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005253

005253-1g



Bis(trimethylsilyl)acetylene


CAS Number: 14630-40-1
   
Molecular Formula: C8H18Si2
   
Molecular Weight: 170.40
   
MDL Number: MFCD00008276


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005253-1g
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005253-5g
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005253-10g
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005253-25g
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005253-100g
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Purity:98%
Bp:136-137°
Mp:21-24°
Density:0.758
Refractive Index:1.4270
 
Pictograms:
Signal Word:Danger
Hazard Statements:H225, H302, H315, H319, H335
Precautionary Statements:P210, P233, P280, P301 + P330 + P331, P302 + P352, P304 + P340, P305 + P351 + P338
UN#:UN1993
Packing Group:II
Hazard Class:3
Flash Point:
SDS: See MSDS
 
Limited Quantities:1.0 L (0.3 gallon) (liquid)
Excepted Quantities:Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

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Abbreviated as BTMSA.  Serves as a ligand in organometallic chemistry. Formation of titanocene and zirconocene complexes as novel reagents for group IV metallocene fragments.1 Reaction of nickelocene with methyllithium and phenyllithium in the presence of BTMSA gave binuclear and tetranuclear alkyne-bridged complexes.2  Used as a surrogate for acetylene, a nucleophile in Friedel-Crafts type acylations and alkylations,  and as a precursor to lithium trimethylsilylacetylide.3,4,5 A useful reagent in cycloaddition reactions. Illustrating its versatility, BTMSA was used in a concise total synthesis of (±)-estrone.6 An additive for Electrolyte in lithium secondary battery and lithium secondary battery to reduce thickness expansion at high temp and provide longer life.7
References
1.        Titanium and Zirconium in Organic Synthesis 2002, 355.
2.        Inorg. Chim. Acta 2003350, 520.
3.        Tetrahedron Lett. 199334, 839.
4.        J. Am . Chem. Soc. 1983105, 2904.
5.        J. Chem. Soc., Chem. Commun. 1979, 840.
6.        Bis(trimethylsilyl) acetylene. e-EROS
7.        Organomet. 200221, 293.


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