In organometallic chemistry, metal–halogen exchange is a fundamental reaction that converts an organic halide into an organometallic product. The reaction...

+ NaH → CH3SOCH− 2Na+ + H2 Trityl sodium can be prepared by sodium-halogen exchange: Ph3CCl + 2 Na → Ph3C− Na+ + NaCl Sodium also reacts with polycyclic...

"Preparation of t-Butyl-3-Bromo-5-Formylbenzoate Through Selective Metal-Halogen Exchange Reactions". Organic Syntheses. 89: 460. doi:10.15227/orgsyn.089...

limited due to competing side reactions such as radical reactions or metal–halogen exchange. Most organolithium reagents used in alkylations are more stabilized...

compounds through metal-halogen exchange.: 106  Unlike the organolithium compounds, the organometallic compounds of the heavier alkali metals are predominantly...

with metals, generally lithium or magnesium, to give organometallic derivatives that function as sources of aryl anions. By the metal-halogen exchange reaction...

representative of reductive coupling. The reaction proceeds by an initial metal–halogen exchange, which is described with the following idealized stoichiometry:...

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...

the Alkali Metals: Useful Synthetic Reagents as Strong Bases and Potent Nucleophiles. 1. Conversion of Organic Halides to Organoalkali-Metal Compounds"...

replacing the proton. 2-Lithiothiazoles are also generated by metal-halogen exchange from 2-bromothiazole. Electrophilic aromatic substitution at C5...

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...

with a reducing metal, such as sodium or magnesium, or with an organolithium reagent. Either approach results in metal-halogen exchange to convert the...

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...

interest in organic synthesis, electropositive metals react with many organic halides in a metal-halogen exchange: RX + 2 M → RM + MX The resulting organometallic...

A metal (from Ancient Greek μέταλλον (métallon) 'mine, quarry, metal') is a material that, when polished or fractured, shows a lustrous appearance, and...

products of the corresponding halogen–lithium exchanges (C4H9Br or C4H9Cl). Other metals and metalloids which undergo such exchange reactions are organic compounds...

less reactive halogen cannot replace the more reactive halogen: I 2 + 2 KBr ⟶ {\displaystyle {\ce {I2 + 2KBr ->}}} no reaction Metals react with acids...

Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides...

replacement of a halogen atom in an organic molecule with a metal atom, resulting in an organometallic compound. In the laboratory, metalation is commonly...

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...

non-metals of the groups: nitrogen-phosphorus, oxygen-sulfur, and the halogens." Cheronis, Parsons and Ronneberg wrote that, "The transition metals of...

behaviors which are unexpected for metals. In aurides (MAu, where M = Li–Cs), gold's behavior is similar to that of a halogen. Gold has a large enough nuclear...

and aryls from metallic lithium and halogenated hydrocarbons via metal–halogen exchange. This convenient synthesis spurred numerous studies of RLi reagents...

"Preparation of t-Butyl-3-Bromo-5-Formylbenzoate Through Selective Metal-Halogen Exchange Reactions". Organic Syntheses. 89: 460. doi:10.15227/orgsyn.089...

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...

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...

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...

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...

"Highly Functionalized Organomagnesium Reagents Prepared through Halogen–Metal Exchange". Angewandte Chemie International Edition. 42 (36): 4302–4320. doi:10...

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...