Trimethyl(tributylstannyl)silane
Basic information
- CAS
17955-46-3- Standard SMILES
CCC[CH2][Sn]([CH2]CCC)[CH2]CCC.C[Si](C)C- InChIKey
MZUUBYSIDDKUKE-UHFFFAOYSA-N- Molecular formula
- C15H36SiSn
- Average molar mass
- 363.24 g/mol
- Monoisotopic mass
- 364.16083
Names & identifiers
- Preferred name
- Trimethyl(tributylstannyl)silane
- IUPAC
- Tributylstannyl--trimethylsilyl (1/1)
- English name
- Tributylstannyltrimethylsilane
- Molecular formula
- C15H36SiSn
- Molecular weight
- 363.24
Names & synonyms
Trimethyl(tributylstannyl)silaneRefChem:899775628-849-817955-46-3TributylstannyltrimethylsilaneTributyl(trimethylsilyl)stannaneStannane, tributyl(trimethylsilyl)-(Tributylstannyl)trimethylsilaneSilane, trimethyl(tributylstannyl)-n-Bu3SnSi(CH3)3SCHEMBL700412SCHEMBL39724585
Show more names
SKL1120RMA-314(TRIMETHYLSILYL)TRIBUTYLTINTRIMETHYLSILYLTRI-N-BUTYLTIN(TRIMETHYLSILYL)TRIBUTYLSTANNANETrimethylsilyltri-n-butyltin 97%TRI-n-BUTYLSTANNYLTRIMETHYLSILANE
DTXSID90422853MZUUBYSIDDKUKE-UHFFFAOYSA-Ntri-n-butyl(trimethyl-silyl)stannaneAKOS015908872Trimethyl(tributylstannyl)silane, 97%CS-0107270H10085Tributyl(trimethylsilyl)stannane, purum, >=97.0% (GC)
Database identifiers
- CAS
17955-46-3- PubChem CID
- 6364993
- DTXSID
DTXSID90422853- EC Number
- 628-849-8
- Nikkaji
- J254.309E
Properties
Computed structural properties
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 9
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 104
Physicochemical properties
- Boiling point
- 102 · 102-103 °C0.5 mm Hg(lit.)
- Density
- 1.04 g/mL · 1.04 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.488(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- Store under Argon
- solubility
- 2 Cl2, · soluble in THF, ether, CH2Cl2, MeOH, hexane, insoluble in water.
- form
- liquid
- Specific Gravity
- 1.04 · 1.040
- Appearance
- Colorless to light yellow Liquid
- Hydrolytic Sensitivity
- 1 · 1: no significant reaction with aqueous systems
- BRN
- 4127163 · 4127163
- InChI
- 1S/3C4H9.C3H9Si.Sn/c3*1-3-4-2;1-4(2)3;/h3*1,3-4H2,2H3;1-3H3;
- InChIKey
- MZUUBYSIDDKUKE-UHFFFAOYSA-N
- SMILES
- CCCC[Sn](CCCC)(CCCC)[Si](C)(C)C
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 22 · NA.22
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P264, P264+P265, P270, P273, P280, P301+P316, P302+P352, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- F
- 10-21
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- No
- ridadr
- UN 2788 6.1/PG 3
- hs_code
- 29319090
- risk_code
- 21-25-36/38-48/23/25-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
- hazard_code
- T,N
- safety_code
- 35-36/37/39-45-60-61
- hazard_class
- 6.1(b)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
Chemistry & industry
Applications
UsesTrimethylsilyltributylstannane is used for the vicinal bis-functionalization of alkynes, dienes, allenes, activated olefins, 1,1-addition to isonitriles, for generation of metal-free aryl and vinyl anions, for generation of benzynes and quinonedimethanes; stereoselective bis-functionalization-cyclization of diynes, eneynes, bis-allenes, alleneynes, and allenealdehydes; silylation of allylic, propargylic derivatives, and aryl bromides; formation of silyl and stannyl cuprates.It takes part in the reactions of Addition to Alkynes, Synthetic Applications of β-Trialkylsilylvinylstannanes, Addition to Isonitriles, Addition to Alkenes and 1,3-Dienes, Addition to Activated Double Bonds, Addition to Allenes, etc.
Preparation methods
PreparationBy treating freshly distilled tri-n-butylstannane with LDA followed by quenching with chlorotrimethylsilane.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
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Compound notes
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