1,4,7,10,13-Pentaoxa-16-azacyclooctadecane

Base Information

• Chemical Name: 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane
• CAS No.: 33941-15-0
• Molecular Formula: C12H25 N O5
• Molecular Weight: 263.334
• Hs Code.: 2932.99
• European Community (EC) Number: 251-751-8
• DSSTox Substance ID: DTXSID80187560
• Nikkaji Number: J287.830E
• Wikidata: Q83059266
• ChEMBL ID: CHEMBL1812802
• Mol file: 33941-15-0.mol

Synonyms:1,4,7,10,13-Pentaoxa-16-azacyclooctadecane;33941-15-0;1-Aza-18-crown-6;1-Aza-18-crown 6-Ether;EINECS 251-751-8;MFCD00075466;aza-18-crown-6;C2HCl4NO;H-D-SER(TBU)-OMEHCL;C2-H-Cl4-N-O;SCHEMBL897208;CHEMBL1812802;DTXSID80187560;AMY18436;C12-H25-N-O5;AKOS001579697;AB89914;AS-65386;CS-0120638;FT-0607356;1-Aza-18-crown-6, >=98.0% (NT);1-aza-4,7,10,13,16-pentaoxacyclooctadecane;A50061;A875140;J-019388

Chemical Property of 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane

Chemical Property:

• Appearance/Colour: white crystals
• Vapor Pressure: 9.78E-07mmHg at 25°C
• Melting Point: 46 - 50 C
• Refractive Index: 1.4287 (estimate)
• Boiling Point: 404°C at 760 mmHg
• PKA: 8.69±0.20(Predicted)
• Flash Point: 63 C
• PSA: 58.18000
• Density: 1.1122 (rough estimate)
• LogP: 0.00140
• Storage Temp.: 0-6°C
• Sensitive.: Air Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 263.17327290
• Heavy Atom Count: 18
• Complexity: 155

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4,7,10,13-Pentaoxa-16-azacyclooctadecane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): UN NO.
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: C1COCCOCCOCCOCCOCCN1
• Uses: 1-Aza-18-crown-6 is used as building block for the synthesis of bis-crown ethers, lariat ethers and other monofunctionalized macrocycles. It is also used as pharmaceutical intermediate.

Technology Process of 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane

There total 24 articles about 1,4,7,10,13-Pentaoxa-16-azacyclooctadecane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-benzyl-1-aza-18-crown-6 (63281-62-9) → 1-aza-18-crown-6 (33941-15-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/ja00309a039

Reference yield: 75.0%

16-(p-Tolylsulfonyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecan (63281-63-0) → 1-aza-18-crown-6 (33941-15-0)

Guidance literature:

With lithium aluminium tetrahydride;

Reference yield: 65.0%

tetraethylene glycol di(p-toluenesulfonate) (37860-51-8) + 2,2'-iminobis[ethanol] (111-42-2) → 1-aza-18-crown-6 (33941-15-0)

Guidance literature:

With potassium tert-butylate; In 1,4-dioxane; tert-butyl alcohol; at 40 ℃; for 2h;

DOI:10.1246/bcsj.56.212

upstream raw materials:

16-(p-Tolylsulfonyl)-1,4,7,10,13-pentaoxa-16-azacyclooctadecan

1-benzyl-1-aza-18-crown-6

3,6,12,15-tetraoxa-9-azaheptadecane-1,17-diol

3,6,9,15-tetraoxa-12-azaheptadecane-1,17-diol

Downstream raw materials:

4-(1,4,7,10,13-pentaoxa-16-aza-cyclooctadec-16-ylmethyl)-benzaldehyde

(5-nitro-1,3-phenylene)bis((1,4,7,10,13-pentaoxa-16-azacyclooctadecan-16-yl)methanone)

Refernces

• 1、 Itoh,Kumei,Nagatomo,Kitagawa,Fukuzumi. "Effects of metal ions on physicochemical properties and redox reactivity of phenolates and phenoxyl radicals: Mechanistic insight into hydrogen atom abstraction by phenoxyl radical-metal complexes". . p. 2165 - 2175. Retrieved 2001.
• 2、 Pap, Levente G.,Arulsamy, Navamoney,Hulley, Elliott B.. "Tridentate phosphine ligands bearing aza-crown ether lariats". supporting information. p. 385 - 392. Retrieved 2017/11/30.
• 3、 Fallouh,Bernier,Virieux,Cristau,Pirat. "Synthesis of N-(bisphosphonomethyl)-aza-15-Crown-5 and N- (bisphosphonomethyl)-aza-18-crown-6 ethers as artificial ion channels: An approach to channel-type molecular structures". . p. 219 - 225. Retrieved 2007/10/03.