New reactions of sulphur dichloride with olefines
β Scribed by G.A. Tolstikov; B.M. Lerman; L.I. Umanskaya; Yu.T. Struchkov; A.A. Espenbetov; A.L. Yanovsky
- Book ID
- 104226003
- Publisher
- Elsevier Science
- Year
- 1980
- Tongue
- French
- Weight
- 238 KB
- Volume
- 21
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
The znteractlon between SC12 and adeznantylideneadamantane produces epithioconpourlds 2 and 2 or polychloroadainantyl1deneadamantanes 2-2 depending upon conditions.
The structure of 2 was deternLned by X-ray analysxs. we w~sn T;O report here a new reaction between sulphur dichloride and sterxally hzndered olefmnes, leading to eplthlocompounds. Thus, the reaction of SC12 with adamantylideneadamantane (2) 3n chloroformal solutzon (IOO-fold excess of the solvent) with molar ratxo of 1 to SC12 l:'l.25 by addition of SC12 withvl 5 min at room temperature led to thLzran 2. in yield of 8O%, m.p. 131-'132' (EtOH); n/e 300 (M+); d (CDC13) 1.92 (28H, CH,CII2). In CH2C12 as a solvent the reaction between SC12 and 'l, the ti_uxe of adding of SC12 being 80 ram at 0' , gave quantitatively 4e-cbloro-2,2~-epith~o-2-(2'-adamantyl)adamantane _J, m,p. 149-151' (EtOH); m/e 334 (MC>; ;i (CDCl$ 1.92 (26II, CH,CH2), 4.57 ('iH,
CHCl). The latter was 0btalned also as the main product (76% yield) together wxth 2 in CHC13, contalnullg traces of acid after drying upon P205.
π SIMILAR VOLUMES
Ethylene ketals of the type (I) cyclise in presence of phosphorus pentoxide in pyrid& to give the ketal (II) which on hydrolysis yields l-phenyl-6:7-dimethoxy4oxo-3:4-dihydroisquinob (III). 1-(4-oxo-cyclohexyl)-6:7-dimethoxy-3:4-dihydroisoquinoline (Vlll) and 2-oxo-3-methyl-g:1& dimethoxy-I 2:3:4:6:
## Abstract Data presented for a range of vulcanized rubbers prepared under different conditions show that while olefinic unsaturation becomes reduced by vulcanization in the proportion of one double bond for each sulphur atom combined with a C~5~Hβunit, the original H/C ratio of 8/5 is not altered
SULPHIDE FORMATION IN THE REACTION OF SULPHUR WITH POLYISOPRENES PART vr. FACTORS INFLUENCING CYCLIC ## By GEORGE F. BLOOMNELD Cyclic sulphidcs arc to a large extent secondary products of the reamon of primarily-formcd intermolecular polysulphides with polyisoprene hydrocarbon, and undue prolong