Lead Nitroanilate

[FadeToBlackened]

Just out of curiosity, has anyone tried this? It sounds interesting.. Does anyone know the formula for it? I suspect something aromatic, and the anilate part to me suggests aniline but there is chlorate (no nitrogen whatsoever).

[Mr Cool]

Stupid name if there's no nitrogen!
Ah, I've just read through the method in FEMFEP - I'm guessing that chloranil is a trichloride or chlorate of an aromatic. Then when this is treated with NaNO2 in EtOH it forms NaCl or NaClO3 and a nitro-compound of the aromatic. I wouldn't have thought that this would work, but it's the only way that I can think of.
Perhaps it's trinitroaniline, but with the H's on the NH2 replaced by a lead ion?

It does sound like good stuff, but yield looks a little disappointing.

[Ezikiel]

Lead Nitranilate

Preparation of Chloranil

A slurry of 5.0 grams of salicylic acid and 100 ml of concentrated
hydrochloric acid was heated to 80 centigrades and 5.0 grams of potassium
chlorate added in portions (with effervescence). An additional 400 ml of
concentrated hydrochloric acid and 5.0 grams potassium chlorate was added
and the mixture allowed to heat at 80-90 centigrades for four hours. After
filtering, washing with water, and air drying, the yellow crystals melted
at 190-200 centigrades (sealed tube). The yield was 5.45 grams.

Preparation of Sodium Nitranilate

A mixture of 5.0 grams of chloranil and 200 ml of ethyl alcohol were heated
to boiling and treated with a solution of 5.6 grams of sodium nitrite in
100 ml of ethyl alcohol. The mixture was heated with stirring for one-half
hour and allowed to cool. The orange-gold crystalline product was collected
on a filter, washed with ethyl alcohol and air dried. Yield was 1.85 grams.

Preparation of Lead Nitranilate

A solution of 1.0 grams of sodium nitranilate in 100 ml of boiling

[ Transcriber's note: I dunno what. A word is missing in the text. I guess it is H2O or maybe C2H5OH. ]

was filtered and the filtrate treated with 2.9 grams of lead nitrate
in 10 ml of water. The mixture was stirred for one-half hour and the gold
platelets collected on a filter and [washed] with water. After drying at 80
centigrades for three hours, the product weighed 1.23 grams. The product
ignited with a loud report on flame contact.


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"Go out in a BLAZE OF GLORY"

[Lagen]

The structure of lead nitranilate is PbC6N2O8: (-PbO-C6O2(ONO)2-O-)n for the para form and C6O2(ONO)2O2Pb for the ortho and meta form. Chloranil is tetrachloro-parabenzoquinone!

[PHILOU Zrealone]

As I have explained one year ago on alt. engr. explosives:
C6H4(OH)(CO2H) is chlorinated and oxydised into tetrachloroparaquinone C6Cl4O2 or 2,3,5,6 tetrachloro-cyclohexa 2,5diene 1,4 dione O=C(CCl=CCl)2C=O.
THis last one can be converted in a tetranitro compound thanks to NaNO2 (NO2- substitutes to each Cl which are reactive).
Yielding NaCl and O=C(CNO2=CNO2)2C=O or tetranitroparaquinone.
THis later substance can be subject to partial hydrolyse and generate phenolic form (due to aci isomerisation of the Nitro-nitrite parts and due to the resonance of paraquinone with para dihydroxybenzene).
You thus have a mix of tetranitroparahydroxybenzene and tetraquinonic form plus some weird trinitodicetohydroxycompounds generating all sensitive salts (phenates or nitronates)
Pb(O2C6(NO2)4)...


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"Life that deadly disease sexually transmitted".
"Chemistry is all what stinks and explode; Physic is all what never works! ;-p :-) :o)"

[FadeToBlackened]

Hmm.. well.. I wasnt even on here 1 year ago http://theforum.virtualave.net/ubb/smilies/wink.gif but thanks for the info.