11-23-01 10:56
No 239714
U.S. Pat.#1,280,612
Toluene and dry bleaching powder are heated together to 105 degrees in the abscence of other reagents.This avoids by-product formation. If equal amts are used, volume-wise, there is a high conversion. If more bleaching powder is used, the conversion is more robust, but contaminants such as benzal chloride and benzotrichloride are formed...
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What is "bleaching powder"? It must contain chlorine, is it PbCl2?
(Old P2P Cook)
11-23-01 11:26
No 239717
According to the Merck Index, "bleaching powder" is also known as "chlorinated lime" and contains a mixture of Ca(OCl)2, CaCl2, Ca(OH)2 and water. The Merck goes on to say that "Commercial products usually range between 24% and 37% of available chlorine.
I would say that the calcium hypochlorite available from swimming pool supply stores would be a substitute.
(Chief Bee)
11-23-01 11:27
No 239719
Ca(OCl)2 aka Calcium Hypochlorite aka Pool Shock.
2 Toluene + Ca(OCl)2 => 2 Benzyl chloride + Ca(OH)2
(Newbee)
11-23-01 13:57
No 239742
This sounds a nice simple method, and it saves generating chlorine to gas the toluene with (other method).
A few questions:-
Does the reaction vessel need cooling or is it done under reflux ?
Does Ultra Violet light need to be present for the reaction to proceed ?
Does a completly glass bottle need to be used to store benzyl chloride or are some plastics ok ?
I have heard that benzyl chloride has a lachrymatory effect, just how bad at room temp ?
(Distinctive Doe)
11-23-01 15:39
No 239766
UV is very BAD!!!!!!!!!!!!
Heard that causes explosions in this reaction.
Do Your Part To Win The War
(Hive Bee)
11-23-01 16:33
No 239793
malvaxman & timsong, see Post 35459 (CHEM_GUY: "Re: benzyl chloride from hypochlorite salts", Chemistry Discourse) and Post 36700 (CHEM_GUY: "Re: benzyl chloride from hypochlorite salts", Chemistry Discourse) then see Bozakium's Post 239653 (Bozakium: "Re: vaccum pump oil substitutue", Chemicals & Equipment) for some good advice
