3-(Triisopropylsilyl)propiolaldehyde

Base Information

• Chemical Name: 3-(Triisopropylsilyl)propiolaldehyde
• CAS No.: 163271-80-5
• Molecular Formula: C12H22OSi
• Molecular Weight: 210.392
• DSSTox Substance ID: DTXSID00455056
• Nikkaji Number: J722.095B
• Wikidata: Q82276903
• Mol file: 163271-80-5.mol

Synonyms:3-(Triisopropylsilyl)propiolaldehyde;163271-80-5;3-tri(propan-2-yl)silylprop-2-ynal;triisopropylsilylpropynal;C12H22OSi;3-(Triisopropylsilyl)propynal;SCHEMBL7144993;DTXSID00455056;3-(tris-isopropylsilyl)-2-propynal;AKOS016004227;3-[tris(propan-2-yl)silyl]prop-2-ynal;BS-52995;2-Propynal, 3-[tris(1-methylethyl)silyl]-;CS-0198972;FT-0736181;E77983;EN300-7418296

Chemical Property of 3-(Triisopropylsilyl)propiolaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 3.40670
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 210.143991855
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

3-(Triisopropylsilyl)propiolaldehyde 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Triisopropylsilyl)propiolaldehyde

There total 15 articles about 3-(Triisopropylsilyl)propiolaldehyde 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%

tris-iso-propylsilyl acetylene (89343-06-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-triisopropylsilyl-2-propynal (163271-80-5)

Guidance literature:

tris-iso-propylsilyl acetylene; With n-butyllithium; In diethyl ether; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In diethyl ether; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201500633

Reference yield: 99.0%

3-(triisopropylsilyl)propargyl alcohol (104493-07-4) → 3-triisopropylsilyl-2-propynal (163271-80-5)

Guidance literature:

With 4 A molecular sieve; Celite; pyridinium chlorochromate; In dichloromethane; for 8h;

DOI:10.1055/s-1996-4249

Reference yield: 93.0%

triisopropylsilylpropynoic acid methyl ester (157255-80-6) → 3-triisopropylsilyl-2-propynal (163271-80-5)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1039/b513848e

upstream raw materials:

3-(triisopropylsilyl)propargyl alcohol

4-morpholinecarboxaldehyde

tris-iso-propylsilyl acetylene

1-(triisopropylsilyl)-3-fluoropropyne

Downstream raw materials:

4-(benzotriazol-1-yl)-4-ethoxy-6-phenyl-1-triisopropylsilyl-hexa-1,5-diyn-3-ol

1-phenyl-6-triisopropylsilyl-hexa-1,5-diyne-3,4-dione

4-(S)-benzyl-3-{2-(R)-[1-(S)-benzyloxymethyl-allyloxy]-3-(S)-hydroxy-5-triisopropylsilanyl-pent-4-ynoyl}oxazolidin-2-one

1-(3,5-di-tert-butylphenyl)-5-(triisopropylsilyl)penta-1,4-diyn-3-ol