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  2. Crotyl chloride - Wikipedia

    en.wikipedia.org/wiki/Crotyl_chloride

    1-Chloro-2-butene, 1-chlorobut-2-ene, 2-butenyl chloride, gamma-methylallyl chloride ... 90.55 g·mol −1 Appearance Liquid Density: 0.949 g/cm 3: Melting point: − ...

  3. Organochlorine chemistry - Wikipedia

    en.wikipedia.org/wiki/Organochlorine_chemistry

    For example, the industrial production of chloroethane proceeds by the reaction of ethylene with HCl: 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.

  4. Allylic rearrangement - Wikipedia

    en.wikipedia.org/wiki/Allylic_rearrangement

    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 ...

  5. Resonance (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Resonance_(chemistry)

    When 1 mole of HCl adds to 1 mole of 1,3-butadiene, in addition to the ordinarily expected product 3-chloro-1-butene, we also find 1-chloro-2-butene. Isotope labelling experiments have shown that what happens here is that the additional double bond shifts from 1,2 position to 2,3 position in some of the product.

  6. 1,4-Dichlorobut-2-ene - Wikipedia

    en.wikipedia.org/wiki/1,4-Dichlorobut-2-ene

    The first step is the liquid- or vapour-phase chlorination of butadiene to a mixture of 3,4-dichlorobut-1-ene and 1,4-dichlorobut-2-ene (both isomers). In the second step, the mixture of 1,4-dichlorobut-2-ene and 3,4-dichlorobut-1-ene is isomerized to 3,4-dichlorobut-1-ene by heating to temperatures of 60–120 °C in the presence of a catalyst.

  7. Chloroprene - Wikipedia

    en.wikipedia.org/wiki/Chloroprene

    Chloroprene (IUPAC name 2-chlorobuta-1,3-diene) is a chemical compound with the molecular formula CH 2 =CCl−CH=CH 2. [3] Chloroprene is a colorless volatile liquid, almost exclusively used as a monomer for the production of the polymer polychloroprene, better known as neoprene , a type of synthetic rubber .

  8. Cis–trans isomerism - Wikipedia

    en.wikipedia.org/wiki/Cis–trans_isomerism

    For example, there are two isomers of square planar Pt(NH 3) 2 Cl 2, as explained by Alfred Werner in 1893. The cis isomer, whose full name is cis -diamminedichloroplatinum(II), was shown in 1969 by Barnett Rosenberg to have antitumor activity, and is now a chemotherapy drug known by the short name cisplatin .

  9. Prilezhaev reaction - Wikipedia

    en.wikipedia.org/wiki/Prilezhaev_reaction

    For example, the relative rates of epoxidation increase upon methyl substitution of the alkene (the methyl groups increase the electron density of the double bond by hyperconjugation): ethylene (1, no methyl groups), propene (24, one methyl group), cis-2-butene (500, two methyl groups), 2-methyl-2-butene (6500, three methyl groups), 2,3 ...