{{위키데이터 속성 추적}}
{{번역 확장 필요|en|Pyridine}}
{{chembox
| Verifiedfields = changed
| Watchedfields  = changed
| verifiedrevid  = 414415928
| Name           = 피리딘<br>Pyridine
| ImageFile      = 
| ImageFileL1    = Pyridine-2D-full.svg
| ImageNameL1    = Full structural formula of pyridine
| ImageFileR1_Ref = {{chemboximage|correct|??}}
| ImageFileR1    = Pyridine_numbers.svg
| ImageNameR1    = Skeletal formula of pyridine, showing the numbering convention
| ImageFileL2    = Pyridine-CRC-MW-3D-balls.png
| ImageNameL2    = Ball-and-stick diagram of pyridine
| ImageFileR2    = Pyridine-CRC-MW-3D-vdW.png
| ImageNameR2    = Space-filling model of pyridine
| ImageFile3     = Pyridine sample.jpg
| PIN            = Pyridine<ref name=iupac2013>{{서적 인용| title =  Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book) | publisher = [[Royal Society of Chemistry|The Royal Society of Chemistry]] | date = 2014 | location = Cambridge | page = 141 | doi = 10.1039/9781849733069-FP001 | isbn = 978-0-85404-182-4}}</ref>
| SystematicName = Azabenzene
| OtherNames     = Azine<br />Azinine<br />1-Azacyclohexa-1,3,5-diene
| IUPACName      = 
| Section1       = {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 16227
| SMILES = c1ccncc1
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = NH9L3PP67S
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C00747
| InChI = 1/C5H5N/c1-2-4-6-5-3-1/h1-5H
| InChIKey = JUJWROOIHBZHMG-UHFFFAOYAY
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 266158
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C5H5N/c1-2-4-6-5-3-1/h1-5H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = JUJWROOIHBZHMG-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 110-86-1
| PubChem = 1049
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 1020
| EINECS = 203-809-9
}}
| Section2       = {{Chembox Properties
| C=5 | H=5 | N=1
| Appearance = Colorless liquid<ref name="ul">{{Ullmann|first1=S. |last1=Shimizu |first2=N. |last2=Watanabe |first3=T. |last3=Kataoka |first4=T. |last4=Shoji |first5=N. |last5=Abe |first6=S. |last6=Morishita |first7=H. |last7=Ichimura |title=Pyridine and Pyridine Derivatives |doi=10.1002/14356007.a22_399}}</ref>
| Odor = Nauseating, fish-like<ref name=PGCH/>
| Density = 0.9819&nbsp;g/mL<ref>[[#Lide|Lide]], p.&nbsp;3–474</ref>
| Solubility = Miscible
| MeltingPtC = −41.6
| BoilingPtC = 115.2
| Viscosity = 0.88&nbsp;[[Poise (unit)|cP]] 25&nbsp;°C
| Dipole = 2.2&nbsp;D<ref name="roempp">{{서적 인용|work=Thieme Chemistry|title=RÖMPP Online – Version 3.5|publisher=Georg Thieme |place=Stuttgart|year=2009}}</ref>
| RefractIndex = 1.5093
| VaporPressure = 16&nbsp;mmHg (20&nbsp;°C)<ref name=PGCH/>
| ConjugateAcid= [[Pyridinium]]
| LogP =0.73<ref name="chemsrc">{{웹 인용|url=https://www.chemsrc.com/en/cas/110-86-1_752647.html|title=Pyridine - CAS#:110-86-1 |work =ChemSrc|date = 8 January 2020 }}</ref>
}}
| Section3       = 
| Section4       = 
| Section5       = 
| Section6       = 
| Section7       = {{Chembox Hazards
| Hazards_ref =<ref>{{웹 인용|url=https://fscimage.fishersci.com/msds/19990.htm |title=Pyridine MSDS |website=fishersci.com |publisher=Fisher}}</ref>
| NFPA-H = 2
| NFPA-F = 3
| NFPA-R = 0
| FlashPtC = 21
| TLV-TWA = 5&nbsp;ppm
| EUClass = Flammable ('''F''')<br />Harmful ('''Xn''')
| RPhrases = {{R20}} {{R21}} {{R22}} {{R34}} {{R36}} {{R38}}
| SPhrases =
| RSPhrases =
| PEL = TWA 5&nbsp;ppm (15&nbsp;mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0541}}</ref>
| ExploLimits = 1.8–12.4%<ref name=PGCH/>
| IDLH = 1000&nbsp;ppm<ref name=PGCH/>
| REL = TWA 5&nbsp;ppm (15&nbsp;mg/m<sup>3</sup>)<ref name=PGCH/>
| LC50 = 9000&nbsp;ppm (rat, 1&nbsp;hr)<ref name=IDLH>{{IDLH|110861|Pyridine}}</ref>
| LD50 = 891&nbsp;mg/kg (rat, oral)<br/>1500&nbsp;mg/kg (mouse, oral)<br/>1580&nbsp;mg/kg (rat, oral)<ref name=IDLH/>
}}
| Section8       = {{Chembox Related
| OtherFunction_label = [[amine]]s
| OtherFunction = [[Picoline]]<br />[[Quinoline]]
| OtherCompounds = [[Aniline]]<br />[[피리미딘]]<br />[[Piperidine]]}}
}}
'''피리딘'''(Pyridine)은 [[벤젠]]의 CH 하나가 [[질소]]로 치환된 [[헤테로고리 화합물]]이다.

== 형성 ==
[[파일:AcroleinDarstellung.svg|500px|가운데|섬네일|아세트알데히드와 포름알데히드로부터 아크롤레인을 형성]]
[[파일:Pyridin aus Acrolein.svg|500px|가운데|섬네일|아크롤레인과 아세트알데히드로부터 피리딘을 응결]]

== 역사 ==
피리딘 불순물은 동물의 뼈와 기타 유기 물질을 가열함으로써 초기 [[연금술사]]들에 의해 만들어졌지만,<ref name=weiss>{{서적 인용|last1=Weissberger |first1=A. |last2=Klingberg |first2=A. |last3=Barnes |first3=R. A.|last4= Brody |first4=F. |last5=Ruby |first5=P.R. |title=Pyridine and its Derivatives |volume=1 |date=1960 |publisher=Interscience |location=New York}}</ref> 최초의 문서화된 기록은 스코틀랜드의 과학자 [[토머스 앤더슨]]에 의해 이루어졌다.<ref>{{저널 인용|last1=Anderson |first1=Thomas |title=On the constitution and properties of picoline, a new organic base from coal-tar |journal=Transactions of the Royal Society of Edinburgh |date=1849 |volume=16 |pages=123–136 |url=https://babel.hathitrust.org/cgi/pt?id=njp.32101074834258;view=1up;seq=153}}</ref><ref name="Von1849">{{저널 인용|last1=Anderson|first1=T.|title=Producte der trocknen Destillation thierischer Materien|trans-title=Products of the dry distillation of animal matter|journal=Annalen der Chemie und Pharmacie|volume=70|pages=32–38|year=1849|language=독일어 |url=https://babel.hathitrust.org/cgi/pt?id=uiug.30112025848026;view=1up;seq=434 |doi=10.1002/jlac.18490700105}}</ref>

== 각주 ==
{{각주}}

== 외부 링크 ==
* {{위키공용분류-줄}}

{{전거 통제}}
{{토막글|화학}}

[[분류:피리딘| ]]
[[분류:질소 헤테로고리 화합물]]
[[분류:단순 방향족 고리]]
[[분류:방향족 용매]]
[[분류:작용기]]
[[분류:악취가 나는 화학 물질]]