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Furan (oksol, 1-oksatsiklopenta-2,4-dien) - C4H4O formulu olan üzvi birləşmədir. Bir oksigen atomu olan beş üzvlü heterosikldır. Xloroformu xatırladan xarakterik qoxuya malik rəngsiz mayedir. Furfural, tetrahidrofuran, α-metilfuran kimi bir çox praktiki əhəmiyyətı olan maddələrdən ibarət böyük bir qrup üzvi birləşmənin başlanğıc nümayəndəsidir.
| Furan | |
|---|---|
 | |
 | |
| Ümumi | |
| Kimyəvi formulu | C₄H₄O |
| Molyar kütlə | 68,07 q/mol |
| Fiziki xassələri | |
| Sıxlıq | 0,936 q/sm³ |
| Termik xüsusiyyətlər | |
| Ərimə nöqtəsi | -85,6 °S |
| Qaynama nöqtəsi | 31,4 °S |
| Təsnifatı | |
| CAS-da qeyd. nöm. | 110-00-9 |
| PubChem | 8029 |
| SMILES | C1=CC=CO1 |
| ChEBI | 35559 |
| ChemSpider | 7738 |
Tarixi
Furan maddəsi ilk dəfə təmiz halda 1870-ci ildə Henrix Limprixt tərəfindən əldə olunub, lakin Limprixt onu tetrafenol adlandırmışdı.
Fiziki-kimyəvi xassələri
Furan rəngsiz, tezalışan, olduqca qeyri-sabit maye olub təqribən otaq temperaturunda qaynayır. Furan toksik və xərçəng əmələ gətirən maddədir.<ref name="xumuk">{{cite web Çox sayda üzvi birləşmənin əsasıdır. Onların əksəriyyəti, məsələn, furfurol, , praktiki əhəmiyyətə malikdir.<ref name="bse">{{cite web
Təmiz furan turşuların təsiri altında tez polimerləşir.
Furan p-elektronlu aromatik birləşmədir.
Mənbə
- Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 392. doi:10.1039/9781849733069-FP001. .
- Jakubke, Hans Dieter; Jeschkeit, Hans (1994). Concise Encyclopedia of Chemistry. Walter de Gruyter. pp. 1–1201. .
- DHHS (NIOSH) Publication No. 2016–171, p. 2, Accessed Nov 2019
- Hoydonckx, H. E.; Van Rhijn, W. M.; Van Rhijn, W.; De Vos, D. E.; Jacobs, P. A. "Furfural and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a12_119.pub2.
- Senning, Alexander (2006). Elsevier's Dictionary of Chemoetymology. Elsevier. .
- Limpricht, H. (1870). "Ueber das Tetraphenol C4H4O". Berichte der Deutschen Chemischen Gesellschaft. 3 (1): 90–91. doi:10.1002/cber.18700030129.
- Rodd, Ernest Harry (1971). Chemistry of Carbon Compounds: A Modern Comprehensive Treatise. Elsevier.
- Wilson, W. C. (1941). "Furan". Organic Syntheses.; Collective Volume, vol. 1, p. 274
- Hou, X. L.; Cheung, H. Y.; Hon, T. Y.; Kwan, P. L.; Lo, T. H.; Tong, S. Y.; Wong, H. N. (1998). "Regioselective syntheses of substituted furans". Tetrahedron. 54 (10): 1955–2020. doi:10.1016/S0040-4020(97)10303-9.
- Katritzky, Alan R. (2003). "Synthesis of 2,4-disubstituted furans and 4,6-diaryl-substituted 2,3-benzo-1,3a,6a-triazapentalenes" (PDF). Arkivoc. 2004 (2): 109–121. doi:10.3998/ark.5550190.0005.208. * Bruice, Paula Y. (2007). Organic Chemistry (5th ed.). Upper Saddle River, NJ: Pearson Prentice Hall. .
- Masesane, I.; Batsanov, A.; Howard, J.; Modal, R.; Steel, P. (2006). "The oxanorbornene approach to 3-hydroxy, 3,4-dihydroxy and 3,4,5-trihydroxy derivatives of 2-aminocyclohexanecarboxylic acid". Beilstein Journal of Organic Chemistry. 2 (9): 9. doi:10.1186/1860-5397-2-9. PMC 1524792. PMID 16674802.
- Filatov, M. A.; Baluschev, S.; Ilieva, I. Z.; Enkelmann, V.; Miteva, T.; Landfester, K.; Aleshchenkov, S. E.; Cheprakov, A. V. (2012). "Tetraaryltetraanthra[2,3]porphyrins: Synthesis, Structure, and Optical Properties" (PDF). J. Org. Chem. 77 (24): 11119–11131. doi:10.1021/jo302135q. PMID 23205621. Archived from the original (PDF) on 2020-02-19.
- Harreus, Albrecht Ludwig. "Pyrrole". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_453.
- Anese, M.; Manzocco, L.; Calligaris, S.; Nicoli, M. C. (2013). "Industrially Applicable Strategies for Mitigating Acrylamide, Furan and 5-Hydroxymethylfurfural in Food" (PDF). Journal of Agricultural and Food Chemistry. 61 (43): 10209–14. doi:10.1021/jf305085r. PMID 23627283. Archived from the original (PDF) on 2017-08-08.
- Moro, S.; Chipman, J. K.; Wegener, J. W.; Hamberger, C.; Dekant, W.; Mally, A. (2012). "Furan in heat-treated foods: Formation, exposure, toxicity, and aspects of risk assessment" (PDF). Molecular Nutrition & Food Research. 56 (8): 1197–1211. doi:10.1002/mnfr.201200093. hdl:1871/41889. PMID 22641279.
- European Food Safety Authority (2011). "Update on furan levels in food from monitoring years 2004–2010 and exposure assessment". EFSA Journal. 9 (9): 2347. doi:10.2903/j.efsa.2011.2347. open access
- Waizenegger, J.; Winkler, G.; Kuballa, T.; Ruge, W.; Kersting, M.; Alexy, U.; Lachenmeier, D. W. (2012). "Analysis and risk assessment of furan in coffee products targeted to adolescents". Food Additives & Contaminants: Part A. 29 (1): 19–28. doi:10.1080/19440049.2011.617012. PMID 22035212. S2CID 29027966.
- "Espresso makers: Coffee in capsules contains more furan than the rest". Science Daily. April 14, 2011.
- Bakhiya, N.; Appel, K. E. (2010). "Toxicity and carcinogenicity of furan in human diet" (PDF). Archives of Toxicology. 84 (7): 563–578. doi:10.1007/s00204-010-0531-y. PMID 20237914. S2CID 19389984.
İstinadlar
- FURAN (ing.).
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Furan oksol 1 oksatsiklopenta 2 4 dien C4H4O formulu olan uzvi birlesmedir Bir oksigen atomu olan bes uzvlu heterosikldir Xloroformu xatirladan xarakterik qoxuya malik rengsiz mayedir Furfural tetrahidrofuran a metilfuran kimi bir cox praktiki ehemiyyeti olan maddelerden ibaret boyuk bir qrup uzvi birlesmenin baslangic numayendesidir Furan Umumi Kimyevi formulu C H O 1 Molyar kutle 68 07 q mol Fiziki xasseleri Sixliq 0 936 q sm Termik xususiyyetler Erime noqtesi 85 6 S Qaynama noqtesi 31 4 S Tesnifati CAS da qeyd nom 110 00 9 PubChem 8029 SMILES C1 CC CO1 ChEBI 35559 ChemSpider 7738 Mundericat 1 Tarixi 2 Fiziki kimyevi xasseleri 3 Menbe 4 IstinadlarTarixiredakteFuran maddesi ilk defe temiz halda 1870 ci ilde Henrix Limprixt terefinden elde olunub lakin Limprixt onu tetrafenol adlandirmisdi Fiziki kimyevi xasseleriredakteFuran rengsiz tezalisan olduqca qeyri sabit maye olub teqriben otaq temperaturunda qaynayir Furan toksik ve xerceng emele getiren maddedir lt ref name xumuk gt cite web Cox sayda uzvi birlesmenin esasidir Onlarin ekseriyyeti meselen furfurol tetrahidrofuran silvan a metilfuran praktiki ehemiyyete malikdir lt ref name bse gt cite web Temiz furan tursularin tesiri altinda tez polimerlesir nbsp Furan p elektronlu aromatik birlesmedir MenberedakteNomenclature of Organic Chemistry IUPAC Recommendations and Preferred Names 2013 Blue Book Cambridge The Royal Society of Chemistry 2014 p 392 doi 10 1039 9781849733069 FP001 ISBN 978 0 85404 182 4 Jakubke Hans Dieter Jeschkeit Hans 1994 Concise Encyclopedia of Chemistry Walter de Gruyter pp 1 1201 ISBN 0 89925 457 8 DHHS NIOSH Publication No 2016 171 p 2 Accessed Nov 2019 Hoydonckx H E Van Rhijn W M Van Rhijn W De Vos D E Jacobs P A Furfural and Derivatives Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a12 119 pub2 Senning Alexander 2006 Elsevier s Dictionary of Chemoetymology Elsevier ISBN 0 444 52239 5 Limpricht H 1870 Ueber das Tetraphenol C4H4O Berichte der Deutschen Chemischen Gesellschaft 3 1 90 91 doi 10 1002 cber 18700030129 Rodd Ernest Harry 1971 Chemistry of Carbon Compounds A Modern Comprehensive Treatise Elsevier Wilson W C 1941 Furan Organic Syntheses Collective Volume vol 1 p 274 Hou X L Cheung H Y Hon T Y Kwan P L Lo T H Tong S Y Wong H N 1998 Regioselective syntheses of substituted furans Tetrahedron 54 10 1955 2020 doi 10 1016 S0040 4020 97 10303 9 Katritzky Alan R 2003 Synthesis of 2 4 disubstituted furans and 4 6 diaryl substituted 2 3 benzo 1 3a 6a triazapentalenes PDF Arkivoc 2004 2 109 121 doi 10 3998 ark 5550190 0005 208 Bruice Paula Y 2007 Organic Chemistry 5th ed Upper Saddle River NJ Pearson Prentice Hall ISBN 978 0 13 196316 0 Masesane I Batsanov A Howard J Modal R Steel P 2006 The oxanorbornene approach to 3 hydroxy 3 4 dihydroxy and 3 4 5 trihydroxy derivatives of 2 aminocyclohexanecarboxylic acid Beilstein Journal of Organic Chemistry 2 9 9 doi 10 1186 1860 5397 2 9 PMC 1524792 PMID 16674802 Filatov M A Baluschev S Ilieva I Z Enkelmann V Miteva T Landfester K Aleshchenkov S E Cheprakov A V 2012 Tetraaryltetraanthra 2 3 porphyrins Synthesis Structure and Optical Properties PDF J Org Chem 77 24 11119 11131 doi 10 1021 jo302135q PMID 23205621 Archived from the original PDF on 2020 02 19 Harreus Albrecht Ludwig Pyrrole Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a22 453 Anese M Manzocco L Calligaris S Nicoli M C 2013 Industrially Applicable Strategies for Mitigating Acrylamide Furan and 5 Hydroxymethylfurfural in Food PDF Journal of Agricultural and Food Chemistry 61 43 10209 14 doi 10 1021 jf305085r PMID 23627283 Archived from the original PDF on 2017 08 08 Moro S Chipman J K Wegener J W Hamberger C Dekant W Mally A 2012 Furan in heat treated foods Formation exposure toxicity and aspects of risk assessment PDF Molecular Nutrition amp Food Research 56 8 1197 1211 doi 10 1002 mnfr 201200093 hdl 1871 41889 PMID 22641279 European Food Safety Authority 2011 Update on furan levels in food from monitoring years 2004 2010 and exposure assessment EFSA Journal 9 9 2347 doi 10 2903 j efsa 2011 2347 open access Waizenegger J Winkler G Kuballa T Ruge W Kersting M Alexy U Lachenmeier D W 2012 Analysis and risk assessment of furan in coffee products targeted to adolescents Food Additives amp Contaminants Part A 29 1 19 28 doi 10 1080 19440049 2011 617012 PMID 22035212 S2CID 29027966 Espresso makers Coffee in capsules contains more furan than the rest Science Daily April 14 2011 Bakhiya N Appel K E 2010 Toxicity and carcinogenicity of furan in human diet PDF Archives of Toxicology 84 7 563 578 doi 10 1007 s00204 010 0531 y PMID 20237914 S2CID 19389984 Istinadlarredakte FURAN ing Menbe https az wikipedia org w index php title Furan amp oldid 7979463