2-Azacyclononanone

Base Information

• Chemical Name: 2-Azacyclononanone
• CAS No.: 935-30-8
• Molecular Formula: C8H15 N O
• Molecular Weight: 141.213
• Hs Code.: 29337900
• European Community (EC) Number: 213-300-3
• NSC Number: 59017
• DSSTox Substance ID: DTXSID60239450
• Nikkaji Number: J143.884K
• Wikidata: Q63396131
• ChEMBL ID: CHEMBL137132
• Mol file: 935-30-8.mol

Synonyms:2-azacyclononanone

Chemical Property of 2-Azacyclononanone

Chemical Property:

• Appearance/Colour: White to pale yellow crystalline powder
• Vapor Pressure: 0.00802mmHg at 25°C
• Melting Point: 74-76 °C(lit.)
• Refractive Index: 1.4811 (estimate)
• Boiling Point: 151 °C / 8mmHg
• PKA: 16.61±0.20(Predicted)
• Flash Point: 151.4°C
• PSA: 29.10000
• Density: 0.927g/cm³
• LogP: 1.78560
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Soluble in methanol (almost transparency).
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 141.115364102
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98% ^*data from raw suppliers

Azonan-2-one ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCCC(=O)NCCC1
• Uses: 2-Azacyclononanone has been used as an internal standard liquid chromatography-ultraviolet detection method for the determination of caprolactam in the aqueous food stimulant 3% acetic acid (w/v).

Technology Process of 2-Azacyclononanone

There total 23 articles about 2-Azacyclononanone 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%

cyclooctanone oxime (1074-51-7) → 2-azacyclononanone (935-30-8)

Guidance literature:

With aluminium trichloride; at 50 ℃; for 0.5h;

DOI:10.1080/00397919808007044

Reference yield: 92.0%

cycloactanone (502-49-8) → 2-azacyclononanone (935-30-8)

Guidance literature:

With sodium azide; sulfuric acid; silica gel; at 60 ℃; for 0.5h;

Reference yield: 80.0%

N3(CH2)7C(O)SCH2P(C6H5)2BH3 (613688-08-7) → 2-azacyclononanone (935-30-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In tetrahydrofuran; water; at 70 ℃;

DOI:10.1002/anie.200351930

upstream raw materials:

cycloactanone

cyclooctanone oxime

1-benzoyl-azonan-2-one

n-Octylamine

Downstream raw materials:

2-aminooctanoic acid

1-benzylazonan-2-one

1-(2-(benzyloxy)acetyl)azonan-2-one

methyl 2-(2-oxoazonon-1-yl)-benzoate

Refernces

• 1、 Mo, Xiaobin,Morgan, Timothy D. R.,Ang, Hwee Ting,Hall, Dennis G.. "Scope and mechanism of a true organocatalytic beckmann rearrangement with a boronic acid/perfluoropinacol system under ambient conditions". . p. 5264 - 5271. Retrieved 2018/04/24.
• 2、 Chang, Albert,Hsiao, Hsu-Ming,Chen, Tsai-Hsiu,Chu, Ming-Wen,Yang, Chia-Min. "Hierarchical silicalite-1 octahedra comprising highly-branched orthogonally-stacked nanoplates as efficient catalysts for vapor-phase Beckmann rearrangement". supporting information. p. 11939 - 11942. Retrieved 2016/10/09.