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Author: Subject: DNPA
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biggrin.gif posted on 21-4-2003 at 22:29
DNPA


I was looking through my wonderful chemical closet, and I have got all the ingredients to make DNPA (DNPA is the acronym for 4,4-dinitropimelic acid, another name is 4,4-dinitro-1,7-heptanedioic acid) does anyone have any experiance with this compound? any help/suggestions are welcomed.

all I could find about it was http://roguesci.org/megalomania/explo/DNPA.html but I hav heard of it in other places.

Bryan




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[*] posted on 22-4-2003 at 02:50


It`s a wonderful waste preparing DNPA
by this method over many steps with the
mono-potassium salt of trinitroethanol !!!

:cool::cool::cool:




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[*] posted on 22-4-2003 at 18:11


Sorry this post isn't very helpful, i don't know anything about the synthesis of DNPA, but how did you find potassium dinitroethanol?
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[*] posted on 23-4-2003 at 00:30
potassium dinitroethanol


It's in a very old looking bottle

I think it came from my old school labs (along with half my pyrex) That probalbly doesn't help.




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[*] posted on 23-4-2003 at 08:30


lol

that must be tough to make. doesnt ethyl nitrate decompose from water or something like that?




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smile.gif posted on 23-4-2003 at 12:44


Potassium dinitroethanol, the potassium salt

(NO2)2=CK-CH2-OH

of trinitroethanol

(NO2)3C-CH2-OH


I think there is something sloping between the electron
bonds (NO2) of the formula and the drawing !?!

http://roguesci.org/megalomania/explo/DNPA.gif

[ -C- --- NO2 <<< NO2 ] ; C7H10N2O8 ?

---> C7H12N2O8


:P




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[*] posted on 1-6-2003 at 12:47
appendix to my last post


This is actually not the right product :mad::mad:
to the post but a tetranitrate of
ethanol can exist.

1-nitroxy-2,2,2-trinitroethane
(NO2)3C-CH2-ONO2

or a synthesis with p-dioxane to

4,4-dinitropimelyl chloride
[C10H12N4O12]:P

I think you should deactivating the
vbs scrips in the browser when
visiting roguesci.org :):)




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smile.gif posted on 5-6-2003 at 14:18


Why bother with DNPA when you have DNEthanol?

K DNEthanol --> trinitropyridine N-oxyde by a complexe trimerisation reaction.

(O2N)2CH-CH2OH has two (three in reality) acidic protons!
The H of the C is in equilibrium with the HO-N(O)=C aciform.And against all thinking the H of the alcohol has an increased acidity because of the two strong elecron withdrawing nitrogroups in alfa position to the -OH!

If we think intelligently to the problem:
(O2N)2CH-CH2OH + CH2=O --> HOCH2-C(NO2)2-CH2OH
Formol addition to the H of a primary carbon holding a nitro (or more).
We thus have 2,2 dinitropropandiol what allow one to make the extremely powerful and dense O2NO-CH2-C(NO2)2-CH2-ONO2 (maybe cristalline) and displaying a positive OB --> plasticiser or additive superfuel possible!

(O2N-)2C(-CH2OH)2 + 2HCl + ZnCl2 --> (O2N-)2C(-CH2Cl)2 + 2H2O
(Gringnard reagents offer a lot of ways to DNPA but there are other ways)
(O2N-)2C(-CH2Cl)2 +2NaCN --> (O2N-)2C(-CH2-CN)2 + 2 NaCl
(O2N-)2C(-CH2-CN)2 +H2O/H(+)/heat --> (O2N-)2C(-CH2-CO2NH4)2 (dinitropentandioique acid!)
(O2N-)2C(-CH2-Cl)2 + 2Me-O-CO-CH2-CO-OMe -MeONa-> (O2N-)2C(-CH2-CH2-CO2H)2 + 4MeOH + 2CO2 + 2NaCl.+ (O2N-)2C(-CH2-CH2-)2CH-CO2H (as a side product)

Dimetlyl malonic ester synthesis makes wonders!


:cool::cool::cool:




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