1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane

Base Information

• Chemical Name: 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane
• CAS No.: 214078-92-9
• Molecular Formula: C12H28 N4
• Molecular Weight: 228.381
• Hs Code.: 2933990090
• European Community (EC) Number: 606-758-4
• DSSTox Substance ID: DTXSID70405326
• Nikkaji Number: J983.220C
• Wikidata: Q82209820
• Mol file: 214078-92-9.mol

Synonyms:1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane;214078-92-9;1,8-dimethyl-1,4,8,11-tetrazacyclotetradecane;1 8-DIMETHYL-1 4 8 11-TETRAAZACYLCO-;Trans-N-Dimethyl-Cyclam;18-DIMETHYL-14811-TETRAAZACYLCO-;SCHEMBL2772577;DTXSID70405326;BNLDMZVBFXARKJ-UHFFFAOYSA-N;MFCD03427012;AKOS015913574;J-014036;1, 8-dimethyl-1, 4, 8, 11-tetrazacyclotetradecane

Chemical Property of 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane

Chemical Property:

• Vapor Pressure: 0.000349mmHg at 25°C
• Refractive Index: n20/D 1.4940(lit.)
• Boiling Point: 98-99 °C(lit.)
• Flash Point: 195 °F
• PSA: 30.54000
• Density: 0.944 g/mL at 25 °C(lit.)
• LogP: 0.35640
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 228.23139691
• Heavy Atom Count: 16
• Complexity: 145

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCNCCN(CCCNCC1)C
• Uses: Reactant for:? ;Ferromagnetic coupling of copper(II) and nickel(II) complexes1? ;Preparation of cyclam bridged dinuclear platinum(II) complex as an antitumor agent2? ;Preparation of dimethylcyclam based fluoroionophore having Hg2+- and Cd2+-selective signaling behaviors3 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane may be used as a precursor for the synthesis of `trans′-difunctionalized derivatives. It may also be used in the synthesis of 4,11-bis(N-pyren-1-yl-acetamide)-1,8-dimethyl-1,4,8,11-tetraazacyclotetradecane.

Technology Process of 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane

There total 6 articles about 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane 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%

1,8-dimethyl-1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane-1,8-diium diiodide → 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane (214078-92-9)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1021/acs.inorgchem.5b02627

Reference yield: 50.0%

1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane (75920-10-4) → 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane (214078-92-9) + 1,4-dimethyl-1,4,8,11-tetraazacyclotetradecane (121187-41-5)

Guidance literature:

With hydrogen; nickel; In ethanol; ammonia; at 336 ℃; under 98800 Torr;

DOI:10.1002/(SICI)1522-2675(19981007)81:10<1765::AID-HLCA1765>3.3.CO;2-E

Reference yield:

1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane (75920-10-4) → 1,8-Dimethyl-1,4,8,11-tetraazacyclotetradecane (214078-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / acetonitrile / 2 h / 20 °C

2: aq. NaOH / 3 h

With sodium hydroxide; In acetonitrile;

DOI:10.1002/(sici)1099-0690(199809)1998:9<1971::aid-ejoc1971>3.0.co;2-d

upstream raw materials:

1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane

cis-4,7,11,14-tetraazaperhydropyrene

1,4,8,11-Tetraazacyclotetradecane

methyl iodide

Downstream raw materials:

[2'-(4,11-dimethyl-1,4,8,11-tetraazacyclotetradecan-1-yl)acetyl](tosyl)amide

1,8-bis(2-tosylaminoethyl)-4,11-dimethylcyclam

1,8-bis(2-hydroxy-3,5-di-tert-butylbenzyl)-4,11-dimethyl-1,4,8,11-tetraazacyclotetradecane

Refernces

• 1、 Alves, Luis G.,Duarte, M. Teresa,Martins, Ana M.. "Structural features of neutral and cationic cyclams". . p. 277 - 288. Retrieved 2015/06/30.
• 2、 Kotek, Jan,Hermann, Petr,Vojtisek, Pavel,Rohovec, Jan,Lukes, Ivan. "Crystal structures and reactivity of 3a,5a,8a,10a-tetraazaperhydropyrene derivatives. An alternative approach to selective nitrogen alkylation of 1,4,8,11-tetraazacyclotetradecane (cyclam)". . p. 243 - 266. Retrieved 2007/10/03.