CAS No.594-27-4,TETRAMETHYLTIN Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	594-27-4
Name:	TETRAMETHYLTIN
Article Data:	232

Formula:	C₄H₁₂Sn
Molecular Weight:	178.849
Synonyms:	Tin,tetramethyl- (6CI);Tetramethylstannane;
EINECS:	209-833-6
Density:	1.291 g/mL at 25 °C(lit.)
Melting Point:	-54 °C(lit.)
Boiling Point:	74.499 °C at 760 mmHg
Flash Point:	-12.778 °C
Solubility:	Insoluble in water. Soluble in organic solvents
Appearance:	clear colorless liquid
Hazard Symbols:	N; T+
Risk Codes:	26/27/28-50/53
Safety:	26-27-28-45-60-61
Transport Information:	UN 3384 6.1/PG 1
PSA:	0.00000
LogP:	1.95440

Synthetic route

: 7440-31-5
tin

: 74-83-9
methyl bromide

: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
With {(C2H5)4N}Br In acetonitrile Electrolysis; Sn-cathode, 50°C;	100%
With {(C2H5)4N}Br In acetonitrile Electrolysis; Sn-cathode, 50°C;	100%
In water; acetonitrile Electrolysis; Sn-cathode, Pt-anode, 0.25 M Et4NClO4 in MeCN/water=7:1, 25°C, 10mA/cm**(-2); gas chromy.;

: 7646-78-8
tin(IV) chloride

: Dimethylaluminium-acetylacetonat

: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In benzene molar ratio 2 : 1, room temp.;	100%
In benzene molar ratio 2 : 1, room temp.;	100%

: 1066-45-1
trimethyltin(IV)chloride

: 124-41-4
sodium methylate

: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
80°C;	99%
80°C;	99%

: cis-methyl 2-trimethylstannyl-1,2,3,4-tetrahydronaphthalene-1-carboxylate

: 1066-45-1
trimethyltin(IV)chloride

: cis-methyl 2-chlorodimethylstannyl-1,2,3,4-tetrahydronaphthalene-1-carboxylate

B: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In neat (no solvent) stirring under N2, helding at room temp. for 4 h; destilling Me3SnCl and Me4Sn off under reduced pressure, recrystn. from ethanol, elem. anal.;	A 96% B n/a

...Expand

: 74-87-3
methylene chloride

: 7646-78-8
tin(IV) chloride

: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In further solvent(s) equimolar NaCl-AlCl3 melt, 220°C;	95%
In further solvent(s) equimolar NaCl-AlCl3 melt, 220°C;	95%

: (C6H3(CH2NMe2)2-2,6)SnMe3

: 1066-45-1
trimethyltin(IV)chloride

A: [(C6H3(CH2NMe2)2-2,6)SnMe2](Me3SnCl2)

B: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In dichloromethane N2-atmosphere; refluxing for 72 h; evapn., addn. of hexane, collection (filtration), drying (vac.); elem. anal.;	A 95% B n/a

...Expand

: cis-methyl 2-trimethylstannylcyclohexanecarboxylate

: 1066-45-1
trimethyltin(IV)chloride

: cis-methyl 2-chlorodimethylstannylcyclohexanecarboxylate

B: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In neat (no solvent) stirring under N2, room temp., 6 h.; Evapn., recrystn. (ethanol). Elem. anal.;	A 93.5% B n/a

...Expand

: Sn(4+)*3C6H5CH2(1-)*Cl(1-)=(C6H5CH2)3SnCl

: 917-54-4
methyllithium

A: 594-27-4
tetramethylstannane

B: 766-04-1
benzyllithium

C: lithium chloride

Conditions

Conditions	Yield
In diethyl ether	A 92% B n/a C n/a
In diethyl ether	A 92% B n/a C n/a

...Expand

: 36333-59-2
1,3-dimethyl-2-(trimethylstannyl)-2-bora-1,3-diazacyclopentane

: 15630-15-6
dimethyl(1,2-bis(dimethylphosphino)ethane)palladium(II)

A: 29173-12-4
1,2,3-trimethyl-[1,3,2]diazaborolidine

: (((CH3)2PCH2)2)Pd(Sn(CH3)3)(BN2C2H4(CH3)2)

C: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In benzene-d6 130°C (17 h); recrystn. (toluene / pentane = 1 : 4); elem. anal.;	A 91% B 68% C 84%

...Expand

: 75-16-1
methylmagnesium bromide

: 7646-78-8
tin(IV) chloride

: 594-27-4
tetramethylstannane

Conditions

Conditions	Yield
In dibutyl ether	90%
In dibutyl ether	90%
In dibutyl ether	89%

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Consensus Reports

Reported in EPA TSCA Inventory.

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

Analytical Methods

For occupational chemical analysis use NIOSH: Organotin Compounds 5504.

Specification

The IUPAC name of this chemical is Tetramethylstannane. With the CAS registry number 594-27-4 and EINECS registry number 209-833-6, it is also named as stannane, tetramethyl-. In addition, the molecular formula is C₄H₁₂Sn and the molecular weight is 178.85. It is a kind of clear colorless liquid and belongs to the classes of Alkyl Metals; Classes of Metal Compounds; Grignard Reagents & Alkyl Metals; Sn (Tin) Compounds; Synthetic Organic Chemistry; Typical Metal Compounds.

Physical properties about this chemical are: (1)ACD/LogP: 3.49; (2)ACD/LogD (pH 5.5): 3.49; (3)ACD/LogD (pH 7.4): 3.49; (4)ACD/BCF (pH 5.5): 262.8; (5)ACD/BCF (pH 7.4): 262.8; (6)ACD/KOC (pH 5.5): 1877.48; (7)ACD/KOC (pH 7.4): 1877.48; (8)Flash Point: °C; (9)Enthalpy of Vaporization: 30.26 kJ/mol; (10)Boiling Point: 74.5 °C at 760 mmHg; (11)Vapour Pressure: 120 mmHg at 25°C.

Preparation of Tetramethylstannane: it can be prepared by methylmagnesium iodide and tin tetrachloride, which is synthesized by reacting tin metal with chlorine gas. The equation is as follows: 4CH₃MgI + SnCl₄ → (CH₃)₄Sn + 4MgICl.

Uses of Tetramethylstannane: its liquid is useful for transition-metal mediated conversion of acid chlorides to methyl ketones and aryl halides to aryl methyl ketones. It can react with SnMe4 to get Me3SnCl at temperatures between 100 °C and 200 °C. The equation is as follows: SnCl₄ + 3SnMe₄ → 4 Me₃SnCl. In addition, it can react with 1-iodo-4-nitro-benzeneto give 1-methyl-4-nitro-benzene. This reaction will need reagent PhPdI(PPh₃)₂ and solvent hexamethylphosphoric acid triamide. The reaction time is 0.5 hour at reaction temperature of 70 °C. The yield is about 87%.

Tetramethylstannane can react with 1-iodo-4-nitro-benzeneto give 1-methyl-4-nitro-benzene

When you are using this chemical, please be cautious about it as the following:
This chemical is very Toxic by inhalation, in contact with skin and if swallowed. And it is very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. During using it, you should avoid release to the environment. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If contact it with your skin, wash it immediately with plenty of ... (to be specified by the manufacturer). Moreover, take off immediately all contaminated clothing. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible). This material and/or its container must be disposed of as hazardous waste. And you can refer to special instructions safety data sheet.

You can still convert the following datas into molecular structure:
(1)SMILES: C[Sn](C)(C)C
(2)InChI: InChI=1/4CH3.Sn/h4*1H3;/rC4H12Sn/c1-5(2,3)4/h1-4H3
(3)InChIKey: VXKWYPOMXBVZSJ-RMHPNCEBAE

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LCLo	inhalation	2550mg/m³/10M (2550mg/m³)	SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA	National Defense Research Committee, Office of Scientific Research and Development, Progress Report.Vol. NDCrc-132, Pg. FEB1942,
mouse	LD50	intraperitoneal	18mg/kg (18mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1245, 1986.