| Revision as of 12:12, 20 October 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'ChEMBL').← Previous edit |
Latest revision as of 17:02, 17 November 2024 edit undoSmokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,550 edits correct methodology |
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{{chembox |
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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 451926862 |
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| Watchedfields = changed |
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| verifiedrevid = 456503447 |
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| Reference= |
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| Reference= |
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| ImageFile = 4-nitrobenzaldehyde.svg |
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| ImageFileL1 = 4-nitrobenzaldehyde.svg |
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| ImageSize = 100px |
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| ImageSizeL1 = 80 |
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| ImageAltL1 = Skeletal formula of 4-nitrobenzaldehyde |
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| IUPACName = 4-Nitrobenzaldehyde |
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| ImageFileR1 = 4-Nitrobenzaldehyde-3D-balls.png |
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| ImageSizeR1 = 120 |
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| ImageAltR1 = Ball-and-stick model of the 4-nitrobenzaldehyde molecule |
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| PIN = 4-Nitrobenzaldehyde |
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| OtherNames = ''p''-Nitrobenzaldehyde |
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| OtherNames = ''p''-Nitrobenzaldehyde |
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| Section1 = {{Chembox Properties |
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| Section1 = {{Chembox Properties |
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| C = 7 |
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| C = 7 |
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| H = 5 |
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| H = 5 |
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| O = 3 |
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| O = 3 |
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| N = 1 |
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| N = 1 |
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| Appearance = slightly yellowish crystalline powder |
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| Appearance = slightly yellowish crystalline powder |
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| Density = 1.546 g/cm<sup>3</sup><ref name="ChemicalBook" /> |
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| Density = |
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| MeltingPtCL = 103 |
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| MeltingPtC = 103 to 106 |
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| MeltingPt_ref = <ref name="SigmaAldrich" /> |
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| MeltingPtCH = 106 |
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| Melting_notes = source<ref name="SigmaAldrich"/> |
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| BoilingPt = |
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| BoilingPtC = 300 |
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| BoilingPt_ref = <ref name="ChemicalBook"> (Date Accessed 17 April 2013)</ref> |
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| Solubility = |
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| Solubility = |
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| MagSus = -66.57·10<sup>−6</sup> cm<sup>3</sup>/mol |
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}} |
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| Section2 = {{Chembox Identifiers |
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| Section2 = {{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 555-16-8 |
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| CASNo = 555-16-8 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = NX859P8MB0 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 66926 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 164236 |
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| ChEMBL = 164236 |
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| PubChem = 541 |
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| PubChem = 541 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 526 |
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| ChemSpiderID = 526 |
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| SMILES = O=()c1ccc(C=O)cc1 |
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| SMILES = O=()c1ccc(C=O)cc1 |
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| InChI = 1/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H |
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| InChI = 1/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H |
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| InChIKey = BXRFQSNOROATLV-UHFFFAOYAO |
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| InChIKey = BXRFQSNOROATLV-UHFFFAOYAO |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H |
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| StdInChI = 1S/C7H5NO3/c9-5-6-1-3-7(4-2-6)8(10)11/h1-5H |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = BXRFQSNOROATLV-UHFFFAOYSA-N |
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| StdInChIKey = BXRFQSNOROATLV-UHFFFAOYSA-N |
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}} |
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}} |
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| Section7 = {{Chembox Hazards |
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| Section7 = {{Chembox Hazards |
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| MainHazards = |
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| MainHazards = |
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| GHSPictograms = {{GHSp|GHS07}}<ref name="SigmaAldrich">{{Aldrich|FLUKA|72800|accessdate=4. Mai 2011|Name=4-Nitrobenzaldehyde}}</ref> |
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| GHSPictograms = {{GHS07}}<ref name="SigmaAldrich">{{Aldrich|fluka|id=72800|accessdate=4 May 2011|name=4-Nitrobenzaldehyde}}</ref> |
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| HPhrases = {{H-phrases|317|319}} |
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| HPhrases = {{H-phrases|317|319}} |
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| PPhrases = {{P-phrases|280|305+351+338}} |
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| PPhrases = {{P-phrases|280|305+351+338}} |
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| NFPA-H = |
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| RPhrases = {{R36}} {{R43}} {{R52/53}} |
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| NFPA-F = |
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| SPhrases = {{S26}} {{S36/37}} {{S61}} |
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| NFPA-H = |
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| NFPA-R = |
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| NFPA-F = |
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| NFPA-S = |
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| NFPA-R = |
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| NFPA-O = |
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}} |
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}} |
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}} |
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}} |
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'''4-Nitrobenzaldehyde''' is an organic ] compound containing a ] ] para-substituted to an ]. |
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'''4-Nitrobenzaldehyde''' is an ] with the formula {{chem2|O2NC6H4CHO}}. It is one of three isomers of nitrobenzaldehyde. It contains a ] ] para-substituted to an ]. |
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4-Nitrobenzaldehyde is obtained by oxidation of ] or hydrolysis of 4-nitro]:<ref>{{cite book |doi=10.1002/14356007.a03_463.pub2 |chapter=Benzaldehyde |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2011 |last1=Brühne |first1=Friedrich |last2=Wright |first2=Elaine |isbn=978-3-527-30385-4 }}</ref> |
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Nitrobenzyldiacetate is obtained by the reaction of ] and ] in ]. 4-Nitrobenzaldehyde is obtained by hydrolysis by ] in ].<ref>, Versuchsvorschrift aus: ''Organic Syntheses'', Coll. Vol. 2, p. 441 (1943); Vol. 18, p. 61 (1938).</ref> |
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:{{chem2|O2NC6H4CHBr2 + H2O -> O2NC6H4CHO + 2 HBr}} |
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:] |
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In the laboratory, the oxidation is achieved with ] in ], which affords nitrobenzyldiacetate.<ref>{{Cite journal |date=1938 |title=p-Nitrobenzaldehyde |url=http://orgsyn.org/demo.aspx?prep=CV2P0441 |journal=Organic Syntheses |volume=18 |pages=61 |doi=10.15227/orgsyn.018.0061|first1=S. V.|last1=Lieberman|first2=Ralph|last2=Connor}}</ref> |
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==References== |
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==References== |
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{{DEFAULTSORT:Nitrobenzaldehyde, 4-}} |
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{{DEFAULTSORT:Nitrobenzaldehyde, 4-}} |
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