°C, 1.5 h;99%
bromobenzene
108-86-1

bromobenzene

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

bis(tri-n-butyltin)

tributylphenylstannane
960-16-7

tributylphenylstannane

Conditions
ConditionsYield
With palladium diacetate; tricyclohexylphosphine In neat (no solvent) at 110℃; under 760.051 Torr; for 24h; Sealed tube;99%
tetrakis(triphenylphosphine) palladium(0) In toluene byproducts: Bu3SnBr, PhPh; heating at 80°C with stirring under Ar atm., reaction completed when color of the soln. changed to black; solvent evapd., biaryl filtered off after recrystn., filtrate washed with aq. KF, organic layer extd. with benzene, dried over sodium sulfate, product chromd.;89%
5-bromo-1H-indole
10075-50-0

5-bromo-1H-indole

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

bis(tri-n-butyltin)

5-(tributylstannyl)-1H-indole
143724-34-9

5-(tributylstannyl)-1H-indole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane at 110℃; for 3h; Reagent/catalyst; Inert atmosphere;99%
methyl propargyl alcohol
764-01-2

methyl propargyl alcohol

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

bis(tri-n-butyltin)

(2E)-3-methyl-3-tributylstannylprop-2-en-1-ol
121882-41-5, 124607-17-6, 850354-34-6

(2E)-3-methyl-3-tributylstannylprop-2-en-1-ol

Conditions
ConditionsYield
Stage #1: bis(tri-n-butyltin) With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane at -78 - -40℃; for 0.583333h; Inert atmosphere;
Stage #2: methyl propargyl alcohol In tetrahydrofuran; methanol; hexane at -78 - -10℃; Inert atmosphere;
99%
With n-butyllithium; copper(l) cyanide In tetrahydrofuran; methanol at -78 - 20℃;99%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

sodium 4-acetamidobenzenesulfinate
15898-43-8

sodium 4-acetamidobenzenesulfinate

N-(4-(tributylstannyl)phenyl)acetamide

N-(4-(tributylstannyl)phenyl)acetamide

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Inert atmosphere;99%
methyl 6-iodo-5-methoxy-4-oxo-4H-chromene-2-carboxylate

methyl 6-iodo-5-methoxy-4-oxo-4H-chromene-2-carboxylate

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

bis(tri-n-butyltin)

methyl 5-methoxy-4-oxo-6-(tributylstannyl)-4H-chromene-2-carboxylate

methyl 5-methoxy-4-oxo-6-(tributylstannyl)-4H-chromene-2-carboxylate

Conditions
ConditionsYield
With lithium chloride; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 50℃; for 4h; Inert atmosphere;99%
methyl propargyl alcohol
764-01-2

methyl propargyl alcohol

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

bis(tri-n-butyltin)

3-(tributylstannyl)but-2-en-1-ol
850354-34-6, 121882-41-5, 124607-17-6

3-(tributylstannyl)but-2-en-1-ol

Conditions
ConditionsYield
With n-butyllithium; copper(l) cyanide In tetrahydrofuran at -10℃; Inert atmosphere; regioselective reaction;99%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

C15H22INO5

C15H22INO5

C27H49NO5Sn

C27H49NO5Sn

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 23℃;99%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

A

tributyltin iodide
7342-47-4

tributyltin iodide

B

methyltributyltin
1528-01-4

methyltributyltin

Conditions
ConditionsYield
With methyl iodide; dichloro bis(acetonitrile) palladium(II) In N,N,N,N,N,N-hexamethylphosphoric triamide 20°C, molar ratio distannane/halide 1.3:1, 5 min;A n/a
B 98%
o-nitroiodobenzene
609-73-4

o-nitroiodobenzene

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

bis(tri-n-butyltin)

2-(tri-n-butylstannyl)-1-nitrobenzene
79062-30-9

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

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene byproducts: (C4H9)3SnI; soln. of Bu3SnSnBu3, Pd(PPh3)4, aryl iodide in toluene heated to 80°C for 72 h under Ar; evapd., washed with aq. KF, extd. (C6H6), dried over Na2SO4, chromd. (SiO2, hexane); elem. anal.;98%
With palladium diacetate; tricyclohexylphosphine In neat (no solvent) at 110℃; under 760.051 Torr; for 24h; Sealed tube;67%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

sodium 3-chlorobenzenesulfinate
15946-37-9

sodium 3-chlorobenzenesulfinate

tributyl(3-chlorophenyl)stannane
24344-58-9

tributyl(3-chlorophenyl)stannane

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Inert atmosphere;98%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

(+)-(2S)-N-[cyclohex-2-en-1-yliden]-2-(methoxymethyl)pyrrolidin-1-amine
72170-87-7

(+)-(2S)-N-[cyclohex-2-en-1-yliden]-2-(methoxymethyl)pyrrolidin-1-amine

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

bis(tri-n-butyltin)

(S,S)-3-tributylstannylcyclohexanone-(S)-1-amino-2-methoxymethylpyrrolidine-hydrazone

(S,S)-3-tributylstannylcyclohexanone-(S)-1-amino-2-methoxymethylpyrrolidine-hydrazone

Conditions
ConditionsYield
With NH4Cl In tetrahydrofuran addn. of the distannane to n-BuLi in abs. THF, react. for 15 min, cooling to -100°C, warming within 3 h to -78°C, dropwise addn. of the pyrrolidine compd. and addn. of satd. NH4Cl; evapn., dissolving in Et2O, washing with H2O and satd. NaCl soln., drying (MgSO4), concn. and column chromy. (silica gel, petroleum ether-Et2O); de 42 %;97%
6-bromo-1H-indole
52415-29-9

6-bromo-1H-indole

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

bis(tri-n-butyltin)

6-(tributylstannyl)-1H-indole

6-(tributylstannyl)-1H-indole

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tricyclohexylphosphine In 1,4-dioxane at 110℃; for 3h; Reagent/catalyst; Inert atmosphere;97%
para-bromotoluene
106-38-7

para-bromotoluene

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

bis(tri-n-butyltin)

A

tributyltin bromide
1461-23-0

tributyltin bromide

B

tributyl(p-tolyl)stannane
31614-66-1

tributyl(p-tolyl)stannane

Conditions
ConditionsYield
With palladium diacetate; tricyclohexylphosphine In neat (no solvent) at 110℃; under 760.051 Torr; for 24h; Sealed tube;A n/a
B 97%
sodium benzenesulfonate
873-55-2

sodium benzenesulfonate

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

bis(tri-n-butyltin)

tributylphenylstannane
960-16-7

tributylphenylstannane

Conditions
ConditionsYield
With bis(tri-tert-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Temperature;97%
With bis(tri-t-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Solvent; Temperature; Reagent/catalyst; Inert atmosphere;97%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

sodium 4-methylbenzenesulfinate
824-79-3

sodium 4-methylbenzenesulfinate

tributyl(p-tolyl)stannane
31614-66-1

tributyl(p-tolyl)stannane

Conditions
ConditionsYield
With bis(tri-tert-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h;97%
With bis(tri-t-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Inert atmosphere;97%
iodobenzene
591-50-4

iodobenzene

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

bis(tri-n-butyltin)

A

biphenyl
92-52-4

biphenyl

B

tributylphenylstannane
960-16-7

tributylphenylstannane

Conditions
ConditionsYield
tetrakis(triphenylphosphine) palladium(0) In toluene byproducts: Bu3SnI; at 115°C for 15 h in sealed thick wall Pyrex glass ampoules;A 3.5%
B 96%
bis(triphenylphosphine)palladium dibromide In toluene byproducts: Bu3SnI; at 115°C for 15 h in sealed thick wall Pyrex glass ampoules;A 2%
B 94%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

6-bromo-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

6-bromo-2-octyl-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-octyl-6-(tributylstannyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

2-octyl-6-(tributylstannyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In toluene for 96h; Reflux; Darkness; Inert atmosphere;96%
bis(tri-n-butyltin)
813-19-4

bis(tri-n-butyltin)

sodium 4-fluorobenzenesulfinate
824-80-6

sodium 4-fluorobenzenesulfinate

tributyl(4-fluorophenyl)stannane
17151-47-2

tributyl(4-fluorophenyl)stannane

Conditions
ConditionsYield
With bis(tri-tert-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h;96%
With bis(tri-t-butylphosphine)palladium(0); silver carbonate In N,N-dimethyl acetamide at 140℃; for 1h; Inert atmosphere;96%
methyl 4-(6-iodo-5-methoxy-4-oxo-4H-chromen-2-yl)butanoate

methyl 4-(6-iodo-5-methoxy-4-oxo-4H-chromen-2-yl)butanoate

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

bis(tri-n-butyltin)

methyl 4-[5-methoxy-4-oxo-6-(tributylstannyl)-4H-chromen-2-yl]butanoate

methyl 4-[5-methoxy-4-oxo-6-(tributylstannyl)-4H-chromen-2-yl]butanoate

Conditions
ConditionsYield
With lithium chloride; bis(dibenzylideneacetone)-palladium(0); tri tert-butylphosphoniumtetrafluoroborate In 1,4-dioxane at 50℃; for 4h; Inert atmosphere;96%

Hexabutyldistannane Specification

The Distannane,1,1,1,2,2,2-hexabutyl-, with the CAS registry number 813-19-4, is also known as Hexabutyldistannane. It belongs to the product categories of Classes of Metal Compounds; Sn (Tin) Compounds; Typical Metal Compounds. Its EINECS registry number is 212-383-3. This chemical's molecular formula is C24H54Sn2 and molecular weight is 580.11. What's more, both its IUPAC name and systematic name are the same which is called Tributyl-tributylstannyl-stannane.

Physical properties about Distannane,1,1,1,2,2,2-hexabutyl- are: (1)ACD/LogP: 16.70; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 16.7; (4)ACD/LogD (pH 7.4): 16.7; (5)#H bond acceptors: 0; (6)#H bond donors: 0; (7)#Freely Rotating Bonds: 19; (8)Polar Surface Area: Å2; (9)Flash Point: 240.1 °C; (10)Enthalpy of Vaporization: 70.65 kJ/mol; (11)Boiling Point: 471.8 °C at 760 mmHg; (12)Vapour Pressure: 1.29E-08 mmHg at 25 °C.

Preparation of Distannane,1,1,1,2,2,2-hexabutyl-: this chemical can be prepared by Anthracene-9,10-dicarbonitrile with Benzyl-tributyl-stannane. This reaction needs reagent benzene and other condition of irradiation. The yield is 28 %.

Distannane,1,1,1,2,2,2-hexabutyl- can be prepared by Anthracene-9,10-dicarbonitrile with Benzyl-tributyl-stannane.

Uses of Distannane,1,1,1,2,2,2-hexabutyl-: it is used to produce other chemicals. For example, it can react with 4-Methylquinoline trifluoroacetate to get 2-Butyl-4-methylquinoline. The reaction occurs with reagent acetonitrile and other condition of irradiation. The yield is 30 %.

Distannane,1,1,1,2,2,2-hexabutyl- can react with 4-Methylquinoline trifluoroacetate to get 2-Butyl-4-methylquinoline.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and present an immediate or delayed danger to one or more components of the environment. It is toxic by inhalation and if swallowed. What's more, this chemical is very toxic to aquatic organisms and it may cause long-term adverse effects in the aquatic environment. Therefore, you should obtain special instructions before use it and avoid releasing to the environment. In addition, you should dispose of this material and its container as hazardous waste. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: CCCC[Sn](CCCC)(CCCC)[Sn](CCCC)(CCCC)CCCC
(2) InChI: InChI=1/6C4H9.2Sn/c6*1-3-4-2;;/h6*1,3-4H2,2H3;;/rC24H54Sn2/c1-7-13-19-25(20-14-8-2,21-15-9-3)26(22-16-10-4,23-17-11-5)24-18-12-6/h7-24H2,1-6H3
(3) InChIKey: REDSKZBUUUQMSK-NRFXJKAKAK

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