| Revision as of 18:20, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 443927971 of page 4-Methylpyridine for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 02:08, 18 March 2024 edit Jlwoodwa (talk | contribs)Extended confirmed users, Page movers, New page reviewers, Pending changes reviewers, Rollbackers76,443 edits tag as one source |
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{{one source |date=March 2024}} |
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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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| verifiedrevid = 350930976 |
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| Watchedfields = changed |
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| ImageFile = 4-picoline.png |
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| verifiedrevid = 477222973 |
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| ImageSize = 80px |
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| IUPACName = |
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| Name = |
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| ImageFile = 4-methylpyridine-2D-skeletal.png |
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| OtherNames = 4-picoline, γ-picoline |
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| ImageSize = 80px |
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| Section1 = {{Chembox Identifiers |
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| PIN = 4-Methylpyridine |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 7675 |
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| SystematicName = |
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| OtherNames = 4-Picoline<br />γ-picoline |
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| IUPACName = |
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| Section1 = {{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 13874733 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 108-89-4 |
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| CASNo = 108-89-4 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem = 4854384 |
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| SMILES = |
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| UNII = TJD6V9SSO7 |
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| PubChem = 7963 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 32547 |
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| SMILES = Cc1ccncc1 |
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| InChI = |
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| StdInChI = 1S/C6H7N/c1-6-2-4-7-5-3-6/h2-5H,1H3 |
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| StdInChI_Ref = {{stdinchicite|changed|chemspider}} |
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| StdInChIKey = FKNQCJSGGFJEIZ-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} |
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| Beilstein = |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| C=6|H=7|N=1 |
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| Formula = C<sub>6</sub>H<sub>7</sub>N |
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| Appearance = colorless liquid |
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| MolarMass = 93.13 |
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| Density = 0.957 g/mL |
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| Appearance = colourless liquid |
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| Density = 0.957 g/mL |
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| MeltingPtC = 2.4 |
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| MeltingPt = 2.4 °C |
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| BoilingPtC = 145 |
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| BoilingPt = 145 °C |
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| Solubility = Miscible |
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| MagSus = -59.8·10<sup>−6</sup> cm<sup>3</sup>/mol |
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| Solubility = organic solvents |
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| Section3 = {{Chembox Hazards |
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| Section3 = {{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| FlashPtC= 39 |
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| Autoignition = 1000 °F |
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| AutoignitionPtF = 1000 |
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| Section4 = |
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'''4-Methylpyridine''' is the ] with the ] CH<sub>3</sub>C<sub>5</sub>H<sub>4</sub>N. It is one of the three isomers of ]. This pungent liquid is a building block for the synthesis of other ]s. Its conjugate acid, the 4-methylpyridinium ion, has a p''K''<sub>a</sub> of 5.98, about 0.7 units above that of ] itself.<ref name=Ullmann>{{Ullmann|first1=Shinkichi|last1=Shimizu|first2= Nanao|last2=Watanabe|first3=Toshiaki|last3=Kataoka|first4=Takayuki|last4= Shoji|first5=Nobuyuki|last5=Abe|first6= Sinji|last6=Morishita|first7=Hisao |last7=Ichimura|title=Pyridine and Pyridine Derivatives|year=2007|doi=10.1002/14356007.a22_399}}</ref> |
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==Production and uses== |
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4-Methylpyridine is both isolated from coal tar and is synthesized industrially. It forms via the reaction of ] and ] in the presence of an ] ]. The method also affords some ]. |
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4-Methylpyridine is of little intrinsic value but is a precursor to other commercially significant species, often of medicinal interest. For example, ] of 4-methylpyridine gives 4-cyanopyridine, the precursor to a variety of other derivatives such as the antituberculosis drug ].<ref name=Ullmann/> |
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==Toxicity== |
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Like most alkylpyridines, the ] of 4-methylpyridine is modest, being 1290 mg/kg (oral, rat).<ref name=Ullmann/> |
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== References == |
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{{reflist}} |
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{{DEFAULTSORT:Methylpyridine, 4-}} |
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] |