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1,1-Bis(chloromethyl)ethylene
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CH2C(CH2Cl)2.png 124 3-Chloro-2-(chloromethyl)prop-1-ene 3-Chloro-2-(chloromethyl)propene, 1,1-Bis(chloromethyl)ethene 1871-57-4 15859 1S/C4H6Cl2/c1-4(2-5)3-6/h1-3H2 XJFZOSUFGSANIF-UHFFFAOYSA-N C=C(CCl)CCl 217-489-3 1XTP1GFW2A 160833 15073 4 6 2 Colorless liquid 1.1782 g/cm3 -14 Mooradian Aram Cloke J. B. The Synthesis of 3-Chloro-2-chloromethyl-1-propene from Pentaerythritol Journal of the American Chemical Society June 1945 67 6 942–944 10.1021/ja01222a019 138 02 06 07 09 danger 226 301 315 319 335 400 210 233 240 241 242 243 261 264 270 271 273 280 301+310 302+352 303+361+353 304+340 305+351+338 312 321 330 332+313 337+313 362 370+378 391 403+233 403+235 405 501 alkylating agent
1,1-Bis(chloromethyl)ethylene is the organic compound with the formula CH2=C(CH2Cl)2. It is a colorless liquid. Featuring two allylic chloride substituents, it is dialkylating agent.
Synthesis and reactions
It is prepared from pentaerythritol via a multistep procedure, beginning with the partial chlorination.Improved Preparations of 3-Chloro-2-(chloromethyl)-1-propene and 1,1-Dibromo-2,2-bis(chloromethyl)cyclopropane: Intermediates in the Synthesis of [1.1.1]Propellane Mondanaro Lynch Kathleen Dailey William P. Journal of Organic Chemistry 1995 60 14 4666-8 10.1021/jo00119a057Mondanaro Kathleen R. Dailey William P 3-CHLORO-2-(CHLOROMETHYL)-1-PROPENE Organic Syntheses 1998 75 89 10.15227/orgsyn.075.0089 free The compound reacts with diiron nonacarbonyl to give the complex of trimethylenemethane Fe(η4-C(CH2)3)(CO)3. It is also a precursor to [1.1.1]-propellane.
References
Category:Chloroalkenes
Category:Vinylidene compounds