CXXVI.-Y%C Fiycld)~-Omicles of Undecylenic Acid
View Article Online / Journal Homepage / Table of Contents for this issue THE IIY DROBROMIDES OF UNDECYLENIC ACID. 1191 CXXVI.-Y%c fIycld)~-omiclesof Undecylenic Acid. By JAMES WALKERand JOHNs. LUMSDEN. BRUNNER(Bey-., 1886, 18, 2226), by the addition of hydrogen bromide to undecylenic acid, CI,H,,02, obtained a bromundecylic acid, C,,H,,O,Br, which fused at 35’. No details of the mode of preparation or purification are given. The same acid is mentioned by Nordlinger (Ber., 1890, 23, 2357), but again no details are given. Nardlinger also, by the addition of hydrogen bromide to the methyl and ethyl esters of undecylenic acid, prepared the corresponding esters of a bromundecylic acid, As it has been proved with practical certainty that ufidecylenic acid has the formula CH,:CH*[CH,],*CO,H, compounds obtained from it by the addition of hydrogen bromide must have one or other of the formula : CH,Br*CH,*[CH,],*CO,H and CH,*C€€Br*[CH,~,*CO2H. Nordlinger, on the strength of the rule that the halogen atom in such additions generally takes up the position more remote from the Published on 01 January 1901. Downloaded by Fudan University 23/11/2017 08:36:04. carboxyl group, assumes that Brunner’s acid has the formula CH,Br*[CH,]9*C0,H and that the esters which he himself prepared are the esters of this acid. Since these esters have been made the starting point for determining the constitution of various substances, it is plainly of importance to know if Nordlinger’s assumptions are justified, In the present paper, it is shown that the acid CH,Br*[CH,],*CO,H is not Brunner’s acid, which has in all probability the other con- stitution, C?H,*CHBr*[CH,],*CO,H.
[Show full text]