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(Benzene)chromium tricarbonyl

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changed changed 477200057 (Benzene)chromium(0) tricarbonyl Benzenetricarbonylchromium.svg (benzene)chromium-tricarbonyl-from-xtal-1987-3D-balls.png (benzene)tricarbonylchromium benzene tricarbonyl chromium, (benzene)chromium tricarbonyl, Benchrotrene, pi-benzenetricarbonylchromium correct chemspider 9130108 10954891 235-146-6 1/C6H6.3CO.Cr/c1-2-4-6-5-3-1;3*1-2;/h1-6H;;;; [Cr].[O+]#[C-].[O+]#[C-].[O+]#[C-].c1ccccc1 WVSBQYMJNMJHIM-UHFFFAOYAR correct chemspider 1S/C6H6.3CO.Cr/c1-2-4-6-5-3-1;3*1-2;/h1-6H;;;; correct chemspider WVSBQYMJNMJHIM-UHFFFAOYSA-N changed ?? 12082-08-5 Cr(C6H6)(CO)3 214.14 g/mol solid yellow crystals nonsoluble THF, ether, benzene 163 to 166 tetrahedral, "piano stool" Harmful through inhalation, contact with skin, or swallowed 07 Warning 302 312 332 261 264 270 271 280 301+312 302+352 304+312 304+340 312 322 330 363 501 (Benzene)chromium tricarbonyl is an organometallic compound with the formula Cr(C6H6)(CO)3. This yellow crystalline solid compound is soluble in common nonpolar organic solvents. The molecule adopts a geometry known as "piano stool" because of the planar arrangement of the aryl group and the presence of three CO ligands as "legs" on the chromium-bond axis. Gilbert T. M. Bauer C. B., Rogers R. D. Structures of (η6-benzene dimethylacetal)- and (η6-benzene diethylacetal)chromium tricarbonyl: structural evidence for the near-electroneutrality of the dialkylacetal substituent Journal of Chemical Crystallography 10.1007/BF01677100 1996 26 355 5 91957129 Preparation (Benzene)tricarbonylchromium was first reported in 1957 by Fischer and Öfele, who prepared the compound by the carbonylation of bis(benzene)chromium.Fischer, Ernst Otto; Őfele, Karl. (1957). "Über Aromatenkomplexe von Metallen, XIII Benzol-Chrom-Tricarbonyl," Chemische Berichte, 90, 2532-5. 10.1002/cber.19570901117. They obtained mainly chromium carbonyl (Cr(CO)6) and traces of Cr(C6H6)(CO)3. The synthesis was optimized through the reaction of Cr(CO)6 and Cr(C6H6)2. For commercial purposes, a reaction of Cr(CO)6 and benzene is used: Cr(CO)6 + C6H6 → Cr(C6H6)(CO)3 + 3 CO Reactions Complexes of the type (Arene)Cr(CO)3 have been well investigated as reagents in organic synthesis.Topics Organomet Chem. 2004 7 3–20 10.1007/b94489 Synthesis of Transition Metal η6-Arene Complexes E. Peter Kündig Topics in Organometallic Chemistry 978-3-540-01604-5 The aromatic ring of (benzene)tricarbonylchromium is substantially more electrophilic than benzene itself, allowing it to undergo nucleophilic addition reactions.Herndon, James W; Laurent, Stéphane E. (2008). "(η6-Benzene)tricarbonylchromium," in Encyclopedia of Reagents for Organic Synthesis, John Wiley & Sons, Chichester, 2008. 10.1002/047084289X.rb025.pub2. Article Online Posting Date: March 15, 2009 219px It is also more acidic, undergoing lithiation upon treatment with n-butyllithium. The resulting organolithium compound can then be used as a nucleophile in various reactions, for example, with trimethylsilyl chloride: 317px (Benzene)tricarbonylchromium is a useful catalyst for the hydrogenation of 1,3-dienes. The product alkene results from 1,4-addition of hydrogen. The complex does not hydrogenate isolated double bonds. (Arene)Cr(CO)3 compounds undergo ligand exchange both thermally and photochemically: the arene is thermally labile, whereas the carbonyls are photolytically so.https://doras.dcu.ie/17266/1/davnat_heenan_RR.pdf 68 The Photochemistry of Azaferrocene and its Derivatives Dublin City University PhD thesis Davnat Heenan Sep 2002 References Category:Half sandwich compounds Category:Organochromium compounds Category:Carbonyl complexes