4-[(Trimethylsilyl)ethynyl]benzaldehyde - ≥97% , CAS No.77123-57-0

CAS: 77123-57-0 Cat. No.: T189204 Molecular Weight: 202.33 EC Number: 878-916-2 PubChem CID: 2771643

GRADE & PURITY ≥97%

Synonyms

4-[2-(trimethylsilyl)ethynyl]benzaldehyde | STL557461 | DTXSID90377990 | Isopropyl3-oxo-2,3-dihydrospiro[indene-1,4-piperidine]-1-carboxylate | SY081454 | p-trimethylsilylethynylbenzaldehyde | T3827 | 4-trimethylsilanylethynyl-benzaldehyde | 4-trimethylsi

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

4-[(Trimethylsilyl)ethynyl]benzaldehyde can be synthesized by reacting 4-bromobenzaldehyde and triphenylphosphine in anhydrous triethylamine with ethynyltrimethylsilane and then with palladium(II) acetate under argon. It can also be prepared by Sonogashira coupling reaction between 4-bromobenzaldehyde and (trimethylsilyl) ethynyl.
4-[(Trimethylsilyl)ethynyl]benzaldehyde may be used in the preparation of the following: · 4,4,5,5-tetramethyl-2-{4-[(trimethylsilyl)ethynyl]phenyl}imidazolidine-1,3-diol · 5,10,15-triphenyl-20-{4-[2-(trimethylsilyl)ethynyl]phenyl}porphyrin

Specifications

Synonyms

4-[2-(trimethylsilyl)ethynyl]benzaldehyde | STL557461 | DTXSID90377990 | Isopropyl3-oxo-2, 3-dihydrospiro[indene-1, 4-piperidine]-1-carboxylate | SY081454 | p-trimethylsilylethynylbenzaldehyde | T3827 | 4-trimethylsilanylethynyl-benzaldehyde | 4-trimethylsi

Specifications & Purity

≥97%

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

≥97%

Names and Identifiers

• Pubchem Sid: 504761785
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504761785
• Canonical Smiles: C[Si](C)(C)C#CC1=CC=C(C=C1)C=O
• IUPAC Name: 4-(2-trimethylsilylethynyl)benzaldehyde
• InChIKey: UZQDUXAJFTWMDT-UHFFFAOYSA-N
• INCHI: 1S/C12H14OSi/c1-14(2,3)9-8-11-4-6-12(10-13)7-5-11/h4-7,10H,1-3H3
• Isomeric SMILES: C[Si](C)(C)C#CC1=CC=C(C=C1)C=O
• WGK Germany: 3
• PubChem CID: 2771643
• Molecular Weight: 202.33

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoyl derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoyl derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzoyl derivatives
• Alternative Parents: Benzaldehydes Trialkylsilanes Organic metalloid salts Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Benzoyl - Benzaldehyde - Aryl-aldehyde - Trialkylsilane - Organic metalloid salt - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organic salt - Organosilicon compound - Alkylsilane - Organooxygen compound - Aldehyde - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
• 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

• Sensitivity: Air & Moisture sensitive
• Melt Point(°C): 66-70°C
• Molecular Weight: 202.320 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 202.081 Da
• Monoisotopic Mass: 202.081 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 14
• Formal Charge: 0
• Complexity: 255.000
• 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. Huihui Liu, Cunji Gao, Peijing Xu, Yingshu Li, Xiaoxiao Yan, Xiaolu Guo, Changchun Wen, Xing-Can Shen.  (2024)  Biomimetic Gold Nanorods-Manganese Porphyrins with Surface-Enhanced Raman Scattering Effect for Photoacoustic Imaging-Guided Photothermal/Photodynamic Therapy.  Small,      [PMID:39031811] [10.1002/smll.202401117]

2. Chuangyu Wei, Meitong Li, Rui Tao, Xinyu Yang, Yuexing Zhang, Xue Cai.  (2026)  Electrochemical sensing platform based on fluorine-containing porphyrin conjugated polymers for simultaneous detection of dopamine and uric acid detection.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2026.116928]