112193-83-6

Basic information

• Product Name: 1-Benzyl-1,4,7,10-tetraazacyclododecane
• Synonyms: 1-Benzyl-1,4,7,10-tetraazacyclododecane;N-Benzyl-1,4,7,10-tetraazacyclododecane, min. 98%;N-Benzyl-1,4,7,10-tetraazacyclododecane,Min.98%;1,4,7,10-Tetraazacyclododecane, 1-(phenylmethyl)-
• CAS NO: 112193-83-6
• Molecular Formula: C₁₅H₂₆N₄
• Molecular Weight: 262.39
• Product Categories: organic amine
• Mol File: 112193-83-6.mol

Chemical Properties

• Melting Point: 84-86°C
• Boiling Point: 412.225 °C at 760 mmHg
• Flash Point: 218.947 °C
• Appearance: white to yellow/Powder
• Density: 0.971 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 10.15±0.20(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• CAS DataBase Reference: 1-Benzyl-1,4,7,10-tetraazacyclododecane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-1,4,7,10-tetraazacyclododecane(112193-83-6)
• EPA Substance Registry System: 1-Benzyl-1,4,7,10-tetraazacyclododecane(112193-83-6)

Safety Data

• Hazardous Substances Data: 112193-83-6(Hazardous Substances Data)

Usage

Uses

Used as ligands for catalysts.

InChI:InChI=1/C15H26N4/c1-2-4-15(5-3-1)14-19-12-10-17-8-6-16-7-9-18-11-13-19/h1-5,16-18H,6-14H2

Upstream product

• 100-39-0 benzyl bromide 
• 294-90-6 1,4,7,10-tetraazacyclododecan 
• 112193-80-3 1-benzyl-4,7,10-tris(p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane 
• 623944-77-4 C₃₀H₅₀N₄O₆ 
• 145957-40-0 (η3-1,4,7,10-tetraazacyclododecane)tricarbonylmolybdenum 
• 112193-82-5 4-benzyl-1,4,7,10-tetraazacyclododecane-2,6-dione 
• 75-09-2 dichloromethane 
• 7732-18-5 water 
• 175726-57-5 N-benzoylcyclenphosphine sulfide 
• 175726-51-9 cyclenphosphine sulfide 
• 62051-27-8 1,4,7,10-Tetraaza-13-phosphatricyclo[5.5.1.04,13 ]-tridecane 
• 98-88-4 benzoyl chloride 
• 74199-09-0 cyclen-glyoxal 
• 289685-84-3 1,4,7-tricarbaldehyde-1,4,7,10-tetraazacyclododecane 

Downstream Products

• 623944-77-4 C₃₀H₅₀N₄O₆ 
• 176252-14-5 Mo(CO)3(C₈H₁₉N₄(CH₂C₆H₅)) 
• 885676-57-3 1-benzyl-4,7,10-tris[(S)-{(1-methoxycarbonyl-3-methyl)butyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane 
• 485815-55-2 1-benzyl-4,7,10-tri[(6'-ethoxycarbonyl-2,2'-bipyridine-5-yl)methyl]-1,4,7,10-tetraazacyclododecane 
• 137145-76-7 7-benzyl-octahydro-5H,9BH-2a,4a,7,9a-tetraazacycloocta[cd]pentalene 
• 148932-49-4 triethyl 10-benzyl-1,4,7,10-tetraazacyclododecane-1,4,7-triyltrimethylenetri(methylphosphinate) 

Relevant articles and documents

Expeditious N-monoalkylation of 1,4,7,10-tetraazacyclododecane (cyclen) via formamido protection

The reaction of cyclen 1 with chloral hydrate afforded exclusively 1,4,7-triformylcyclen 2 in high yield; the triprotected macrocycle was easily alkylated with various electrophiles in good to excellent yields. The alkaline removal of the formyl groups pr

Mono- and N1,N7-dialkylation of 1,4,7,10-tetraazacyclododecane via silicon protection

The protection of 1,4,7,10-tetraazacyclododecane by a methylsilyl group leads selectively to N-mono- and N1,N7-symmetrically or dissymmetrically alkylated compounds.

Nucleophilic reactivity of perhydro-3,6,9,12-tetraazacyclopenteno[ 1,3- f,g]acenaphthylene. A unified approach to N-monosubstituted and N,N''- disubstituted cyclene derivatives

Perhydro-3,6,9,12-tetraazacyclopenteno[1,3-f,g]acenaphthylene is readily mono- and dialkylated on nitrogen with alkyl bromides and iodides giving mono- and bis-quarternary ammonium salts. The title compound is a unified starting material for the preparation of cyclene based chelators. (C) 2000 Elsevier Science Ltd.

Straightforward and mild deprotection methods of N-mono- and N1,N7-functionalised bisaminal cyclens

Strategic removal of the bisaminal bridge of N-mono- and N1,N7-difunctionalised cyclen glyoxal derivatives was carried out via transamination processes with vicinal diamines. These procedures were found to be particularly well-suited for cyclen targets bearing sensitive groups.

Stoichiometric mono N-functionalization of cyclen via a boron protected intermediate

The temporary triprotection of cyclen by a boron atom performed in presence of sodium hydride offers a convenient solution for the mono N-alkylation of cyclen. Examples of mono N-alkylated cyclens and bis-cyclens are reported.

Thermodynamic and kinetic stabilization of divanadate in the monovanadate/divanadate equilibrium using a Zn-cyclene derivative: Towards a simple ATP synthase model

For the condensation of anions such as phosphate and ADP to form ATP and water, nature employs sophisticated supramolecular systems to overcome coulomb repulsion and activation barriers. For an attempt to create a simple, analogous chemical system, the di

Mono N-alkylation and N-acylation of cyclen and cyclam via their metaltricarbonyl complexes (M=Cr, Mo)

Reaction of metaltricarbonyl complexes of cyclen and cyclam with enolisable aldehydes or acid chlorides yields, after removal of the protecting M(CO3) moiety, selectively mono N-functionalized derivatives.

New synthetic routes for 1-benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester, important starting materials for metal-coded DOTA-based affinity tags

Two improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-{2-[4-(maleimido-N-propylacetamidobutyl) amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane-4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as the single crystal X-ray structure analyses of the intermediates 4-benzyl-1,7-bis(p-toluenesulfonyl) diethylenetriamine (3) and 1,4,7-tris(p-toluenesulfonyl)diethylenetriamine (7) are reported and discussed. The rare earth complexes of 17 have been characterized by 1H NMR spectroscopy and MALDI-TOF mass spectrometry.

Selective mono N-alkylations of cyclen in one step syntheses

In this Letter, we describe selective one step mono N-alkylations of cyclen (1,4,7,10-tetraazacyclododecane) using a range of functionalized alkyl halides. This 'easy to use' synthesis gives rise to mono-derivatives of cyclen from various alkyl halides or

Method of preparing cis-8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cis-decahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cyclene and functionalised cyclenes

A method of preparing cyclene having formula (I) from triethylenetetraamine having formula (VIII) or ethylenediamine having formula (VIII′) includes a series of steps. The first series of steps (I) includes a step A (one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII)), followed by a step B (transforming the compound having formula (IIa) into cyclene having formula (I)). The second series of steps (II) includes a step C (preparing the compound having formula (IIb) from the compound having formula (VIII)), followed by a step D (transforming the compound having formula (IIb) into cylcene having formula (I)). The third series of steps (III) includes a step E involving the one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII), followed by a step B involving the transformation of the compound having formula (IIa) into cyclene having formula (I).