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词条 1,1-Dihydroxyethene
释义

  1. References

{{Chembox
| ImageFile = 1,1-Dihydroxyethene.png
| ImageSize = 100px
| IUPACName = Ethene-1,1-diol
| OtherNames = {{ubl|1,1-Dihydroxyethene|1,1-Ethenediol|Ketene hydrate}}
| Section1 = {{Chembox Identifiers
| CASNo = 10375-04-9
| PubChem = 101752
| ChemSpiderID = 91938
| SMILES = C=C(O)O
| StdInChI=1S/C2H4O2/c1-2(3)4/h3-4H,1H2
| StdInChIKey = LONYOMRPNGXPGP-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
|C=2|H=4|O=2
| Density =
| MeltingPt =
| BoilingPt =
| Solubility =
}}
}}1,1-Dihydroxyethene is an organic compound consisting of two hydroxy groups as substituents on the same carbon atom of an ethene chain. The chemical is also called ketene hydrate because it is the carbonyl hydrate of ketene. Its structure can also be considered as the enol form of acetic acid. This compound is likely a key intermediate in the hydration reaction that converts ketene into acetic acid.[1] The analysis of the possible pathways for this reaction has been cited as an example of the importance of considering activation energy of each mechanistic step.[2] The hydration of the carbonyl of ketene, which formally involves an addition reaction of one water molecule onto the carbonyl group, is likely catalyzed by a second water molecule.[3]

References

1. ^{{cite journal |journal= Can. J. Chem. |volume= 77 |pages= 817–829 |year= 1999 |title= The hydration mechanism of ketene: 15 years later |first1= Minh Tho |last1= Nguyen |first2= Greet |last2= Raspoet |doi= 10.1139/v99-090 }}
2. ^{{cite book |title= Advances in Physical Organic Chemistry |volume= 45 |editor-first= John P. |editor-last= Richard |chapter= No barrier theory and the origins of the intrinsic barrier |first= J. Peter |last= Guthrie |pages= 205–208 |publisher= Academic Press |year= 2011 |isbn= 9780123860477 }}
3. ^{{cite journal |title= Theoretical Study of Reaction of Ketene with Water in the Gas Phase: Formation of Acetic Acid? |first1= Thanh Lam |last1= Nguyen |first2= Bert C. |last2= Xue |first3= G. Barney |last3= Ellison |first4= John F. |last4= Stanton |journal= J. Phys. Chem. A |year= 2013 |volume= 117 |issue= 43 |pages= 10997–11005 |doi= 10.1021/jp408337y }}
{{organic-compound-stub}}{{DEFAULTSORT:Dihydroxyethene, 1,1-}}

2 : Enols|Geminal diols

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