Azacycloundecane

Base Information

• Chemical Name: Azacycloundecane
• CAS No.: 294-42-8
• Molecular Formula: C10H21 N
• Molecular Weight: 155.28
• DSSTox Substance ID: DTXSID20593540
• Nikkaji Number: J79.581J
• Wikidata: Q82488039
• Mol file: 294-42-8.mol

Synonyms:Azacycloundecane;294-42-8;azacycloundecan;SCHEMBL13679;DTXSID20593540;EN300-6482879

Chemical Property of Azacycloundecane

Chemical Property:

• PSA: 12.03000
• LogP: 3.03920
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 155.167399674
• Heavy Atom Count: 11
• Complexity: 70.9

Purity/Quality:

Azacycloundecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCCCCNCCCC1

Technology Process of Azacycloundecane

There total 4 articles about Azacycloundecane 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: 78.0%

azacycloundecan-2-one (1009-89-8) → decamethyleneimine (294-42-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/jo01308a002

Reference yield:

cyclodecanone (1502-06-3) → decamethyleneimine (294-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / hydroxylamine; sodium acetate / methanol / 1 h / 20 °C

2: pyridine; tosyl chloride / CH₂Cl₂ / 20 °C

3: LiAlH₄ / tetrahydrofuran / 16 h / 70 °C

With pyridine; lithium aluminium tetrahydride; hydroxylamine; sodium acetate; p-toluenesulfonyl chloride; In tetrahydrofuran; methanol; dichloromethane; 2: Beckman rearrangement;

DOI:10.1021/jo016101c

Reference yield:

cyclodecanone oxime (2972-01-2) → decamethyleneimine (294-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; tosyl chloride / CH₂Cl₂ / 20 °C

2: LiAlH₄ / tetrahydrofuran / 16 h / 70 °C

With pyridine; lithium aluminium tetrahydride; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; 1: Beckman rearrangement;

DOI:10.1021/jo016101c

upstream raw materials:

azacycloundecan-2-one

1-(Toluene-4-sulfonyl)-azacycloundecane

cyclodecanone

cyclodecanone oxime

Downstream raw materials:

ethyl 4-(2-(5-chloro-2-decamethyleneimino-benzoylamino)-ethyl)-benzoate

5-amino-2-(azacycloundec-1-yl)-benzoic acid

5-chloro-2-decamethyleneimino-benzoic acid

Refernces

• 1、 Gargano, Patrizia,Mandolini, Luigi. "RING-CLOSURE REACTIONS. XX. AN EFFICIENT SYNTHESIS OF MANY-MEMBERED AZACYCLOALKANES". . p. 31 - 34. Retrieved 2007/10/02.