SCIENTIFIC ABSTRACT AKHREM, I. S. - AKHROMENKO, A. I.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000100620005-7
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Document Release Date: June 5, 2000
• Sequence Number: 5
• Publication Date: December 31, 1967
• Content Type: SCIENCEAB

Reaction of Tropylium, Salts With Aldchydes SoV/79-29-9-10/76
were shown to react (under no rigorous conditions) with
aldehydes containing a-hydrogens, under the formation of a new
C---C bond. There are 4 references, 3 of which are Soviet.
ASSOCIATION:~Institut organicheskoy khimii Akademii nauk
SSSR(Institute
of Organic Chemistry of the Academy of Sciences, USSR)
SUBMITTED: August 22, 1958
Card 3/3

I
5.31100 77 37 3'
so-V/79-30-1-311/78
AUTHORS: Vollpin, M. E., Alchrem, I. S., Kiarsanov, D. N.
TITLE: The AdditlonS of Tropylliu-n 10jalto to Vinyl Ethers
PERIODICAL: Zhurnal obshchey Idiiiiiii, 1960, Vol 30, Nr 1,
pp 159-
163 (USSR)
ABSTRACT: Vinyl ethers vigrorously react with tropylium
salts.
CHIC
x C11,=Clic'UR + ROR + NX
X= 8r Clo~ ,R = C11is , j Sf- C3H7,C%H9 OCOENI
TropyliUm salts rear~t with vinyl et]Vl-, vinyl iso-
propyl-, and vinyl. n-butyl ether3 in aqueous or in
aqueous-alcohol, and only one product, cyclohe-otatri-
enylacetaldehyde, Is formed. Tropylium bromide reacts
Card 1/5 olmilarly with e,/3-dimethy1.v1nyl ethyl other.

The Additions of Tropylimi Salts to
Vinyl Ethers
q--`-;O-! -3111/78
H CH3
V, + CHI, cl -c 110 + C AN + HBr
CH I H
CHI
Tropylium bromide with vinyl ethyl'ether in anh, 'rdrous
nitromethane forms a brominated Product- v:hich could not
be isolated, and is probably an a-bromoether.
/ Br
117+11r ,,'NOC21I..
Card 2/5
Acetal and acid are formed 1) 'r the above reaction in
anhydrou.-, alcohol. The acid formed complicates the
isolation of' the acetal.

The Additions of Tropylium Salts to
Vinyl Ethers
77373
SOV/79-30-1-34/78
An attempt was made to prepare acetals by the reaction
of vinyl ethers with ditropyl ether, but this reaction
does not take place. The addition of tropylium salts
(or an acid) (even in catalytic amounts) initiates a
vigorous reaction. Ditropyl ether and vinyl ethyl
ether in anhydrous alcohol form diethylacetal of
cycloheptatrienylacetaldehyde, in good yield. The
same reaction with vinyl butyl ether in anhydrous
n-butyl alcohol yields di(n-butyl)acetal of cyclohepta-
trienylacetaldehyde. Probably an ionic chain reaction
takes place all cases, in which the tropylium cation
serves as a carrier.
C7H?++CHSI=CI[OR+ ROIJ C7H7CI12CIJ(OR)g++H+
I I
Card 3/5 T(.C711020 + 11 +C7117' + -Y 1120

T~e Additons of Tropylium Salts to 77373
Vinyl Ethers SOV/79-30-1-34/78
It can be assumed that the formation of a carbonium ion
of type (1) is an intermediate stage of reaction, and
that the above ion in nonhydroxylic solvents is converted
into bromother (II); in alcohol, into acetal (III); and
in water, into aldehyde (IV).
CHjCHQbR]
+ H
r 0;
CH CHO 0%0"00 CH,- CH