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Two free radicals (chlorine and chlorine, chlorine and methyl, or methyl and methyl) combine: Methane chlorination: termination The last possibility generates in an impurity in the final mixture (notably, an organic molecule with a longer carbon chain than the reactants). The net reaction is: Methane chlorination overall reaction
Double-addition of chlorine gas to ethyne. Unsaturated compounds, especially alkenes and alkynes, add halogens: R−CH=CH−R' + X 2 → R−CHX−CHX−R' In oxychlorination, the combination of hydrogen chloride and oxygen serves as the equivalent of chlorine, as illustrated by this route to 1,2-dichloroethane:
1,1,1,3,3,3-Hexachloropropane is a compound of chlorine, hydrogen, and carbon, with chemical formula C 3 Cl 6 H 2, specifically Cl 3 C−CH 2 −CCl 3.Its molecule can be described as that of propane with chlorine atoms substituted for the six hydrogen atoms on the extremal carbons. [4]
The French chemist Jean-Baptiste Dumas investigated the substitution of hydrogen for chlorine by acetic acid in candle wax as early as 1830. [1] He showed that for each mole of chlorine introduced into a hydrocarbon, one mole of hydrogen chloride is also formed and noted the light-sensitivity of this reaction. [2]
In oxychlorination, hydrogen chloride instead of the more expensive chlorine is used for the same purpose: CH 2 =CH 2 + 2 HCl + 1 ⁄ 2 O 2 → ClCH 2 CH 2 Cl + H 2 O. Secondary and tertiary alcohols react with hydrogen chloride to give the corresponding chlorides. In the laboratory, the related reaction involving zinc chloride in concentrated ...
Halocarbon compounds are chemical compounds in which one or more carbon atoms are linked by covalent bonds with one or more halogen atoms (fluorine, chlorine, bromine or iodine – group 17) resulting in the formation of organofluorine compounds, organochlorine compounds, organobromine compounds, and organoiodine compounds.
Monochloroacetic acid (pK a =2.82), though, is stronger than formic acid, due to the electron-withdrawing effect of chlorine promoting ionization. In benzoic acid, the carbon atoms which are present in the ring are sp 2 hybridised. As a result, benzoic acid (pK a =4.20) is a stronger acid than cyclohexanecarboxylic acid (pK a =4.87).
In a titanium(IV) chloride-catalyzed formal nucleophilic substitution at enantiopure 1 in the scheme below, two products are formed – 2a and 2b Due to the two chiral centers in the target molecule, the carbon carrying chlorine and the carbon carrying the methyl and acetoxyethyl group, four different compounds are to be formed: 1R,2R- (drawn ...