1,4-Bis(trimethylsilyl)butadiyne - ≥98% , CAS No.4526-07-2

CAS: 4526-07-2 Cat. No.: B106742 Molecular Weight: 194.42 Beilstein Registry Number: 1758268 EC Number: 629-258-8

GRADE & PURITY ≥98%

Synonyms

BTMSBD | silane, 1,3-butadiyne-1,4-diylbis[trimethyl- | B1298 | 1,4-bis(trimethylsilyl)-1,3-butadiine | 1,4-Bis(trimethylsilyl)butadiyne, 98%, stable crystalline form of butadiyne | ?1,4-BIS(TRIMETHYLSILYL)-1,3-BUTADIYNE | A826752 | (S)-Phenylsuperquat |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Hydrosilylation of 1,4-bis(trimethylsilyl)butadiyne using various hydridosilanes and Pt(IV), Pt(0), Rh(I) or Pd catalyst has been reported
It has been used in Negishi protocol for the synthesis of glycosylated oligo(ethynylene)s.

Specifications

Synonyms

BTMSBD | silane, 1, 3-butadiyne-1, 4-diylbis[trimethyl- | B1298 | 1, 4-bis(trimethylsilyl)-1, 3-butadiine | 1, 4-Bis(trimethylsilyl)butadiyne, 98%, stable crystalline form of butadiyne | ?1, 4-BIS(TRIMETHYLSILYL)-1, 3-BUTADIYNE | A826752 | (S)-Phenylsuperquat |

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#CC#C[Si](C)(C)C
• IUPAC Name: trimethyl(4-trimethylsilylbuta-1,3-diynyl)silane
• InChIKey: LBNVCJHJRYJVPK-UHFFFAOYSA-N
• INCHI: 1S/C10H18Si2/c1-11(2,3)9-7-8-10-12(4,5)6/h1-6H3
• Isomeric SMILES: C[Si](C)(C)C#CC#C[Si](C)(C)C
• WGK Germany: 3
• UN Number: 1325
• Molecular Weight: 194.42
• Beilstein: 1758268
• Reaxy-Rn: 1758268
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1758268&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: Insoluble in water.
• Sensitivity: Moisture & Air sensitive.
• Refractive Index: 1.384
• Melt Point(°C): 111-113°C
• Molecular Weight: 194.420 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 194.095 Da
• Monoisotopic Mass: 194.095 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 242.000
• 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. Longqiang Xiao, Shaojun Cai, Qingye Liu, Liqiong Liao, Xin Guo, Yan Li, Xiangxiang Jia, Feifei Li, Lijian Liu.  (2013)  One-step synthesis of polypyrazoles and self-assembled polypyrazole–copper catalysts for click chemistry.  Polymer Chemistry,  5  (2): (607-613).  [PMID:] [10.1039/C3PY01105D]