Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1970-07-20
1977-02-15
Milestone, Norma S.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260335, 260666M, 252 52R, 252 59, 252 73, C07D31314, C07D31180, C07C 1354
Patent
active
040082512
ABSTRACT:
Alkyladamantanes and/or alkyladamantanols of the C.sub.12 -C.sub.19 range containing 1-3 alkyl groups of the C.sub.1 -C.sub.3 range are converted to hydrocarbon dimers in which two adamantane nuclei are linked to each other through an alkylene radical derived from and having the same number of carbon atoms as an alkyl group of the starting material. The reaction is effected by contacting the starting material with sulfuric acid having a strength in the range of 94-102% H.sub.2 SO.sub.4 in the absence of any other reactant material. When the reactant is a dimethyladamantane or ethyldimethyladamantane or a monool corresponding thereto, ether products in which two adamantane nuclei are joined both through an ether linkage and through a methylene or ethylene radical can also be produced. Some of the linked products are oily liquids while others are normally solid. Usually a small amount of alkyladamantanone is formed. Both the hydrocarbon dimers and ethers have unusually high traction coefficients and are particularly useful as component of traction fluids. These products also have various other uses, such as in coating, investment casting, caulking and potting compositions and as stiffening agents in candles.
REFERENCES:
M. A. McKervey et al., Tetrahedron Letters No. 50, (1968) pp. 5165-5168.
H. W. Geluk et al., Tetrahedron, vol. 24 (1968) pp. 5361-5368.
H. W. Geluk et al., Rec. Trav. Chim., vol. 88 (1969) pp. 13-16.
Moore Robert E.
Schneider Abraham
Back Stanford M.
Hess J. Edward
Johnson Donald R
Milestone Norma S.
Sun Oil Company, (Sun Research and Development Co.)
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