Phenyllithium is an organometallic agent with the empirical formula C6H5Li. It is most commonly used as a metalating agent in organic syntheses and a...

chloride and phenyllithium, which functions as a base: Methallyl chloride Phenyl lithium (base)   LiCl + PhH 1-Methyl­cyclopropene The phenyllithium should...

give di-, tri-, and tetrasulfonic acids. Analogous to the synthesis of phenyllithium is the conversion of 1-bromonaphthalene to 1-lithionaphthalene, by lithium–halogen...

starting material A more modern synthesis involves the reaction of phenyllithium and NaOtBu: C6H5Li + NaOtBu → C6H5Na + LiOtBu The first syntheses of...

as solvent in various chemical reactions and processes. For example, phenyllithium is commercially available as a ca. 1.8M solution in dibutyl ether. Because...

Dinnebier, R. E.; Behrens, U.; Olbrich, F. (1998). "Lewis Base-Free Phenyllithium: Determination of the Solid-State Structure by Synchrotron Powder Diffraction"...

phenyl anion or the phenyl cation. Representative reagents include phenyllithium (C6H5Li) and phenylmagnesium bromide (C6H5MgBr). Electrophiles are attacked...

treatment of phosphorus trichloride with phenylmagnesium bromide or phenyllithium. The industrial synthesis involves the reaction between phosphorus trichloride...

n-butyllithium and form solvated dimers such as [(TMEDA) LiBu-n)]2. Phenyllithium has been shown to exist as a distorted tetramer in the crystallized...

N-dimethylformamide (DMF) can be used to introduce a formyl group. Here, phenyllithium 1 attacks the carbonyl group of DMF 2, giving tetrahedral intermediate...

Z-alkene. The erythro betaine can be converted to the threo betaine using phenyllithium at low temperature. This modification affords the E-alkene. Allylic...

2-methyl-3-pentanone, lithium aluminium hydride, osmium tetroxide, phenyllithium, pyridinium chlorochromate, the Corey-Chaykovsky reagent and acryloyl...

although P(C6H5)5 is known, being derived from P(C6H5)4+ by reaction with phenyllithium. Phosphorus ylides are unsaturated phosphoranes, known as Wittig reagents...

allylic alcohol 41. The carbonate ester was cleaved by reaction with phenyllithium in tetrahydrofuran at -78 °C to give alcohol 42. The unprotected secondary...

converted to aryl lithium compounds. Illustrative is the preparation of phenyllithium from bromobenzene using n-butyllithium (n-BuLi): C6H5Br + BuLi → C6H5Li...

Viehe. He reduced chloro(trimethylsilyl)acetylene by reaction with phenyllithium in diethyl ether and proceeded with subsequent hydrolysis. Godson C...

vicinal to an acidic proton are exposed to strong base; for example, phenyllithium will abstract HX from a haloform (CHX3). Such reactions typically require...

zinc and the action of elemental sulfur on phenyl magnesium halide or phenyllithium followed by acidification. Via the Newman–Kwart rearrangement, phenols...

Ojima-Holton method. This diol comes from carbonate 6.3 by the addition of phenyllithium. The oxetane ring in compound 6.3 was obtained via an SN2 reaction involving...

data sheet (SDS) External MSDS Related compounds Related compounds Phenyllithium Magnesium bromide Methylmagnesium chloride Dibutylmagnesium Except where...

and many of Georg Wittig's publications, including the preparation of phenyllithium. Liebigs Annalen published news on advances in chemistry and pharmacy...

invoked zwitterionic intermediate in the reaction of fluorobenzene and phenyllithium to give biphenyl. This hypothesis was later confirmed. In 1953 14C labeling...

Chemistry in 1979. Wittig's contributions also include the preparation of phenyllithium and the discovery of the 1,2-Wittig rearrangement and the 2,3-Wittig...

synthesized similarly but at room temperature from methallylchloride using phenyllithium as the base: CH 2 = C ( CH 3 ) CH 2 Cl + LiC 6 H 5 ⟶ CH 3 C 3 H 3 1-methyl-...

halides. Here, the borate was generated from tri(cyclopentyl)borane and phenyllithium; the three cyclopentyl groups do not significantly migrate: Organoboron...

Diphenylzinc is commercially available. It may be prepared by reaction of phenyllithium with zinc bromide: 2 PhLi + ZnBr2 → Ph2Zn + 2 LiBr It may also be prepared...

methylcopper in 1936. Thus, phenylcopper is prepared by reaction of phenyllithium with copper(I) bromide in diethyl ether. Grignard reagents can be used...

chloride. Reaction with phenyllithium affords the enolate. The imine synthesis is a reaction of hexamethyldisilazane with phenyllithium to a strong amide base...

carboxylic acids and phosgene has been reported. Strong bases (such as phenyllithium) can abstract a proton from the formamidinium cation of N,N,N′...

PMID 16721894. In this one-pot reaction bromobenzene is converted to phenyllithium by reaction with 4 equivalents of n-butyllithium, then transmetalation...