1,4,8,11-Tetraazacyclotetradecane-5,12-dione

Base Information

• Chemical Name: 1,4,8,11-Tetraazacyclotetradecane-5,12-dione
• CAS No.: 97565-24-7
• Molecular Formula: C₁₀H₂₀N₄O₂
• Molecular Weight: 228.294
• Hs Code.: 2933990090
• European Community (EC) Number: 663-707-9
• DSSTox Substance ID: DTXSID10423029
• Nikkaji Number: J840.638C
• Wikidata: Q82235131
• Mol file: 97565-24-7.mol

Synonyms:97565-24-7;1,4,8,11-Tetraazacyclotetradecane-5,12-dione;1,4,8,11-Tetraaza-cyclotetradecane-5,12-dione;1,4,8,11-tetrazacyclotetradecane-5,12-dione;MFCD18785730;SCHEMBL10836086;DTXSID10423029;ADQVHJIRVCAHMY-UHFFFAOYSA-N;MFCD08437493;AKOS015996566;1,5,8,12-Tetraazacyclotetradecane-2,9-dione;A845723;1,4,8,11-Tetraaza-cyclotetradecane-5,12-dione x 2 H2O

Chemical Property of 1,4,8,11-Tetraazacyclotetradecane-5,12-dione

Chemical Property:

• Vapor Pressure: 3.09E-12mmHg at 25°C
• Boiling Point: 552.1°Cat760mmHg
• Flash Point: 234.8°C
• PSA: 82.26000
• Density: 1.012g/cm³
• LogP: -0.49300
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 228.15862589
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

97% ^*data from raw suppliers

1,4,8,11-Tetraazacyclotetradecane-5,12-dione 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCCNC(=O)CCNCCNC1=O

Technology Process of 1,4,8,11-Tetraazacyclotetradecane-5,12-dione

There total 2 articles about 1,4,8,11-Tetraazacyclotetradecane-5,12-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: 2.0%

ethylenediamine (107-15-3,85404-18-8) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → trans-5,12-dioxo-1,4,8,11-tetraazacyclotetradecane (97565-24-7)

Guidance literature:

ethylenediamine; acrylic acid methyl ester; at 45 ℃; for 1h;

In water; for 336000h; Further stages.;

DOI:10.1039/b000739k

Reference yield:

N-(2-Aminoethyl)-β-alanine (29094-08-4) → 1,4,8,11,15,18hexaaza-cycloheneicosane-5,12,19-trione + [1,4]diazepan-5-one (34376-54-0) + trans-5,12-dioxo-1,4,8,11-tetraazacyclotetradecane (97565-24-7)

Guidance literature:

With water; for 48h;

DOI:10.1002/1521-3765(20010702)7:13<2848::AID-CHEM2848>3.0.CO;2-P

Reference yield: 75.0%

2-hydroxy-3-chloromethyl-5-bromobenzaldehyde + trans-5,12-dioxo-1,4,8,11-tetraazacyclotetradecane (97565-24-7) → 1,8-[N,N-bis(3-formyl-12-hydroxy-5-bromo)benzyl]-5,12-dioxo-1,4,8,11-tetraazacyclotetradecane (1266336-95-1)

Guidance literature:

In acetonitrile; for 24h;

DOI:10.1016/j.poly.2010.09.036

upstream raw materials:

ethylenediamine

acrylic acid methyl ester

N-(2-Aminoethyl)-β-alanine

Downstream raw materials:

1,1'-m-xylylbis(1,4,8,11-tetraazacyclotetradecane-5,12-dione)

1,1'-m-xylylbis(8-tert-butyloxycarbonyl-1,4,8,11-tetraazacyclotetradecane-5,12-dione)

1,8-bis-(4-[2,2';6',2'']terpyridin-4'-yl-benzyl)-1,4,8,11-tetraazacyclotetradecan-5,12-dione

1,8-[N,N-bis(3-formyl-12-hydroxy-5-bromo)benzyl]-5,12-dioxo-1,4,8,11-tetraazacyclotetradecane