(tert-Butyldimethylsilyl)acetylene - ≥95%(GC) , CAS No.86318-61-8

CAS: 86318-61-8 Cat. No.: T162479 Molecular Weight: 140.3 EC Number: 626-735-2 PubChem CID: 2757281

GRADE & PURITY ≥95%(GC)

Synonyms

LS-13524 | FT-0695320 | AKOS006223448 | (tert-Butyldimethylsilyl)acetylene, 99% | (tert-Butyldimethylsilyl)ethyne | P20672 | TERT-BUTYLDIMETHYLSILYLACETYLENE | tert-butylethynyldimethylsilane | tert-butyl-ethynyl-dimethylsilane | tert-butyl-ethynyl-dimeth

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

(tert-Butyldimethylsilyl)acetylene is a bulky trialkylsilyl-protected alkyne. It participates in Cadiot-Chodkiewicz cross-coupling reaction with various bromoalkynes to afford synthetically useful unsymmetrical diynes. (tert-Butyldimethylsilyl)acetylene readily undergoes cross-dimerization reaction with various internal phenyl acetylenes in the presence of rhodium dimers and bidentate phosphine ligands to afford enynes.

Specifications

Synonyms

LS-13524 | FT-0695320 | AKOS006223448 | (tert-Butyldimethylsilyl)acetylene, 99% | (tert-Butyldimethylsilyl)ethyne | P20672 | TERT-BUTYLDIMETHYLSILYLACETYLENE | tert-butylethynyldimethylsilane | tert-butyl-ethynyl-dimethylsilane | tert-butyl-ethynyl-dimeth

Specifications & Purity

≥95%(GC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥95%(GC)

Names and Identifiers

• Pubchem Sid: 504761504
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761504
• Canonical Smiles: CC(C)(C)[Si](C)(C)C#C
• IUPAC Name: tert-butyl-ethynyl-dimethylsilane
• InChIKey: RTYNRTUKJVYEIE-UHFFFAOYSA-N
• INCHI: 1S/C8H16Si/c1-7-9(5,6)8(2,3)4/h1H,2-6H3
• Isomeric SMILES: CC(C)(C)[Si](C)(C)C#C
• WGK Germany: 3
• PubChem CID: 2757281
• Molecular Weight: 140.3
• Reaxy-Rn: 1921466

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: Sparingly soluble in water (0.043 g/L at 25°C).
• Sensitivity: Moisture sensitive
• Refractive Index: 1.451
• Flash Point(°F): 42.8 °F
• Flash Point(°C): 6°C
• Boil Point(°C): 116-117 °C
• Melt Point(°C): 22 °C
• Molecular Weight: 140.300 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 140.102 Da
• Monoisotopic Mass: 140.102 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 140.000
• 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. Liandong Ye, Min Liu, Xiao Wang, Zhihong Yu, Zhihao Huang, Nianchen Zhou, Zhengbiao Zhang, Xiulin Zhu.  (2023)  Sequence effect on the self-assembly of discrete amphiphilic co-oligomers with fluorene-azobenzene semirigid backbones.  RSC Advances,  13  (35): (24181-24190).  [PMID:37575403] [10.1039/D3RA04205G]

2. Xianheng Shi, Min Liu, Lishan Li, Jiandong Zhang, Haiyan Li, Zhihao Huang, Wei Zhang, Zhengbiao Zhang, Nianchen Zhou, Xiulin Zhu.  (2021)  Efficient synthesis of discrete oligo(fluorenediacetylene)s toward chain-length-dependent optical and structural properties.  Polymer Chemistry,  12  (17): (2598-2605).  [PMID:] [10.1039/D1PY00165E]