alpha-Ketocyclododecanone oxime

Base Information

• Chemical Name: alpha-Ketocyclododecanone oxime
• CAS No.: 4422-06-4
• Molecular Formula: C12H21NO2
• Molecular Weight: 211.3006
• Mol file: 4422-06-4.mol

Synonyms:.alpha.-Ketocyclododecanone oxime;1,2-Cyclododecandione, monooxime;alpha-Ketocyclododecanone oxime;SCHEMBL11884398;DFZPTACRIAQCIW-ACCUITESSA-N;4422-06-4;NSC 251055;(1E)-1,2-Cyclododecanedione 1-oxime #

Chemical Property of alpha-Ketocyclododecanone oxime

Chemical Property:

• Vapor Pressure: 5.37E-06mmHg at 25°C
• Boiling Point: 355°Cat760mmHg
• Flash Point: 168.5°C
• Density: 1.07g/cm³
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 211.157228913
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCC(=O)C(=NO)CCCC1
• Isomeric SMILES: C1CCCCCC(=O)/C(=N/O)/CCCC1

Technology Process of alpha-Ketocyclododecanone oxime

There total 4 articles about alpha-Ketocyclododecanone oxime 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: 79.0%

cyclododecanone (830-13-7) → α-Oximinocyclododecanon (4422-06-4)

Guidance literature:

With chloro-trimethyl-silane; isopentyl nitrite; In dichloromethane; at -20 ℃;

DOI:10.1016/S0040-4039(03)00248-X

Reference yield: 74.0%

[(cyclododec-1-en-1-yl)oxy](trimethyl)silane (55314-44-8,55314-46-0,51584-36-2) → α-Oximinocyclododecanon (4422-06-4)

Guidance literature:

With silver(I) nitrite; triisopropylsilyl chloride; In acetonitrile; at -20 ℃; for 2h; Inert atmosphere; Darkness;

DOI:10.1021/ja206736q

Reference yield: 44.0%

n-Butyl nitrite (544-16-1) + cyclododecanone (830-13-7) → α-Oximinocyclododecanon (4422-06-4) + butyl 12-(hydroxyimino)dodecanoate

Guidance literature:

cyclododecanone; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere; Schlenk technique;

n-Butyl nitrite; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.1c01169

upstream raw materials:

cyclododecanone

[(cyclododec-1-en-1-yl)oxy](trimethyl)silane

n-Butyl nitrite