Product Name

  • Name

    Tributyltin

  • EINECS 211-704-4
  • CAS No. 688-73-3
  • Article Data90
  • CAS DataBase
  • Density 1.082 g/mL at 25 °C(lit.)
  • Solubility reacts with water
  • Melting Point <0 °C
  • Formula C12H28Sn
  • Boiling Point 281.5 °C at 760 mmHg
  • Molecular Weight 291.064
  • Flash Point 124 °C
  • Transport Information UN 1993 3/PG 3
  • Appearance clear colourless liquid
  • Safety 35-36/37/39-45-60-61-62-36/37-33-26-16
  • Risk Codes 10-21-25-36/38-48/23/25-50/53-15-67-65-11
  • Molecular Structure Molecular Structure of 688-73-3 (Tributyltin)
  • Hazard Symbols ToxicT,DangerousN,FlammableF
  • Synonyms Tributyltinhydride (6CI);Hydridotris(butyl)tin;Tri-n-butylstannane;Tri-n-butyltinhydride;Tributylstannane;Tributylstannic hydride;Tributylstannyl hydride;Tributyltin;
  • PSA 0.00000
  • LogP 4.61380

Synthetic route

tributyltin methoxide
1067-52-3

tributyltin methoxide

diborane
19287-45-7

diborane

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In pentane -78°C; 3 h;100%
In not given99.8%
In not given99.8%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

tributyltin chloride
1461-22-9

tributyltin chloride

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In 1,2-dimethoxyethane formation at room temperature;;96%
In 1,2-dimethoxyethane formation at room temperature;;96%
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%
tributyltin chloride
1461-22-9

tributyltin chloride

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
95%
With aluminium amalgame In not given formation on reaction for 6 h at 10°C;;60%
With aluminium amalgame In not given formation on reaction for 6 h at 10°C;;60%
borane
13283-31-3

borane

1-(tributylstannyl)naphthalene
972-09-8

1-(tributylstannyl)naphthalene

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: 1-naphthylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 3 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;95%
In tetrahydrofuran byproducts: 1-naphthylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;72%
tributyltin butoxide
3882-70-0

tributyltin butoxide

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

bis(tri-n-butyltin)oxide

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
With (SiH(CH3)O)(n) exothermic react.;95%
(N,N-diethylamino)tributyltin
1066-87-1

(N,N-diethylamino)tributyltin

diborane
19287-45-7

diborane

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In pentane formation at -78°C;;94.4%
In pentane formation at -78°C;;94.4%
chloro(methyl)phenylsilane
1631-82-9

chloro(methyl)phenylsilane

tributyltin ethoxide
682-00-8

tributyltin ethoxide

A

diethoxy-methyl-phenyl-silane
775-56-4

diethoxy-methyl-phenyl-silane

B

tributyltin chloride
1461-22-9

tributyltin chloride

C

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
2:1; room temp.;A 94%
B n/a
C n/a
2:1; room temp.;A 94%
B n/a
C n/a
tributyltin methoxide
1067-52-3

tributyltin methoxide

(+)-methyl-(α-naphthyl)-phenylsilane
1025-08-7, 1025-09-8, 7427-12-5, 17037-10-4

(+)-methyl-(α-naphthyl)-phenylsilane

A

methoxy(methyl)(1-naphthyl)phenylsilane
3553-88-6, 16544-83-5, 16952-14-0, 18544-02-0

methoxy(methyl)(1-naphthyl)phenylsilane

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In toluene Kinetics; 100°C; 12 h;;A 92%
B n/a
In toluene Kinetics; 100°C; 12 h;;A 92%
B n/a
tributyltin ethoxide
682-00-8

tributyltin ethoxide

(+)-methyl-(α-naphthyl)-phenylsilane
1025-08-7, 1025-09-8, 7427-12-5, 17037-10-4

(+)-methyl-(α-naphthyl)-phenylsilane

A

CH3(C6H5)(1-C10H7)SiOC2H5
143731-59-3

CH3(C6H5)(1-C10H7)SiOC2H5

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
100°C; 12 h;A 92%
B n/a
100°C; 12 h;A 92%
B n/a
100°C; 12 h;A 92%
B n/a
borane
13283-31-3

borane

(p-methoxyphenyl)tri-n-butylstannane
70744-47-7

(p-methoxyphenyl)tri-n-butylstannane

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: p-anisylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;91%
dimethylamine borane
74-94-2

dimethylamine borane

tributylstannyl trifluoromethanesulfonate
68725-14-4

tributylstannyl trifluoromethanesulfonate

A

(μ-dimethylamino)diborane
23273-02-1

(μ-dimethylamino)diborane

B

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

tri-n-butyl-tin hydride

C

cyclic(dimethylamino borane) dimer
23884-11-9

cyclic(dimethylamino borane) dimer

Conditions
ConditionsYield
With 2,2,6,6-tetramethylpiperidine In further solvent(s) byproducts: H2; N2 or Ar; 1,2-dichlorobenzene soln. of nBuSnOTf (0.39 mmol) and 2,2,6,6-tetramethylpiperidine (0.4 mmol) added to soln. of B compd. (0.42 mmol), mixt. stirred at 20°c for 2 h; NMR;A 2%
B n/a
C 91%
sodium tetrahydroborate
16940-66-2

sodium tetrahydroborate

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

bis(tri-n-butyltin)oxide

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In ethanol Sn compd. dissolved in abs. ethanol at 0°C under Ar, then added NaBH4, allowed to warm to room temp., stirred for 1 h; EtOH removed in vac., residue dissolved in hexane, washed with water, dried, evapd. under reduced pressure;90%
tributyltin methoxide
1067-52-3

tributyltin methoxide

(S)-(-)-α-naphthylphenylmethylsilane
1025-09-8

(S)-(-)-α-naphthylphenylmethylsilane

A

methoxy(methyl)(1-naphthyl)phenylsilane
3553-88-6, 16544-83-5, 16952-14-0, 18544-02-0

methoxy(methyl)(1-naphthyl)phenylsilane

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In toluene Kinetics; 100°C; 12 h;;A 90%
B n/a
In toluene Kinetics; 100°C; 12 h;;A 90%
B n/a
borane
13283-31-3

borane

2-tri-n-butylstannylanisole
86487-17-4

2-tri-n-butylstannylanisole

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: o-anisylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;90%
tributyltin ethoxide
682-00-8

tributyltin ethoxide

(S)-(-)-α-naphthylphenylmethylsilane
1025-09-8

(S)-(-)-α-naphthylphenylmethylsilane

A

CH3(C6H5)(1-C10H7)SiOC2H5
143731-59-3

CH3(C6H5)(1-C10H7)SiOC2H5

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
100°C; 12 h;A 89%
B n/a
100°C; 12 h;A 89%
B n/a
100°C; 12 h;A 89%
B n/a
tributyltin methoxide
1067-52-3

tributyltin methoxide

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
With poly(methylhydrosiloxane) In not given to Bu3SnOMe poly(methylhydrosiloxane) was added and stirred at room temp. for 8 h; distillation under reduced pressure;89%
Multi-step reaction with 2 steps
2: C6H5(CH3)2SiH
View Scheme
Multi-step reaction with 2 steps
2: C6H5(CH3)2SiH
View Scheme
Tri-n-butyl-tri-n-butyl-siloxy-zinn
16524-87-1

Tri-n-butyl-tri-n-butyl-siloxy-zinn

poly(methylhydrosiloxane)
43435-60-5

poly(methylhydrosiloxane)

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In not given formation at room temperature;; distillation;;88%
In not given formation at room temperature;; distillation;;88%
{(HSiO1.5)(n)((CH3)2SiO)(n)}

{(HSiO1.5)(n)((CH3)2SiO)(n)}

Tri-n-butyl-tri-n-butyl-siloxy-zinn
16524-87-1

Tri-n-butyl-tri-n-butyl-siloxy-zinn

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
1:2; 150°C;88%
1:2; 150°C;88%
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

tributyltin chloride
1461-22-9

tributyltin chloride

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In diethyl ether heating on reflux for 2-4 h; decomposition of excess LiAlH4 on addn. of ice-water;; distillation;;87%
In diethyl ether heating on reflux for 2-4 h; decomposition of excess LiAlH4 on addn. of ice-water;; distillation;;87%
In diethyl ether heating on reflux for 2-4 h; decomposition of excess LiAlH4 on addn. of ice-water;; distillation;;74%
borane
13283-31-3

borane

(2-tolyl)tributyltin
68971-87-9

(2-tolyl)tributyltin

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: o-tolylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;86%
tributyltin ethoxide
682-00-8

tributyltin ethoxide

poly(methylhydrosiloxane)
43435-60-5

poly(methylhydrosiloxane)

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In not given formation at room temperature;; distillation;;86%
In not given formation at room temperature;; distillation;;86%
Methyl-phenyl-ethoxy-silan
17198-96-8, 147377-23-9, 147377-34-2

Methyl-phenyl-ethoxy-silan

tributyltin ethoxide
682-00-8

tributyltin ethoxide

A

diethoxy-methyl-phenyl-silane
775-56-4

diethoxy-methyl-phenyl-silane

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
1:1; room temp.;A 86%
B n/a
1:1; room temp.;A 86%
B n/a
C40H160O40Si40

C40H160O40Si40

tributyltin ethoxide
682-00-8

tributyltin ethoxide

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
1:1; 30 min; little contaminated with siloxane fragments;86%
borane
13283-31-3

borane

tributylphenylstannane
960-16-7

tributylphenylstannane

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: phenylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;85%
borane
13283-31-3

borane

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

tributyl(p-tolyl)stannane

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In tetrahydrofuran byproducts: p-tolylboronic acid; to srirred soln. of Sn-compound in THF was added soln. of BH3 in THF under N2, mixt. was left at room temp. for 1 h, refluxed for 1 h, cooled, Et2O and water was added; dried with MgSO4, solvent was removed under vac., column chromy. on silica gel with hexane and hexane-Et2O, recrystd. from water;84%
poly(methylhydrosiloxane)
43435-60-5

poly(methylhydrosiloxane)

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

bis(tri-n-butyltin)oxide

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In not given formation at room temperature;; distillation;;79%
In not given formation at room temperature;; distillation;;79%
Cyclohexyloxy-tributyl-stannan
1749-41-3

Cyclohexyloxy-tributyl-stannan

(+)-methyl-(α-naphthyl)-phenylsilane
1025-08-7, 1025-09-8, 7427-12-5, 17037-10-4

(+)-methyl-(α-naphthyl)-phenylsilane

(CH3)(C6H5)(C10H7)SiOC6H11

(CH3)(C6H5)(C10H7)SiOC6H11

B

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
for 88 h at 120°C; retention >87%;A 79%
B n/a
for 88 h at 120°C; retention >87%;A 79%
B n/a
for 88 h at 120°C; retention >87%;A 79%
B n/a
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
tributyl(tris(phenyl)siloxy)tin
16524-88-2

tributyl(tris(phenyl)siloxy)tin

poly(methylhydrosiloxane)
43435-60-5

poly(methylhydrosiloxane)

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

tri-n-butyl-tin hydride

Conditions
ConditionsYield
In not given formation at room temperature;; distillation;;76%
In not given formation at room temperature;; distillation;;76%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

Methyl 2-butynoate
23326-27-4

Methyl 2-butynoate

methyl (2E)-3-(tributylstannyl)but-2-enoate
151568-81-9, 151568-82-0

methyl (2E)-3-(tributylstannyl)but-2-enoate

Conditions
ConditionsYield
Stage #1: tri-n-butyl-tin hydride With n-butyllithium In tetrahydrofuran at -78℃; for 0.166667h;
Stage #2: With methanol In tetrahydrofuran at -78℃; for 0.05h;
Stage #3: Methyl 2-butynoate In tetrahydrofuran at -78℃; for 1.5h;
100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

cyclohexa-1,3-diene
1165952-91-9

cyclohexa-1,3-diene

tributyl(cyclohex-2-en-1-yl)stannane
112520-99-7, 1177092-71-5

tributyl(cyclohex-2-en-1-yl)stannane

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0) In benzene at 20℃; for 1h; Inert atmosphere;100%
With tetrakis(triphenylphosphine) palladium(0) In benzene at 20℃; for 0.166667h; Inert atmosphere;78%
tetrakis(triphenylphosphine) palladium(0) In benzene at 20℃; for 0.25h;78.6%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

acetylenedicarboxylic acid diethyl ester
762-21-0

acetylenedicarboxylic acid diethyl ester

(CH3CH2CH2CH2)3SnC(COOC2H5)CHCOOC2H5
3422-68-2, 4276-31-7, 6150-36-3

(CH3CH2CH2CH2)3SnC(COOC2H5)CHCOOC2H5

Conditions
ConditionsYield
0°C;; cis-trans-ratio = 10:1;;100%
0°C;; cis-trans-ratio = 10:1;;100%
In not given
oct-1-ene
111-66-0

oct-1-ene

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

tri-n-butyl-tin hydride

tributyl(octyl)stannane
14775-14-5

tributyl(octyl)stannane

Conditions
ConditionsYield
With diisobutylaluminium hydride 75-80°C;;100%
With (iso-C4H9)2AlH 75-80°C;;100%
With diisobutylaluminium hydride 75-80°C;;100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

phenylacetylene
536-74-3

phenylacetylene

(E)-1-phenyl-(2-tributylstannyl)ethene
66680-87-3, 66680-88-4, 79159-76-5

(E)-1-phenyl-(2-tributylstannyl)ethene

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); oxygen In benzene-d6 at 80℃; for 2h; diastereoselective reaction;100%
In not given 100-150°C, 48 h;93%
With C44H72O4Ru2(2-) In tetrahydrofuran at 30℃; for 0.166667h; Solvent; UV-irradiation; Inert atmosphere; stereoselective reaction;92%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

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

tri-n-butyl-tin hydride

A

Perfluorphenylmethoxytributylzinn
20749-43-3

Perfluorphenylmethoxytributylzinn

B

Perfluorphenylmethyl-(perfluorphenyl-tributylstannoxymethyl)-ether
20428-47-1

Perfluorphenylmethyl-(perfluorphenyl-tributylstannoxymethyl)-ether

Conditions
ConditionsYield
In neat (no solvent) 2:3 mole ratio of (C4H9)3SnH and aldehyde, 20. degree.C; 2.6:1 mixt. of (C4H9)3SnOCH2C6F5 and the 1:2 adduct (C4H9)3SnOCH(C6F5)OCH2C5F6;A 100%
B n/a
In neat (no solvent) 2:3 mole ratio of (C4H9)3SnH and aldehyde, 20. degree.C; 2.6:1 mixt. of (C4H9)3SnOCH2C6F5 and the 1:2 adduct (C4H9)3SnOCH(C6F5)OCH2C5F6;A 100%
B n/a
In not given reaction at 20°C;;
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

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

tri-n-butyl-tin hydride

trimethylsilyltributyltin
17955-46-3

trimethylsilyltributyltin

Conditions
ConditionsYield
In tetrahydrofuran 1) DIPA, THF, -78°C; 2)TMSCl, room temp.;100%
With n-butyllithium; diisopropylamine In tetrahydrofuran cooling of soln. of diisopropylamine in THF to -78°C for 10 min; addn. of n-BuLi for 5 min; after 5 min heating to room temp.; addn. of SnH(n-Bu)3 for 5 min; stirring at room temp. for 20 min; addn. of Me3SiCl; stirring at room temp. for >10 min; evapn., chromy. on silica gel (hexanes);99%
In neat (no solvent) deprotonation of (C4H9)3HSn with LDA followed by quench with (CH3)3SiCl;
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

benzenesulphonyl isocyanate
2845-62-7

benzenesulphonyl isocyanate

N-<(Tri-n-butylstannyloxy)-methylen>-benzolsulfonamid
37755-83-2

N-<(Tri-n-butylstannyloxy)-methylen>-benzolsulfonamid

Conditions
ConditionsYield
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

Tosyl isocyanate
4083-64-1

Tosyl isocyanate

(C4H9)3SnOCHNSO2C6H4CH3
37755-84-3

(C4H9)3SnOCHNSO2C6H4CH3

Conditions
ConditionsYield
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
CH2CHC(CH3)(SO2C6H4CH3)CH2CH2COOCH3
76425-45-1

CH2CHC(CH3)(SO2C6H4CH3)CH2CH2COOCH3

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

tri-n-butyl-tin hydride

(CH3(CH2)3)3SnCH2CHC(CH3)CH2CH2COOCH3

(CH3(CH2)3)3SnCH2CHC(CH3)CH2CH2COOCH3

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In benzene under N2 a mixture of Sn-compound, sulfone, and AIBN in dry benzene wasrefluxed for 5 h; evapd.;100%
4-methoxybenzenesulfonyl isocyanate
7018-76-0

4-methoxybenzenesulfonyl isocyanate

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

tri-n-butyl-tin hydride

(C4H9)3SnOCHNSO2C6H4OCH3
37755-85-4

(C4H9)3SnOCHNSO2C6H4OCH3

Conditions
ConditionsYield
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

4-Chlorophenylsulfonyl isocyanate
5769-15-3

4-Chlorophenylsulfonyl isocyanate

(C4H9)3SnOCHNSO2C6H4Cl
38421-33-9

(C4H9)3SnOCHNSO2C6H4Cl

Conditions
ConditionsYield
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
In cyclohexane 1:1 mole ratio of educts, at room temp.;100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

(+)-(1S,3S,4R)-menthyl pyruvate
93059-38-2

(+)-(1S,3S,4R)-menthyl pyruvate

(C4H9)3SnOCH(CH3)COOC10H19

(C4H9)3SnOCH(CH3)COOC10H19

Conditions
ConditionsYield
Irradiation (UV/VIS); accelerated by UV light; two diastereomeric isomers in equal amts.;100%
Irradiation (UV/VIS); accelerated by UV light; two diastereomeric isomers in equal amts.;100%
C16H35OSn(1+)*C18HBF15(1-)

C16H35OSn(1+)*C18HBF15(1-)

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

tri-n-butyl-tin hydride

(but-2-yn-1-yloxy)(tert-butyl)dimethylsilane
83591-03-1

(but-2-yn-1-yloxy)(tert-butyl)dimethylsilane

Conditions
ConditionsYield
In tetrahydrofuran; benzene-d6 at 50℃; for 18h;100%
5-O-benzyl-1,3-O-methyl-2-O-[(methylthio)thiocarbonyl]-α-D-ribo-furanose
1451073-41-8

5-O-benzyl-1,3-O-methyl-2-O-[(methylthio)thiocarbonyl]-α-D-ribo-furanose

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

tri-n-butyl-tin hydride

5-O-benzyl-1,3-O-dimethyl-2-O-tributylstannylmethylthio-α-D-ribo-furanose
1451073-58-7

5-O-benzyl-1,3-O-dimethyl-2-O-tributylstannylmethylthio-α-D-ribo-furanose

Conditions
ConditionsYield
Stage #1: 5-O-benzyl-1,3-O-methyl-2-O-[(methylthio)thiocarbonyl]-α-D-ribo-furanose With triethyl borane In benzene at 20℃; for 0.0833333h;
Stage #2: tri-n-butyl-tin hydride In benzene for 1.3h;
100%
1-phenyl-1-butyne
622-76-4

1-phenyl-1-butyne

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

tri-n-butyl-tin hydride

(Z)-tributyl(1-phenylbut-1-en-2-yl)stannane

(Z)-tributyl(1-phenylbut-1-en-2-yl)stannane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile); oxygen In benzene-d6 at 80℃; for 2h; diastereoselective reaction;100%
With C44H72O4Ru2(2-) at 30℃; for 0.166667h; Reagent/catalyst; Time; UV-irradiation; stereoselective reaction;99 %Spectr.
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

(3,3-difluorocycloprop-1-ene-1,2-diyl)dibenzene

(3,3-difluorocycloprop-1-ene-1,2-diyl)dibenzene

(1SR,3RS)-tributyl(2,2-difluoro-1,3-diphenylcycloprop-1-yl)-stannane

(1SR,3RS)-tributyl(2,2-difluoro-1,3-diphenylcycloprop-1-yl)-stannane

Conditions
ConditionsYield
With triethyl borane In tetrahydrofuran; hexane at 80℃; for 4h;100%
With triethyl borane In tetrahydrofuran; hexane at 80℃; for 4h; Temperature;100%
(tert-butyldimethylsilyl)acetylene
86318-61-8

(tert-butyldimethylsilyl)acetylene

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

tri-n-butyl-tin hydride

tert-butyldimethyl[(tributylstannyl)ethynyl]silane

tert-butyldimethyl[(tributylstannyl)ethynyl]silane

Conditions
ConditionsYield
Stage #1: (tert-butyldimethylsilyl)acetylene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: tri-n-butyl-tin hydride In tetrahydrofuran; hexane at -78℃; for 3h;
100%
2,2-dimethyl-3-butyne
917-92-0

2,2-dimethyl-3-butyne

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

tri-n-butyl-tin hydride

tributyl(3,3-dimethyl-1-butyn-1-yl)stannane
58064-10-1

tributyl(3,3-dimethyl-1-butyn-1-yl)stannane

Conditions
ConditionsYield
Stage #1: 3,3-Dimethylbut-1-yne With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: tri-n-butyl-tin hydride In tetrahydrofuran; hexane at -78℃; for 1h;
100%
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; zinc trifluoromethanesulfonate at 70℃; for 8h; Schlenk technique; Inert atmosphere; chemoselective reaction;57%
2-methyl-6-phenylhex-3-yn-2-ol
57443-39-7

2-methyl-6-phenylhex-3-yn-2-ol

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

tri-n-butyl-tin hydride

(Z)-2-methyl-6-phenyl-3-(tributylstannyl)hex-3-en-2-ol

(Z)-2-methyl-6-phenyl-3-(tributylstannyl)hex-3-en-2-ol

Conditions
ConditionsYield
With [RuCl2pentamethylcyclopentadiene]n In dichloromethane for 0.0833333h; Inert atmosphere;100%
With [RuCl2pentamethylcyclopentadiene]n In dichloromethane for 1.08333h; Schlenk technique; Inert atmosphere;5.16 g
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

(4R,5R,E)-5-hydroxy-4,6-dimethyl-N-(prop-2-yn- 1-yl)hept-2-enamide
180779-80-0

(4R,5R,E)-5-hydroxy-4,6-dimethyl-N-(prop-2-yn- 1-yl)hept-2-enamide

(4R,5R,E)-5- hydroxy-4,6-dimethyl-N-((E)-3-(tributylstannyl)allyl)hept-2-enamide

(4R,5R,E)-5- hydroxy-4,6-dimethyl-N-((E)-3-(tributylstannyl)allyl)hept-2-enamide

Conditions
ConditionsYield
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane at -78℃; for 0.583333h; Inert atmosphere; Sealed tube;
Stage #2: (4R,5R,E)-5-hydroxy-4,6-dimethyl-N-(prop-2-yn- 1-yl)hept-2-enamide In tetrahydrofuran; hexane at -78℃; for 1.25h; Inert atmosphere; Sealed tube;
100%
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(I) cyanide In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: (4R,5R,E)-5-hydroxy-4,6-dimethyl-N-(prop-2-yn- 1-yl)hept-2-enamide In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
100%
With n-butyllithium; copper(l) cyanide100%
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane for 0.583333h; Inert atmosphere;
Stage #2: (4R,5R,E)-5-hydroxy-4,6-dimethyl-N-(prop-2-yn- 1-yl)hept-2-enamide In tetrahydrofuran; hexane for 1.25h; Inert atmosphere;
100%
tert-butyl (((S,5Z,8Z)-6-methyldeca-5,8-dien-1-yn-4-yl)oxy)-diphenylsilane

tert-butyl (((S,5Z,8Z)-6-methyldeca-5,8-dien-1-yn-4-yl)oxy)-diphenylsilane

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

tri-n-butyl-tin hydride

tert-butyl (((S,1E,5Z,8Z)-6-methyl-1-(tributylstannyl)deca-1,5,8-trien-4-yl)oxy)diphenylsilane

tert-butyl (((S,1E,5Z,8Z)-6-methyl-1-(tributylstannyl)deca-1,5,8-trien-4-yl)oxy)diphenylsilane

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine tetrafluoroborate In dichloromethane at 0℃; for 2.5h; Inert atmosphere;100%
C20H27NO4

C20H27NO4

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

tri-n-butyl-tin hydride

C32H55NO4Sn

C32H55NO4Sn

Conditions
ConditionsYield
With n-butyllithium; copper(I) cyanide100%
C20H27NO4

C20H27NO4

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

tri-n-butyl-tin hydride

C32H55NO4Sn

C32H55NO4Sn

Conditions
ConditionsYield
With n-butyllithium; copper(I) cyanide100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

2,4,6-tri-tert-butyl-1,3,5-triphosphinine
173166-52-4

2,4,6-tri-tert-butyl-1,3,5-triphosphinine

C27H55P3Sn

C27H55P3Sn

Conditions
ConditionsYield
at 20℃; for 24h; Temperature; Inert atmosphere; Schlenk technique; Glovebox;100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

C20H27NO4

C20H27NO4

C32H55NO4Sn

C32H55NO4Sn

Conditions
ConditionsYield
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane for 0.583333h; Inert atmosphere;
Stage #2: C20H27NO4 In tetrahydrofuran; hexane for 1.25h; Inert atmosphere;
100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

C13H21NO2

C13H21NO2

C25H49NO2Sn

C25H49NO2Sn

Conditions
ConditionsYield
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane for 0.583333h; Inert atmosphere;
Stage #2: C13H21NO2 In tetrahydrofuran; hexane for 1.25h; Inert atmosphere;
100%
tri-n-butyl-tin hydride
688-73-3

tri-n-butyl-tin hydride

C13H21NO2

C13H21NO2

C25H49NO2Sn

C25H49NO2Sn

Conditions
ConditionsYield
Stage #1: tri-n-butyl-tin hydride With n-butyllithium; copper(l) cyanide In tetrahydrofuran; hexane for 0.583333h; Inert atmosphere;
Stage #2: C13H21NO2 In tetrahydrofuran; hexane for 1.25h; Inert atmosphere;
100%
-butyl vinyl ether
111-34-2

-butyl vinyl ether

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

tri-n-butyl-tin hydride

<2-Butyloxy-ethyl>-triisobutyl-zinn
51283-48-8

<2-Butyloxy-ethyl>-triisobutyl-zinn

Conditions
ConditionsYield
In neat (no solvent) other Radiation; under Ar; (60)Co-irradiation; 1.5:1 molar ratio (olefine:Sn-compound) ;25°C; GLC;99%
other Radiation; gamma-radiation;;99%
other Radiation; gamma-radiation;;99%
In not given other Radiation; γ-radiation;;

Tributyltin Chemical Properties

IUPAC Name:tributyltin
Molecular Formula:C12H27Sn
Molecular Weight:290.052780 g/mol
Appearance:colorless clear liquid
Melting Point:<0°C
Boiling Point:80 °C at 0.4 mm Hg(lit.)
Flash Point:104 °F
density:1.082 g/mL at 25 °C(lit.)
refractive index:n20/D 1.473(lit.)
Sensitive:Air & Moisture
BRN:3587329
EINECS:211-704-4
Synonyms of TRI-n-BUTYLSTANNANE HYDRIDE(688-73-3):
Stannane, tributyl-;Stannane, tri-n-butyl-, hydride;Tin, tri-n-butyl-, hydride;tributyl-stannan;Tributylstannic hydride;tributylstannichydride;tri-n-butylstannanehydride;tri-n-butyl-stannanhydride
Categories of TRI-n-BUTYLSTANNANE HYDRIDE(688-73-3):
Organometallics;Alkyl Metals;Classes of Metal Compounds;Grignard Reagents & Alkyl Metals;Reduction;Sn (Tin) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;OrganotinsSynthetic Reagents;Tin Hydrides;Organometallic Reagents;Organotin;Metal HydridesChemical Synthesis;New Products for Chemical Synthesis;Synthetic Reagents

Tributyltin Toxicity Data With Reference

1.    

ihl-mus LCLo:1460 mg/m3

    NDRC**    National Defense Research Committee, Office of Scientific Research and Development, Progress Report NDCrc-132,Feb ,1942.

Tributyltin Consensus Reports

Reported in EPA TSCA Inventory.

Tributyltin Safety Profile

Safety Information of TRI-n-BUTYLSTANNANE HYDRIDE(688-73-3):
Hazard Codes:T ,N ,F
Risk Statements:10-21-25-36/38-48/23/25-50/53-15-67-65-11
Safety Statements:35-36/37/39-45-60-61-62-36/37-33-26-16
RIDADR:UN 1993 3/PG 3
WGK Germany:3
RTECS:WH8675000
F:1-10
TSCA:Yes
HazardClass:6.1
PackingGroup:II
HS Code:29310095
Moderately toxic by inhalation. When heated to decomposition it emits acrid smoke and irritating fumes. See also TIN COMPOUNDS.

Tributyltin 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

Tributyltin Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds 5504.

Tributyltin Specification

First Aid Measures of TRI-n-BUTYLSTANNANE HYDRIDE(688-73-3):
Eyes:Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:Do not induce vomiting. Get medical aid immediately. Wash mouth out with water.
Inhalation:Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.

Storage of TRI-n-BUTYLSTANNANE HYDRIDE(688-73-3):
Keep away from sources of ignition. Store in a tightly closed container. Keep under a nitrogen blanket. Water free area-refrigerator.

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