1,8-Diazacyclotetradecane-2,7-dione

Base Information

• Chemical Name: 1,8-Diazacyclotetradecane-2,7-dione
• CAS No.: 4266-66-4
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• Hs Code.: 2933990090
• NSC Number: 138477
• DSSTox Substance ID: DTXSID70962621
• Nikkaji Number: J772.151J
• Mol file: 4266-66-4.mol

Synonyms:1,8-Diazacyclotetradecane-2,7-dione;4266-66-4;NSC138477;1,7-dione;SCHEMBL276825;DTXSID70962621;SXNYYEPTQTZOHG-UHFFFAOYSA-N;MFCD22571541;AKOS028108657;NSC-138477;A826187

Chemical Property of 1,8-Diazacyclotetradecane-2,7-dione

Chemical Property:

• Vapor Pressure: 4.81E-10mmHg at 25°C
• Melting Point: 263 °C
• Refractive Index: 1.446
• Boiling Point: 497.8 °C at 760 mmHg
• PKA: 16.01±0.20(Predicted)
• Flash Point: 204.1 °C
• PSA: 58.20000
• Density: 0.969 g/cm³
• LogP: 2.01080
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Sparingly, Heated), Methanol (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 205

Purity/Quality:

95% ^*data from raw suppliers

1.8-Diazacyclotetradecane-2,7-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCCNC(=O)CCCCC(=O)NCC1
• Uses: 1.8-Diazacyclotetradecane-2,7-dione is a polymer additive present in textile fibers.

Technology Process of 1,8-Diazacyclotetradecane-2,7-dione

There total 7 articles about 1,8-Diazacyclotetradecane-2,7-dione 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: 37.0%

1,6-Hexanediamine (124-09-4) + 1,6-Bis-(2-thioxo-thiazolidin-3-yl)-hexane-1,6-dione (74058-83-6) → 1,8-diaza-cyclotetradecane-2,7-dione (4266-66-4) + 1,8,15,22-tetraaza-cyclooctacosane-2,7,16,21-tetraone (4238-35-1)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1246/cl.1980.159

Reference yield:

1,6-Hexanediamine (124-09-4) + Adipic acid dichloride (111-50-2) → 1,8-diaza-cyclotetradecane-2,7-dione (4266-66-4)

Guidance literature:

With benzene;

Reference yield:

1,6-Hexanediamine (124-09-4) → 1,8-diaza-cyclotetradecane-2,7-dione (4266-66-4)

Guidance literature:

Multi-step reaction with 3 steps

1: dioxane

2: hydrogen chloride

3: ueber das Hydrazid und Azid

With 1,4-dioxane; hydrogenchloride;

upstream raw materials:

N-(6-amino-hexyl)-adipamic acid methyl ester; hydrochloride

1,6-Hexanediamine

Adipic acid dichloride

1,6-Bis-(2-thioxo-thiazolidin-3-yl)-hexane-1,6-dione

Downstream raw materials:

Adipic acid

Refernces