chilly_willy (Hive Bee)
10-02-03 04:43
No 462210
       HNO3 in DCM  Bookmark   

If one requires high concentration HNO3 for a single nitration step and doesnt want to mess with distilling such an unforgiving chemical-- how would he go about determining a particular concentration when extracting with DCM?  Considering he has 100ml of the 70% stuff mixed with 100ml conc. H2SO4..How much of the pure stuff can be expected to extract into 200ml of DCM??  What is the minimum and upper limit of DCM to solvate all the nitric in this particular example? Can someone reference the original patent maybe??
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    hest
(Hive Adickt)
10-02-03 09:55
No 462249
       My guess is nothing. Iff you want to nitrate...  Bookmark   

My guess is nothing. Iff you want to nitrate in DCM use HNO3/Silicagel. (1 part 70% HNO3/3 part Silica) 		 
 
 
 
    Rhodium
(Chief Bee)
10-02-03 16:33
No 462279
       Aromatic Nitration in DCM
(Rated as: good read) 		 Bookmark   

Ever checked my page?

Aromatic Nitration with KNO3/H2SO4 in Dichloromethane
Tetrahedron Letters, Vol 42(7), 1387-1389 (2001) (../rhodium /aromatic.nitration.html)

Abstract

Pure dry HNO3 can be liberated from KNO3 with 96% H2SO4 directly into CH2Cl2 to yield solutions of variable concentration for use in a number of organic reactions. The present method efficiently replaces the employment of 100% HNO3 in some synthetic applications, avoiding the problems associated in storage and handling the acid.



Nitration Of Phenols Under Mild And Heterogeneous Conditions
Molecules 2001, 6, 614-620 (../rhodium/pdf /phenol.nitration.pdf)

Abstract

Nitrophenols can be obtained in moderate to high yields using a combination of Mg(HSO4)2 or NaHSO4.H2O, NaNO3 and wet SiO2 in dichloromethane at room temperature. 		 
 
 
 
    chilly_willy
(Hive Bee)
10-02-03 17:50
No 462292
       found it...
(Rated as: good read) 		 Bookmark   

Thanks Rhod..

I found the original patent: Patent US3981975
Says in a 53ml HNO3/47ml HSO4 lot..3x100ml DCM extractions will extract 59.3% HNO3 (or 31.2 grams).
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    demorol
(Hive Bee)
10-12-04 04:50
No 535518
       Nitration on silica sulfuric acid
(Rated as: good read) 		    

Nitration of Aromatic Compounds on Silica Sulfuric Acid
Mohammad Ali Zolfigol, BiBi Fatemeh Mirjalili, Abdolhamid Bamoniri, Mohammad Ali Karimi Zarchi, Amin Zarei, Leila Khazdooz, and Jalil Noei
Bull. Korean Chem. Soc. 2004, 25 (9), 1414-1416




Preparation of silica sulfuric acid can be found in Post 475011 (demorol: "Silica sulfuric acid/KBrO3 Oxidation of Alcohols", Chemistry Discourse) 		 
 
 
 
    demorol
(Hive Bee)
10-12-04 13:50
No 535518
       Nitration on silica sulfuric acid
(Rated as: good read) 		    

Nitration of Aromatic Compounds on Silica Sulfuric Acid
Mohammad Ali Zolfigol, BiBi Fatemeh Mirjalili, Abdolhamid Bamoniri, Mohammad Ali Karimi Zarchi, Amin Zarei, Leila Khazdooz, and Jalil Noei
Bull. Korean Chem. Soc. 2004, 25 (9), 1414-1416




Preparation of silica sulfuric acid can be found in Post 475011 (demorol: "Silica sulfuric acid/KBrO3 Oxidation of Alcohols", Chemistry Discourse)