{{위키데이터 속성 추적}}
{{chembox
| Watchedfields = changed
| verifiedrevid = 414090407
| ImageFileL1 = Olefine am Beispiel von Cycloalken-v2.svg
| ImageFileR1 = Cyclohexene for highscool.svg
| ImageFileL2 = Cyclohexene-conformation-2D-skeletal.png
| ImageFileR2 = Cyclohexene-from-xtal-3D-bs-17.png
| PIN = Cyclohexene <!-- Nomenclature of Organic Chemistry – IUPAC Recommendations and Preferred Names 2013 (Blue Book) -->
| OtherNames = Tetrahydrobenzene, 1,2,3,4-Tetrahydrobenzene, Benzenetetrahydride, Cyclohex-1-ene, Hexanaphthylene, UN 2256
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7788
| InChIKey = HGCIXCUEYOPUTN-UHFFFAOYAQ
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 16396
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = HGCIXCUEYOPUTN-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 110-83-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 12L0P8F7GN
| EINECS = 203-807-8
| PubChem = 8079
| SMILES = C1CCC=CC1
| InChI = 1/C6H10/c1-2-4-6-5-3-1/h1-2H,3-6H2
| RTECS = GW2500000
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 36404
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG =
| Gmelin = 1659
| Beilstein = 906737
  }}
|Section2={{Chembox Properties
| Formula = C<sub>6</sub>H<sub>10</sub>
| MolarMass = 82.143 g/mol
| Appearance = colorless liquid
| Odor = sweet
| Density = 0.8110 g/cm<sup>3</sup>
| MeltingPtC = -103.5
| BoilingPtC = 82.98
| Solubility = slightly soluble in water
| SolubleOther = miscible with organic solvents
| VaporPressure = 8.93 kPa (20&nbsp;°C)
11.9 kPa (25&nbsp;°C)
| HenryConstant = 0.022 mol·kg<sup>−1</sup>·bar<sup>−1</sup>
| RefractIndex = 1.4465
| MagSus = -57.5·10<sup>−6</sup> cm<sup>3</sup>/mol
  }}
|Section3={{Chembox Hazards
| ExternalSDS = [http://www.sciencelab.com/msds.php?msdsId=9923626 External MSDS]
| MainHazards =
| NFPA-H = 1
| NFPA-F = 3
| NFPA-R = 0
| NFPA-S =
| GHSPictograms = {{GHS02}}{{GHS06}}{{GHS07}}{{GHS08}}{{GHS09}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|225|302|305|311|411}}
| PPhrases = {{P-phrases|210|233|240|241|242|243|264|270|273|280|301+310|301+312|302+352|303+361+353|312|322|330|331|361|363|370+378|391|403+235|405|501}}
| FlashPtC = -12
| AutoignitionPtC = 244
| ExploLimits = 0.8–5 %
| LD50 = 1407 mg/kg (oral, rat)
| PEL = TWA 300 ppm (1015 mg/m<sup>3</sup>)<ref name=PGCH>{{PGCH|0167}}</ref>
| IDLH = 2000 ppm<ref name=PGCH/>
| REL = TWA 300 ppm (1015 mg/m<sup>3</sup>)<ref name=PGCH/>
| LCLo = 13,196 ppm (mouse, 2 hr)<ref>{{IDLH|110838|Cyclohexene}}</ref>
  }}
}}
'''시클로헥센'''(Cyclohexene) 또는 '''사이클로헥센'''은 화학식 C6H10을 갖는 [[탄화수소]]이다. 이 [[사이클로알켄]]은 날카로운 냄새가 나는 무색 액체이다. 다양한 산업 공정의 중간체이다. 시클로헥센은 과산화물을 형성하기 때문에 빛과 공기에 노출되어 장기간 보관할 경우 그다지 안정적이지 않다.

== 생산 및 용도 ==
시클로헥센은 아사히화학(Asahi Chemical Company)이 개발한 공정인 벤젠의 부분 수소화에 의해 생산된다. 실험실에서는 사이클로헥산올을 탈수하여 제조할 수 있다.
:[[파일:Cyclohexensynthese1.svg|350px]]
:[[파일:Cyclohexensynthese2.svg|440px]]

== 같이 보기 ==
* [[딜스-알더 반응]]

== 외부 링크 ==
* {{ICSC|1054|10}}
* {{PGCH|0167}}
* [https://web.archive.org/web/20120328181429/http://hazard.com/msds/mf/baker/baker/files/c7073.htm Material Safety Data Sheet for cyclohexene]
* [https://web.archive.org/web/20071022034608/http://physchem.ox.ac.uk/MSDS/CY/cyclohexene.html Safety MSDS data]
* [https://web.archive.org/web/20070503012733/http://www.uni-regensburg.de/Fakultaeten/nat_Fak_IV/Organische_Chemie/Didaktik/Keusch/D-Addit_ar-e.htm Reaction of Cyclohexene with Bromine and Potassium Permanganate]
* [http://www.orgsyn.org/orgsyn/prep.asp?prep=cv1p0183 Cyclohexene synthesis]
* [http://www.inchem.org/documents/sids/sids/110838.pdf Data sheet at inchem.org]

[[분류:사이클로알켄]]
[[분류:탄화수소 용매]]
[[분류:악취가 나는 화학 물질]]