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In Figure 6, 2-chloro-2,3-dimethylbutane is stabilized through hyperconjugation from electron donation from σ C-H into σ* C-Cl, but both C–H and C–Cl bonds are weakened. A molecular orbital diagram shows that the mixing of σ C–H and σ* C–Cl in 2-chloro-2,3-dimethylbutane lowers the energy of both the orbitals (Figure 7).
2,2-Dimethylbutane, trivially known as neohexane at William Odling's 1876 suggestion, [4] is an organic compound with formula C 6 H 14 or (H 3 C-) 3-C-CH 2-CH 3. It is therefore an alkane , indeed the most compact and branched of the hexane isomers — the only one with a quaternary carbon and a butane (C 4 ) backbone.
The gauche effect is very sensitive to solvent effects, due to the large difference in polarity between the two conformers.For example, 2,3-dinitro-2,3-dimethylbutane, which in the solid state exists only in the gauche conformation, prefers the gauche conformer in benzene solution by a ratio of 79:21, but in carbon tetrachloride, it prefers the anti conformer by a ratio of 58:42. [9]
1-Chlorobutane is an alkyl halide with the chemical formula CH 3 (CH 2) 3 Cl. It is a colorless, flammable liquid. It is a colorless, flammable liquid. Preparation and reactions
In the similar substitution of 1-chloro-3-methyl-2-butene, the secondary 2-methyl-3-buten-2-ol is produced in a yield of 85%, while that for the primary 3-methyl-2-buten-1-ol is 15%. Allylic shifts occur because the transition state is an allyl intermediate. In other respects they are similar to classical nucleophilic substitution, and admit ...
1,4-Dichlorobutane is a chloroalkane with the molecular formula (CH 2 CH 2 Cl) 2. It is one of several structural isomers of dichlorobutane. They are all colorless liquids of low flammabiltity and of interest for specialized synthetic uses.
Although addition of a hydrogen halide to an alkene is stereoselective, the symmetrical structure of 2-butene prevents an anti-Marknikov product from forming due to both sides of the double bond having the same stability. In addition, 2-chlorobutane can be synthesized in a substitution reaction by reacting 2-butanol with hydrochloric acid.
H 2 C=CH 2 + HCl → CH 3 CH 2 Cl. 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.