294-92-8

Basic information

• Product Name: 1,7-DIAZA-12-CROWN-4
• Synonyms: 4,10-DIAZA-12-CROWN 4-ETHER;1,7-DIAZA-12-CROWN-4;1,7-DIOXA-4,10-DIAZACYCLODODECANE;4,10-dioxa-1,7-diazacyclododecane;1,7-Diaza-4,10-dioxacyclododecane;1,7-Diaza-12-crown-4,98%;1,7-Diaza-12-crown-4 >=97.0%
• CAS NO: 294-92-8
• Molecular Formula: C₈H₁₈N₂O₂
• Molecular Weight: 174.24
• EINECS: 206-034-4
• Product Categories: Azacrown Ethers;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 294-92-8.mol
• Article Data: 12

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 305.23°C (rough estimate)
• Flash Point: 115.3°C
• Appearance: /
• Density: 1.0752 (rough estimate)
• Vapor Pressure: 0.0017mmHg at 25°C
• Refractive Index: 1.4540 (estimate)
• Storage Temp.: 0-6°C
• PKA: 9.09±0.20(Predicted)
• BRN: 606115
• CAS DataBase Reference: 1,7-DIAZA-12-CROWN-4(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-DIAZA-12-CROWN-4(294-92-8)
• EPA Substance Registry System: 1,7-DIAZA-12-CROWN-4(294-92-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 294-92-8(Hazardous Substances Data)

Usage

Chemical Properties

white to slightly yellow needle like

Uses

1,7-Diaza-12-crown-4 can be used to prepare:A ligand named N,N′-bis[(6-carboxy-2-pyridyl)methyl]-1,7-diaza-12-crown-4, which is used to synthesize lanthanide metal complexes applicable as MRI contrast agents.A novel chiral receptor that can be used in the separation of enantiomers using capillary electrophoresis.A fluorescent anthracene based diazacrown ether, which can be used as a photoinduced electron transfer (PET) fluorescent sensor for guest cations.

InChI:InChI=1/C8H18N2O2/c1-5-11-7-3-10-4-8-12-6-2-9-1/h9-10H,1-8H2/p+2

Upstream product

• 929-06-6 2-(2-Aminoethoxy)ethanol 
• 72358-83-9 N,N-bis<2-(2-hydroxyethoxy)ethyl>-4-methylbenzenesulfonamide 
• 118187-55-6 N,N-bis<2-<2-<(p-tolylsulfonyl)oxy>ethoxy>ethyl>-p-toluenesulfonamide 
• 96563-15-4 4-[(4-methylphenyl)sulfonyl]-1,7-dioxa-4,10-diazacyclododecane 
• 31249-98-6 5,9-dioxo-1,7-dioxa-4,10-diaza-cyclododecane 
• 52601-77-1 4,10-bis(p-tolylsulphonyl)-1,7-dioxa-4,10-diazacyclododecane 

Downstream Products

• 1097638-55-5 2-(10-acetyl-1,7-dioxa-4,10-diazacyclododecan-4-yl)-N-cyclohexylacetamide 
• 128705-89-5 3,10-dihydroxy-5-benzyl-12,17-dioxa-1,5,9-triazabicyclo<7.5.5>nonadecane 
• 143319-97-5 4,16-Ditosyl-10,22,28,32-tetraoxa-1,4,7,13,16,18-hexaazatricyclo<17.5.5.5^7.13>tetratriacontane 
• 60598-02-9 4,7-bis(p-tolylsulphonyl)-13,18-dioxa-1,4,7,10-tetra-azabicyclo<8,5,5>icosane 
• 132111-83-2 4,7,10-tritosyl-16,19-dioxa-1,4,7,10,13-pentaazabicyclo<11.5.5>tricosane 
• 121031-84-3 4,9-bis(p-tolylsulphonyl)benz-15,20-dioxa-1,4,9,12-tetra-azabicyclo<10.5.5>docosane 
• 121057-92-9 4,11-bis(p-tolylsulphonyl)-6,9-etheno-17,22-dioxa-1,4,11,14-tetra-azabicyclo<12.5.5>tetracosa-6,8-diene 
• 118075-00-6 4,13-bis(p-tolylsulphonyl)-7,10,19,24-tetraoxa-1,4,13,16-tetra-azabicyclo<14.5.5>hexacosane 
• 118074-99-0 4,10-bis(p-tolylsulphonyl)-7,16,21-trioxa-1,4,10,13-tetra-azabicyclo<11.5.5>tricosane 
• 139495-32-2 N,N'-dibenzyl-1,7-dioxa-4,10-diaazacyclododecane 
• 728006-47-1 {2-benzyloxy-3-[10-(2-benzyloxy-5-tert-butyl-3-hydroxymethyl-benzyl)-1,7-dioxa-4,10-diaza-cyclododec-4-ylmethyl]-5-tert-butyl-phenyl}-methanol 
• 198287-65-9 4,10-Bis-(2,3-bis-benzyloxy-benzyl)-1,7-dioxa-4,10-diaza-cyclododecane 

Relevant articles and documents

Synthesis of a new enantiopure chiral aza crown ether and its application in enantiomeric separation

A new enantiopure chiral aza crown ether (S,S)-1,7-bis(4-phenyl-5-hydroxy- 2-oxo-3-zapentyl)-1,7-diaza-12-crown-4 ligand (1) has been synthesized and used as a chiral selector in the enantiomeric separation of D/L-carnitine by capillary electrophoresis.

PROCESS FOR PREPARING DI-, TRI- AND POLYAMINES BY HOMOGENEOUSLY CATALYZED ALCOHOL AMINATION

Process for preparing primary amines which have at least one functional group of the formula (—CH2—NH2) and at least one further primary amino group by alcohol amination of starting materials having at least one functional group of the formula (—CH2—OH) and at least one further functional group (—X), where (—X) is selected from among hydroxyl groups and primary amino groups, by means of ammonia with elimination of water, wherein the reaction is carried out homogeneously catalyzed in the presence of at least one complex catalyst comprising at least one element selected from groups 8, 9 and 10 of the Periodic Table and also at least one donor ligand.

Synthesis and Properties of New Lipophilic Macrotricyclic Cylindrical Cryptands

Cylindrical cryptands 2a-c, in which two 1,7-dioxa-4,10-diazacyclododecane rings are connected by two equally substituted propylene bridges, have been obtained in appreciable yields by a ''one-pot'' synthesis.The assembling of the macrotricyclic structure is likely driven by the template effect of metal cations.These compounds, both as free receptors or as complexes, exist as cis and trans diastereoisomers, which do not interconvert and have been separated and characterized by X-ray analysis.The extraction constants (Ke) of cryptands 2 for alkali picrates under CHCl3/H2O and solid/liquid two-phase conditions have been measured by UV-vis spectrophotometry.The complexation behavior of cryptands 2 has been rationalized analyzing the preorganization of binding sites in the minimum energy conformations obtained by molecular mechanics calculations.Minimum energy conformations have been calculated also for the previously reported cryptands 1 and have been compared with those of 2.Results fit reasonably well with those of X-ray structures.