CAS 10045-25-7 1,4,7,10-Tetraazacyclododecane tetrahydrochloride

Synonyms

Cyclen tetrahydrochloride; Tetraaza-12-crown-4 tetrahydrochloride

IUPAC Name

1,4,7,10-tetrazacyclododecane;tetrahydrochloride

Molecular Weight

318.12

Molecular Formula

C8H24Cl4N4

Canonical SMILES

C1CNCCNCCNCCN1.Cl.Cl.Cl.Cl

InChI

SBWLCGZEBQGYRP-UHFFFAOYSA-N

InChI Key

InChI=1S/C8H20N4.4ClH/c1-2-10-5-6-12-8-7-11-4-3-9-1;;;;/h9-12H,1-8H2;4*1H

Melting Point

297-300 °C

Purity

98%

Appearance

White crystalline solid

Complexity

65.1

Covalently-Bonded Unit Count

EC Number

600-097-5

Exact Mass

318.072557

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

316.075508

Rotatable Bond Count

Topological Polar Surface Area

48.1 Å²

UNII

51830Y7TIX

Application

1,4,7,10-Tetraazacyclododecane tetrahydrochloride, a white crystalline solid, serves as a versatile intermediate in the synthesis of advanced chemical compounds. Its primary purposes include the formation of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(methyleneethylphosphinic acid), which is a novel macrocyclic polyaza polyphosphinate ligand, and anthraquinone-pendant cyclen. As a macrocycle hydrochloride salt, it is synthesized using perhydro-2a,4a,6a,8a-tetraazacyclopenteno[1,3-f,g]acenaphthylene as a precursor and features an orthorhombic crystal structure. Its cations are known to exhibit a crystallographic two-fold rotation symmetry along with a [3333] quadrangular conformation, highlighted by protonated nitrogen atoms positioned at the corners. Additionally, methodologies for synthesizing cyclen from corresponding butanedione-protected linear tetramines have also been described.

March 17, 2025

Essential Reagent for Advanced Ligand Synthesis

Using 1,4,7,10-Tetraazacyclododecane tetrachloride in our lab, we efficiently synthesized innovative macrocyclic ligands. Its high purity and crystalline form were ideal, enhancing our research outcomes significantly. Highly recommend for specialized compound synthesis.