| Revision as of 17:59, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Saving copy of the {{chembox}} taken from revid 473188382 of page 3-Nitrobenzaldehyde for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 16:58, 17 November 2024 edit Smokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers75,048 edits repair equation |
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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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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| Watchedfields = changed |
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| verifiedrevid = 413268422 |
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| verifiedrevid = 477219859 |
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| Reference=<ref></ref><ref> |
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| Reference=<ref></ref><ref>{{Cite web |url=http://www.21cnlab.com/chemdict/MSDS/62565.html |title=3-Nitrobenzaldehyde MSDS |access-date=2009-07-18 |archive-url=https://archive.today/20110707061715/http://www.21cnlab.com/chemdict/MSDS/62565.html |archive-date=2011-07-07 |url-status=dead }}</ref> |
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| ImageFile = 3-nitrobenzaldehyde.svg |
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| ImageFileL1 = 3-nitrobenzaldehyde.svg |
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| ImageSize = 120px |
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| ImageSizeL1 = 125 |
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| ImageAltL1 = Skeletal formula of 3-nitrobenzaldehyde |
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| IUPACName = 3-Nitrobenzaldehyde |
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| OtherNames = ''m''-Nitrobenzaldehyde |
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| ImageFileR1 = 3-Nitrobenzaldehyde-3D-balls.png |
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| ImageSizeR1 = 135 |
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| Section1 = {{Chembox Properties |
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| ImageAltR1 = Ball-and-stick model of the 3-nitrobenzaldehyde molecule |
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| C = 7 |
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| PIN = 3-Nitrobenzaldehyde |
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| H = 5 |
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| OtherNames = ''m''-Nitrobenzaldehyde, ''meta''-nitrobenzaldehyde |
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| O = 3 |
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|Section1={{Chembox Properties |
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| N = 1 |
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| Appearance = Yellowish to brownish crystalline powder or granulate |
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| C=7 | H=5 | O=3 | N=1 |
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| Appearance = Yellowish to brownish crystalline powder or granulate |
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| Density = |
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| Density = |
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| MeltingPt = 58.5 °C, 331.7 K, 137.3 °F |
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| MeltingPtC = 58.5 |
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| BoilingPtC = 164 |
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| BoilingPtC = 164 |
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| Boiling_notes = at 23 mmHg |
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| BoilingPt_notes = at 23 mmHg |
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| Solubility = 16.3 mg/mL |
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| Solubility = 16.3 mg/mL |
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| MagSus = -68.55·10<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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| PubChem = 7449 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7169 |
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| ChemSpiderID = 7169 |
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| EC_number = 202-772-6 |
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| InChI = 1/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H |
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| InChI = 1/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H |
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| SMILES = O=()c1cc(C=O)ccc1 |
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| SMILES = O=()c1cc(C=O)ccc1 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 238132 |
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| ChEMBL = 238132 |
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| ChEBI = 231487 |
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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/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H |
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| StdInChI = 1S/C7H5NO3/c9-5-6-2-1-3-7(4-6)8(10)11/h1-5H |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 99-61-6 |
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| CASNo = 99-61-6 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = G4O92KO71Z |
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}} |
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| Section7 = {{Chembox Hazards |
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|Section7={{Chembox Hazards |
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| MainHazards = Harmful,Potentially mutagenic |
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| MainHazards = Harmful,Potentially mutagenic |
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| RPhrases = {{R20}} {{R21}} {{R22}} |
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| GHSPictograms = {{GHS07}}{{GHS09}} |
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| GHSSignalWord = Warning |
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| SPhrases = {{S26}} {{S28}} |
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| HPhrases = {{H-phrases|302|315|319|335|411}} |
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| NFPA-H = 2 |
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| PPhrases = {{P-phrases|261|264|270|271|273|280|301+312|302+352|304+340|305+351+338|312|321|330|332+313|337+313|362|391|403+233|405|501}} |
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| NFPA-F = 1 |
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| NFPA-R = 0 |
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| NFPA-H = 2 |
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| NFPA-O = |
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| NFPA-F = 1 |
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| NFPA-R = 0 |
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| NFPA-S = |
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'''3-Nitrobenzaldehyde''' is an ] with the formula {{chem2|O2NC6H4CHO}}. It is one of three isomers of ]. It contains a ] ] meta-substituted to the ]. |
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3-Nitrobenzaldehyde is the primary product obtained via the mono-] of ] with ].<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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:{{chem2|C6H5CHO + HNO3 -> O2NC6H4CHO + H2O}} |
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Product distribution is about 19% for the ortho-, 72% for the meta- and 9% for the para isomers. |
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==Uses== |
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3-Nitrobenzaldehyde is a precursor to the drug ]. It is a mainstay in the synthesis of ] ]. Via selective reduction of the nitro group, it is a precursor to the diazonium salt.<ref>{{cite journal |author=Johannes S. Buck and Walter S. Ide|doi=10.15227/orgsyn.013.0028|title=''m''-Chlorobenzaldehyde |journal=Organic Syntheses |year=1933 |volume=13 |page=28 }}</ref> |
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==References== |
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<references/> |
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{{DEFAULTSORT:Nitrobenzaldehyde, 3-}} |
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] |
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] |