Bathocuproine is a derivative of 1,10-phenanthroline with two methyl groups and two phenyl groups in the 2,9 and 4,7 positions, respectively. Like 1,10-phenanthroline, bathocuproine is a bidentatechelatingligand. The two methyl groups flank the nitrogen centers, such that bathocuproine is a bulky ligand. This compound, first prepared by Case and Brennan in the early 1950s [1][2] is a pale yellow solid that is soluble in polar organic solvents.[3]
^Case, Francis H.; Brennan, James A. (June 1954). "SUBSTITUTED 1, 10-PHENANTHROLINES. VII. SYNTHESIS OF CERTAIN PHENANTHROLINES FOR USE IN THE DETECTION OF Cu(I) 1". The Journal of Organic Chemistry. 19 (6): 919–922. doi:10.1021/jo01371a007.
^Diehl, Harvey; Smith, George Frederick (1972). The Copper Reagents: Cuproine, Neocuproine, Bathocuproine(PDF) (2nd ed.). Columbus, Ohio: G. Frederick Smith Chemical Company. p. 26. Retrieved 1 January 2023.
^Guosheng Liu, Yichen, Wu (2012). "Bathocuproine". Encyclopedia of Reagents for Organic Synthesis. eEROS. doi:10.1002/047084289X.rn01392. ISBN978-0471936237.{{cite encyclopedia}}: CS1 maint: multiple names: authors list (link)
April 10, 2024
bathocuproine, derivative, phenanthroline, with, methyl, groups, phenyl, groups, positions, respectively, like, phenanthroline, bathocuproine, bidentate, chelating, ligand, methyl, groups, flank, nitrogen, centers, such, that, bathocuproine, bulky, ligand, thi. Bathocuproine is a derivative of 1 10 phenanthroline with two methyl groups and two phenyl groups in the 2 9 and 4 7 positions respectively Like 1 10 phenanthroline bathocuproine is a bidentate chelating ligand The two methyl groups flank the nitrogen centers such that bathocuproine is a bulky ligand This compound first prepared by Case and Brennan in the early 1950s 1 2 is a pale yellow solid that is soluble in polar organic solvents 3 Bathocuproine NamesPreferred IUPAC name 2 9 Dimethyl 4 7 diphenyl 1 10 phenanthrolineOther names 2 9 Dimethyl 4 7 diaphenyl 1 10 phenanthroline2 9 Dimethyl 4 7 diphenylphenanthroline4 7 Diphenyl 2 9 dimethyl 1 10 phenanthrolineBCPIdentifiersCAS Number 4733 39 53D model JSmol Interactive imageChEMBL ChEMBL220061ChemSpider 58658ECHA InfoCard 100 022 945EC Number 225 240 5PubChem CID 65149UNII 9THP2V94FXCompTox Dashboard EPA DTXSID4063585InChI InChI 1S C26H20N2 c1 17 15 23 19 9 5 3 6 10 19 21 13 14 22 24 20 11 7 4 8 12 20 16 18 2 28 26 22 25 21 27 17 h3 16H 1 2H3Key STTGYIUESPWXOW UHFFFAOYSA NSMILES CC1 NC2 C C CC3 C2N C C C3C4 CC CC C4 C C C1 C5 CC CC C5PropertiesChemical formula C 26H 20N 2Molar mass 360 460 g mol 1Appearance Pale yellow solidMelting point 283 C 541 F 556 K Solubility in water organic solventsHazardsGHS labelling PictogramsSignal word WarningHazard statements H302 H413Precautionary statements P264 P270 P273 P301 P312 P330 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesReferences edit Case Francis H Brennan James A June 1954 SUBSTITUTED 1 10 PHENANTHROLINES VII SYNTHESIS OF CERTAIN PHENANTHROLINES FOR USE IN THE DETECTION OF Cu I 1 The Journal of Organic Chemistry 19 6 919 922 doi 10 1021 jo01371a007 Diehl Harvey Smith George Frederick 1972 The Copper Reagents Cuproine Neocuproine Bathocuproine PDF 2nd ed Columbus Ohio G Frederick Smith Chemical Company p 26 Retrieved 1 January 2023 Guosheng Liu Yichen Wu 2012 Bathocuproine Encyclopedia of Reagents for Organic Synthesis eEROS doi 10 1002 047084289X rn01392 ISBN 978 0471936237 a href Template Cite encyclopedia html title Template Cite encyclopedia cite encyclopedia a CS1 maint multiple names authors list link Retrieved from https en wikipedia org w index php title Bathocuproine amp oldid 1130974136, wikipedia, wiki, book, books, library,
