Triisopropylsilylacetylene - ≥95%(GC) , CAS No.89343-06-6

CAS: 89343-06-6 Cat. No.: T162548 Molecular Weight: 182.38 Beilstein Registry Number: 3536240 EC Number: 629-580-9 PubChem CID: 2734682

GRADE & PURITY ≥95%(GC)

Synonyms

ethynyltri(isopropyl)silane | Ethynyltriisopropylsilane | Ethynyl-triisopropyl-silane | ethynyltriisopropyl-silane | Silane, ethynyltris(1-methylethyl)- | Triisopropylacetylene | STL555412 | TIPS-acetylene | Triisopropylsilylacetylene | triisopropyl-silyl

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Asymmetric addition of (triisopropylsilyl)acetylene to α,β,γ,δ-unsaturated carbonyl compounds in the presence of a cobalt/Duphos catalyst is reported. A Sonogashira coupling reaction between 1-bromo-3-iodo-5-tertbutylbenzene and (triisopropylsilyl)acetylene is reported

Specifications

Synonyms

ethynyltri(isopropyl)silane | Ethynyltriisopropylsilane | Ethynyl-triisopropyl-silane | ethynyltriisopropyl-silane | Silane, ethynyltris(1-methylethyl)- | Triisopropylacetylene | STL555412 | TIPS-acetylene | Triisopropylsilylacetylene | triisopropyl-silyl

Specifications & Purity

≥95%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥95%(GC)

Names and Identifiers

• Pubchem Sid: 504761184
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761184
• Canonical Smiles: CC(C)[Si](C#C)(C(C)C)C(C)C
• IUPAC Name: ethynyl-tri(propan-2-yl)silane
• InChIKey: KZGWPHUWNWRTEP-UHFFFAOYSA-N
• INCHI: 1S/C11H22Si/c1-8-12(9(2)3,10(4)5)11(6)7/h1,9-11H,2-7H3
• Isomeric SMILES: CC(C)[Si](C#C)(C(C)C)C(C)C
• WGK Germany: 3
• PubChem CID: 2734682
• Molecular Weight: 182.38
• Beilstein: 3536240
• Reaxy-Rn: 3536241

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: Moisture sensitive; Air sensitive
• Refractive Index: 1.45
• Flash Point(°F): 132.8 °F
• Flash Point(°C): 56 °C
• Boil Point(°C): 50-52°/0.6mm
• Molecular Weight: 182.380 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 182.149 Da
• Monoisotopic Mass: 182.149 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 159.000
• 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. Lei Xu, Gen-Qiang Chen, Xumu Zhang.  (2025)  Access to Terminal Alkynes via Palladium-Catalyzed Coupling of ArCl with a Low Catalyst Loading of 0.08 mol %.  JOURNAL OF ORGANIC CHEMISTRY,      [PMID:40440598] [10.1021/acs.joc.5c00163]