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
• Article Data: 23

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

• 623944-77-4 C₃₀H₅₀N₄O₆ 
• 145957-40-0 (η3-1,4,7,10-tetraazacyclododecane)tricarbonylmolybdenum 
• 100-39-0 benzyl bromide 
• 112193-80-3 1-benzyl-4,7,10-tris(p-toluenesulfonyl)-1,4,7,10-tetraazacyclododecane 
• 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 
• 294-90-6 1,4,7,10-tetraazacyclododecan 

Downstream Products

• 137145-76-7 7-benzyl-octahydro-5H,9BH-2a,4a,7,9a-tetraazacycloocta[cd]pentalene 
• 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 
• 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

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.

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.

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.

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