84131-00-0

Basic information

• Product Name: 2-<(tosyloxy)methyl>-15-crown-5
• Synonyms: 2-<(tosyloxy)methyl>-15-crown-5
• CAS NO: 84131-00-0
• Molecular Weight: 404.482
• Mol File: 84131-00-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-<(tosyloxy)methyl>-15-crown-5(CAS DataBase Reference)
• NIST Chemistry Reference: 2-<(tosyloxy)methyl>-15-crown-5(84131-00-0)
• EPA Substance Registry System: 2-<(tosyloxy)methyl>-15-crown-5(84131-00-0)

Safety Data

• Hazardous Substances Data: 84131-00-0(Hazardous Substances Data)

Upstream product

• 75507-25-4 2-(hydroxymethyl)-15-crown-5 
• 98-59-9 p-toluenesulfonyl chloride 
• 75507-17-4 benzyl 2,4,7,10,13-pentaoxacyclopentadecan-2-ylmethyl ether 

Downstream Products

• 121436-17-7 3-(1,4,7,10,13-Pentaoxa-cyclopentadec-2-ylmethoxy)-phenylamine 
• 95206-51-2 [5-Decyl-2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-phosphonic acid monoethyl ester 
• 1228349-42-5 C₄₆H₆₆O₁₂ 
• 1228349-41-4 C₃₅H₅₀O₁₃ 
• 121481-35-4 C₂₃H₂₇N₄O₁₂^(1-)*Na⁽¹⁺⁾ 
• 121436-29-1 4-[2,4-Dinitro-6-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenylamino]-3,5-dinitro-benzonitrile 
• 121451-10-3 (2,4-Dinitro-6-trifluoromethyl-phenyl)-[2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-amine 
• 121436-24-6 (2,4-Dinitro-6-trifluoromethyl-phenyl)-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-amine 
• 121436-23-5 (2,6-Dinitro-4-trifluoromethyl-phenyl)-[2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-amine 
• 121436-21-3 [2-(1,4,7,10,13-Pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-(2,4,6-trinitro-phenyl)-amine 
• 121436-26-8 (2,4-Dinitro-6-trifluoromethyl-phenyl)-[4-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-amine 
• 121436-22-4 3,5-Dinitro-4-[2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenylamino]-benzonitrile 
• 126128-21-0 [5-Decyl-2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenyl]-phosphonic acid 
• 121436-20-2 4-Nitro-2-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxy)-phenylamine 

Relevant articles and documents

SYNTHESES AND PROPERTIES OF ARENEDIAZONIUM AND ANILINIUM CATION LARIAT ETHER COMPLEXES: AN "OSTRICH MOLECULE" COMPLEX AND EVIDENCE FOR INTRAMOLECULAR SIDEARM - MACRORING INTERACTION

The preparation of several novel lariat ethers (macrocyclic crown polyethers having sidearms bearing pendant donor groups) is reported.These compounds are ethers derived from known 2-hydroxymethyl-15-crown-5 or -21-crown-7.The sidearms include 2-aminophenyl, 2,4-diaminophenyl, 2-nitrophenyl, 2-(3'-nitrobiphenyl), and 2-(3'-aminobiphenyl).In several cases, the amino groups were converted into ammonium salts which showed substantial stabilization by intramolecular hydrogen bonding.Likewise, an -NH2(1+)*BF3(1-) complex showed evidence of intramolecular hydrogen bonding.Diazotization of the aminobiphenyl residue produced an arenediazonium cation which underwent intramolecular crown complexation, as judged by infrared spectroscopic studies to form what we call an "ostrich molecule" complex.Addition of N,N-dimethylaniline to the intramolecular arenediazonium cation complex afforded an azo compound, but europium shift reagent studies showed clearly that the diazonium cation reacted outside the macroring.

Enhancement of Cation Binding in Lariat Ethers Bearing a Methyl Group at the Quaternary, Pivot Carbon Atom

A number of carbon-pivot lariat ethers have been prepared and compared, with their counterparts having a methyl group bonded to the side-arm-bearing or pivot carbon.All of the compounds examined are 15-crown-5 derivatives, and in this series, the methyl lariats invariably show a higher affinity for sodium than do the nonmethylated species.The results are less consistent in the case of potassium cation which is larger than the 15-crown-5 compound's cation binding hole.The enhanced stability constant observed for sodium with the methyl lariats is attributed to reduced s ide-arm mobility or conformational changes in either the side arm or macroring.