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| Home > JCE Print > Journal of Chemical Education > Issues >
2007
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March
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In the Laboratory
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Improved Synthesis of Geodken's Macrocycle through the Synthesis of the Dichloride Salt
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J. H. Niewahner, Keith A. Walters, and Ashley Wagner
Department of Chemistry, Northern Kentucky University, Highland Heights, KY 41099
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March 2007
Vol. 84 No. 3
p. 477
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| Abstract |
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The three-step synthesis of Geodken's macrocycle, H2C22H22N4, (5,14-dihydro-6,8,15,17-tetramethyldibenzo[b,i]-[1,4,8,11] tetraazacyclotetradecahexane), in an overall yield of 65% is described. By utilizing the synthesis of the macrocycle's dichloride salt, H2C22H22N4·2HCl, this new synthetic procedure is an improvement over previously reported preparations. The procedure results in higher overall yield and one less step than that previously reported. This modification also demonstrates the effect of solvent on the nature of the product isolated from a reaction.
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| Supplement |
Instructions for the students and notes for the instructor are available.
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| More Information |
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Citation |
Niewahner, J. H.; Walters, Keith A.; Wagner, Ashley. J. Chem. Educ. 2007 84 477.
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Keywords |
Coordination Compounds; Hands-On Learning / Manipulatives; Inorganic Chemistry; Laboratory Instruction; Nickel; Reactions; Synthesis; Upper-Division Undergraduate
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History |
Created:
Last Updated: |
2/1/2007
2/22/2007
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 Caution! | | Experiments, laboratory exercises, lecture demonstrations, and other descriptions of the use of chemicals, apparatus, instruments, computers, and computer interfaces are presented in the Journal of Chemical Education as illustrative of new or improved ideas or concepts in chemistry instruction and are directed at qualified teachers. Although every effort is made to assure and encourage safe practices and safe use of chemicals, the Journal of Chemical Education cannot assume responsibility for uses made of its published materials. Many chemicals are hazardous. Precautions for the safe use of hazardous chemicals and directions for their proper disposal are described in the Material Safety Data Sheets and on the labels. We strongly urge all those planning to use materials from our pages to make choices and to develop procedures for laboratory and classroom safety in accordance with local needs and situations. |
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