dickdastardly (Newbee)
12-17-01 23:10
No 248519
      Benzal Chloride ==> Benzaldehyde  Bookmark   

Just found some work on creating Benzaldehyde from Benzal  Chloride just wondering if anyone had any full workups on the subject. I know that You can get Benzal Chloride from
heating toluene with an excess of Calcium hypochlorite to get benzal chloride and benzal trichloride
 
 
 
 
    Rhodium
(Chief Bee)
12-17-01 23:23
No 248522
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

Just heat benzal chloride in 4x its volume of dilute (10-20%) NaOH solution with good stirring, and it will hydrolyze to benzaldehyde. Extract the organic layer, distill off the solvent and then distill the benzaldehyde, preferably under vacuum.
 
 
 
 
    dickdastardly
(Newbee)
12-19-01 11:52
No 248912
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

Well I guess that sounds reasonable enough. I'm still left with one Question. What would be the correct ratio of toluene and Calcium Hypochlorite to get Benzal Chloride. I know that equal amounts make BenzYl Chloride not BenzAl Chloride
 
 
 
 
    PrimoPyro
(Hive Addict)
12-19-01 12:02
No 248914
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

PhCH3 (toluene) + Ca(OCl)2 --> PhCHCl2 (benzal chloride) + Ca(OH)2

1 mole toluene per mole hypochlorite in this reaction.

Toluene = 92.141 grams per mole.
Calcium Hypochlorite = 142.982 grams per mole.

So that's 155.177 grams Calcium Hypochlorite per 100 grams of Toluene.

If your toluene is pure, then that's 86.7mL Toluene per 155.177 grams Calcium Hypochlorite.

Man, you're lucky I don't sleep. wink

                                                 PrimoPyro

Vivent Longtemps la Ruche!
 
 
 
 
    Osmium
(Stoni's sexual toy)
12-19-01 12:25
No 248917
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

Heh! Toluene floats! So 100g toluene will be more than 100ml!
 
 
 
 
    PrimoPyro
(Hive Addict)
12-19-01 12:43
No 248919
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

Son of a bitch, I guess I need to sleep, don't I? multiplied when I shoulda divided. That's a fatique error. Sleep time now. 11:45 hours today....not as much as yesterday, heh Os? Maybe I'm losing it? We'll see tomorrow.

115.34mL toluene per 155.177g calcium hypochlorite

                                                  PrimoPyro

too tired to clean that last equation up to 100mL. Gnight....

Vivent Longtemps la Ruche!
 
 
 
 
    dickdastardly
(Newbee)
12-19-01 18:29
No 248961
      Re: Benzal Chloride ==> Benzaldehyde  Bookmark   

All I can say on that one Primo P is WHOA. I was just thinking the same shit when I posted my last reply