41203-22-9

Basic information

• Product Name: 1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE
• Synonyms: TetraMethyl-1,4,8,11-tetraazacyclot;N,N',N'',N'''-Tetramethyl-1,4,8,11-tetraazacyclotetradecane;N,N',N'',N'''-Tetramethylcyclam;1,4,8,11-tetramethyl-1,4,8,11-tetrazacyclotetradecane;1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE;Tetramethylcyclam;1,4,8,11-Tetramethyl-1,4,8,11-tetraazacyclotetradecane,98%;1,5,8,12-Tetramethyl-1,5,8,12-tetraazacyclotetradecane
• CAS NO: 41203-22-9
• Molecular Formula: C₁₄H₃₂N₄
• Molecular Weight: 256.43
• Product Categories: Achiral Nitrogen;Cy-N;Chelation/Complexation Compounds;Crown Ethers;Synthetic Reagents;Amine Monomers;Crown EthersMonomers;Tertiary Amines;organic amine
• Mol File: 41203-22-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 38-42 °C(lit.)
• Boiling Point: 130-135℃ (0.2 Torr)
• Flash Point: >230 °F
• Appearance: white waxy/crystal
• Density: 0.9798 (rough estimate)
• Vapor Pressure: 0.000318mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.96±0.20(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• BRN: 1210788
• CAS DataBase Reference: 1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE(41203-22-9)
• EPA Substance Registry System: 1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE(41203-22-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: XA5255700
• F: 3-9-34
• Hazardous Substances Data: 41203-22-9(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow low melting crystalline

Uses

1,4,8,11-Tetramethyl-1,4,8,11-tetraazacyclotetradecane is used as a macrocyclic chelating agent in coordination chemistry. It is also used as a ligand which bind strongly to a wide range of metal ions and as crown ethers.

InChI:InChI=1/C14H32N4/c1-15-7-5-8-17(3)13-14-18(4)10-6-9-16(2)12-11-15/h5-14H2,1-4H3/p+4

Upstream product

• 3083-10-1 1,1,4,7,10,10-hexamethyltriethylenetetramine 
• 3030-47-5 N,N,N',N'',N'''-pentamethyldiethylenetriamine 
• 295-37-4 1,4,8,11-Tetraazacyclotetradecane 
• 50-00-0 formaldehyd 
• 96556-05-7 N,N',N''-trimethyl-1,4,7-triazacyclononane 
• 133256-59-4 N,N',N''-trimethyl-1,5,9-triazacyclododecane 
• 75920-10-4 1,4,8,11-tetraazatricyclo[9.3.1.14,8]hexadecane 
• 74-88-4 methyl iodide 

Downstream Products

• 31250-06-3 cryptand 211 
• 133256-59-4 N,N',N''-trimethyl-1,5,9-triazacyclododecane 
• 3030-47-5 N,N,N',N'',N'''-pentamethyldiethylenetriamine 
• 847749-32-0 [(1,4,8,11-tetramethylcyclam)Fe(4-methoxybenzenethiolate)]triflate 
• 1609468-43-0 (tetrahydrofuran)(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane)sodium tetrakis{3,5-bis(trifluoromethyl)phenyl}borate 
• 1257532-93-6 [Fe(II)(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane)(benzenesulfinate)2] 
• 7440-22-4 silver 
• 342646-61-1 [MgPh(1,4,7,11-tetramethyl-1,4,7,11-tetraazacyclotetradecane)][CdPh₃] * THF 
• 3083-10-1 1,1,4,7,10,10-hexamethyltriethylenetetramine 
• 116182-68-4 trans-dichloro(1,4,8,11-tetramethyl-1,4,8,11-tetraazacyclotetradecane-N,N',N'',N''')rhodium(III) tetraphenylborate 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 

Relevant articles and documents

THE APPLICATION OF ULTRASOUND TO N-METHYLATION OF DIAZACORONANDS

The application of ultrasound to N-methylation of variety of diazacoronands by methyl iodide under phase transfer conditions leads to N,N'-dimethyl diazacoronands in almost quantitative yields.

Composition, synthesis and therapeutic applications of polyamines

This invention relates to a process of synthesis and composition of open chain (ring), closed ring, linear branched and or substituted polyamines, polyamine derived tyrosine phosphatase inhibitors and PPAR partial agonists/partial antagonists via a series of substitution reactions and optimizing the bioavailability and biological activities of the compounds. Polyamines prevent the toxicty of neutoxins and diabetogenic toxins including paraquat, methyphenyl pyridine radical, rotenone, diazoxide, streptozotocin and alloxan. These polyamines can be to treat neurological, cardiovascular, endocrine acquired and inherited mitochondrial DNA damage diseases and other disorders in mammalian subjects, and more specifically to the therapy of Parkinson's disease, Alzheimer's disease, Lou Gehrig's disease, Binswanger's disease, Olivopontine Cerebellar Degeneration, Lewy Body disease, Diabetes, Stroke, Atherosclerosis, Myocardial Ischemia, Cardiomyopathy, Nephropathy, Ischemia, Glaucoma, Presbycussis, Cancer, Osteoporosis, Rheumatoid Arthritis, Inflammatory Bowel Disease, Multiple Sclerosis and as Antidotes to Toxin Exposure.

Method for preparing alkoxyamines from nitroxides

The invention relates to a process for preparing alkoxyamines. This process consists in mixing, in an organic solvent, a metal salt, a ligand for the metal, a halocarbon compound ZX and a nitroxide, in keeping the reaction medium stirring at a temperature of between 20° C. and 90° C. until the nitroxide has disappeared, in recovering the organic phase, in washing it with water and then in isolating the alkoxyamine by evaporating the organic solvent under reduced pressure.