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- W2145482655 abstract "[4836-12-8] C16H22BrClN2O4 (MW 421.72)InChI = 1S/2C8H11N.BrH2.ClHO4/c2*1-6-4-7(2)9-8(3)5-6;;2-1(3,4)5/h2*4-5H,1-3H3;1H2;(H,2,3,4,5)/q;;+1;/p-1InChIKey = FJFPYNKGYZGNMG-UHFFFAOYSA-M(reactive electrophilic brominating agent; activates alkenes towards nucleophilic reagents;2 reagent for bromocyclization,3, 4 useful in the preparation of cis-α-alkylamino alcohols)Alternate Names: bromonium dicollidine perchlorate; bis(collidine)bromonium perchlorate.Physical Data: mp 230 °C.Solubility: sol chloroform; insol ether.Form Supplied in: fine colorless crystalline powder.Preparative Method: it is important in the preparation of this reagent to be sure that conditions are anhydrous, otherwise bromine tends to be reliberated. Silver di-sym-collidine perchlorate is prepared by adding sym-collidine (20 mL) to a solution of silver nitrate (9 g) and sodium perchlorate (11 g) in 100 mL of water, while stirring vigorously, to give a curdy white precipitate. After washing repeatedly with water, the product is washed with ethanol and ether and finally dried under vacuum over P2O5. The yield is quantitative. Silver di-sym-collidine perchlorate (13.47 g, 30 mmol) is suspended in 150 mL of chloroform and 1 mL of sym-collidine. Bromine (1.65 mL, 30 mmol) is added. Silver bromide rapidly precipitates and is filtered through Celite. The clear pale-yellow filtrate gives a fine, white crystalline precipitate on the addition of ether. The crystals are dried under high vacuum.Handling, Storage, and Precautions: perchlorates are potentially powerful explosives. This compound detonates on strong heating and so due precautions1 must be taken. The compound is stored under anhydrous conditions. This reagent should be handled in a fume hood." @default.
- W2145482655 created "2016-06-24" @default.
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- W2145482655 date "2004-04-15" @default.
- W2145482655 modified "2023-10-14" @default.
- W2145482655 title "Iodonium Di-sym-collidine Perchlorate" @default.
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- W2145482655 doi "https://doi.org/10.1002/047084289x.ri033m.pub2" @default.
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