3713-25-5 Usage
Purification Methods
Crystallise the hydrazone from 70% aqueous EtOH or EtOH/Et2O. Three forms have been described: “” form m 159o, 160o which mutarotates from [] D -87o to -50o (H2O) [Fischer Ber 20 821 1887, Behrends Justus Liebigs Ann Chem 353 106 1907], “” form m 140-141o, 142o which mutarotates from [] 20D -2o to -50o (H2O) [Behrends & Lohr Justus Liebigs Ann Chem 362 78 1908], and Skraup’s form m 115-116o which mutarotates from []D -70o to -47o (H2O) [Skraup Monatsh Chem 10 406 1889, Butler & Crechter J Am Chem Soc 51 3161 1921]. These mutarotate to the formazan.[Beilstein 1 IV 4322, Mester & Major J Am Chem Soc 77 4297 1955, Stanek et al. The Monosaccharides, Academic Press 1963, pp 539-541, 543.]
Check Digit Verification of cas no
The CAS Registry Mumber 3713-25-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,7,1 and 3 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3713-25:
(6*3)+(5*7)+(4*1)+(3*3)+(2*2)+(1*5)=75
75 % 10 = 5
So 3713-25-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H18N2O5/c15-7-10(17)12(19)11(18)9(16)6-13-14-8-4-2-1-3-5-8/h1-6,9-12,14-19H,7H2/b13-6-/t9-,10+,11-,12+/m1/s1
3713-25-5Relevant articles and documents
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Stempel
, p. 1351,1353 (1934)
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Hydrogen-Bonding Network Anchors the Cyclic Form of Sugar Arylhydrazones
Goldschmidt G?z, Viktória,Pintér, István,Csámpai, Antal,Jákli, Imre,Zsoldos-Mády, Virág,Perczel, András
supporting information, p. 3419 - 3426 (2016/07/23)
The “classical” challenge, raised by Emil Fischer as to why one monosaccharide arylhydrazone adopts a cyclic structure but another an acyclic structure, is answered here. The present comprehensive analysis of hexose and hexosamine arylhydrazones, based on 2D NMR spectroscopy and theoretical modeling, has established that the chain of hydrogen bonds needed for conformational selection can only be completed for d-glucosamine derivatives. Thus, d-glucosamine 4-nitrophenylhydrazone exclusively adopts its cyclic form, but any configurational changes imply the formation of acyclic structures. In conclusion, three criteria dominate structure selection, namely 1) an amino function at the C-2 position, 2) the “all-equatorial” substitution mode of the pyranoid ring, and 3) an electron-withdrawing group on the arylhydrazone are all needed to get the cyclic form only.
