THEORY OF ORGANIC ANALYTICAL REAGENTS

• Document Type: CREST
• Collection: General CIA Records
• Document Number (FOIA) /ESDN (CREST): CIA-RDP82-00039R000100100066-8
• Release Decision: RIPPUB
• Original Classification: C
• Document Page Count: 6
• Document Creation Date: January 4, 2017
• Sequence Number: 66
• Publication Date: February 9, 1951
• Content Type: REPORT

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50X1 HUM

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`1`~~a~~ 0~~~ O~tO~NxC AL~~C~ G~1TS ~y i~~ Ko~anman (U~5R7
~itl�t
~ourc�~ Zhurnal Analitichasl~o Khi~i, 1101 I No 1, Jan 1916,
- ~~aa~ an mon ~ ~~eriod~.aal~
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a~ t +
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',50X1-HUM
i
~i
f~~
or
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A~~cta~ a~T~
T~~ o~ ova ~
M. Korenrnan~
gor~kiy BtstA V
i
A Digas~
C ~ t~
mo but a,lsa other slpha.dioximos r�aot ~
Not only ~~t~lg~yo~i '
maid resat with o~har lone besides niokol~
niakel A1pha~ diaxi
oa ab'ta a~ roa~tinB with salts o~ ~erraas iron,
Thue~ dimethylglY~ima is A
anc~ oa or 2,]� Colored aampounda ~x� also ;I
'tedium platinuan, ~ C
oobalt, p~ ~ ld ~
rMeniurn C6,~', go C
o~ rhodium ~ , iridium C~.~~
elded b salts C
Yi y
oximas exhibit a,ativity thin appro~�
and bi�muth Other alpha di
stenos alpha-ben~ildio~cim� dorms oolored,
mately the same range For in ,
with salts o~ niokel, ferrous iron, palls-
di~'~ioultly solub'te oorepou~nds
0 ao er 1 ,and bismuth Metl~~'
lat~.num eily�r pp
okel a~.ladium, silver, popper, and e'er-
glyoxime reaota with salts o~ : P
ha.~rildioxime yield� proaip'itates with sal s
roue iron while alp
P- ~ um latinum, and ruthon~.Um Qenerally
o~ niokel, palladium, rhad~ , p
and Cu ions react with aa.l atipha-diQximee~ Ru,
speaking, Fa , Co, Ni, Pd,
and A ions resat with only some of them Fe i
Rh, Pd, lr, Re, Bi, Au, g ~
uvstion a r0aotion wt~iah is highly speai~ied
gives with th@ reagents ~ 4
hen that yielded by the niokel action; substanoes rem
and more sensitive t +
w
g: anner m be described as speoifia reagents for a or
.k aoting in th~.s m ~
4 ater ustifiaation than naming them reagents for
some other ion with gre ~
1 niakel
~G tans�s whioh does not conta~.n thb alpha~dioxime
A number o~ organic subs
h niakel ions and cations o~ other elements ng
grouping still ragats wit
The five-
e 16, 17, 18, 19, 20, 21,a~�
thin the range indioated abov ~
k wi
below is common to the products formed by the com~?
ring inner oamplex shown
ossess the groupings ~,ndiaated in the formulae.
pounds involved, whioh p
w r
' .
N~I~~
` F ~
s ~,t~ lye stiff, ~~r f;~ I~
x~
bl qt

_ ~~ff uu ~ M y I~~ }
~ ~ ~ r~~~~j t ~i ~ ~ ~ ~ t
4~ R r~~
~ f
~ ~
f.~ 1
~ ~
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_u... .
I
e
~a ~
a o
~
+ ; ~
y ~
Ni/2 /Z Z
xrre oativoly o~ the poai~~.on of thQ doub~.e bor~ds~ tho Following for=
oration oi' a ayolio oomplex salt takoo plane in all o~ rho dour oasos thus
f orfiulated t
C p CII C
I
N N N N
~i/Z
the osition o~ double bonds and the nature and position
Depending on p
f the radioalm oombined with rho basso funot~onal group whioh is oommon to
0
1 0~ the reagents dieauased hithorto, we have subgroupe~ of reagents and
a1
~~,yidu~, reag�nts exhibiting spooifia properties as far as their applioa-
tion in analysis is ooncerned.
ed that nickel in the five membered x~ing ~Y be
It has already been not
re laced by other ione~ The stoma of oarbon and nitrogen may also be ro~�
p
b other atoms without affecting the general range of reaotive abil-
plaaed y
t of the compound ~ 2~, 26, 2~'. In regard to analogous oompounde of
iy
this o~aes~ investigations carried out in our laboratory by S. A~ Orlova
have shown that crystals of n~.okel and palladium nitrosoguanidine are very
a e to the oarresponding compounds of the cations in question
similar in sh p
with dimethylglyoei
i A number of monooximee of dioxooompounds exhibits a reactivity similar
1
to that of the s~bbstancas mentioned above and forme five ring complex salts
h9 co lex~forming atom of nitrogen is replaoed by oxygen ,
in which t mP
ro �N-(3Mnitrophenyl~�N~~ben~am~.dine ~7,~' gives gn orange
2~, 26,~'~ N hyd xy
state with nickel salts, foacming the complex i
yello~r precip ~
~N~C~
~
N ~
i/2
~ ~ W ~
i
~
'3-i ,
I
R~1 e~,y~~ r~'"~f3l1~`~`yS b~~'~' �,~~flr 5~1'~ - ,rr ~ -
' k1~t T~4~~~+V~~3f ~1~F I~' acre i
la
~t ~ ~ ~ -
L r t
~ ! ~ T ~(Si`SffJrv YR 171f^4 f6 ~
~ Yq 1 1 ~n ry~'Y Y S' T i

- ~ ~ 1 N~ $ vp,'~ ly r 1 Il r- f
I w r i I i~~~ '.Mj a` la
1 tp~ ~ ~ r s~,t t t i .'i 14 P I $Iti i
n~{ PrN~,~~ F,~~~~~~~ ~wr y; i'~ Eat `s ~~I ~ , ~ III I r~~~ i; - r y, r.a
nti~tsT,~ e~ ~~~~r~~ r a~ a ,i ~ 1` ;,~~k ~ I '
I T 7 ~ r~ ly ~ ( N~ k~: ~b l l g I , I i t r I ' 'U1 , ~ ` ~
. < , , r~l .Declassified in Part -Sanitized Copy Approved for Release 2012J05/25 .CIA-RDP82-000398000100100066-8

 Declassified in Part -Sanitized Copy Approved for Release 2012/05/25 :CIA-RDP82-000398000100100066-8
n _ , .
a
The a oompound fiormo r@d�b~"ot~ oa~~e of oobmlb mnd oopper ao ~ro~ me
i
m blue~olet iron a~1t, ~~o~, ham a rang� of reaoti~ty which approaoheo
i
' s,
that of d~methylglyaximo and other r@agantA of this group whioh exo enumer~
ated above N~ -hydro~gr�N-phony/-N~ �boney~l�~orraam~,dino behaved ei~~~r~r~
g~~''~py~dyl ie oloeely rela~~ed ~o tha roagente deeo~lbed above ae
fax ae ita mode of notion io oonoerned Wit4h ferrous iron, it fo~na
i
the complex eha~rn boloK~
Q ,--w- 0
I
N N
5 ~
` ~
Fe
The main valenoieo of the Fe'~+ ion do not partioipate in the format�lon
of this oomplex~ Dipyridyl also forme the r�d salt C 8N2)3Ni r2, a
lON
F
oorree ondin yollow oobalt ealt~ the insoluble rod ouprous eft nC1oN8N2)
p g
~17J~ and other oompounde of this type
V~
One may mention in this oonneotion motel-othylene diamine oomplex
salts of the type
iH
~N2 .~,,.~,.~s:~.~..: ~ CH
~ 2
M ~ t` X2 I
~ 1~ ~ ~
N2 `
{
Th� niokel tri-~.d'~bhylene diamine) ootion which corresponds to thin for- ~
a.
mule is used as a r8agent for the S 0 ~ ion; the thioeulfate preaipitatee in
23
the form of violet oryetals 0 ~ Niokel tri�(ethylene diamine) diiadide
~s
s,
has ared-violet Dolor and is soluble in water with diffioulty~ Derivatives
of ethylene diamine also form ao~.orod, diffioultly soluble complex salts of
y
'
niokel cobalt, cupric copper, platinum, eta Furthermore, ethylene
f.
Via': diam~ln� and its derivatives form with Delta of a number of metals oomplex
salts of the type yieldad by 2, 2' -dipyridyl, although the speaifia five-zrSng
�r.
grouping different here The substitution of gn atom of nitrogen wlth
carbon in the �peoifio group is also possible in this , olass of reagente~
- 3 -
0
y n
F ' .
' i. +

- ~
d
r o a
i ~ ail i' k~W,~~~-0~f,~~ Lp~~ ~ ~q
~ f~ r ~ 4 i t fl
.t ~ dig o-l~f , :iE ~ iii
"'T ``i
~ +
1
;
A f
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 Declassified in Part -Sanitized Copy Approved for Release 2012/05/25 :CIA-RDP82-000398000100100066-8
r
1
~t1N~ip
Thud c~ll~dra~~to o~ch~bits x�aot~ono o~ li~d,tod s@neit~v~ty toW
i
F~~'~ and Oo~'~ ~2, 3~~
Bibliography
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H. Buohhole Ohem, Zbl~ T, ~86~ (1930)
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~ 1 ~ ~~r fir, .
a~ r F ~S
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1 ~
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i
h
rr} t
E:
j d ~ ~ ~
I
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w}
1~
'k
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2d, F, Elau~ Mc~+~~oh, Chou,, 19, (1~~~)~
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93, M. L, Mope end M. F. Mello, Ind. End, ~h�m, An~l~ Ed., 7~ (19l~3)
�END�
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