41775-76-2

Basic information

• Product Name: 1,4,7-TRIOXA-10-AZACYCLODODECANE
• Synonyms: 1-AZA-12-CROWN-4;1-AZA-12-CROWN 4-ETHER;1,4,7-TRIOXA-10-AZACYCLODODECAN;1,4,7-TRIOXA-10-AZACYCLODODECANE;AZA-12-CROWN-4;aza-12-crown-499.5+%;1-Aza-4,7,10-trioxacyclododecane;1-Aza-15-crown 4-Ether
• CAS NO: 41775-76-2
• Molecular Formula: C8H17NO3
• Molecular Weight: 175.23
• EINECS: 255-549-0
• Product Categories: Azacrown Ethers;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 41775-76-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 54-58 °C(lit.)
• Boiling Point: 58-62 °C0.005 mm Hg(lit.)
• Flash Point: 110.8°C
• Appearance: White to off-white/Crystals, Needles or Flakes
• Density: 1.1233 (rough estimate)
• Vapor Pressure: 0.000201mmHg at 25°C
• Refractive Index: 1.4476 (estimate)
• Storage Temp.: 0-6°C
• Solubility: soluble in Methanol
• BRN: 4175236
• CAS DataBase Reference: 1,4,7-TRIOXA-10-AZACYCLODODECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7-TRIOXA-10-AZACYCLODODECANE(41775-76-2)
• EPA Substance Registry System: 1,4,7-TRIOXA-10-AZACYCLODODECANE(41775-76-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 41775-76-2(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white crystals, needles or flakes

InChI:InChI=1/C8H17NO3/c1-3-10-5-7-12-8-6-11-4-2-9-1/h9H,1-8H2/p+1

Upstream product

• 84227-47-4 10-benzyl-1,4,7-trioxa-10-azacyclododecane 
• 36839-56-2 1,11-diiodo-3,6-9-trioxaundecane 
• 112-60-7 Tetraethylene glycol 
• 638-56-2 1,11-dichloro-3,6,9-trioxaundecane 
• 98572-17-9 N-(p-tolylsulphonyl)-1,4,7-trioxa-10-azacyclododecane 
• 7460-82-4 diethylene glycol ditosylate 
• 111-42-2 2,2'-iminobis[ethanol] 

Downstream Products

• 140605-22-7 C₂₄H₄₀N₂O₆ 
• 69978-45-6 10-methyl-1,4,7-trioxa-10-azacyclododecane 
• 141620-24-8 10-(2-hydroxy-3-formyl-5-nitrobenzyl)-1,4,7-trioxa-10-azacyclododecane 
• 96530-18-6 N-(2-nitrobenzyl)monoaza-12-crown-4 
• 140605-21-6 C₂₄H₄₀N₂O₆ 
• 156731-04-3 N-(methoxymethyl)-1,4,7-trioxa-10-azacyclododecane 
• 354112-17-7 C₈H₁₆O₃NCH₂-1,4-CH₂C₆H₄-C₅H₂N(C₅H₄N)2 
• 1263381-98-1 10-(2,3,5,6-tetrafluoro-4-(imidazo[1,2-a]pyridin-2-yl)phenyl)-1,4,7-trioxa-10-azacyclododecane 
• 1263381-99-2 10-(3,4,5,6-tetrafluoro-2-(imidazo[1,2-a]pyridin-2-yl)phenyl)-1,4,7-trioxa-10-azacyclododecane 
• 1401515-57-8 C₂₁H₂₈NO₃P 

Relevant articles and documents

Cation Binding Properties and Molecular Structure of the Crystalline Complex (Aza-12-crown-2)2*NaI

Aza-12-crown-4 forms a 2:1 sandwich complex similar to that known for 12-crown-4 sodium iodide, except that the presence of >NH in each ring makes Na-donor bonds unequal in strength and leads to hydrogen bonding with the counterion.The heteroatoms of each macroring are coplanar, and both nitrogens are on the same side of the complex (twist angle 43 deg from eclipsed).This may be due to a long (and weak) hydrogen bond to iodide, an interaction confirmed by analysis using Raman spectroscopy.The previously unreported 1:1 and 2:1 cation affinity constants (anhydrous MeOH , 25 deg C) for this macrocycle are logKS(1:1) = 1.3 +/- 0.1 and logKS(2:1) = 2.0 +/- 0.1, respectively.

Synthesis of monoazacrown ethers under phase-transfer catalysis

A procedure has been proposed for the synthesis of monoazacrown ethers by reaction of N-benzyldiethanolamine with oligo(ethylene glycol) bis-p-toluenesulfonates in a two-phase system aromatic hydrocarbon-50% aqueous alkali, followed by removal of the benzyl group by catalytic hydrogenolysis. The maximal yields of N-benzylaza-12-crown-4, -18-crown-6, and -21-crown-7 were achieved by adding 4-10 equiv of LiCl, BaBr2, and CsCl, respectively, to the reaction mixture, which probably indicated template effect. Pleiades Publishing, Ltd., 2012.

Chromogenic aza-12-crown-4 ethers and method of using same for the detection of lithium

Chromogenic aza-12-crown-4 ethers which can be used for the spectrophotometric determination of lithium ion in aqueous solutions are disclosed. The compounds of the invention are particularly useful for the analysis of Li30 in the presence of Na+, a situation common in biological and geological systems. The compounds [e.g., 1-(2-oxy-5-nitrobenzyl)-1-hydro-1-aza-4,7,10-trioxacylclododecane], their methods of manufacture, and methods of utilizing the compounds for the analysis of lithium are disclosed and claimed.