1095:
699:
1112:
967:
45:
1078:
816:
839:. The esters are the dominant forms of acetate in the marketplace. Unlike the acetate salts, acetate esters are often liquids, lipophilic, and sometimes volatile. They are popular because they have inoffensive, often sweet odors, they are inexpensive, and they are usually of low toxicity.
1428:
Hosmer, Jennifer; Nasreen, Marufa; Dhouib, Rabeb; Essilfie, Ama-Tawiah; Schirra, Horst
Joachim; Henningham, Anna; Fantino, Emmanuelle; Sly, Peter; McEwan, Alastair G.; Kappler, Ulrike (2022-01-27).
1430:"Access to highly specialized growth substrates and production of epithelial immunomodulatory metabolites determine survival of Haemophilus influenzae in human airway epithelial cells"
1225:
1211:
896:
of sodium acetate (20 or 60 mg per kg body mass) was found to induce headache in sensitized rats, and it has been proposed that acetate resulting from oxidation of
1094:
477:
Most of the approximately 5 million tonnes of acetic acid produced annually in industry are used in the production of acetates, which usually take the form of
233:
633:
when using the OAc abbreviation; for clarity and to avoid errors when translated, HOAc should be avoided in literature mentioning both compounds.
1111:
1216:
1628:
1292:
1077:
2036:
1340:
1249:
Brimble, Margaret A.; Black, David StC.; Hartshorn, Richard; Rauter, Amélia P.; Sha, Chin-Kang; Sydnes, Leiv K. (10 November 2012).
1233:
1199:
617:
series; context guides disambiguation. For example, the formula for sodium acetate might be abbreviated as "NaOAc", rather than "NaC
198:
738:
Many acetate salts are ionic, indicated by their tendency to dissolve well in water. A commonly encountered acetate in the home is
960:
858:. In fact, "acetate" is jargon for cellulose acetate, which is used in the production of fibres or diverse products, e.g. the
1411:
175:
2533:
1148:
568:. Chemists often represent acetate as OAc or, less commonly, AcO. Thus, HOAc is the symbol for acetic acid, NaOAc for
1221:
316:
2352:
893:
698:
31:
2538:
2403:
1776:
1681:
1335:
Nelson, D. L.; Cox, M. M. "Lehninger, Principles of
Biochemistry" 3rd Ed. Worth Publishing: New York, 2000.
1158:
862:
used in audio record production. Cellulose acetate can be found in many household products. Many industrial
2448:
2435:
2048:
2025:
1896:
1621:
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2456:
2131:
1739:
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2014:
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67:
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Vogels, G. D.; Keltjens, J. T.; Van Der Drift, C. (1988). "Biochemistry of methane production". In
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1138:
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784:
588:"Ac" is also sometimes encountered in chemical formulas as indicating the entire acetate ion (
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2233:
2221:
1991:
1904:
1850:
1753:
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2006:
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1821:
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1296:
1168:
963:. Acetate formation requires two enzymes: phosphate acetyltransferase and acetate kinase.
637:
139:
1370:
886:
Acetate is a common anion in biology. It is mainly utilized by organisms in the form of
95:
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2149:
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1977:
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44:
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130:
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17:
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R-9.1 Trivial and semisystematic names retained for naming organic compounds
909:
905:
796:
1524:
1473:
1398:
406:. The neutral molecules formed by the combination of the acetate ion and a
1573:
1506:
1043:
913:
901:
854:. The second largest use of acetic acid is consumed in the production of
804:
614:
610:
478:
1042:
in their fermentative metabolism. One electron is transferred from the
1039:
997:
981: acetyl-CoA + phosphate → acetyl-phosphate + CoA
897:
863:
842:
Almost half of acetic acid production is consumed in the production of
151:
1251:"Rules for abbreviation of protecting groups (IUPAC Technical Report)"
1055:
788:
577:
411:
970:
The mixed acid fermentation pathway is characteristic of the family
309:
Except where otherwise noted, data are given for materials in their
776:
can be complexed by acetate. Examples of acetate complexes include
851:
824:
707:
427:
369:
118:
108:
1315:
Hosea Cheung, Robin S. Tanke, G. Paul
Torrence "Acetic acid" in
1610:
908:
in many tissues including the brain, and administration of the
1489:"EcoCyc: a comprehensive database of Escherichia coli biology"
807:. All three salts are colourless and highly soluble in water.
742:, a white solid that can be prepared by combining vinegar and
365:
984: acetyl-phosphate + ADP → acetate + ATP
656:
671:
665:
481:. In nature, acetate is the most common building block for
422:, etc.). The simplest of these is hydrogen acetate (called
904:. Increased serum acetate levels lead to accumulation of
659:
650:
1194:
Zumdahl, S. S. “Chemistry” Heath, 1986: Lexington, MA.
1303:, IUPAC Commission on Nomenclature of Organic Chemistry
722:. Above a pH of 5.5, acetic acid converts to acetate:
662:
629:". Care should also be taken to avoid confusion with
955:. This acetyl-CoA is then converted into acetate in
674:
368:(specifically, the negatively charged ion called an
653:
1355:"Acetate Causes Alcohol Hangover Headache in Rats"
1301:A Guide to IUPAC Nomenclature of Organic Compounds
1212:International Union of Pure and Applied Chemistry
163:
27:Salt compound formed from acetic acid and a base
609:). It is not to be confused with the symbol of
497:, the formula of the acetate ion is written as
94:
1317:Ullmann's Encyclopedia of Industrial Chemistry
1220:(IUPAC Recommendations 2005). Cambridge (UK):
414:) are also commonly called "acetates" (hence,
1622:
8:
916:to rats after ethanol was found to decrease
1062:) of acetic acid to respectively produce CO
668:
1629:
1615:
1607:
935:bacteria such as the respiratory pathogen
138:
36:
1563:
1514:
1463:
1445:
1412:'Is coffee the real cure for a hangover?'
1388:
1378:
1266:
783:Commercially important acetate salts are
207:InChI=1S/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1
183:
1487:Keseler, Ingrid M.; et al. (2011).
1353:Maxwell, Christina; et al. (2010).
965:
814:
697:
217:InChI=1/C2H4O2/c1-2(3)4/h1H3,(H,3,4)/p-1
1184:
1073:
238:
203:
1659:
878:is a fragrance used in food products.
376:and written with the chemical formula
2325:
1311:
1309:
1190:
1188:
927:properties and can affect the innate
210:Key: QTBSBXVTEAMEQO-UHFFFAOYSA-M
7:
1649:
1595:. New York: Wiley. pp. 707–770.
1319:Weinheim, Germany: Wiley-VCH, 2005.
1593:Biology of anaerobic microorganisms
1217:Nomenclature of Inorganic Chemistry
220:Key: QTBSBXVTEAMEQO-REWHXWOFAL
154:
943:Fermentation acetyl CoA to acetate
25:
1637:Acetyl halides and salts of the
1556:10.1128/jb.174.17.5489-5495.1992
1110:
1093:
1076:
646:
360:). "Acetate" also describes the
43:
992:Acetic acid can also undergo a
961:substrate-level phosphorylation
850:, which is a component of many
489:Nomenclature and common formula
313:(at 25 °C , 100 kPa).
949:acetyl-coenzyme A (acetyl-CoA)
1:
1501:(Database issue): D583–D590.
900:is a major factor in causing
336:formed by the combination of
1447:10.1371/journal.ppat.1010209
1380:10.1371/journal.pone.0015963
576:(as Ac is common symbol for
426:) with corresponding salts,
1149:Fermentation (biochemistry)
947:Pyruvate is converted into
827:have the general formula CH
613:, the first element of the
2555:
2327:
1255:Pure and Applied Chemistry
959:, whilst producing ATP by
29:
1661:
1646:
1035:reaction is catalysed by
894:Intraperitoneal injection
746:("bicarbonate of soda"):
307:
249:
229:
194:
78:
66:
56:
51:
42:
1325:10.1002/14356007.a01_045
1268:10.1351/PAC-REP-12-07-12
866:are acetates, including
780:and basic zinc acetate.
32:Acetate (disambiguation)
1544:Journal of Bacteriology
1159:Mixed acid fermentation
988:Fermentation of acetate
710:, ,(or ) is one of the
1540:"Methane from acetate"
1494:Nucleic Acids Research
1418:, Jan. 15 2011, p. 17.
978:
953:pyruvate dehydrogenase
937:Haemophilus influenzae
874:, ethylhexyl acetate.
820:
703:
969:
818:
701:
372:) typically found in
68:Systematic IUPAC name
1538:Ferry, J.G. (1992).
1121:of the acetate anion
1104:of the acetate anion
1087:of the acetate anion
996:reaction to produce
912:receptor antagonist
778:chromium(II) acetate
688:preferred IUPAC name
586:pseudoelement symbol
420:acetate of aluminium
30:For other uses, see
1507:10.1093/nar/gkq1143
1371:2010PLoSO...515963M
1238:Electronic version.
1085:Space-filling model
1027:° = −36 kJ/mol
39:
2534:Carboxylate anions
1295:2014-02-08 at the
1144:Copper(II) acetate
1033:disproportionation
979:
972:Enterobacteriaceae
923:Acetate has known
882:Acetate in biology
821:
744:sodium bicarbonate
714:family. It is the
704:
340:with a base (e.g.
317:Infobox references
37:
2516:
2515:
2510:
2509:
1550:(17): 5489–5495.
1139:Cellulose acetate
1066:and methane gas.
974:, which includes
888:acetyl coenzyme A
872:isopropyl acetate
870:, ethyl acetate,
856:cellulose acetate
848:polyvinyl alcohol
835:R, where R is an
801:potassium acetate
795:, a precursor to
785:aluminium acetate
774:Transition metals
325:Chemical compound
323:
322:
120:Interactive image
16:(Redirected from
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1650:
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1409:
1403:
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1333:
1327:
1313:
1304:
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1240:
1209:
1203:
1192:
1114:
1102:resonance hybrid
1097:
1080:
1022:
925:immunomodulatory
793:ammonium acetate
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676:
673:
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667:
664:
661:
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607:
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572:, and EtOAc for
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432:polyatomic anion
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374:aqueous solution
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257:Chemical formula
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2224:
2217:
2212:
2210:
2206:
2198:
2190:
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2153:
2135:
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2108:
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1485:
1481:
1440:(1): e1010209.
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1426:
1422:
1414:by Bob Holmes,
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1307:
1297:Wayback Machine
1288:
1284:
1248:
1247:
1243:
1210:
1206:
1193:
1186:
1182:
1169:Acetyl chloride
1130:
1123:
1122:
1119:canonical forms
1115:
1106:
1105:
1098:
1089:
1088:
1081:
1072:
1065:
1020:
1019:
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990:
945:
884:
846:, precursor to
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761:
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493:When part of a
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1603:External links
1601:
1599:
1598:
1589:Zehnder A.J.B.
1579:
1530:
1479:
1434:PLOS Pathogens
1420:
1404:
1365:(12): e15963.
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1236:. p. 63.
1204:
1183:
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1177:
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1156:
1154:Sodium acetate
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1017:
1013:
1009:
1002:carbon dioxide
989:
986:
951:by the enzyme
944:
941:
883:
880:
868:methyl acetate
832:
828:
812:
809:
771:
770:
767:
763:
759:
755:
754:COOH + NaHCO
751:
740:sodium acetate
736:
735:
731:
727:
716:conjugate base
695:
692:
682:), the common
631:peracetic acid
626:
622:
618:
603:
594:
581:
570:sodium acetate
563:
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524:
512:
503:
490:
487:
469:
460:
448:
439:
410:ion (called a
400:
391:
382:
362:conjugate base
324:
321:
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315:
311:standard state
308:
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299:
297:Conjugate acid
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2201:
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2185:
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2173:
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2167:
2165:
2159:
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2148:
2146:
2143:
2142:
2138:
2136:
2129:
2125:
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2119:
2117:
2111:
2109:
2102:
2096:
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2088:
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2080:
2078:
2075:
2073:
2067:
2065:
2055:
2053:
2046:
2035:
2032:
2030:
2024:
2021:
2019:
2013:
2011:
2005:
2003:
2001:
1995:
1993:
1990:
1989:
1985:
1983:
1979:
1976:
1973:
1971:
1965:
1962:
1960:
1954:
1952:
1946:
1944:
1937:
1934:
1932:
1926:
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1857:
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1839:
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1829:
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1814:
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1794:
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1549:
1545:
1541:
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1526:
1522:
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1512:
1508:
1504:
1500:
1496:
1495:
1490:
1483:
1480:
1475:
1471:
1466:
1461:
1457:
1453:
1448:
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1439:
1435:
1431:
1424:
1421:
1417:
1416:New Scientist
1413:
1408:
1405:
1400:
1396:
1391:
1386:
1381:
1376:
1372:
1368:
1364:
1360:
1356:
1349:
1346:
1342:
1341:1-57259-153-6
1338:
1332:
1329:
1326:
1322:
1318:
1312:
1310:
1306:
1302:
1298:
1294:
1291:
1286:
1283:
1278:
1274:
1269:
1264:
1260:
1256:
1252:
1245:
1242:
1239:
1235:
1234:0-85404-438-8
1231:
1227:
1223:
1219:
1218:
1213:
1208:
1205:
1201:
1200:0-669-04529-2
1197:
1191:
1189:
1185:
1179:
1175:
1172:
1170:
1167:
1165:
1162:
1160:
1157:
1155:
1152:
1150:
1147:
1145:
1142:
1140:
1137:
1135:
1132:
1131:
1127:
1120:
1113:
1108:
1103:
1096:
1091:
1086:
1079:
1074:
1069:
1067:
1061:
1057:
1054:group to the
1053:
1049:
1045:
1041:
1038:
1034:
1026:
1007:
1006:
1005:
1003:
999:
995:
987:
985:
982:
977:
973:
968:
964:
962:
958:
954:
950:
942:
940:
938:
934:
930:
926:
921:
919:
915:
911:
907:
903:
899:
895:
891:
889:
881:
879:
877:
876:Butyl acetate
873:
869:
865:
861:
860:acetate discs
857:
853:
849:
845:
844:vinyl acetate
840:
838:
837:organyl group
826:
819:acetate ester
817:
810:
808:
806:
802:
798:
794:
790:
786:
781:
779:
775:
749:
748:
747:
745:
741:
725:
724:
723:
721:
717:
713:
709:
702:acetate anion
700:
693:
691:
689:
685:
679:
643:
639:
636:Although its
634:
632:
616:
612:
587:
579:
575:
574:ethyl acetate
571:
496:
488:
486:
484:
480:
475:
433:
429:
425:
421:
417:
413:
409:
375:
371:
367:
363:
359:
355:
351:
347:
343:
339:
335:
331:
318:
312:
306:
303:
300:
298:
295:
294:
261:
258:
254:
253:
248:
239:
235:
228:
214:
204:
200:
193:
186:
182:
181:
179:
177:
174:
173:
166:
162:
161:
159:
153:
149:
148:
141:
137:
136:
134:
132:
129:
128:
121:
117:
116:
114:
110:
105:
104:
97:
93:
92:
90:
87:
83:
82:
77:
69:
65:
59:
55:
50:
46:
41:
33:
19:
18:Acetate ester
1638:
1592:
1582:
1547:
1543:
1533:
1498:
1492:
1482:
1437:
1433:
1423:
1407:
1362:
1358:
1348:
1331:
1316:
1300:
1285:
1258:
1254:
1244:
1215:
1207:
1174:Zinc acetate
1030:
1024:
1012:COO + H → CH
991:
983:
980:
975:
956:
946:
936:
931:response to
922:
892:
885:
841:
822:
803:, used as a
782:
772:
737:
706:The acetate
705:
686:remains the
683:
641:
635:
492:
483:biosynthesis
476:
419:
415:
407:
329:
327:
79:Identifiers
1164:Acetic acid
1134:Acetylation
994:dismutation
918:nociceptive
762:COONa + H
720:acetic acid
712:carboxylate
424:acetic acid
356:or radical
354:nonmetallic
338:acetic acid
302:Acetic acid
250:Properties
2523:Categories
1261:(1): 310.
1180:References
1070:Structures
1060:e acceptor
1052:carboxylic
1046:function (
1037:methanogen
933:pathogenic
920:behavior.
787:, used in
430:, and the
185:569DQM74SC
131:ChemSpider
107:3D model (
86:CAS Number
58:IUPAC name
1456:1553-7374
1050:) of the
910:adenosine
906:adenosine
902:hangovers
797:acetamide
730:COOH ⇌ CH
642:ethanoate
72:Ethanoate
2529:Acetates
1754:NaH(OAc)
1525:21097882
1474:35085362
1399:21209842
1359:PLOS ONE
1293:Archived
1277:55102299
1214:(2005).
1128:See also
1044:carbonyl
914:caffeine
864:solvents
823:Acetate
805:diuretic
766:O + CO
615:actinide
611:actinium
584:CO).The
580:group CH
479:polymers
408:positive
350:metallic
342:alkaline
38:Acetate
2457:Th(OAc)
2449:Ac(OAc)
2436:Yb(OAc)
2428:Tm(OAc)
2420:Er(OAc)
2412:Ho(OAc)
2404:Dy(OAc)
2396:Tb(OAc)
2388:Gd(OAc)
2380:Eu(OAc)
2372:Sm(OAc)
2361:Nd(OAc)
2353:Pr(OAc)
2345:Ce(OAc)
2337:La(OAc)
2328:
2249:Bi(OAc)
2241:Pb(OAc)
2234:Pb(OAc)
2226:Tl(OAc)
2214:Hg(OAc)
2195:Au(OAc)
2187:Pt(OAc)
2161:Lu(OAc)
2150:Ba(OAc)
2113:Sb(OAc)
2105:Sn(OAc)
2098:Sn(OAc)
2090:In(OAc)
2082:Cd(OAc)
2069:Pd(OAc)
2049:Ru(OAc)
2026:Mo(OAc)
2015:Zr(OAc)
1997:Sr(OAc)
1967:As(OAc)
1956:Ga(OAc)
1948:Zn(OAc)
1940:Cu(OAc)
1928:Ni(OAc)
1920:Co(OAc)
1912:Fe(OAc)
1905:Fe(OAc)
1897:Mn(OAc)
1890:Mn(OAc)
1882:Cr(OAc)
1875:Cr(OAc)
1867:VO(OAc)
1859:Ti(OAc)
1851:Sc(OAc)
1841:Ca(OAc)
1781:Al(OAc)
1770:Al(OAc)
1762:Mg(OAc)
1675:Be(OAc)
1639:acetate
1591:(ed.).
1574:1512186
1516:3013716
1465:8794153
1390:3013144
1367:Bibcode
1058:group (
1048:e donor
1040:archaea
998:methane
976:E. coli
957:E. coli
898:ethanol
734:COO + H
684:acetate
330:acetate
291:
152:PubChem
96:71-50-1
61:Acetate
2132:I(OAc)
2007:Y(OAc)
1789:Al(OH)
1705:O(OAc)
1694:B(OAc)
1686:O(OAc)
1572:
1565:206491
1562:
1523:
1513:
1472:
1462:
1454:
1397:
1387:
1339:
1275:
1232:
1198:
1056:methyl
1021:
929:immune
852:paints
825:esters
811:Esters
799:, and
789:dyeing
758:→ CH
578:acetyl
428:esters
412:cation
346:earthy
241:CC(=O)
234:SMILES
52:Names
2472:(OAc)
2222:TlOAc
2207:(OAc)
2145:CsOAc
2077:AgOAc
2061:(OAc)
2041:(OAc)
1992:RbOAc
1982:BrOAc
1936:CuOAc
1826:ClOAc
1805:(OAc)
1777:ALSOL
1750:NaOAc
1731:AcOOH
1713:AcOAc
1670:LiOAc
1273:S2CID
1226:IUPAC
1031:This
708:anion
694:Salts
548:, or
454:, or
370:anion
332:is a
199:InChI
109:JSmol
2128:IOAc
1978:BrAc
1836:KOAc
1822:ClAc
1740:FOAc
1717:ROAc
1654:AcOH
1570:PMID
1521:PMID
1470:PMID
1452:ISSN
1395:PMID
1337:ISBN
1230:ISBN
1196:ISBN
1016:+ CO
1000:and
495:salt
358:base
334:salt
176:UNII
2506:No
2503:Md
2500:Fm
2497:Es
2494:Cf
2491:Bk
2488:Cm
2485:Am
2482:Pu
2479:Np
2464:Pa
2445:**
2368:Pm
2321:Og
2318:Ts
2315:Lv
2312:Mc
2309:Fl
2306:Nh
2303:Cn
2300:Rg
2297:Ds
2294:Mt
2291:Hs
2288:Bh
2285:Sg
2282:Db
2279:Rf
2276:Lr
2273:**
2270:Ra
2267:Fr
2262:Rn
2259:At
2256:Po
2183:Ir
2180:Os
2177:Re
2171:Ta
2168:Hf
2139:Xe
2124:IAc
2120:Te
2033:Tc
2022:Nb
1986:Kr
1974:Se
1963:Ge
1830:Ar
1812:Si
1793:OAc
1744:Ne
1736:FAc
1726:OAc
1664:He
1641:ion
1560:PMC
1552:doi
1548:174
1511:PMC
1503:doi
1460:PMC
1442:doi
1385:PMC
1375:doi
1321:doi
1263:doi
1222:RSC
718:of
640:is
559:COO
465:COO
366:ion
364:or
328:An
165:175
155:CID
140:170
2525::
2468:UO
2333:*
2203:Hg
2174:W
2157:*
2057:Rh
2045:Cl
2037:Ru
1818:S
1815:P
1801:SO
1797:Al
1785:OH
1722:NH
1682:Be
1568:.
1558:.
1546:.
1542:.
1519:.
1509:.
1499:39
1497:.
1491:.
1468:.
1458:.
1450:.
1438:18
1436:.
1432:.
1393:.
1383:.
1373:.
1361:.
1357:.
1308:^
1299:,
1271:.
1259:85
1257:.
1253:.
1228:.
1187:^
1008:CH
1004::
939:.
890:.
831:CO
791:,
750:CH
726:CH
690:.
672:eɪ
666:oʊ
599:CO
590:CH
550:CH
518:,
508:CO
499:CH
485:.
474:.
456:CH
444:CO
435:CH
418:,
352:,
348:,
344:,
2474:2
2470:2
2459:4
2451:3
2438:3
2430:3
2422:3
2414:3
2406:3
2398:3
2390:3
2382:3
2374:3
2363:3
2355:3
2347:3
2339:3
2251:3
2243:4
2236:2
2228:3
2216:2
2209:2
2205:2
2197:3
2189:2
2163:3
2152:2
2134:3
2115:3
2107:4
2100:2
2092:3
2084:2
2071:2
2063:4
2059:2
2051:3
2043:4
2039:2
2028:2
2017:4
2009:3
1999:2
1969:3
1958:3
1950:2
1942:2
1930:2
1922:2
1914:3
1907:2
1899:3
1892:2
1884:3
1877:2
1869:3
1861:4
1853:3
1843:2
1807:4
1803:4
1799:2
1791:2
1783:2
1772:3
1764:2
1756:2
1724:4
1707:4
1703:2
1701:B
1696:3
1688:6
1684:4
1677:2
1630:e
1623:t
1616:v
1576:.
1554::
1527:.
1505::
1476:.
1444::
1401:.
1377::
1369::
1363:5
1343:.
1323::
1279:.
1265::
1224:–
1202:.
1064:2
1025:G
1023:Δ
1018:2
1014:4
1010:3
833:2
829:3
768:2
764:2
760:3
756:3
752:3
732:3
728:3
678:/
675:t
669:.
663:n
660:æ
657:θ
654:ˈ
651:ɪ
648:/
644:(
627:2
625:O
623:3
621:H
619:2
604:2
595:3
582:3
555:3
543:2
538:O
534:3
529:H
525:2
520:C
513:2
504:3
461:3
449:2
440:3
401:2
396:O
392:3
387:H
383:2
378:C
286:2
281:O
277:3
272:H
268:2
263:C
111:)
34:.
20:)
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