{{위키데이터 속성 추적}}
{{Chembox
| Name = 리모넨
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 446980377
| ImageFile = 
| ImageFileL1 = Limonene-2D-skeletal.svg
| ImageSizeL1 = 70px
| ImageNameL1 = Skeletal structure of the (''R'')-isomer
| ImageFileR1 = Limonene-from-xtal-3D-bs.png
| ImageSizeR1 = 100px
| ImageNameR1 = Ball-and-stick model of the (''R'')-isomer
| ImageFile2 = 
| ImageSize2 = 
| ImageName2 = 
| ImageFile3 = Limonene.jpg
| ImageSize3 = 150px
| ImageName3 = Limonene extracted from orange peels.
| PIN = 1-Methyl-4-(prop-1-en-2-yl)cyclohex-1-ene
| SystematicName = 
| OtherNames = 1-Methyl-4-(1-methylethenyl)cyclohexene<br />4-Isopropenyl-1-methylcyclohexene<br />''p''-Menth-1,8-diene<br />'''Racemic:''' {{sc|DL}}-Limonene; Dipentene
| IUPACName = 
| Section1 = {{Chembox Identifiers
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 15384
| SMILES = CC1=CCC(CC1)C(=C)C
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 20939
| ChemSpiderID_Comment = (''R''/''S'')
| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID1 = 388386
| ChemSpiderID1_Comment = (''S'')
| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID2 = 389747
| ChemSpiderID2_Comment = (''R'')
| PubChem = 22311
| PubChem_Comment = (''R''/''S'')
| PubChem1 = 439250
| PubChem1_Comment = (''S'')
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 9MC3I34447
| UNII_Comment = (''R''/''S'')
| UNII1_Ref = {{fdacite|correct|FDA}}
| UNII1 = GFD7C86Q1W
| UNII1_Comment = (''R'')
| UNII2_Ref = {{fdacite|correct|FDA}}
| UNII2 = 47MAJ1Y2NE
| UNII2_Comment = (''S'')
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00194
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 449062
| ChEMBL_Comment = (''R'')
| InChI = 1/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
| InChIKey = XMGQYMWWDOXHJM-UHFFFAOYAC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XMGQYMWWDOXHJM-UHFFFAOYSA-N
| CASNo = 138-86-3
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo_Comment = (''R''/''S'')
| CASNo1 = 5989-27-5
| CASNo1_Ref = {{cascite|correct|CAS}}
| CASNo1_Comment = (''R'')
| CASNo2 = 5989-54-8
| CASNo2_Ref = {{cascite|correct|CAS}}
| CASNo2_Comment = (''S'')
  }}
| Section2 = {{Chembox Properties
| C=10 | H=16
| Appearance = colorless liquid
| Odor = [[Orange (fruit)|Orange]]
| MeltingPtC = -74.35
| BoilingPtC = 176
| Density = 0.8411 g/cm<sup>3</sup>
| Solubility = Insoluble
| SolubleOther = [[Miscible]] with [[benzene]], [[chloroform]], [[diethyl ether|ether]], [[carbon disulfide|CS<sub>2</sub>]], and oils <br> soluble in [[carbon tetrachloride|CCl<sub>4</sub>]]
| RefractIndex = 1.4727
| SpecRotation = 87–102°
  }}
| Section3 = {{Chembox Thermochemistry
| DeltaHc = −6.128 MJ mol<sup>−1</sup>
  }}
| Section4 = 
| Section5 = 
| Section6 = 
| Section7 = {{Chembox Hazards
| MainHazards = [[Skin sensitizer]] / [[Contact dermatitis]] – After aspiration, [[pulmonary oedema]], [[pneumonitis]], and [[death]]<ref name=pubchem17/>
| GHSPictograms = {{GHS02}}{{GHS07}}{{GHS08}}{{GHS09}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|226|304|315|317|400|410}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|261|264|272|273|280|301+330+331|302+352|303+361+353|304+340|312|333+313|362|370+378|391|403+233|235|405|501}}
| AutoignitionPtC = 237
| FlashPtC = 50
| NFPA-H = 2
| NFPA-F = 2
| NFPA-R = 0
 }}
}}
'''리모넨'''(Limonene)은 순환 [[모노터펜]]으로 분류되는 무색 액체의 [[지방족 화합물|지방족]] [[탄화수소]]이며 [[귤속]] 껍질 [[방향유]]의 주성분이다.<ref name="pubchem17">{{웹 인용|title={{sc|D}}-Limonene|url=https://pubchem.ncbi.nlm.nih.gov/compound/___-Limonene#section=Top|website=PubChem Compound Database|publisher=[[National Center for Biotechnology Information]], [[US National Library of Medicine]]|access-date=22 December 2017|date=2017}}</ref> 오렌지향으로 보통 자연스럽게 발생하는 [[이성질체]]이며 음식 조리 시 감미료로 사용된다.<ref name=pubchem17/><ref name="Ullmann">{{서적 인용|doi=10.1002/14356007.a11_141 |chapter=Flavors and Fragrances |title=Ullmann's Encyclopedia of Industrial Chemistry |year=2003 | display-authors= 3 |last1=Fahlbusch |first1=Karl-Georg |last2=Hammerschmidt |first2=Franz-Josef |last3=Panten |first3=Johannes |last4=Pickenhagen |first4=Wilhelm |last5=Schatkowski |first5=Dietmar |last6=Bauer |first6=Kurt |last7=Garbe |first7=Dorothea |last8=Surburg |first8=Horst |isbn=978-3-527-30673-2}}</ref> [[카르본]]의 [[전구체]]로서 화학 합성에 사용되며 [[세정제]]의 [[용매]]로도 쓰인다.

'리모넨'이라는 단어는 [[이탈리아어]] limone([[레몬]])에서 기원한다.<ref name=merweb>{{백과사전 인용| publisher= Merriam-Webster| url= https://www.merriam-webster.com/dictionary/limonene |title= limonene| work= merriam-webster.com| access-date= 16 March 2020}}</ref> 리모넨은 [[카이랄성 (화학)|카이랄]]성 분자이며 생물학적 원천은 [[광학 이성질체]]를 하나 만든다.

== 화학 반응 ==
=== 생합성 ===
[[파일:LimoneneBiosynthesis.svg|섬네일|왼쪽]]{{-}}

== 같이 보기 ==
* [[모노터펜]]
* [[나뭇진]]
* [[방향유]]

== 각주 ==
{{각주}}

== 외부 링크 ==
* [http://gmd.mpimp-golm.mpg.de/Spectrums/69d65d67-cef8-4af7-8d38-43a63ba43249.aspx Mass spectrum of limonene]
* [https://www.cdc.gov/niosh/ipcsneng/neng0918.html Description of {{sc|D}}-limonene on the International Chemical Safety Cards]
* [https://www3.epa.gov/pesticides/chem_search/reg_actions/reregistration/fs_PC-079701_1-Sep-94.pdf {{sc|D}}-Limonene information from the United States [[Environmental Protection Agency]]]

{{테르페노이드}}

[[분류:향미료]]
[[분류:탄화수소 용매]]
[[분류:살충제]]
[[분류:모노터펜]]
[[분류:용매]]
[[분류:사이클로헥센]]
[[분류:아이소프로페닐 화합물]]