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Xylylene Dichloride
The chemical compound xylylene dichloride (C6H4(CH2Cl)2) is a white to light yellow sandlike solid. This compound can be classified as a benzyl halide. Xylylene dichloride is used as a vulcanizing agent to harden rubbers. It catalyzes the crosslinking of phenolic resins. Structure and reactivity The structure of xylylene dichloride is characterized by an benzene ring with two chloromethyl groups and four hydrogen atoms bound to it. The chloromethyl groups can be located on different sites on the ring, leading to a few different possible forms. These forms are: *''o''-xylylene dichloride: 1,2-bis(chloromethyl)benzene *''m''-xylylene dichloride: 1,3-bis(chloromethyl)benzene *''p''-xylylene dichloride: 1,4-bis(chloromethyl)benzene The reactive groups of xylylene dichloride are the two CH2Cl groups. Synthesis Xylylene dichloride can be synthesized from benzenedimethanol by reaction with hydrogen chloride. It has also been produced by photochemical chlorination of ortho-xylene ...
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Benzene
Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atoms, benzene is classed as a hydrocarbon. Benzene is a natural constituent of petroleum and is one of the elementary petrochemicals. Due to the cyclic continuous pi bonds between the carbon atoms, benzene is classed as an aromatic hydrocarbon. Benzene is a colorless and highly flammable liquid with a sweet smell, and is partially responsible for the aroma of gasoline. It is used primarily as a precursor to the manufacture of chemicals with more complex structure, such as ethylbenzene and cumene, of which billions of kilograms are produced annually. Although benzene is a major industrial chemical, it finds limited use in consumer items because of its toxicity. History Discovery The word "''benzene''" derives from "''gum benzoin''" (benzoin res ...
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Xylylene Dibromide
Xylylene dibromide is an organic compound with the formula C6H4(CH2Br)2. It is an off-white solid that, like other benzyl halides, a strong lachrymator. It is a useful reagent owing to the convenient reactivity of the two C-Br bonds. Two other isomers are known, para- and meta-xylylene dibromide. Synthesis It is prepared by the photochemical reaction of ortho-xylene with bromine: :C6H4(CH3)2 + 2Br2 → C6H4(CH2Br)2 + 2 HBr Reactions Further bromination gives the tetrabromide: :C6H4(CH2Br)2 + 2Br2 → C6H4(CHBr2)2 + 2 HBr Upon reaction with thiourea followed by hydrolysis of the intermediate bisisothiouronium salts, xylylene dibromide can be converted to the dithiol C6H4(CH2SH)2. Xylylene dibromide is a precursor to the ephemeral molecule ortho-quinonedimethane, also known as xylylene. This species can be trapped when the dehalogenation is conducted in the presence of iron carbonyl. Coupling of xylylene dibromide by treatment with lithium metal gives dibenzo ...
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