(Trimethylsilyl)acetylene - ≥98% , CAS No.1066-54-2

CAS: 1066-54-2 Cat. No.: E106615 Formula: C₅H₁₀Si Molecular Weight: 98.22 Beilstein Registry Number: 906752 EC Number: 213-919-9

GRADE & PURITY ≥98%

Synonyms

(Trimethylsilyl)acetylene | (trimethyl-silyl)acetylene | (trimethylsilyl)-acetylene | 1-(Trimethylsilyl)acetylene | 1-Trimethylsilylethyne | 1-trimethylsilyl-ethyne | Trimethylsilylacetylene | trimethylsilyl-acetylene | trimetylsilyl acetylene | Acetylene

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

A substrate for nickel-catalyzed cross-coupling with benzonitriles. Pyrazole syntheses by 1,3-Dipolar cycloaddition of diazo compounds to acetylenes.

Ethynyltrimethylsilane was used in:

• microwave-assisted, one-pot, three-step Sonogashira cross-coupling-desilylation-cycloaddition reaction for the preparation of 1,4-disubstituted 1,2,3-triazoles

• synthesis of poly(ethynyltrimethylsilane) containing Pd (II) coordination sites

• pyrazole synthesis via 1,3-dipolar cycloaddition of diazo compounds to acetylenes

Specifications

Synonyms

(Trimethylsilyl)acetylene | (trimethyl-silyl)acetylene | (trimethylsilyl)-acetylene | 1-(Trimethylsilyl)acetylene | 1-Trimethylsilylethyne | 1-trimethylsilyl-ethyne | Trimethylsilylacetylene | trimethylsilyl-acetylene | trimetylsilyl acetylene | Acetylene

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

Pubchem Sid

508806867

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/508806867

Canonical Smiles

C[Si](C)(C)C#C

IUPAC Name

ethynyl(trimethyl)silane

InChIKey

CWMFRHBXRUITQE-UHFFFAOYSA-N

INCHI

1S/C5H10Si/c1-5-6(2,3)4/h1H,2-4H3

Isomeric SMILES

C[Si](C)(C)C#C

UN Number

1993

Molecular Weight

98.22

Beilstein

906752

Reaxy-Rn

906752

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=906752&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: Acetylides Hydrocarbon derivatives
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Trialkylsilane - Acetylide - Hydrocarbon derivative - 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: Miscible with organic solvents.
• Sensitivity: Air and Moisture Sensitive
• x_refractive_index: 1.3873-1.3903
• x_flash_point_drop_fahrenheit: -29.2 °F
• x_flash_point_drop_centigrade: -34℃
• x_boil_point_char: 53°C
• Molecular Weight: 98.220 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 98.0552 Da
• Monoisotopic Mass: 98.0552 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 77.800
• 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