Isocyclam

Base Information

• Chemical Name: Isocyclam
• CAS No.: 52877-36-8
• Molecular Formula: C₁₀H₂₄N₄
• Molecular Weight: 200.327
• Mol file: 52877-36-8.mol

Synonyms:1,4,7,11-Tetraaza-cyclotetradecane;1,4,7,11-tetra-azacyclotetradecane;1,4,7,11-tetraazacyclotetradecane;iso-[14]aneN4;1,4,7,11-tetraazazcyclotetradecane;

Chemical Property of Isocyclam

Chemical Property:

• Vapor Pressure: 0.000305mmHg at 25°C
• Boiling Point: 321.1°C at 760 mmHg
• Flash Point: 153°C
• PSA: 48.12000
• Density: 0.861g/cm³
• LogP: 0.45380

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Isocyclam

There total 11 articles about Isocyclam 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: 87.0%

1,4,7,11-tetratosyl-1,4,7,11-tetraazacyclotetradecane (52601-79-3) → 1,4,7,11-tetra-azacyclotetradecane (52877-36-8)

Guidance literature:

With sulfuric acid; at 100 ℃; for 120h;

DOI:10.1021/acs.organomet.0c00129

Reference yield: 82.0%

1,4,8,12-tetraazacyclotetradecane-5,7-dione (1206607-78-4) → 1,4,7,11-tetra-azacyclotetradecane (52877-36-8)

Guidance literature:

With borane-THF; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1016/j.ica.2009.09.020

Reference yield:

N4-benzyl-N1,N7-ditosyl-4-aza-1,7-heptanediamine (47771-56-2) → 1,4,7,11-tetra-azacyclotetradecane (52877-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 55percent NaH (oil dispersion), HCl / 1.) DMF, 50 -> 110 deg C in 1 h; 2.) cooling to r.t.

2: 95 percent / hydrogen / Pd/C (10percent) / acetic acid / 72 h / 20 °C / 760 Torr

3: 23 mg / conc. sulfuric acid / 100 h / 100 °C

With hydrogenchloride; sulfuric acid; hydrogen; sodium hydride; palladium on activated charcoal; In acetic acid;

DOI:10.1002/hlca.19830660319

upstream raw materials:

N⁴-benzyl-N¹,N⁷-ditosyl-4-aza-1,7-heptanediamine

1,4,8,12-tetraazacyclotetradecane-5,7-dione

bis(3-aminopropyl)amine

1,4,7,11-tetratosyl-1,4,7,11-tetraazacyclotetradecane

Downstream raw materials:

(iso-[14]aneN₄)Zn(4-methylbenzenethiolate) perchlorate

(iso-[14]aneN₄)Zn(phenylmethanethiolate) perchlorate