444:
683:
51:
61:
38:
606:
Formate esters often are fragrant or have distinctive odors. Compared to the more common acetate esters, formate esters are less commonly used commercially because they are less stable. Ethyl formate is found in some confectionaries.
261:
1000:
433:
Formate is a planar anion. The two oxygen atoms are equivalent and bear a partial negative charge. The remaining C-H bond is not acidic.
825:
50:
238:
1021:
347:
60:
199:
37:
751:
746:
507:
92:
205:
443:
736:
552:
The most important formate ester is methyl formate, which is produced as an intermediate en route to
80:
768:
134:
781:
914:
168:
452:
Formate is a common C-1 source in living systems. It is formed from many precursors including
1026:
996:
965:
906:
871:
821:
711:
988:
955:
945:
898:
861:
853:
813:
682:
565:
284:
983:
Panten, Johannes; Surburg, Horst (2015), "Flavors and
Fragrances, 2. Aliphatic Compounds",
247:
717:
561:
496:
633:
decarboxylates at about 200 °C with reduction of the Ni to finely powdered nickel metal:
188:
144:
960:
933:
866:
841:
726:
705:
630:
545:
Formate esters have the formula HCOOR (alternative way of writing formula ROC(O)H or RO
371:
341:
327:
1015:
934:"Reversible interconversion of carbon dioxide and formate by an electroactive enzyme"
902:
691:
671:
512:
469:
918:
488:
465:
857:
553:
399:
375:
332:
227:
17:
317:
179:
992:
817:
950:
492:
477:
461:
969:
932:
Reda, Torsten; Plugge, Caroline M.; Abram, Nerilie J.; Hirst, Judy (2008).
875:
910:
585:
Hydrolysis of methyl formate gives formic acid and regenerates methanol:
557:
721:
549:
CH). Many form spontaneously when alcohols dissolve in formic acid.
500:
453:
214:
889:
Lephart, E. D. (1996). "A Review of Brain
Aromatase Cytochrome P450".
480:
473:
457:
340:
Except where otherwise noted, data are given for materials in their
629:. Such salts are prone to decarboxylation. For example, hydrated
681:
395:
379:
363:
167:
157:
468:. Formate (or formic acid) is invoked as a leaving group in the
840:
Pietzke, Matthias; Meiser, Johannes; Vazquez, Alexei (2020).
442:
59:
49:
410:
When dissolved in water, formic acid converts to formate:
808:
Reutemann, Werner; Kieczka, Heinz (2000), "Formic Acid",
603:
Formic acid is used for many applications in industry.
464:. It provides a C-1 source in the biosynthesis of some
402:. The salts and esters are generally colorless.
564:react in the presence of a strong base, such as
226:
938:Proceedings of the National Academy of Sciences
143:
985:Ullmann's Encyclopedia of Industrial Chemistry
810:Ullmann's Encyclopedia of Industrial Chemistry
803:
801:
799:
797:
506:Formate is reversibly oxidized by the enzyme
487:as the oxidant. Specific conversions include
8:
842:"Formate Metabolism in Health and Disease"
187:
29:
959:
949:
865:
246:
663:
659:
655:
651:
647:
643:
639:
595:
591:
578:
574:
532:
416:
54:Aromatic ball and stick model of formate
793:
266:
204:
476:. These conversions are catalyzed by
7:
217:
615:Formate salts have the formula M(O
25:
670:Such fine powders are useful as
36:
344:(at 25 °C , 100 kPa).
722:Caesium: Petroleum exploration
64:Space-filling model of formate
1:
394:) or its derivatives such as
903:10.1016/0165-0173(96)00002-1
858:10.1016/j.molmet.2019.05.012
27:Salt or ester of formic acid
45:
1043:
686:Copper(II) formate hydrate
322:45.017 g mol
338:
277:
257:
127:
103:
91:
79:
74:
44:
35:
993:10.1002/14356007.t11_t01
818:10.1002/14356007.a12_013
951:10.1073/pnas.0801290105
752:trimethyl orthoformate
687:
447:
65:
55:
747:triethyl orthoformate
685:
508:formate dehydrogenase
446:
93:Systematic IUPAC name
63:
53:
846:Molecular Metabolism
737:methyl chloroformate
577:OH + CO → HCOOCH
81:Preferred IUPAC name
944:(31): 10654–10658.
120:Oxomethyl oxide ion
114:Hydrogencarboxylate
32:
1022:Carboxylate anions
688:
448:
348:Infobox references
66:
56:
30:
1002:978-3-527-30673-2
987:, pp. 1–55,
712:potassium formate
594:→ HCOOH + CH
378:. Formate is an
356:Chemical compound
354:
353:
169:Interactive image
70:
69:
16:(Redirected from
1034:
1006:
1005:
980:
974:
973:
963:
953:
929:
923:
922:
886:
880:
879:
869:
837:
831:
830:
805:
720:, Cs(HCOO); see
666:
654:→ Ni + 2 CO
599:
581:
566:sodium methoxide
536:
530:
529:
526:
429:
427:
426:
423:
393:
392:
391:
388:
311:
310:
309:
299:
298:
297:
285:Chemical formula
250:
230:
219:
208:
191:
171:
147:
46:
40:
33:
21:
1042:
1041:
1037:
1036:
1035:
1033:
1032:
1031:
1012:
1011:
1010:
1009:
1003:
982:
981:
977:
931:
930:
926:
888:
887:
883:
839:
838:
834:
828:
807:
806:
795:
790:
778:
774:
765:
761:
757:
742:
732:
718:caesium formate
701:
697:
680:
665:
661:
657:
653:
649:
645:
641:
637:
628:
622:
618:
613:
597:
593:
589:
580:
576:
572:
562:carbon monoxide
548:
543:
534:
527:
524:
523:
521:
497:androstenedione
486:
439:
424:
421:
420:
418:
414:
408:
389:
386:
385:
383:
357:
350:
345:
308:
305:
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301:
296:
294:
293:
292:
290:
287:
273:
270:
265:
264:
253:
233:
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194:
174:
161:
150:
137:
123:
121:
119:
117:
115:
113:
111:
109:
107:
99:
98:
87:
86:
28:
23:
22:
18:Caesium formate
15:
12:
11:
5:
1040:
1038:
1030:
1029:
1024:
1014:
1013:
1008:
1007:
1001:
975:
924:
891:Brain Res. Rev
881:
832:
826:
792:
791:
789:
786:
785:
784:
779:
776:
772:
769:phenyl formate
766:
763:
759:
755:
749:
744:
740:
734:
730:
727:methyl formate
724:
715:
709:
706:sodium formate
703:
699:
695:
679:
676:
668:
667:
631:nickel formate
624:
620:
616:
612:
609:
601:
600:
583:
582:
546:
542:
541:Formate esters
539:
538:
537:
484:
450:
449:
438:
435:
431:
430:
407:
404:
372:conjugate base
355:
352:
351:
346:
342:standard state
339:
336:
335:
330:
328:Conjugate acid
324:
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320:
314:
313:
306:
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164:
162:
155:
152:
151:
149:
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140:
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133:
130:
129:
125:
124:
116:Metacarbonoate
105:
101:
100:
96:
95:
89:
88:
84:
83:
77:
76:
72:
71:
68:
67:
57:
42:
41:
26:
24:
14:
13:
10:
9:
6:
4:
3:
2:
1039:
1028:
1025:
1023:
1020:
1019:
1017:
1004:
998:
994:
990:
986:
979:
976:
971:
967:
962:
957:
952:
947:
943:
939:
935:
928:
925:
920:
916:
912:
908:
904:
900:
896:
892:
885:
882:
877:
873:
868:
863:
859:
855:
851:
847:
843:
836:
833:
829:
827:3-527-30673-0
823:
819:
815:
811:
804:
802:
800:
798:
794:
787:
783:
780:
770:
767:
753:
750:
748:
745:
738:
735:
728:
725:
723:
719:
716:
713:
710:
707:
704:
693:
692:ethyl formate
690:
689:
684:
677:
675:
673:
672:hydrogenation
636:
635:
634:
632:
627:
611:Formate salts
610:
608:
604:
588:
587:
586:
571:
570:
569:
567:
563:
559:
555:
550:
540:
520:
519:
518:
516:
514:
513:Desulfovibrio
509:
504:
502:
498:
494:
490:
482:
479:
475:
471:
470:demethylation
467:
466:nucleic acids
463:
459:
455:
445:
441:
440:
436:
434:
413:
412:
411:
405:
403:
401:
397:
381:
377:
373:
369:
365:
361:
349:
343:
337:
334:
331:
329:
326:
325:
321:
319:
316:
315:
289:
286:
282:
281:
276:
267:
263:
256:
249:
245:
244:
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237:
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229:
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224:
222:
216:
212:
211:
207:
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201:
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177:
170:
166:
165:
163:
159:
154:
153:
146:
142:
141:
139:
136:
132:
131:
126:
112:Carbonite(1-)
102:
94:
90:
82:
78:
73:
62:
58:
52:
48:
47:
43:
39:
34:
19:
984:
978:
941:
937:
927:
894:
890:
884:
849:
845:
835:
809:
782:amyl formate
669:
625:
614:
605:
602:
584:
551:
544:
535:+ H + 2 e
511:
505:
489:testosterone
451:
437:Biochemistry
432:
409:
406:Fundamentals
367:
359:
358:
128:Identifiers
122:Oxomethoxide
118:Oxocarbinate
110:Isocarbonite
104:Other names
897:(1): 1–26.
674:catalysts.
554:formic acid
400:formic acid
376:formic acid
333:Formic acid
278:Properties
1016:Categories
788:References
708:, Na(HCOO)
419:H → HCO
368:methanoate
318:Molar mass
248:0YIW783RG1
180:ChemSpider
156:3D model (
135:CAS Number
97:Methanoate
852:: 23–37.
714:, K(HCOO)
493:estradiol
478:aromatase
462:sarcosine
370:) is the
108:Methylate
106:Formylate
1027:Formates
970:18667702
919:11987113
876:31402327
678:Examples
558:Methanol
472:of some
206:Formates
31:Formate
961:2491486
911:8871783
867:7056922
662:O + H
501:estrone
483:using O
481:enzymes
474:sterols
454:choline
360:Formate
312:
215:PubChem
145:71-47-6
85:Formate
999:
968:
958:
917:
909:
874:
864:
824:
733:(HCOO)
702:(HCOO)
658:+ 2 H
638:Ni(HCO
590:HCOOCH
531:→ CO
460:, and
458:serine
366:name:
262:SMILES
75:Names
915:S2CID
771:HCOOC
743:OCOCl
619:CH)(H
515:gigas
510:from
396:ester
380:anion
364:IUPAC
158:JSmol
997:ISBN
966:PMID
907:PMID
872:PMID
822:ISBN
739:, CH
729:, CH
694:, CH
560:and
503:.
495:and
428:+ H
291:HCOO
239:UNII
200:MeSH
989:doi
956:PMC
946:doi
942:105
899:doi
862:PMC
854:doi
814:doi
754:, C
556:.
522:HCO
499:to
491:to
415:HCO
398:of
384:HCO
374:of
302:HCO
300:or
269:O=C
228:283
218:CID
189:277
1018::
995:,
964:.
954:.
940:.
936:.
913:.
905:.
895:22
893:.
870:.
860:.
850:33
848:.
844:.
820:,
812:,
796:^
760:10
698:CH
650:O)
646:(H
623:O)
598:OH
573:CH
568::
517::
456:,
991::
972:.
948::
921:.
901::
878:.
856::
816::
777:5
775:H
773:6
764:3
762:O
758:H
756:4
741:3
731:3
700:2
696:3
664:2
660:2
656:2
652:2
648:2
644:2
642:)
640:2
626:x
621:2
617:2
596:3
592:3
579:3
575:3
547:2
533:2
528:2
525:−
485:2
425:2
422:−
417:2
390:2
387:−
382:(
362:(
307:2
160:)
20:)
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