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Phenacyl bromide is the organic compound with the formula C 6 H 5 C(O)CH 2 Br. This colourless solid is a powerful lachrymator as well as a useful precursor to other organic compounds. It is prepared by bromination of acetophenone: [2] C 6 H 5 C(O)CH 3 + Br 2 → C 6 H 5 C(O)CH 2 Br + HBr. The compound was first reported in 1871. [3]
In organic chemistry, a phenacyl group is an aromatic substituent that consists of a phenyl group attached to an acyl group. A molecule containing a phenacyl group has the formula RCH 2 (CO)C 6 H 5 and the structure shown to the right. Here, R denotes the remainder of the molecule; for instance, if R is Br, then the compound could be called ...
Tear gas in use in France 2007 Exploded tear gas canister in the air in Greece. Tear gas, also known as a lachrymatory agent or lachrymator (from Latin lacrima 'tear'), sometimes colloquially known as "mace" after the early commercial self-defense spray, is a chemical weapon that stimulates the nerves of the lacrimal gland in the eye to produce tears.
Barium carbonate is often added to maintain anhydrous and acid-free conditions. In the above reaction, while a mixture of isomeric allylic bromide products are possible, only one is created due to the greater stability of the 4-position radical over the methyl-centered radical.
The following chart shows the solubility of various ionic compounds in water at 1 atm pressure and room temperature (approx. 25 °C, 298.15 K). "Soluble" means the ionic compound doesn't precipitate, while "slightly soluble" and "insoluble" mean that a solid will precipitate; "slightly soluble" compounds like calcium sulfate may require heat to precipitate.
The reaction of an organic substrate with phosgene is called phosgenation. [9] Phosgenation of diols give carbonates (R = H, alkyl, aryl), which can be either linear or cyclic: n HO−CR 2 −X−CR 2 −OH + n COCl 2 → [−O−CR 2 −X−CR 2 −O−C(=O)−] n + 2n HCl. An example is the reaction of phosgene with bisphenol A to form ...
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This difference in reactivity can be exploited to selectively couple an aryl iodide but not an aryl bromide, by performing the reaction at room temperature. [9] An example is the symmetrical Sonogashira coupling of two equivalents of 1-bromo-4-iodobenzene with trimethylsilylacetylene (with the trimethylsilyl group removed in-situ ) to form bis ...