Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Dichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate in organic chemistry, being generated from chloroform. This bent diamagnetic molecule rapidly inserts into other bonds.
Dichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate...
chloroform, and base. The conversion involves the intermediacy of dichlorocarbene. Illustrative is the synthesis of tert-butyl isocyanide from tert-butylamine...
isocyanide synthesis) alkali base reacts with chloroform to produce dichlorocarbene. The carbene then converts primary amines to isocyanides. Illustrative...
and CA = 0.44. As a reagent, chloroform serves as a source of the dichlorocarbene intermediate CCl2. It reacts with aqueous sodium hydroxide, usually...
Difluorocarbene is used to generate geminal difluorocyclopropanes. Dichlorocarbene Douglas A Jean Osteraas "Difluorocarbene Modification of Polymer and...
presence of strong base is a classic approach for the generation of dichlorocarbene, :CCl2, as a reactive intermediate. On the other hand, formic acid...
prepared. Phenyl(trichloromethyl)mercury can be prepared by generating dichlorocarbene in the presence of phenylmercuric chloride. A convenient carbene source...
intermediate. Doering in 1954 demonstrated their synthetic utility with dichlorocarbene. Transition metal carbene complexes Atomic carbon a single carbon atom...
Pyrroles can react with carbenes, such as dichlorocarbene, in a [2+1]-cycloaddition. With dichlorocarbene, a dichlorocyclopropane intermediate is formed...
Typical reactions include benzylation of amines and generation of dichlorocarbene from chloroform. Bu4NOH can be neutralized with a variety of mineral...
dehydrohalogenations. The first dehydrohalogenation is the formation of dichlorocarbene: KOH + CHCl3 → KCl + H2O + CCl2 Two successive base-mediated dehydrochlorination...
reagents dissolved in immiscible solvents. The highly reactive reagent dichlorocarbene is generated via PTC by reaction of chloroform and aqueous sodium hydroxide...
reaction is employed to generate carbenes and nitrenes. The formation of dichlorocarbene from chloroform is an example. Alpha eliminations contrasts with beta...
(I2), chlorine (Cl2), sulfenyl ion (RS+), mercury cation (Hg2+), and dichlorocarbene (:CCl2) also react through similar pathways. The direct conversion...
Ciamician–Dennstedt rearrangement entails the ring-expansion of pyrrole with dichlorocarbene to 3-chloropyridine. In the Gattermann–Skita synthesis, a malonate...
isomerisation. Pentachlorocyclopropane can be obtained by the addition of dichlorocarbene into trichloroethylene in presence of a base. Pentachlorocyclopropane...
as well, for example in the generation of the reactive intermediate dichlorocarbene. [H+] denotes the concentration of hydrogen cations and [OH−] the concentration...
derivatives and in organic synthesis. It is prepared by addition of dichlorocarbene to trichloroethylene. It can react with water and alcohols rapidly...
4 and therefore is unable to undergo an alpha-elimination to give dichlorocarbene. Deprotonation of the alcohol, forming chloroform, yields an alkoxide...
with carbenes to methanofullerenes. The reaction of fullerene with dichlorocarbene (created by sodium trichloroacetate pyrolysis) was first reported in...
J. C.; Bartoli, J. F.; Chevrier, Bernard; Weiss, Raymond (1978). "Dichlorocarbene Complexes of Iron(II)-Porphyrins–Crystal and Molecular Structure of...
(see: carbene dimerization). An exception are dihalocarbenes such as dichlorocarbene or difluorocarbene, which are reasonably stable and will react to form...
and pioneering work in carbene chemistry, including the discovery of dichlorocarbene. Some other notable work include the synthesis of fulvalene, the discoveries...
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