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Cyanoketone

Base Information
  • Chemical Name:Cyanoketone
  • CAS No.:4248-66-2
  • Molecular Formula:C23H33NO2
  • Molecular Weight:355.57
  • Hs Code.:
  • UNII:EPG65S4XCZ
  • DSSTox Substance ID:DTXSID50962528
  • Nikkaji Number:J58.242E
  • Wikipedia:Cyanoketone
  • Wikidata:Q5197469
  • Mol file:4248-66-2.mol
Cyanoketone

Synonyms:Cyanoketone

Suppliers and Price of Cyanoketone
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • CYANOKETONE 95.00%
  • 5MG
  • $ 503.64
Total 11 raw suppliers
Chemical Property of Cyanoketone
Chemical Property:
  • Vapor Pressure:4.35E-12mmHg at 25°C 
  • Refractive Index:1.5614 (estimate) 
  • Boiling Point:499.9°Cat760mmHg 
  • Flash Point:256.1°C 
  • PSA:61.09000 
  • Density:1.12g/cm3 
  • LogP:4.65508 
  • XLogP3:4.1
  • Hydrogen Bond Donor Count:1
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:355.251129295
  • Heavy Atom Count:26
  • Complexity:743
Purity/Quality:

99% *data from raw suppliers

CYANOKETONE 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1(C2=CCC3C4CCC(C4(CCC3C2(CC(C1=O)C#N)C)C)(C)O)C
  • Isomeric SMILES:C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@]2(C)O)CC=C4[C@@]3(C[C@H](C(=O)C4(C)C)C#N)C
Technology Process of Cyanoketone

There total 3 articles about Cyanoketone 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:
Guidance literature:
With sodium methylate; In tetrahydrofuran; Ambient temperature;
DOI:10.1021/jm00337a001
Guidance literature:
Multi-step reaction with 2 steps
1: NH2OH*HCl, NaOAc / acetic acid; H2O / Heating
2: NaOMe / tetrahydrofuran / Ambient temperature
With hydroxylamine hydrochloride; sodium methylate; sodium acetate; In tetrahydrofuran; water; acetic acid;
DOI:10.1021/jm00337a001
Guidance literature:
entspr.Isoxazol;
Refernces

A short synthesis of (-)-dendrobine

10.1021/ja990707p

The research focuses on the concise, enantioselective synthesis of (-)-dendrobine (1), a major alkaloid constituent of the Chinese ornamental orchid Dendrobium nobile, known for its antipyretic and hypotensive activities. The purpose of the study was to develop an efficient and stereoselective synthetic route to this molecule, which was achieved in 13 steps, starting from (+)-trans-verbenol (6). The synthesis involved a cascade reaction with a carbamyl radical to form amino alcohol 3, establishing the three principal stereogenic centers. Key chemicals used in the process included Pauson-Khand reaction components, such as N-propargyl derivative 8, and various reagents for functional group transformations, like iodotrimethylsilane, phenylselenenyl bromide, diethylaluminum cyanide, and sodium borohydride. The synthesis concluded with the formation of (-)-dendrobine (1) from cyanoketone 13 through a series of reactions, including reduction, Barton-McCombie deoxygenation, and epimerization, ultimately yielding the target compound with a 75% overall yield from 14 based on the recovered 15b. The study also highlighted the intriguing solvent effect on the Pauson-Khand reaction and the efficient formation of the azatricyclo[6.2.1.04,11]undecane ring system.

A convenient and improved procedure for the cyanation of enamines and 1,3-dicarboxyl compounds

10.1080/00397919408010246

The research focuses on developing an efficient method for the cyanation of enamines and 1,3-dicarbonyl compounds. The purpose of this study is to improve upon existing cyanation procedures, which often suffer from limitations such as toxicity, accessibility issues, thermal instability, or low yields. The researchers utilized acyl-substituted cyanatobenzenes and cyanatoanthraquinones as cyanating agents to react with enamines and 1,3-dicarbonyl compounds. The results demonstrated that this method yields good to excellent yields of the desired cyanoenamines and cyanoketones. The process involves treating enamines with the cyanating agents at room temperature, followed by hydrolysis to obtain the cyanoketones.

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