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Methylcyclohexane Identification UICPA name methylcyclohexane N O CAS 108-87-2 N O Echa 100.003.296 N","datePublished":"2021-06-27","dateModified":"2021-06-27","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/all2en\/wiki32\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/all2en\/wiki32\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/44a4cee54c4c053e967fe3e7d054edd4?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/44a4cee54c4c053e967fe3e7d054edd4?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/2\/22\/Methylcyclohexane-2D-skeletal.png\/200px-Methylcyclohexane-2D-skeletal.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/2\/22\/Methylcyclohexane-2D-skeletal.png\/200px-Methylcyclohexane-2D-skeletal.png","height":"160","width":"200"},"url":"https:\/\/wiki.edu.vn\/all2en\/wiki32\/methylcyclohexane-wikipedia\/","wordCount":6526,"articleBody":"     (adsbygoogle = window.adsbygoogle || []).push({});before-content-x4A wikipedia article, free l’encyclop\u00e9i. Methylcyclohexane  Identification UICPA name methylcyclohexane  N O CAS 108-87-2  N O Echa 100.003.296 N O THIS 203-624-3 Pubchem 7962  SMILES  Inches Inches:  3D view  Inchi = 1S\/C7H14\/C1-7-5-3-2-4-6-7\/H7H, 2-6H2,1H3 Chemicals Formula C 7 H 14  [Isomers] Molar mass [ first ] 98,186 1 \u00b1 0.006 6 g\/mol C\u00a085,63\u00a0%,  H\u00a014,37\u00a0%,  Physical properties T\u00b0 fusion \u2212126,55 \u00b0C  [ 2 ] T\u00b0 boiling 100.85 \u00b0C  [ 2 ] Solubility parameter \u0394 7.8  cal 1\/2 \u00b7 cm -3\/2 ( 25 \u00b0C ) [ 3 ] Critical point 299.85 \u00b0C , 34.8  bar , 0.369  l \u00b7 mol -first [ 2 ] Thermochimie S 0 liquid, 1 bar  247.9  J \u00b7 K -first \u00b7 mol -first  [ 2 ] D f H 0 liquid  \u2212190,2  kJ \u00b7 mol -first  [ 2 ] D fus H\u00b0 6,750 5  kJ \u00b7 mol -first To \u2212126,57 \u00b0C  [ 2 ] D vap H\u00b0 35  kJ \u00b7 mol -first  [ 2 ] C p  184,38  J \u00b7 K -first \u00b7 mol -first To 25 \u00b0C  [ 2 ]        (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4equation [ 4 ] :        (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4CP=(4.296)+(4.2716E\u22121)\u00d7T+(2.1058E\u22124)\u00d7T2+(\u22123.9987E\u22127)\u00d7T3+(1.3121E\u221210)\u00d7T4{displaystyle C_{P}=(4.296)+(4.2716E-1)times T+(2.1058E-4)times T^{2}+(-3.9987E-7)times T^{3}+(1.3121E-10)times T^{4}}Thermal capacity of gas in J \u00b7 Mol -first \u00b7K -first and Kelvin temperature, from 200 to 1,500 K. Calculated values: 140,812 J \u00b7 mol -first \u00b7K -first at 25 \u00b0 C. T(K)T(\u00b0C)Cp(Jkmol\u00d7K){displaystyle ({tfrac {J}{kmoltimes K}})}Cp(Jkg\u00d7K){displaystyle ({tfrac {J}{kgtimes K}})}200\u221273,1595\u00a016296928612,85135\u00a02121\u00a037733056,85155\u00a03771\u00a058237399,85174\u00a07131\u00a0779416142,85193\u00a05791\u00a0972460186,85212\u00a03012\u00a0162503229,85229\u00a09462\u00a0342546272,85246\u00a08762\u00a0514590316,85263\u00a03982\u00a0683633359,85278\u00a07102\u00a0839676402,85293\u00a01602\u00a0986720446,85307\u00a00263\u00a0127763489,85319\u00a06623\u00a0256806532,85331\u00a03873\u00a0375850576,85342\u00a04483\u00a0488T(K)T(\u00b0C)Cp       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4(Jkmol\u00d7K){displaystyle ({tfrac {J}{kmoltimes K}})}Cp(Jkg\u00d7K){displaystyle ({tfrac {J}{kgtimes K}})}893619,85352\u00a03603\u00a0589936662,85361\u00a04123\u00a0681980706,85369\u00a08233\u00a07671\u00a0023749,85377\u00a02623\u00a08421\u00a0066792,85383\u00a09903\u00a09111\u00a0110836,85390\u00a02113\u00a09741\u00a0153879,85395\u00a07254\u00a00301\u00a0196922,85400\u00a07754\u00a00821\u00a0240966,85405\u00a05694\u00a01311\u00a02831\u00a0009,85410\u00a00054\u00a01761\u00a03261\u00a0052,85414\u00a03224\u00a02201\u00a03701\u00a0096,85418\u00a07564\u00a02651\u00a04131\u00a0139,85423\u00a02574\u00a03111\u00a04561\u00a0182,85428\u00a00824\u00a03601\u00a05001\u00a0226,85433\u00a05304\u00a0415PCI \u22124 565,29  kJ \u00b7 mol -first  [ 2 ] Precautions Simdut [ 5 ] B2, NFPA 704 [ 6 ]  Directive 67\/548\/EEC [ 7 ] Index number : 601-018-00-7Classification : F; R11 – Xn; R65 – Xi; R38 – R67 – N; R51-53 Symbols : Xn : Harmful F : Easily flammable N : Dangerous for the environment Phrases R : R11 : Easily flammable. R38 : Irritating for the skin. R65 : Harmful: can cause damage to the lungs in case of ingestion. R67 : The inhalation of vapours can cause tiredness and dizziness. R51 \/ 53 : Toxic to aquatic organizations, can cause long -term harmful effects for the aquatic environment. Phrases S : S2 : Keep children out of reach. S9 : Keep the recipient in a well ventilated place. S16 : Keep away from any flame or source of sparks – Do not smoke. S33 : Avoid the accumulation of electrostatic charges. S61 : Avoid release into the environment. Consult special instructions\/security data sheet. S62 : In case of ingestion, do not make vomit. Consult a doctor immediately and show him the packaging or label. Transport [ 8 ] Code Kemler\u00a0: 33 : very flammable liquid (ignition point lower than 23 \u00b0C ) UN number: 2296 : Methylcyclohexane Class: 3 Label : 3 : Flammable liquids Packaging : Packaging group II : moderately dangerous materials; IS units and CNTP , unless otherwise stated. modifier  The methylcyclohexane is a cyclic hydrocarbon, a brute formula cycloalcan C 7 H 14 . Il se pr\u00e9sente comme un liquide incolore d\u00e9gageant une faible odeur de benz\u00e8ne.It is an ecotoxic product when it is spread in the environment [ 9 ]   It can be obtained in particular by hydrogen of toluene. Methylcyclohexane is A base for organic synthesis A solvent of cellulose ethers. A fuel component for aviation A correction fluid component. The methylcyclohexan monosubstituted has a methyl substitute for a carbon atom of the cyclohexane cycle. Like all substituted cyclohexans, its shape can quickly switch between two conformations. However, a methylcyclohexan monosubstituted with a methyl group in the equatorial position (more stable) is the form almost exclusively present, rather than anxial (unstable). This molecule (methylcyclohexane) is part of a group of fuels that have recently been used as mixtures components that can be substituted for conventional kerosenes [ ten ] . The chemical analysis of jet A (jet plane fuel) shows a high cycloparaffin content; Methylcyclohexane is one of the hydrocarbons used as a jet a to imitate this strong presence of cycloparaffins and the chemical behavior of the fuel. Its degree of toxicity is still imperfectly known (it causes drowsiness [ 11 ] and dizziness [ 11 ] and can be fatal in case of ingestion (it attacks the lungs [ 11 ] ) or penetration in the respiratory tract [ 11 ] , but various studies have also focused on: Its possibly reprotoxic character for workers exposed to it was evaluated by a study in rats [ twelfth ] The subchronistic effects of an exhibition (from sprague-Dawley rats) by inhalation and exposure of the whole body to methylcyclohexan vapor 6 hours per day, 5 days\/week for 13 weeks [ 13 ] . The clinical effects were an abnormal salivation and friction behavior (pruritus?) Observed in both sexes exposed to 5870 ppm, with an increase in the weight of the liver (in both sexes) and kidneys (in females only), by report to a control group. The observed harmful effect concentration was in this case of 1300 ppm\/6 h\/day (in rats). Its metabolization by the kidney after absorption by food has been studied in laboratory rat; According to the histopathological examination, it degrades the kidney tissues relatively little (to the dosage of the experience) [ 14 ] . We also searched what his metabolites in human urine were workers of a shoe factory exposed to this product and other solvents [ 15 ] . Ecotoxicologie [ modifier | Modifier and code ] It is classified dangerous for the aquatic environment [ 11 ] ; very toxic for fish [ 11 ] and toxic to other aquatic organizations [ 11 ] . In early 2014, a leak of about 19 000  L of methylcyclohexan which occurred in the factories of “Freedom Industries” polluted the Elk river, upstream (more than 1.5 km ) of the pumping place of the Compagnie des Eaux which serves several counties deprived of around 300,000 inhabitants of Charleston (Virginie-Western, United States), for more than 5 days (they were asked not to drink tap water neither cook nor even brush your teeth with it) [ 16 ] . This product was in this case used to treat coal [ 16 ] And “Contaminated water has a smell of licorice or anise” [ 16 ] . \u2191 Molar mass calculated after ‘ Atomic weights of the elements 2007 \u00bb , on www.chem.qmul.ac.uk .  \u2191 a b c d e f g h and 1 (in)  \u00ab\u00a0Cyclohexane, methyl-\u00a0\u00bb , on NIST\/WebBook , accessed March 1, 2010  \u2191 (in) Nicholas P. Chopey, Handbook of Chemical Engineering Calculations , McGraw-Hill, 2004 , 3 It is  ed. , 800 p.  (ISBN\u00a0 978-0-07-136262-7 ) , p. 1.43  \u2191 (in) Carl L. Washs, Handbook of Thermodynamic Diagrams\u00a0: Organic Compounds C8 to C28 , vol. \u00a02, Huston, Texas, Gulf Pub. Co., 1996 , 396 p.  (ISBN\u00a0 0-88415-858-6 )  \u2191 “Methylcyclohexane” in the chemical product database Reptox of the CSST (Quebec organization responsible for occupational safety and health), consulted on March 1, 2010  \u2191 UCB University of Colorado  \u2191 “Methylcyclohexane” , on Have been , accessed February 26, 2010  \u2191 Entrance “METHYLCYCLOHEXANE” in the chemical product database Achievement IFA (German organization responsible for occupational safety and health) ( German , English ), Access on February 26, 2010 (Javascript required)  \u2191 Anderson, J. W., Neff, J. M., Cox, B. A., Tatem, H. E., & Hightower, G. M. (1974). Characteristics of dispersions and water-soluble extracts of crude and refined oils and their toxicity to estuarine crustaceans and fish . Marine Biology, 27(1), 75-88.  \u2191 JI, C.; Egolfopoulos, F.N. (2011). ” Hydrogen Flame propagation of mixtures of air with binary liquid fuel mixtures “. Proc. Comb. Inst. 33: 955\u2013961. Doi: 10.1016\/J.PROC.2010.06.085  \u2191 a b c d e f and g Methylcyclohexane d14 , Security form  \u2191 Hyeon-yeong Kim, Min-gu Kang, Tae-Gyun Kim, Chung-Won Kang (2011), Toxicity of Methylcyclohexane and Its Effect on the Reproductive System in SD Rats \u00a0; Safety and Health at Work, Volume 2, Issue 3, septembre 2011, Pages 290-300  \u2191 Young-Su Yang, Sung-Bae Lee, Seong-Jin Choi, Byoung-Seok Lee, Jeong-Doo Heo, Chang-Woo Song, Hyeon-Yeong Kim, Jong-Choon Kim, Kyuhong Lee (2014), Evaluation of subchronic inhalation toxicity of methylcyclopentane in rats Original Research ArticleFood and Chemical Toxicology, Volume 63, janvier 2014, Pages 186-194 ( r\u00e9sum\u00e9 )  \u2191 M.J. Parnell, G.M. Henningsen, C.J. Hixson, K.O. Yu, G.A. McDonald, M.P. Serve (1988), The metabolism of methylcyclohexane in Fischer 344 rats\u00a0; Chemosphere, Volume 17, n\u00b07, Pages 1321-1327( r\u00e9sum\u00e9 )  \u2191 Perbellini, F. Brugnone, I. Pavan (1980), Identification of the metabolites of n-hexane, cyclohexane, and their isomers in men’s urine \u00a0; Toxicology and Applied Pharmacology, Volume 53, Issue 2, April 1980, Pages 220-229 L ( r\u00e9sum\u00e9 )  \u2191 A B and C Article 300,000 Americans still deprived of water after a chemical leakage ; Journal Le Monde.fr dated 13.01.2014 (updated on 13.01.2014, consulted 2014-01-13)  Bibliography [ modifier | Modifier and code ] (in) Beckett, C. W., Pitzer, K. S., & Spitzer, R. (1947). The Thermodynamic Properties and Molecular Structure of Cyclohexane, Methylcyclohexane, Ethylcyclohexane and the Seven Dimethylcyclohexanes1. Journal of the American Chemical Society, 69(10), 2488-2495 ( r\u00e9sum\u00e9 ). (in) Dobashi, T., Nakata, M., & Kaneko, M. (1980). Coexistence curve of polystyrene in methylcyclohexane. I. Range of simple scaling and critical exponents. The Journal of Chemical Physics, 72, 6685 ( r\u00e9sum\u00e9 ). (in) Rao, M. V. P., & Naidu, P. R. (1974). Excess volumes of binary mixtures of alcohols in methylcyclohexane. Canadian Journal of Chemistry, 52(5), 788-790 ( r\u00e9sum\u00e9 ) (in) Ribeiro, F. H., Dalla Betta, R. A., Boudart, M., Baumgartner, J., & Iglesia, E. (1991). Reactions of neopentane, methylcyclohexane, and 3, 3-dimethylpentane on tungsten carbides: The effect of surface oxygen on reaction pathways. Journal of Catalysis, 130(1), 86-105 ( http:\/\/www.sciencedirect.com\/science\/article\/pii\/002195179190094k r\u00e9sum\u00e9]). (in) Anet, F. A., Bradley, C. H., & Buchanan, G. W. (1971). Direct detection of the axial conformer of methylcyclohexane by 63.1 MHz carbon-13 nuclear magnetic resonance at low temperatures. Journal of the American Chemical Society, 93(1), 258-259 ( r\u00e9sum\u00e9 ) (in) Jonas, J. D. S. G., Hasha, D., & Huang, S. G. (1979). Self\u2010diffusion and viscosity of methylcyclohexane in the dense liquid region. The Journal of Chemical Physics, 71, 3996 ( r\u00e9sum\u00e9 ) (in) Pitz, W., Naik, C. V., Mhaold\u00fain, T. N., Westbrook, C. K., Curran, H. J., Orme, J. P., & Simie, J. M. (2007). Modeling and Experimental Investigation of Mehylcyclohexane Iignation in A Rapid Compression Machine. Proceedings of the Combustion Institute, 31(1), 267-275 ([PITZ, W. J., NAIK, C. V., mhaold\u00fain, T. N., Westbrook, C. K., Curran, H. J., Orme, J. P. (2007). Modeling and experimental investigation of methylcyclohexane ignition in a rapid compression machine . Proceedings of the Combustion Institute, 31(1), 267-275. ( r\u00e9sum\u00e9 ) (in) Orme, J. P., Curran, H. J., & Simmie, J. M. (2006). Experimental and modeling study of methyl cyclohexane pyrolysis and oxidation. The Journal of Physical Chemistry A, 110(1), 114-131. (| http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/jp0543678 r\u00e9sum\u00e9]) (in) Nakamura, T., Makino, T., Sugahara, T., & Ohgaki, K. (2003). Stability boundaries of gas hydrates helped by methane\u2014structure-H hydrates of methylcyclohexane and cis -1, 2-dimethylcyclohexane. Chemical engineering science, 58(2), 269-273 ( r\u00e9sum\u00e9 ) (in) Wang, Y., Shah, N., & Huffman, G. P. (2004). Pure hydrogen production by partial dehydrogenation of cyclohexane and methylcyclohexane over nanotube-supported Pt and Pd catalysts. Energy & Fuels, 18(5), 1429-1433 ( r\u00e9sum\u00e9 ). (in) I. Gra\u00e7a, J.-D. Comparot, S. Laforge, P. Magnoux, J.M. Lopes, M.F. Ribeiro, F. Ram\u00f4a Ribeiro (2009), Effect of phenol addition on the performances of H\u2013Y zeolite during methylcyclohexane transformation\u00a0; Applied Catalysis A: General, Volume 353, Issue 1, 31 January 2009, Pages 123-129 ( r\u00e9sum\u00e9 ) (in) Amel Djeddi, Ioana Fechete, Ovidiu Ersen, Fran\u00e7ois Garin (2013), Electron-deficient adduct site in the ring opening of methylcyclopentane (MCP) on tungsten-oxide-supported Pt, Ir and Pt\u2013Ir catalysts Original Research Article Chemistry reports, volume 16, Issue 5, May 2013, pages 433-441 ( r\u00e9sum\u00e9 ) (in) Yi yang, andr\u00e9 l. Boehman (2010), Oxidation chemistry of cyclic hydrocarbons in a motored engine: Methylcyclopentane, tetralin, and decalin \u00a0; Combustion and Flame, Volume 157, Issue 3, March 2010, Pages 495-505\u00a0; (in) Wei-guo LIN, Zhi-xian GAO (2008) Hydroconversion of methylcyclopentane over Pt\/HZSM-5 catalyst: I. Effects of reaction parameters on ring enlargement reaction\u00a0; Journal of Fuel Chemistry and Technology, Volume 36, Issue 4, August 2008, Pages 449-454 (in) B. Gonz\u00e1lez, A. Dom\u00ednguez, J. Tojo (2006), Physical properties of the binary systems methylcyclopentane with ketones (acetone, butanone and 2-pentanone) at T = (293.15, 298.15, and 303.15) K. New UNIFAC-VISCO interaction parameters\u00a0; The Journal of Chemical Thermodynamics, Volume 38, Issue 6, June 2006, Pages 707-716 (in) T. Zaharescu, E. Feraru, C. Podina, S. Jipa (2005), High energy radiation processing of EPDM in a hydrocarbon environment. Part 1. Methylcyclopentane ; Polymer Degradation and Stability, Volume 89, Issue 2, August 2005, Pages 373-381 ( r\u00e9sum\u00e9 ) Y. Zhuang, A. Frennet (1996), Methylcyclopentane hydrogenolysis on EuroPt-1 (Pt\/SiO2), EuroPt-3 (Pt\/Al2O3) and EuroPt-4 (PtRe\/Al2O3) catalysts\u00a0; Applied Catalysis A: General, Volume 134, Issue 1, 4 January 1996, Pages 37-52       (adsbygoogle = window.adsbygoogle || []).push({});after-content-x4"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/all2en\/wiki32\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/all2en\/wiki32\/methylcyclohexane-wikipedia\/#breadcrumbitem","name":"Methylcyclohexane – Wikipedia"}}]}]