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{{Chembox |
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{{Chembox |
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| verifiedrevid = 426640263 |
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| verifiedrevid = 441485086 |
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| Name = |
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| Name = |
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| ImageFile = Cyclopropanol.svg |
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| ImageFile = Cyclopropanol.svg |
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| ImageSize = 100px |
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| ImageSize = 100px |
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| ImageAlt = |
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| ImageAlt = |
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| ImageName = |
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| ImageName = |
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| IUPACName = Cyclopropanol |
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| PIN = Cyclopropanol |
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| OtherNames = Cyclopropyl alcohol, Hydroxycyclopropane |
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| SystematicName = |
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|Section1={{Chembox Identifiers |
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| OtherNames = Cyclopropyl alcohol, Hydroxycyclopropane |
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| 3DMet = |
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| Section1 = {{Chembox Identifiers |
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| 3DMet = |
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| Abbreviations = |
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| Abbreviations = |
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| Beilstein = |
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| CASNo_Ref = {{cascite|correct|??}} |
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| ATCvet = |
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| CASNo = 16545-68-9 |
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| ATCCode_prefix = |
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| CASNoOther = |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ATC_Supplemental = |
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| Beilstein = |
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| ChEBI = |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| CASNo = 16545-68-9 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 109961 |
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| ChemSpiderID = 109961 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = |
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| EC-number = |
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| EINECS = |
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| EINECSCASNO = |
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| EINECS = |
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| Gmelin = |
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| Gmelin = |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C3H6O/c4-3-1-2-3/h3-4H,1-2H2 |
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| StdInChI = 1S/C3H6O/c4-3-1-2-3/h3-4H,1-2H2 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = YOXHCYXIAVIFCZ-UHFFFAOYSA-N |
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| StdInChIKey = YOXHCYXIAVIFCZ-UHFFFAOYSA-N |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = |
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| KEGG = |
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| MeSHName = |
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| PubChem = 123361 |
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| PubChem = 123361 |
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| RTECS = |
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| RTECS = |
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| SMILES = OC1CC1 |
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| SMILES = OC1CC1 |
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| UNNumber = |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| AtmosphericOHRateConstant = |
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| AtmosphericOHRateConstant = |
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| Appearance = |
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| Appearance = |
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| BoilingPtC = 101 to 102 |
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| BoilingPt = 101–102 °C<ref name="enz synth">{{cite journal |journal= Tetrahedron Lett. |year= 1987 |volume= 28 |issue= 24 |pages= 2767–2768 |title= Enzymatic hydrolysis of cyclopropyl acetate. A facile method for medium- and large-scale preparations of cyclopropanol |authors= Jongejan, J. A.; Duine, J. A. |doi= 10.1016/S0040-4039(00)96204-X }}</ref> |
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| BoilingPt_ref = <ref name="enz synth">{{cite journal |journal= Tetrahedron Lett. |year= 1987 |volume= 28 |issue= 24 |pages= 2767–2768 |title= Enzymatic hydrolysis of cyclopropyl acetate. A facile method for medium- and large-scale preparations of cyclopropanol |author1=Jongejan, J. A. |author2=Duine, J. A. |doi= 10.1016/S0040-4039(00)96204-X }}</ref> |
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| Boiling_notes = |
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| BoilingPt_notes = |
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| Density = 0.917 g/mL<ref name=roberts>{{cite journal |title= Small-Ring Compounds. VI. Cyclopropanol, Cyclopropyl Bromide and Cyclopropylamine |authors= Roberts, J. D.; Chambers, V. C. |journal= J. Am. Chem. Soc. |year= 1951 |volume= 73 |issue= 7 |pages= 3176–3179 |doi= 10.1021/ja01151a053 }}</ref> |
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| Density = 0.917 g/mL<ref name=roberts>{{cite journal |title= Small-Ring Compounds. VI. Cyclopropanol, Cyclopropyl Bromide and Cyclopropylamine |author1=Roberts, J. D. |author2=Chambers, V. C. |journal= J. Am. Chem. Soc. |year= 1951 |volume= 73 |issue= 7 |pages= 3176–3179 |doi= 10.1021/ja01151a053 }}</ref> |
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| C=3 | H=6 | O=1 |
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| HenryConstant = |
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| C=3 | H=6 | O=1 |
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| LogP = |
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| HenryConstant = |
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| Melting_notes = |
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| LogP = |
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| pKa = |
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| MeltingPt_notes = |
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| pKb = |
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| VaporPressure =}} |
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| Section3 = {{Chembox Structure |
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|Section3={{Chembox Structure |
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| Coordination = |
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| Section4 = {{Chembox Thermochemistry |
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|Section4={{Chembox Thermochemistry |
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| DeltaHc = |
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| DeltaHc = |
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| Entropy = |
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| HeatCapacity = }} |
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| HeatCapacity = }} |
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| Section8 = {{Chembox Related |
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|Section8={{Chembox Related |
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| Function = |
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| OtherCations = |
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'''Cyclopropanol''' is an organic compound with the chemical formula C<sub>3</sub>H<sub>6</sub>O. It contains a ] group with an ] group attached to it. The compound is highly unstable due to the three-membered ring, and is susceptible to reactions that open the ring. It is highly prone to rearrangement, undergoing ]ization to form ].<ref name=magrane>{{cite journal |title= The Reaction of Epichlorohydrin with the Grignard Reagent |authors= Magrane, J. K.; Cottle, D. L. |journal= J. Am. Chem. Soc. |volume= 64 |year= 1942 |issue= 3 |pages= 484–487 |doi= 10.1021/ja01255a004 }}</ref><ref name=stahl>{{cite journal| title= The Reaction of Epichlorohydrin with the Grignard Reagent. Some Derivatives of Cyclopropanol |authors= Stahl, G. W.; Cottle, D. L. |journal= J. Am. Chem. Soc. |volume= 65 |issue= 9 |year= 1943 |pages= 1782–1783 |doi= 10.1021/ja01249a507 }}</ref> This property is useful synthetically: cyclopropanol can be used as a ] for the homo] of propanal. The chemical is also useful as a reagent to introduce a cyclopropyl group into ], ], and ] linkages. The resulting cyclopropyl-containing compounds have been used in investigations of potential ] drugs<ref name="cottell patent">{{cite patent |title= Antiviral compounds |inventor= Cottell, J. J.; Link, J. O. Schroeder, S. D.; Taylor, J.; Tse, W.; Vivian, R. W.; Yang, Z.-Y. |country= WO |number= 2009005677 |status= application |pubdate= 2009-01-08 }}</ref> and of modulators of ] trafficking.<ref name="bulawa patent">{{cite patent |title= Modulators of protein trafficking |inventor= Bulawa, C. E.; Devit, M.; Elbaum, D. |country= WO |number= 2009062118 |status= application |pubdate= 2009-05-14 }}</ref> |
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'''Cyclopropanol''' is an organic compound with the chemical formula C<sub>3</sub>H<sub>6</sub>O. It contains a ] group with a ] group attached to it. The compound is highly unstable due to the three-membered ring, and is susceptible to reactions that open the ring. It is highly prone to ], undergoing ]ization to form ].<ref name=magrane>{{cite journal |title= The Reaction of Epichlorohydrin with the Grignard Reagent |author1=Magrane, J. K. |author2=Cottle, D. L. |journal= J. Am. Chem. Soc. |volume= 64 |year= 1942 |issue= 3 |pages= 484–487 |doi= 10.1021/ja01255a004 }}</ref><ref name=stahl>{{cite journal| title= The Reaction of Epichlorohydrin with the Grignard Reagent. Some Derivatives of Cyclopropanol |author1=Stahl, G. W. |author2=Cottle, D. L. |journal= J. Am. Chem. Soc. |volume= 65 |issue= 9 |year= 1943 |pages= 1782–1783 |doi= 10.1021/ja01249a507 }}</ref> This property is useful synthetically: cyclopropanol can be used as a ] for the homo] of propanal. The chemical is also useful as a reagent to introduce a cyclopropyl group into ], ], and ] linkages. The resulting cyclopropyl-containing compounds have been used in investigations of potential ]s<ref name="cottell patent">{{cite patent |title= Antiviral compounds |inventor= Cottell, J. J.; Link, J. O. Schroeder, S. D.; Taylor, J.; Tse, W.; Vivian, R. W.; Yang, Z.-Y. |country= WO |number= 2009005677 |status= application |pubdate= 2009-01-08 }}</ref> and of modulators of ] trafficking.<ref name="bulawa patent">{{cite patent |title= Modulators of protein trafficking |inventor= Bulawa, C. E.; Devit, M.; Elbaum, D. |country= WO |number= 2009062118 |status= application |pubdate= 2009-05-14 }}</ref> |
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== References == |
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