Azacyclotridecane

Base Information

• Chemical Name: Azacyclotridecane
• CAS No.: 295-03-4
• Molecular Formula: C12H25 N
• Molecular Weight: 183.337
• Hs Code.: 2933990090
• European Community (EC) Number: 206-037-0
• DSSTox Substance ID: DTXSID10183696
• Nikkaji Number: J45.685C
• Wikidata: Q63399839
• ChEMBL ID: CHEMBL88316
• Mol file: 295-03-4.mol

Synonyms:Azacyclotridecane;295-03-4;EINECS 206-037-0;C12H25N;azacyclotridecan;Azacyclotridecane-;1-Azacyclotridecane;DODECAMETHYLENE IMINE;CHEMBL88316;SCHEMBL465194;DTXSID10183696;MFCD00022324;AKOS015960038;BS-35900;A919091;Q63399839;Dodecamethylene imine;13-azacyclotridecane

Chemical Property of Azacyclotridecane

Chemical Property:

• Vapor Pressure: 0.00643mmHg at 25°C
• Boiling Point: 271.5°Cat760mmHg
• Flash Point: 117.7°C
• PSA: 12.03000
• Density: 0.808g/cm³
• LogP: 3.81940
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.198699802
• Heavy Atom Count: 13
• Complexity: 89.3

Purity/Quality:

98%min ^*data from raw suppliers

Azacyclotridecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCCNCCCCC1

Technology Process of Azacyclotridecane

There total 8 articles about Azacyclotridecane 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: 98.0%

2-azacyclotridecanone (947-04-6,25038-74-8) → azacyclotridecane (295-03-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 70 ℃; for 16h;

DOI:10.1021/jo016101c

Reference yield: 85.0%

N-benzyl-3-(p-chlorobenzenesulfonyl)azacyclotridecane (1033235-34-5) → azacyclotridecane (295-03-4)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/jo800600a

Reference yield: 73.0%

cyclododecanone oxime mesylate (80053-72-1) → azacyclotridecane (295-03-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; 1.) -78 deg C, 5 min, 2.) 0 deg C, 1 h;

DOI:10.1021/ja00414a071

upstream raw materials:

2-azacyclotridecanone

cyclododecanone oxime

1-(Toluene-4-sulfonyl)-azacyclotridecane

cyclododecanone oxime mesylate

Downstream raw materials:

[3-(azacyclotridec-1-yl)-propyl]-(3-benzyloxycarbonylamino-propyl)-carbamic acid benzyl ester

C₂₀H₃₂ClN₂O₃P

1,12-dodecandiol

C₃₁H₄₂N₂O₂

Refernces

• 1、 ?tv?s, Sándor B.,Kappe, C. Oliver. "Continuous-Flow Amide and Ester Reductions Using Neat Borane Dimethylsulfide Complex". . p. 1800 - 1807. Retrieved 2020/02/27.
• 2、 Simmons, Bryan J.,Hoffmann, Marie,Hwang, Jaeyeon,Jackl, Moritz K.,Garg, Neil K.. "Nickel-Catalyzed Reduction of Secondary and Tertiary Amides". supporting information. p. 1910 - 1913. Retrieved 2017/04/11.