Bis(trimethylsilyl)acetylene - ≥98% , CAS No.14630-40-1

CAS: 14630-40-1 Cat. No.: B113667 Molecular Weight: 170.4 Beilstein Registry Number: 906870 EC Number: 238-671-9

GRADE & PURITY ≥98%

Synonyms

2,5-Disilahex-3-yne, 2,2,5,5-tetramethyl- | C8H18Si2 | BIS(TRIMEHYLSILYL)ACETYLENE | Trimethyl[(trimethylsilyl)ethynyl]silane # | 1,2-Ethynediylbis[trimethylsilane] | Acetylene, bis(trimethylsilyl)- | DTXSID3065798 | Bis(trimethylsilyl)ethyne | bis-trimet

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

application：

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 (β-diketanato)Ag(BTMSA).

product 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)Å). TiCl4-Et2AlCl catalyzed Diels-Alder reaction of BTMSA with norbornadiene has been reported.

Specifications

Synonyms

2, 5-Disilahex-3-yne, 2, 2, 5, 5-tetramethyl- | C8H18Si2 | BIS(TRIMEHYLSILYL)ACETYLENE | Trimethyl[(trimethylsilyl)ethynyl]silane # | 1, 2-Ethynediylbis[trimethylsilane] | Acetylene, bis(trimethylsilyl)- | DTXSID3065798 | Bis(trimethylsilyl)ethyne | bis-trimet

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C[Si](C)(C)C#C[Si](C)(C)C
• IUPAC Name: trimethyl(2-trimethylsilylethynyl)silane
• InChIKey: ZDWYFWIBTZJGOR-UHFFFAOYSA-N
• INCHI: 1S/C8H18Si2/c1-9(2,3)7-8-10(4,5)6/h1-6H3
• Isomeric SMILES: C[Si](C)(C)C#C[Si](C)(C)C
• WGK Germany: 3
• UN Number: 1993
• Molecular Weight: 170.4
• Beilstein: 906870
• Reaxy-Rn: 906870
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=906870&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organometallic compounds
    • Class Organometalloid compounds
      • Subclass Organosilicon compounds
        • Level5 Alkylsilanes
          • Level6 Trialkylsilanes

• Kingdom: Organic compounds
• Superclass: Organometallic compounds
• Class: Organometalloid compounds
• Subclass: Organosilicon compounds
• Intermediate Tree Nodes: Alkylsilanes
• Direct Parent: Trialkylsilanes
• Alternative Parents: Organic metalloid salts Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylsilane - Organic metalloid salt - Hydrocarbon derivative - Organic salt - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as trialkylsilanes. These are organosilicon compounds containing exactly one alkyl chain attached to the silicon atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Not miscible or difficult to mix in water. Soluble in Chloroform and Methanol.
• Sensitivity: moisture & air & Heat sensitive
• Freezing Point(°C): 22 °C
• Refractive Index: 1.427
• Flash Point(°F): 35.6 °F
• Flash Point(°C): 2 °C
• Boil Point(°C): 136-137°C
• Melt Point(°C): 21-24°C
• Molecular Weight: 170.400 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 170.095 Da
• Monoisotopic Mass: 170.095 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 149.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3

References

1. Liu Rui-yuan, Zhang Tong, Yang Xiao-dong, Yan Yi-chen, Qu Jin-qing.  (2014)  Synthesis, chiroptical properties of a helical polyacetylene derivative carrying urea moieties.  CHINESE JOURNAL OF POLYMER SCIENCE,  32  (7): (931-940).  [PMID:] [10.1007/s10118-014-1468-z]