2-[(Trimethylsilyl)ethynyl]benzaldehyde

Base Information

• Chemical Name: 2-[(Trimethylsilyl)ethynyl]benzaldehyde
• CAS No.: 77123-58-1
• Molecular Formula: C12H14OSi
• Molecular Weight: 202.328
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID20377988
• Nikkaji Number: J1.195.453G
• Wikidata: Q82167406
• Mol file: 77123-58-1.mol

Synonyms:77123-58-1;2-[(Trimethylsilyl)ethynyl]benzaldehyde;2-((Trimethylsilyl)ethynyl)benzaldehyde;2-(2-trimethylsilylethynyl)benzaldehyde;2-(TRIMETHYLSILYL)ETHYNYLBENZALDEHYDE;MFCD04039984;2-[2-(trimethylsilyl)ethynyl]benzaldehyde;Benzaldehyde, 2-[(trimethylsilyl)ethynyl]-;SCHEMBL709085;DTXSID20377988;2-Trimethylsilylethynylbenzaldehyde;IROGCMISRBINQX-UHFFFAOYSA-N;AMY20760;CDA12358;2-trimethylsilanylethynyl-benzaldehyde;(2-trimethylsilylethynyl)-benzaldehyde;AKOS005257503;AS-81285;SY041272;CS-0126634;FT-0641634;2-[(Trimethylsilyl)ethynyl]benzaldehyde, 97%;[H]C(=O)C1=CC=CC=C1C#C[Si](C)(C)C

Chemical Property of 2-[(Trimethylsilyl)ethynyl]benzaldehyde

Chemical Property:

• Vapor Pressure: 0.0087mmHg at 25°C
• Melting Point: 48-53 °C(lit.)
• Refractive Index: 1.514
• Boiling Point: 266.3 °C at 760 mmHg
• Flash Point: 114.9 °C
• PSA: 17.07000
• Density: 0.98 g/cm³
• LogP: 2.72800
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 202.081391600
• Heavy Atom Count: 14
• Complexity: 263

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-[(Trimethylsilyl)ethynyl]benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,Xi
• Hazard Codes: F,T,Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)C#CC1=CC=CC=C1C=O

Technology Process of 2-[(Trimethylsilyl)ethynyl]benzaldehyde

There total 15 articles about 2-[(Trimethylsilyl)ethynyl]benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

ortho-bromobenzaldehyde (6630-33-7) + trimethylsilylacetylene (1066-54-2) → 2-[2-(trimethylsilyl)ethynyl]benzaldehyde (77123-58-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/cjoc.201900114

Reference yield: 99.0%

{2-[2-(trimethylsilyl)ethynyl]phenyl}methanol (229027-92-3) → 2-[2-(trimethylsilyl)ethynyl]benzaldehyde (77123-58-1)

Guidance literature:

With manganese(IV) oxide; In acetonitrile;

DOI:10.1021/jo0356311

Reference yield: 90.0%

2-iodobenzaldehyde (26260-02-6) + trimethylsilylacetylene (1066-54-2) → 2-[2-(trimethylsilyl)ethynyl]benzaldehyde (77123-58-1)

Guidance literature:

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; Heating;

DOI:10.1021/ja801569q

upstream raw materials:

ortho-bromobenzaldehyde

trimethylsilylacetylene

{2-[2-(trimethylsilyl)ethynyl]phenyl}methanol

2-iodobenzaldehyde

Downstream raw materials:

2-(1-Hydroxy-5-hexenyl)-1-<2-(trimethylsilyl)ethynyl>benzene

3-m-tolyl-1-{2-[(trimethylsilyl)ethynyl]phenyl}prop-2-yn-1-ol

3-phenyl-1-{2-[(trimethylsilyl)ethynyl]phenyl}prop-2-yn-1-ol

isoquinoline