| Revision as of 13:48, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 437829250 of page Trans-1,2-Diaminocyclohexane for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 22:24, 5 August 2024 edit حسن علي البط (talk | contribs)Extended confirmed users, Pending changes reviewers19,940 edits added Category:Cyclohexanes using HotCat |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{DISPLAYTITLE:''trans''-1,2-Diaminocyclohexane}} |
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{{chembox |
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{{chembox |
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| verifiedrevid = 401640469 |
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| verifiedrevid = 470612200 |
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|Name=''trans''-1,2-Diaminocyclohexane |
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|Name=''trans''-1,2-Diaminocyclohexane |
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|ImageFile=Trans-1,2-Diaminocyclohexane Structural Formulae V.1.svg |
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|ImageFile=Trans-1,2-Diaminocyclohexane Structural Formulae V.1.svg |
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|OtherNames= 1,2-Diaminocyclohexane; chxn |
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|OtherNames= 1,2-Diaminocyclohexane; chxn |
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|Section1= {{Chembox Identifiers |
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|Section1= {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 420572 |
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| ChemSpiderID = 420572 |
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| InChI = 1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m0/s1 |
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| InChI = 1/C6H14N2/c7-5-3-1-2-4-6(5)8/h5-6H,1-4,7-8H2/t5-,6-/m0/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = SSJXIUAHEKJCMH-WDSKDSINSA-N |
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| StdInChIKey = SSJXIUAHEKJCMH-WDSKDSINSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 1121-22-8 --> |
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| CASNo=1121-22-8 |
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| PubChem = 479307 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = N1CCCC1N |
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| UNII = 37EKL250EE |
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| PubChem = 479307 |
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| SMILES = N1CCCC1N |
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}} |
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|Section2= {{Chembox Properties |
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|Section2= {{Chembox Properties |
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| C=6|H=14|N=2 |
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| C=6|H=14|N=2 |
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| Appearance=Colorless liquid |
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| Appearance=Colorless liquid |
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| Density=0.951 g/cm<sup>3</sup> |
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| Density=0.951 g/cm<sup>3</sup> |
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| MeltingPtCL = 14 |
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| MeltingPtC = 14 to 15 |
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| BoilingPtC = 79 to 81 |
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| MeltingPtCH = 15 |
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| BoilingPt_notes = 15 mmHg |
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| BoilingPtCL = 79 |
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| BoilingPtCH = 81 |
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| Boiling_notes = 15 mm Hg |
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|Section3= {{Chembox Hazards |
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|Section3= {{Chembox Hazards |
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| MainHazards= |
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| FlashPt= {{convert|156|F|C}} |
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| FlashPtF = 156 |
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'''''trans''-1,2-Diaminocyclohexane''' is an ] with the ] C<sub>6</sub>H<sub>10</sub>(NH<sub>2</sub>)<sub>2</sub>. This ] is a building block for ]s that are useful in ].<ref>{{cite book|doi=10.1002/047084289X.rn00145|chapter=(1S,2S)-1,2-Diaminocyclohexane|title=Encyclopedia of Reagents for Organic Synthesis|year=2003|last1=Kouklovsky|first1=Cyrille|last2=Langlois|first2=Yves|isbn=0471936235}}</ref> |
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A mixture of all three ]s of ] is produced by the ] of ]. It is also side product in hydrogenation of ]. The racemic ''trans'' isomer (1:1 mixture of (1''R'',2''R'')-1,2-diaminocyclohexane and (1''S'',2''S'')-1,2-diaminocyclohexane) can be separated into the two enantiomers using enantiomerically pure ] as the resolving agent.<ref>{{OrgSynth | author = Jay F. Larrow and Eric N. Jacobsen | title = (''R'',''R'')-''N'',''N''{{'}}-Bis(3,5-Di-tert-Butylsalicylidene)-1,2-Cyclohexanediamino Manganese(III) Chloride, A Highly Enantioselective Epoxidation Catalyst | collvol = 10 | collvolpages = 96| year = 2004 | prep = V75P0001}}</ref> |
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], a complex of R,R-diaminocyclohexane, is an important anticancer drug.]] |
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==Derived ligands== |
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Representative ligands prepared from (1''R'',2''R'')- or (1''S'',2''S'')-1,2-diaminocyclohexane are diaminocyclohexanetetraacetic acid (CyDTAH<sub>4</sub>), ], and the ] analogue used in the ]. |
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==References== |
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{{reflist}} |
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{{DEFAULTSORT:Diaminocyclohexane, trans-1, 2-}} |
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] |
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] |
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] |