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乌头酸 - 版本历史
2026-04-17T17:44:17Z
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123.130.221.191：建立内容为“{{chembox | verifiedrevid = 443367538 | Name = 顺乌头酸<small>（上）</small>与反乌头酸<small>（下）</small> | ImageFile1 = Cis-aconitic acid.png |…”的新页面
2021-07-21T16:20:50Z
<p>建立内容为“{{chembox | verifiedrevid = 443367538 | Name = 顺乌头酸<small>（上）</small>与反乌头酸<small>（下）</small> | ImageFile1 = Cis-aconitic acid.png |…”的新页面</p>
<p><b>新页面</b></p><div>{{chembox<br />
| verifiedrevid = 443367538<br />
| Name = 顺乌头酸<small>（上）</small>与反乌头酸<small>（下）</small><br />
| ImageFile1 = Cis-aconitic acid.png<br />
| ImageSize1 = 200px<br />
| ImageName1 = 顺乌头酸<br />
| ImageFile2 = Trans-aconitic acid.png<br />
| ImageSize2 = 200px<br />
| ImageName2 = 反乌头酸<br />
| IUPACName = 1-丙烯-1,2,3-三羧酸<br />prop-1-ene-1,2,3-tricarboxylic acid<br />
| OtherNames = 蓍草酸、焦柠檬酸、柠康酸<br />
| Reference = <ref>{{ cite web | url = http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=309 | title = Aconitic Acid - Compound Summary (CID 309) | publisher = [[PubChem]] }}</ref><br />
| Section1 = {{Chembox Identifiers<br />
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}<br />
| ChemSpiderID = 303<br />
| UNII_Ref = {{fdacite|correct|FDA}}<br />
| UNII = 93371T1BXP<br />
| InChI = 1/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)<br />
| InChIKey = GTZCVFVGUGFEME-UHFFFAOYAL<br />
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChI = 1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)<br />
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChIKey = GTZCVFVGUGFEME-UHFFFAOYSA-N<br />
| CASNo_Ref = {{cascite|$1|??}}<br />
| CASNo = 499-12-7<br />
| PubChem = 309<br />
| ChEBI_Ref = {{ebicite|correct|EBI}}<br />
| ChEBI = 22211<br />
| SMILES = O=C(O)CC(=CC(=O)O)C(=O)O<br />
| MeSHName = Aconitate<br />
}}<br />
| Section2 = {{Chembox Properties<br />
| C=6|H=6|O=6<br />
| Appearance = Colorless crystals<br />
| Density = <br />
| MeltingPt = 190℃（分解）（''反式异构体''）；122℃（''顺式异构体''）<br />
| BoilingPt = <br />
| pKa = 2.80，4.46（''反式异构体''）<ref>{{ cite book | author = Dawson, R. M. C.; Elliott, D. C.; Elliott, W. H. | title = Data for Biochemical Research | edition = 3rd | location = Oxford | publisher = Clarendon Press | year = 1989 | isbn = 9780198552994 }}</ref> <br />
}}<br />
| Section3 = {{Chembox Hazards<br />
| Solubility = water<br />
| MainHazards = <br />
| FlashPt = <br />
| Autoignition = <br />
}}<br />
}}<br />
'''乌头酸'''（{{lang-en|Aconitic acid}}）是一种[[有机酸]]，其两种[[顺反异构|异构体]]分别是顺乌头酸与反乌头酸。顺乌头酸的[[共轭]]碱，顺[[乌头]][[酸盐]]是三[[羧酸]]循[[环中]][[柠檬酸盐]]异构化为异柠檬酸盐的中间产物。这一步骤的[[催化]]酶是[[顺乌头酸酶]]。<br />
<br />
以[[硫酸]]使[[柠檬酸]][[脱水]]的方式可以合成乌头酸：<ref>{{ OrgSynth | author = Bruce, W. F. | title = Aconitic Acid | year = 1937 | volume = 17 | pages = 1 | collvol = 2 | collvolpages = 12 | prep = CV2P0012 }}</ref><br />
<br />
:(HO<sub>2</sub>CCH<sub>2</sub>)<sub>2</sub>COH(CO<sub>2</sub>H) → HO<sub>2</sub>CCH=C(CO<sub>2</sub>H)CH<sub>2</sub>CO<sub>2</sub>H + H<sub>2</sub>O<br />
<br />
它首次是由加热脱水的方式制备的<ref>{{ cite journal | author = Pawolleck, B. | title = Substitutionsproducte der Citronensäure und ein Versuch zur Synthese der letzteren | journal = Justus Liebig's Annalen der Chemie | year = 1875 | volume = 178 | issue = 2–3 | pages = 150–170 | doi = 10.1002/jlac.18751780203 }}</ref>。<br />
<br />
==参考文献==<br />
<br />
{{reflist}}<br />
<br />
{{Citric acid cycle}}<br />
<br />
[[Category:三羧酸]]<br />
==参考来源==<br />
*[http://zh.wikipedia.org/wiki/%E4%B9%8C%E5%A4%B4%E9%85%B8 维基百科-乌头酸]</div>
123.130.221.191