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DI-N-BUTYLTIN SULFIDE Basic information Description Sources Product Name: DI-N-BUTYLTIN SULFIDE Synonyms: DI-N-BUTYLTIN SULFI
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Stannane,dibutylthioxo- cas 4253-22-9Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express
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(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
phenyl isothiocyanate
A
cis-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound under N2; stirred at 40°C for 2 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn. (120°C/0.1 Torr); | A 100% B n/a |
With triethylamine In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound and Et3N under N2; stirred at 40°C for 0.5 h; solvent was removed in vac.; yield after column chromy. (silica gel; eluent: C6H6): 93%; vac. distn. (120°C/0.1 Torr); | A 100% B n/a |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
methyl thioisocyanate
A
cis-4,5-dimethyl-N-methyl-1,3-dioxolan-2-imine
B
trans-4,5-dimethyl-N-methyl-1,3-dioxolan-2-imine
C
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound under N2; stirred at 40°C for 1.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; elem. anal.; NMR; IR; mass spectra; | A 100% B 12% C n/a |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
butyl isothiocyanate
A
cis-4,5-dimethyl-N-butyl-1,3-dioxolan-2-imine
B
trans-4,5-dimethyl-N-butyl-1,3-dioxolan-2-imine
C
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound under N2; stirred at 40°C for 1.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; elem. anal.; NMR; IR; mass spectra; | A 100% B 10% C n/a |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
phenyl isothiocyanate
A
cis-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine
B
trans-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine
C
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compounds under N2; stirred at 40°C for 1.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; | A 100% B 30% C n/a |
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound under N2; stirred at 40°C for 7.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; | A 100% B 5% C n/a |
4-tert-butyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
4-tert-Butyl-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 5 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); elem. anal.; NMR; IR; | A n/a B 91% |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
phenyl isothiocyanate
A
trans-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With triethylamine In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound and Et3N under N2; stirred at 40°C for 5.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; | A 82% B n/a |
In 1,2-dichloro-ethane addn.of PhNCS to a soln. of the Sn-compound under N2; stirred at 40°C for 5.0 h; solvent was removed in vac.; column chromy. (silica gel; eluent: C6H6); vac. distn.; | A 65% B n/a |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
A
trans-4,5-dimethyl-1,3-dioxolane-2-thione
B
di-n-butyltinmercaptid
C
cis-4,5-Dimethyl-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 5 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); | A 80% B n/a C 70% |
With carbon disulfide In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound; stirred for 20 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); | A <1 B n/a C <1 |
trans-4,5-hexahydrobenzo-1,3-dioxa-2-stannolane-Bu2
cis-2,2-di-n-butyl-1,3,2-dioxacyclohexanestannolane
A
cis-Hexahydrobenzo<1,3>dioxol-2-thion
B
trans-4,5-hexahydrobenzo-1,3-dioxolane-2-thione
C
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 7 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); | A 77% B <1 C n/a |
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
A
cis-2,3,7,8-tetramethyl-1,4,6,9-tetraoxaspiro{4.4}nonane
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: n-hexane/benzene); vac. distn. (45°C/3 Torr); elem. anal.; NMR; mass spectra; | A 75% B n/a |
4-methyl-1,3-dioxa-2-stannolane-Bu2
A
4-methyl-1,3-dioxolane-2-thione
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 7 h at 50°C; excess CS2 and solvent were removed in vac.; yield after column chromy. (silica gel; eluent: C6H6) = 65 %; | A 71% B n/a |
4-methoxymethyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
2,7-Methoxymethyl-1,4,6,9-tetraoxaspiro<4.4>nonane
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: n-hexane/benzene); vac. distn. (60°C/0.1 Torr); elem. anal.; NMR; mass spectra; | A n/a B 70% |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
A
trans-2,3,7,8-tetramethyl-1,4,6,9-tetraoxaspiro{4.4}nonane
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: n-hexane/benzene); vac. distn. (50°C/2 Torr); elem. anal.; NMR; mass spectra; | A 69% B n/a |
(+/-)4-phenyl-2,2-di-n-butyl-1,3,2-dioxa stannolan
A
di-n-butyltinmercaptid
B
2,7-Diphenyl-1,4,6,9-tetraoxaspiro<4.4>nonane
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: n-hexane/benzene); vac. distn. (170°C/0.1 Torr); elem. anal.; NMR; mass spectra; | A n/a B 65% |
4-tert-butyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
2,7-Di-tert-butyl-1,4,6,9-tetraoxaspiro<4.4>nonane
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: n-hexane/benzene); vac. distn. (52°C/0.1 Torr); elem. anal.; NMR; mass spectra; | A n/a B 62% |
4-ethyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
2,7-Diethyl-1,4,6,9-tetraoxaspiro<4.4>nonane
Conditions | Yield |
---|---|
With carbon disulfide In 1,2-dichloro-ethane heating with stirring at 100°C for 12 h; cooling; CS2 and solvent were removed in vac.; yield after column chromy. (silica gel; eluent: n-hexane/benzene) and vac. distn. (100°C/2 Torr): 52%; elem. anal.; NMR; mass spectra; | A n/a B 60% |
4-ethyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
4-Ethyl-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 20 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); NMR; elem. anal.; | A n/a B 56% |
(+/-)4-phenyl-2,2-di-n-butyl-1,3,2-dioxa stannolan
A
di-n-butyltinmercaptid
B
4-Phenyl-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 20 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); elem. anal.; mass spectra; NMR; IR; | A n/a B 56% |
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane
A
trans-4,5-dimethyl-1,3-dioxolane-2-thione
B
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 30 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); | A 53% B n/a |
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane
A
di-n-butyltinmercaptid
B
cis-4,5-Dimethyl-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 5 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); | A n/a B 46% |
4-methoxymethyl-1,3-dioxa-2-stannolane-Bu2
A
di-n-butyltinmercaptid
B
4-(methoxymethyl)-1,3-dioxolane-2-thione
Conditions | Yield |
---|---|
With carbon disulfide; tributylphosphine In 1,2-dichloro-ethane under N2; CS2 was added to a soln. of the Sn-compound and Bu3P; stirred for 20 h at 50°C; excess CS2 and solvent were removed in vac.; column chromy. (silica gel; eluent: C6H6); elem. anal.; NMR; mass spectra; IR; | A n/a B 25% |
di-n-butyltinmercaptid
Conditions | Yield |
---|---|
In toluene byproducts: HgS; (N2); refluxing the stirred soln. of Hg-complex; dropwise addn. of Sn-compound in hot toluene; refluxing for 3 h; cooling; filtration; evapn. of solv. (vac.); recrystn. from cyclohexane; | 85% |
Conditions | Yield |
---|---|
In toluene byproducts: HgS; (N2); refluxing the stirred soln. of Hg-complex; dropwise addn. of Sn-compound in hot toluene; refluxing for 3 h; cooling; filtration; evapn. of solv. (vac.); recrystn. from cyclohexane; | 85% |
Conditions | Yield |
---|---|
In 1,4-dioxane byproducts: HgS; (N2); refluxing the stirred soln. of Hg-complex; dropwise addn. of Sn-compound in hot dioxane; refluxing for 3 h; cooling; filtration; evapn. of solv. (vac.); recrystn. from benzene/ethanol; | 82% |