224:
27:
898:
Bosch, Enric; Moreno, Miquel; Lluch, José María (1 January 1992). "The role of coupling in intramolecular proton transfer reactions. The hydrogen oxalate anion as an example".
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558:. These materials exhibit extended structures resulting from extensive hydrogen bonding and anion-cation interactions. The hydrates dehydrate upon heating:
238:
638:
Tellgren, Roland; Olovsson, Ivar (1971). "The crystal structures of normal and deuterated sodium hydrogen oxalate monohydrate NaHC
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Delaplane, R. G.; Tellgren, R.; Olovsson, I. (1984). "Neutron diffraction study of sodium hydrogen oxalate monohydrate, NaHC
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Proceedings of the Royal
Society of London. Series A, Containing Papers of a Mathematical and Physical Character
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Diallo, Waly; Gueye, Ndongo; Crochet, Aurélien; Plasseraud, Laurent; Cattey, Hélène (11 April 2015).
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containing this anion. Especially in older literature, hydrogenoxalates may also be referred to as
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Hume, J.; Colvin, J. (1929). "The decomposition of potassium hydrogen oxalate hemihydrate".
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833:"Crystal structure of dimethylammonium hydrogen oxalate hemi(oxalic acid)"
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Except where otherwise noted, data are given for materials in their
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843:(5). International Union of Crystallography (IUCr): 473–475.
207:
542:. For example, potassium hydrogen oxalate crystallizes as
790:
Hamadène, M.; Kherfi, H.; Guehria-Laidoudi, A. (2006).
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by addition of a proton. The name is also used for any
792:"The polymeric anhydrous rubidium hydrogen oxalate"
442:, in that it can react both as an acid or a base.
247:InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-1
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906:(1). Canadian Science Publishing: 100–106.
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595:in hydrogen oxalates has been studied.
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250:Key: MUBZPKHOEPUJKR-UHFFFAOYSA-M
152:
7:
755:(799). The Royal Society: 635–646.
180:
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662:O. Hydrogen bond studies XXXVI".
445:Well characterized salts include
25:
664:The Journal of Chemical Physics
538:Most hydrogenoxalate salts are
330:(at 25 °C , 100 kPa).
402:; or, alternatively, from the
1:
900:Canadian Journal of Chemistry
495:), rubidium hydrogenoxalate (
475:), ammonium hydrogenoxalate (
956:
858:10.1107/s2056989015005964
817:10.1107/S0108767306094414
731:10.1107/S0108270184009616
462:potassium hydrogenoxalate
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398:by the loss of a single
54:2-Hydroxy-2-oxoethanoate
796:Acta Crystallographica
769:10.1098/rspa.1929.0192
711:Acta Crystallographica
447:sodium hydrogenoxalate
355:2-Hydroxy-2-oxoacetate
43:2-Hydroxy-2-oxoacetate
438:. Hydrogenoxalate is
50:Systematic IUPAC name
849:2015AcCrE..71..473D
808:2006AcCrA..62R.280H
761:1929RSPSA.125..635H
723:1984AcCrC..40.1800D
676:1971JChPh..54..127T
320: g·mol
134:Beilstein Reference
21:
940:Carboxylate anions
625:"Hydrogen oxalate"
436:monobasic oxalates
334:Infobox references
19:
717:(11): 1800–1803.
684:10.1063/1.1674582
342:Chemical compound
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203:CompTox Dashboard
122:Interactive image
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69:Hydrogen oxalate
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353:(IUPAC name:
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271:C(=O)(C(=O))O
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81:Identifiers
61:Other names
605:Bicarbonate
396:oxalic acid
384:HO−C(=O)−CO
280:Properties
154:CHEBI:46904
650:O and NaDC
611:References
440:amphoteric
428:bioxalates
313:Molar mass
109:3D model (
88:CAS Number
40:IUPAC name
920:0008-4042
867:2056-9890
777:0950-1207
575:O → 2 KHC
534:Structure
66:Bioxalate
934:Category
885:25995858
802:: s280.
599:See also
540:hydrated
508:[(CH
139:3601755
98:920-52-5
876:4420082
845:Bibcode
804:Bibcode
757:Bibcode
719:Bibcode
672:Bibcode
571:·H
552:·H
477:[NH
404:oxalate
307:
191:3716971
178:PubChem
918:
883:
873:
865:
775:
406:anion
400:proton
359:is an
318:89.026
264:SMILES
171:49515
34:Names
516:NH]HC
434:, or
363:with
361:anion
239:InChI
145:ChEBI
111:JSmol
916:ISSN
881:PMID
863:ISSN
773:ISSN
563:2KHC
544:2KHC
497:RbHC
451:NaHC
424:salt
908:doi
871:PMC
853:doi
812:doi
800:A62
765:doi
753:125
727:doi
715:C40
680:doi
583:+ H
530:).
481:]HC
466:KHC
460:),
382:or
348:or
208:EPA
181:CID
16:Ion
936::
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739:^
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705:·H
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658:·D
646:·H
430:,
415:2−
368:HC
293:HC
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701:O
699:2
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654:O
652:2
648:2
644:4
642:O
640:2
627:.
587:O
585:2
581:4
579:O
577:2
573:2
569:4
567:O
565:2
556:O
554:2
550:4
548:O
546:2
526:4
523:−
520:O
518:2
514:2
512:)
510:3
503:4
501:O
499:2
491:4
488:−
485:O
483:2
479:4
472:4
470:O
468:2
464:(
457:4
455:O
453:2
449:(
418:4
412:O
410:2
408:C
390:2
387:−
378:4
375:−
372:O
370:2
357:)
303:4
300:−
297:O
295:2
210:)
206:(
113:)
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