adventures in.... these reactions should suggest many others... - C&EN

Nov 4, 2010 - Advertisements that appeared within the print issues of Chem. Eng. News have been included in the C&EN Archives to provide a ...
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T H E

N I T R O P A R A F

F I N S

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Mtromethane H

Nitroethane H II

I

i

i

I

i

i

1-Nltropropane H li H i

l

l

H-OC-C-N*

H

H H

i

l

l

H il H

2-Nltropropane II \ ( ) 2 H i

l

l

H - C - C - C'-II i

H H

l

l

H

adventures in....

Nitropraffin Synthesis Chemists who have already experimented with them tell us there are no more intriguing materials for research today than the Nitroparatfins. Perhaps it is not only because they are entirely new chemical products . . . but also because they are so highly reactive. Each new reaction opens new vistas of interesting research . . . with the ever-present possibility that new materials or processes of great value may be uncovered.

these reactions should suggest many others... NitroAlcohols*are made bv condensing an aldehvde with a Nitroparaffin: N02 CH3CH2CH2NP2 + C 3 H 7 CHO 1-Nitroproplne. Butyraldehyde

>- CH 3 CH 2 CHCHOHC 3 H 7 3-Nitro-4-heptanol

Chlorinated J | i | i d p a r a f f i n s are obtained when the NP's are treated with chlorineiiiiSfatiueous, alkaline solutions: C H 3 C H 2 N ^ f 2C12 + 2NaOH

»- CH 3 CN0 2 + 2NaCl + 2H 2 0

MX?"

CI

Nitroethffftllf ;^§f#

1, 1-Dichloro1-nitroethane

A r o i i ^ ^ Nitrohydroxy* derivatives can be produced by condensing an a ^ ^ ^ t i c aldehyde with an N P : J®'

CHO

^^^CH.CH.NO,

+

||§||p-Nitropropane ******

CHOHCHCH 2 CH 3

/ \

••

Benzaldehyde '

/ \

NO,

2-Nitro-l-phenyl1-butanol

^ f H e t e r o c y c l i c Nitrohydroxy* derivatives are made by condensing p|f heterocyclic aldehydes with a Nitroparaffin: 3&' NO, CHO CHOHCHCH 3 P T T f n A.TrA 1 r n _ r -> CH=C O I p CH = CH CH=CH Nitroethane Furfuraldehyde 2-Nitro-l-furyl1-propanol The corresponding

amine

can usually

be made by hydrogenating

the nitro

compound.

Today, when the future of America lies in our capacity to produce, chemists can make no greater contribution than to find new production short-cuts and new or improved materials that will relieve critical shortages. We will gladly furnish samples for laboratory experiment and work with you on problems involving the nitroparaffins. During the past six months, 7,716 chemists have expressed their interest in these compounds by asking for this 40-page Data Book, "The Nitroparaffins—New Worlds for Chemical Exploration." We will gladly send you a copy, too, on request.

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