DIBUTYLTHIOXOSTANNANE supplier

Name
DI-N-BUTYLTIN SULFIDE
EINECS 224-220-3
CAS No. 4253-22-9
Density g/cm³
Solubility TIN COMPOUNDS and SULFIDES. When heated to decomposition it emits toxic fumes of SO_x.
Analytical Methods:

For occupational chemical analysis use NIOSH: Organotin Compounds, 5504.
Risk Codes 20/21/22-25
Molecular Structure
Hazard Symbols UN NO.
Synonyms Dibutyltinsulfide (6CI); Tin, dibutylthioxo- (7CI); BTS 71; BTS 80; BTS 80 (tincompound); Dibutyltin mercaptide; NSC 92620; Stann 825; Stann BK 1100L; TN2000SK; Tin dibutyl mercaptide
PSA 32.09000
LogP 3.77560

Synthetic route

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

: 103-72-0
phenyl isothiocyanate

A: 132783-14-3
cis-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

: 556-61-6
methyl thioisocyanate

A: 134110-59-1
cis-4,5-dimethyl-N-methyl-1,3-dioxolan-2-imine

B: 134110-60-4
trans-4,5-dimethyl-N-methyl-1,3-dioxolan-2-imine

C: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

: 592-82-5
butyl isothiocyanate

A: 132783-18-7
cis-4,5-dimethyl-N-butyl-1,3-dioxolan-2-imine

B: 134110-61-5
trans-4,5-dimethyl-N-butyl-1,3-dioxolan-2-imine

C: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

: 103-72-0
phenyl isothiocyanate

A: 132783-14-3
cis-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine

B: 132783-13-2
trans-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine

C: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 136094-77-4
4-tert-butyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-52-4
4-tert-Butyl-1,3-dioxolane-2-thione

Conditions

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%

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

: 103-72-0
phenyl isothiocyanate

A: 132783-13-2
trans-4,5-dimethyl-N-phenyl-1,3-dioxolan-2-imine

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

A: 66841-50-7
trans-4,5-dimethyl-1,3-dioxolane-2-thione

B: 4253-22-9
di-n-butyltinmercaptid

C: 56194-03-7
cis-4,5-Dimethyl-1,3-dioxolane-2-thione

Conditions

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

...Expand

: 5271-61-4, 5271-62-5, 83020-55-7, 97002-13-6, 125134-99-8
trans-4,5-hexahydrobenzo-1,3-dioxa-2-stannolane-Bu2

: 5271-62-5
cis-2,2-di-n-butyl-1,3,2-dioxacyclohexanestannolane

A: 56155-84-1
cis-Hexahydrobenzo<1,3>dioxol-2-thion

B: 16166-55-5, 18462-86-7, 56155-84-1, 56155-91-0
trans-4,5-hexahydrobenzo-1,3-dioxolane-2-thione

C: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

...Expand

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

A: 24472-01-3, 29882-37-9, 134175-77-2
cis-2,3,7,8-tetramethyl-1,4,6,9-tetraoxaspiro{4.4}nonane

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

: 3590-60-1
4-methyl-1,3-dioxa-2-stannolane-Bu2

A: 13303-26-9
4-methyl-1,3-dioxolane-2-thione

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

: 136094-78-5
4-methoxymethyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-58-0
2,7-Methoxymethyl-1,4,6,9-tetraoxaspiro<4.4>nonane

Conditions

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%

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

A: 134175-77-2
trans-2,3,7,8-tetramethyl-1,4,6,9-tetraoxaspiro{4.4}nonane

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

: 61235-70-9
(+/-)4-phenyl-2,2-di-n-butyl-1,3,2-dioxa stannolan

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-57-9
2,7-Diphenyl-1,4,6,9-tetraoxaspiro<4.4>nonane

Conditions

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%

: 136094-77-4
4-tert-butyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-56-8
2,7-Di-tert-butyl-1,4,6,9-tetraoxaspiro<4.4>nonane

Conditions

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%

: 134110-54-6
4-ethyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-55-7
2,7-Diethyl-1,4,6,9-tetraoxaspiro<4.4>nonane

Conditions

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%

: 134110-54-6
4-ethyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-51-3
4-Ethyl-1,3-dioxolane-2-thione

Conditions

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%

: 61235-70-9
(+/-)4-phenyl-2,2-di-n-butyl-1,3,2-dioxa stannolan

A: 4253-22-9
di-n-butyltinmercaptid

B: 116447-63-3
4-Phenyl-1,3-dioxolane-2-thione

Conditions

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%

: 88341-32-6
(4R,5R)-2,2-dibutyl-4,5-dimethyl-1,3,2-dioxastannolane

A: 66841-50-7
trans-4,5-dimethyl-1,3-dioxolane-2-thione

B: 4253-22-9
di-n-butyltinmercaptid

Conditions

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

: 5271-63-6
(4R,5R)-2,2-di-n-butyl-4,5-dimethyl-1,3,2-dioxastannolane

A: 4253-22-9
di-n-butyltinmercaptid

B: 56194-03-7
cis-4,5-Dimethyl-1,3-dioxolane-2-thione

Conditions

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%

: 136094-78-5
4-methoxymethyl-1,3-dioxa-2-stannolane-Bu2

A: 4253-22-9
di-n-butyltinmercaptid

B: 134110-53-5
4-(methoxymethyl)-1,3-dioxolane-2-thione

Conditions

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%

: 1,1'-bis(chloromercurio)ferrocene

: 4253-22-9
di-n-butyltinmercaptid

: 1,1'-bis(di-n-butylchlorostannyl)ferrocene

Conditions

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%

: 1-(chloromercuri)ferrocene

: 4253-22-9
di-n-butyltinmercaptid

: di-n-butylchlorostannylferrocene

Conditions

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%

: 1274-09-5
bis(ferrocenyl)mercury

: 4253-22-9
di-n-butyltinmercaptid

: di-n-butylstannyldiferrocene

Conditions

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%

DIBUTYLTHIOXOSTANNANE Chemical Properties

DIBUTYLTHIOXOSTANNANE(4253-22-9) appears yellowish oily liquid.
There are some properties.
Molecular Formula:C₈H₁₈SSn
Molecular Weight:264.98
EINECS:224-220-3

DIBUTYLTHIOXOSTANNANE Toxicity Data With Reference

1.	cyt-rat-unr 100 µg/kg	GISAAA Gigiena i Sanitariya. 38 (8)(1973),10.
2.	orl-rat LD50:145 mg/kg	UBZHD4 Ukrainskii Biokhimicheskii Zhurnal. Ukranian Biochemical Journal. v/o Mezhdunarodnaya Kniga, Kuznetskii Most 18, 50 (1978),695.
3.	orl-mus LD50:145 mg/kg	UBZHD4 Ukrainskii Biokhimicheskii Zhurnal. Ukranian Biochemical Journal. v/o Mezhdunarodnaya Kniga, Kuznetskii Most 18, 50 (1978),695.

DIBUTYLTHIOXOSTANNANE Consensus Reports

Reported in EPA TSCA Inventory.

DIBUTYLTHIOXOSTANNANE Safety Profile

Poison by ingestion. Mutation data reported. See also TIN COMPOUNDS and SULFIDES. When heated to decomposition DIBUTYLTHIOXOSTANNANE(4253-22-9) emits toxic fumes of SO_x.

Analytical Methods:

For occupational chemical analysis use NIOSH: Organotin Compounds, 5504.

DIBUTYLTHIOXOSTANNANE 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

DIBUTYLTHIOXOSTANNANE Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds, 5504.

Product Name

DI-N-BUTYLTIN SULFIDE

Synthetic route

DIBUTYLTHIOXOSTANNANE Chemical Properties

DIBUTYLTHIOXOSTANNANE Toxicity Data With Reference

DIBUTYLTHIOXOSTANNANE Consensus Reports

DIBUTYLTHIOXOSTANNANE Safety Profile

DIBUTYLTHIOXOSTANNANE Standards and Recommendations

DIBUTYLTHIOXOSTANNANE Analytical Methods

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