{{위키데이터 속성 추적}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 476997017
| ImageFile =Gentisinsäure.svg
| ImageSize = 150
| ImageAlt = Skeletal formula of gentisic acid
| ImageFile1 = Gentisic acid 3D spacefill.png
| ImageSize1 = 150
| ImageAlt1 = Space-filling model of the gentisic acid molecule
| IUPACName =2,5-dihydroxybenzoic acid
| OtherNames =DHB<br>2,5-dihydroxybenzoic acid<br>5-Hydroxysalicylic acid<br>Gentianic acid<br>Carboxyhydroquinone<br>2,5-Dioxybenzoic Acid<br>Hydroquinonecarboxylic acid
| Reference =<ref>[https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=3469&loc=ec_rcs Gentisic acid - Compound Summary], [[PubChem]].</ref>
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 3350
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = VP36V95O3T
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C00628
| InChI = 1/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
| InChIKey = WXTMDXOMEHJXQO-UHFFFAOYAO
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 1461
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C7H6O4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H,(H,10,11)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WXTMDXOMEHJXQO-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo =490-79-9
| PubChem =3469
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17189
| SMILES = O=C(O)c1cc(O)ccc1O
}}
|Section2={{Chembox Properties
| Formula = C<sub>7</sub>H<sub>6</sub>O<sub>4</sub>
| MolarMass = 154.12 g/mol
| Appearance = white to yellow powder
| Density =
| MeltingPtC = 200 to 205
| MeltingPt_notes = (Sublimes)
| BoilingPt =
| Solubility =
  }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = 
 }}
}}
'''겐티스산'''({{llang|en|gentisic acid}})은 [[디히드록시 벤조산]]의 하나이다. [[벤조산]]의 파생물이며, [[아스피린]]의 신진대사에 의한 분해 생성물(1%)로 간에서 분비된다.<ref>{{저널 인용|doi=10.1056/NEJM197208312870903|title=Salicylate accumulation kinetics in man|journal=New England Journal of Medicine|date=1972-09-31|first=G|last=Levy|author2=Tsuchiya, T|volume=287|issue=9|pages=430–2|pmid=5044917 |url= }}</ref>

아프리카 나무 [[Alchornea cordifolia]]와 [[포도주]]에서도 발견된다.<ref>Comparison of Phenolic Acids and Flavan-3-ols During Wine Fermentation of Grapes with Different Harvest Times. Rong-Rong Tian, Qiu-Hong Pan, Ji-Cheng Zhan, Jing-Ming Li, Si-Bao Wan, Qing-Hua Zhang and Wei-Dong Huang, Molecules, 2009, 14, pages 827-838, {{doi|10.3390/molecules14020827}}</ref>

== 생산 ==
겐티스산은 [[하이드로퀴논]]을 카르복시화하여 생산할 수 있다.<ref name=Ullmann>Phillip M. Hudnall "Hydroquinone" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. 2005 Wiley-VCH, Weinheim. {{DOI|10.1002/14356007.a13_499}}.</ref>
:C<sub>6</sub>H<sub>4</sub>(OH)<sub>2</sub> + CO<sub>2</sub> → C<sub>6</sub>H<sub>3</sub>(CO<sub>2</sub>H)(OH)<sub>2</sub>

이 변환은 [[콜베-슈미트 반응]]의 한 예이다.

위의 방법 외에도 이 화합물은 [[엘브스 과황산염 산화]]를 통해 [[살리실산]]에서 합성할 수 있다.<ref>{{서적 인용|last=Behrman|first=E.J.|title=Organic Reactions, Volume 35|date=1988|publisher=John Wiley & Sons Inc.|location=New York|isbn=0471832537|page=440|url=https://books.google.com/books?id=sfjdPwAACAAJ&dq=0471832537&hl=en&sa=X&ei=sD50U5jiBM6QyAS1rYGYBA&ved=0CDYQ6AEwAA}}</ref><ref>{{저널 인용|author1=R. U. Schock Jr. |author2=D. L. Tabern|title=The Persulfate Oxidation of Salicylic Acid. 2,3,5-Trihydroxybenzoic Acid|journal=The Journal of Organic Chemistry|date=1951|volume=16|issue=11|pages=1772–1775|doi=10.1021/jo50005a018}}<!--|accessdate=15 May 2014--></ref>

== 각주 ==
{{각주}}

{{페놀산}}
{{방향족산}}
{{토막글|화학}}

[[분류:다이하이드록시벤젠]]
[[분류:살리실산]]
[[분류:하이드록시벤조산]]
[[분류:다이하이드록시벤조산]]