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CS-W001157 4
Total: USD 88.00

Bis(trimethylsilyl)acetylene

  • CAS No. 14630-40-1

  • Cat. No. CS-W017677
  • Purity≥95%
  • MDL No.MFCD00008276

*For research and further manufacturing use only, not for direct human use.

Bis(trimethylsilyl)acetylene|CS-W017677

Structure of 14630-40-1

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General Information

  • CAS No. 14630-40-1
  • Cat. No. CS-W017677
  • Purity ≥95%
  • MDL No. MFCD00008276
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₈Si₂
  • Molecular Weight 170.40
  • Synonym(s) None
  • SMILES C[Si](C#C[Si](C)(C)C)(C)C

Description

Bis(trimethylsilyl)acetylene (BTMSA) participates as nucleophile in Friedel-Crafts type acylations and alkylations. BTMSA undergoes rhodium catalyzed addition reaction with diarylacetylenes. It undergoes cycloaddition with 1,5-hexadiynes in the presence of CpCo(CO)2 (Cp=cyclopentadienyl) to form benzocyclobutenes. Structure of BTMSA was characterized by a centre of inversion present on triple bond (length=1.208(3)). TiCl4-Et2AlCl catalyzed Diels-Alder reaction of BTMSA with norbornadiene has been reported.Bis(trimethylsilyl)acetylene (BTMSA) was used as starting reagent in the synthesis of functionalized 4-R-1,2-bis(trimethylsilyl)benzenes. It was also used in the synthesis of (+)-brasilenyne and (-diketanato)Ag(BTMSA).

Synthesis

  • Route1
    • null|null
      351876-23-8
    • ~99%
    • In-stock
      Bis(trimethylsilyl)acetylene|CS-W017677
      14630-40-1

    References

    • Maier, Guenther; Neudert, Joerg; Wolf, Oliver; Pappusch, Dirk; Sekiguchi, Akira; Tanaka, Masanobu; Matsuo, Tsukasa Journal of the American Chemical Society, 2002 , vol. 124, # 46 p. 13819 - 13826
  • Route2
    • null|null
      75-77-4
    • null|null
      1066-54-2
    • ~92%
    • In-stock
      Bis(trimethylsilyl)acetylene|CS-W017677
      14630-40-1

    References

    • Han, Sangdon; Kass, Steven R. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 11 p. 1553 - 1558
  • Route3
    • null|null
      352521-08-5
    • ~97%
    • In-stock
      Bis(trimethylsilyl)acetylene|CS-W017677
      14630-40-1

    References

    • Maier, Guenther; Neudert, Joerg; Wolf, Oliver; Pappusch, Dirk; Sekiguchi, Akira; Tanaka, Masanobu; Matsuo, Tsukasa Journal of the American Chemical Society, 2002 , vol. 124, # 46 p. 13819 - 13826

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅲ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.7446
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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