In organometallic chemistry, metal–halogen exchange is a fundamental reaction that converts an organic halide into an organometallic product. The reaction...
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Organosodium chemistry (section Metal-halogen exchange)
+ NaH → CH3SOCH− 2Na+ + H2 Trityl sodium can be prepared by sodium-halogen exchange: Ph3CCl + 2 Na → Ph3C− Na+ + NaCl Sodium also reacts with polycyclic...
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"Preparation of t-Butyl-3-Bromo-5-Formylbenzoate Through Selective Metal-Halogen Exchange Reactions". Organic Syntheses. 89: 460. doi:10.15227/orgsyn.089...
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limited due to competing side reactions such as radical reactions or metal–halogen exchange. Most organolithium reagents used in alkylations are more stabilized...
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compounds through metal-halogen exchange.: 106 Unlike the organolithium compounds, the organometallic compounds of the heavier alkali metals are predominantly...
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with metals, generally lithium or magnesium, to give organometallic derivatives that function as sources of aryl anions. By the metal-halogen exchange reaction...
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representative of reductive coupling. The reaction proceeds by an initial metal–halogen exchange, which is described with the following idealized stoichiometry:...
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synthesised via a much more controllable (and cheaper) route, via metal-halogen exchange and then metathesis: Br(CH2)3Br + 2 tBuLi → Li(CH2)3Li + 2 tBuBr...
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Phenylsodium (section Metal-halogen exchange)
the Alkali Metals: Useful Synthetic Reagents as Strong Bases and Potent Nucleophiles. 1. Conversion of Organic Halides to Organoalkali-Metal Compounds"...
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replacing the proton. 2-Lithiothiazoles are also generated by metal-halogen exchange from 2-bromothiazole. Electrophilic aromatic substitution at C5...
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aside from the use of metal acetylides as nucleophiles, such a process rarely works well in practice due to metal–halogen exchange and/or the formation...
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with a reducing metal, such as sodium or magnesium, or with an organolithium reagent. Either approach results in metal-halogen exchange to convert the...
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organolithiums can undergo metal-halogen exchange and then eliminate a lithium salt to give a carbene, and zinc metal abstracts halogens similarly in the Simmons–Smith...
22 KB (2,401 words) - 05:50, 13 August 2024
Dehalogenation (category Halogens)
interest in organic synthesis, electropositive metals react with many organic halides in a metal-halogen exchange: RX + 2 M → RM + MX The resulting organometallic...
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A metal (from Ancient Greek μέταλλον (métallon) 'mine, quarry, metal') is a material that, when polished or fractured, shows a lustrous appearance, and...
94 KB (11,216 words) - 05:01, 30 September 2024
N-Butyllithium (section Halogen–lithium exchange)
products of the corresponding halogen–lithium exchanges (C4H9Br or C4H9Cl). Other metals and metalloids which undergo such exchange reactions are organic compounds...
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less reactive halogen cannot replace the more reactive halogen: I 2 + 2 KBr ⟶ {\displaystyle {\ce {I2 + 2KBr ->}}} no reaction Metals react with acids...
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Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides...
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replacement of a halogen atom in an organic molecule with a metal atom, resulting in an organometallic compound. In the laboratory, metalation is commonly...
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2Li → Ph-Li + LiX Phenyllithium can also be synthesized with a metal-halogen exchange reaction: n-BuLi + X-Ph → n-BuX + Ph-Li The predominant method of...
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non-metals of the groups: nitrogen-phosphorus, oxygen-sulfur, and the halogens." Cheronis, Parsons and Ronneberg wrote that, "The transition metals of...
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and aryls from metallic lithium and halogenated hydrocarbons via metal–halogen exchange. This convenient synthesis spurred numerous studies of RLi reagents...
23 KB (2,670 words) - 09:18, 13 September 2024
"Preparation of t-Butyl-3-Bromo-5-Formylbenzoate Through Selective Metal-Halogen Exchange Reactions". Organic Syntheses. 89: 460. doi:10.15227/orgsyn.089...
17 KB (2,002 words) - 19:38, 11 August 2024
Transmetalation (section Alkaline earth metals)
coordinate ligands other than halogens to the metal: 2 U + 3 (C5H5)2Hg + HgCl2 → 2 (C5H5)3UCl + 4 Hg Alkaline earth metal complexes have been synthesized...
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Transition metals in the periodic table In chemistry, a transition metal (or transition element) is a chemical element in the d-block of the periodic...
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chemical terms, all of the alkaline earth metals react with the halogens to form the alkaline earth metal halides, all of which are ionic crystalline...
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bonds are cleaved by halogens. Depending on the electron-counting scheme used, this can be regarded as an oxidation of the metal atoms: Mn2(CO)10 + Cl2...
70 KB (7,931 words) - 06:04, 29 May 2024
"Highly Functionalized Organomagnesium Reagents Prepared through Halogen–Metal Exchange". Angewandte Chemie International Edition. 42 (36): 4302–4320. doi:10...
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iodide at 230 °C to give molybdenum(II) iodide. An example involving halogen exchange is given below, involving the reaction of tantalum(V) chloride with...
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