{{위키데이터 속성 추적}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 412692887
| Name = 닌하이드린
| ImageFile = Ninhydrin.svg
| ImageFile1 = Ninhydrin-3D.jpg
| ImageSize = 
| ImageName = Ninhydrin
| ImageFile2 = Ninhydrin sample.jpg
| ImageSize2 = 300px
| PIN = 2,2-Dihydroxy-1''H''-indene-1,3(2''H'')-dione
| OtherNames = 2,2-Dihydroxyindane-1,3-dione<br />1,2,3-Indantrione hydrate
|Section1={{Chembox Identifiers
| PubChem = 10236
| InChI = 1/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H
| InChIKey = FEMOMIGRRWSMCU-UHFFFAOYAM
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1221925
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = FEMOMIGRRWSMCU-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 485-47-2
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = HCL6S9K23A
| SMILES = O=C2c1ccccc1C(=O)C2(O)O
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 9819
 }}
|Section2={{Chembox Properties
| C=9 | H=6 | O=4
| Formula = C<sub>9</sub>H<sub>6</sub>O<sub>4</sub>
| Appearance = White solid
| Density = 0.862 g/cm<sup>3</sup>
| Solubility = 20 g L<sup>−1</sup><ref name=merck>''Chemicals and reagents'', 2008–2010, Merck</ref>
| MeltingPtC = 250
| MeltingPt_notes = (decomposes)
| BoilingPt = 
 }}
|Section7={{Chembox Hazards
| RPhrases = {{R22}}, {{R36}}, {{R37}}, {{R38}}
| SPhrases = {{S26}}, {{S28}}, {{S36}}
| ExternalSDS = [http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=US&language=en&productNumber=151173&brand=SIAL&PageToGoToURL=http%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fsearch%3Fterm%3DNinhydrin%26interface%3DAll%26N%3D0%26mode%3Dmatch%2520partialmax%26lang%3Den%26region%3DUS%26focus%3Dproduct External MSDS]
 }}
}}

'''닌하이드린'''(Ninhydrin, 2,2-dihydroxyindane-1,3-dione)은 [[암모니아]] 또는 일차/이차 [[아민]]을 발견하기 위해 사용되는 화학 물질이다. 이 자유아민들과 반응할 때 진한 파란색이나 자주색이 발현한다. 닌하이드린과 반응 시 단백질이 지문으로부터 벗겨져 [[지문]] 감식에 매우 흔히 사용된다.<ref>[https://web.archive.org/web/20040213201423/http://www.bergen.org/EST/Year5/fingerprint.htm Fingerprinting Analysis]. bergen.org</ref> 실온에서 [[에탄올]]과 [[아세톤]]에 용해되는 흰 고체이다.<ref name=merck/> 닌하이드린은 인단-1,2,3-트리온(indane-1,2,3-trione)의 수화물로 간주될 수 있다.

== 역사 ==
닌하이드린은 1910년 독일-잉글랜드계 [[화학자]] Siegfried Ruhemann(1859–1943)에 의해 발견되었다.<ref>{{저널 인용|author=Ruhemann, Siegfried |year=1910|url=https://archive.org/stream/p2journal97chemuoft#page/1438/mode/2up |title=Cyclic Di- and Tri-ketones|journal=Journal of the Chemical Society, Transactions|volume=97|pages= 1438–1449|doi=10.1039/ct9109701438}}</ref><ref>{{저널 인용|author=West, Robert |year=1965|title=Siegfried Ruhemann and the discovery of ninhydrin|journal=Journal of Chemical Education|volume=42|issue=7|pages=386–388|doi=10.1021/ed042p386}}</ref> 같은 해 Ruhemann은 닌하이드린의 [[아미노산]] 반응을 관찰하였다.<ref>{{저널 인용|author=Ruhemann, S. |year=1910|url=https://archive.org/stream/p2journal97chemuoft#page/2024/mode/2up |title=Triketohydrindene Hydrate|journal=Journal of the Chemical Society, Transactions|volume=97|pages=2025–2031|doi=10.1039/ct9109702025}}</ref> 1954년, 스웨덴의 탐구자 Oden과 von Hofsten은 닌하이드린을 사용하여 잠복해있는 지문을 현상시킬 수 있다는 것을 언급하였다.<ref>{{저널 인용|author1=Odén, Svante  |author2=von Hofsten, Bengt  |name-list-style=amp |year= 1954|title=Detection of fingerprints by the ninhydrin reaction|doi=10.1038/173449a0|pmid= 13144778|journal=Nature|volume=173|issue=4401|pages= 449–450|s2cid=4187222 }}</ref><ref>Oden, Svante. [http://pdfpiw.uspto.gov/.piw?Docid=02715571&homeurl=http%3A%2F%2Fpatft.uspto.gov%2Fnetacgi%2Fnph-Parser%3FSect2%3DPTO1%2526Sect2%3DHITOFF%2526p%3D1%2526u%3D%2Fnetahtml%2FPTO%2Fsearch-bool.html%2526r%3D1%2526f%3DG%2526l%3D50%2526d%3DPALL%2526S1%3D2715571.PN.%2526OS%3DPN%2F2715571%2526RS%3DPN%2F2715571&PageNum=&Rtype=&SectionNum=&idkey=NONE&Input=View+first+page "Process of developing fingerprints,"]{{깨진 링크|url=http://pdfpiw.uspto.gov/.piw?Docid=02715571&homeurl=http%3A%2F%2Fpatft.uspto.gov%2Fnetacgi%2Fnph-Parser%3FSect2%3DPTO1%2526Sect2%3DHITOFF%2526p%3D1%2526u%3D%2Fnetahtml%2FPTO%2Fsearch-bool.html%2526r%3D1%2526f%3DG%2526l%3D50%2526d%3DPALL%2526S1%3D2715571.PN.%2526OS%3DPN%2F2715571%2526RS%3DPN%2F2715571&PageNum=&Rtype=&SectionNum=&idkey=NONE&Input=View+first+page }} U.S. Patent no. 2,715,571 (filed:  September 27, 1954 ; issued:  August 16, 1955).</ref>

== 반응 ==
:[[파일:Ninhydrin Reaction Mechanism.svg|450px]]

== 각주 ==
{{각주}}

== 외부 링크 ==
* {{위키공용분류-줄}}

[[분류:화학 실험]]
[[분류:법의화학물질]]
[[분류:트라이케톤]]