TABLE I1 IsonmRIzArIov PROPERTIES OF SOME cis-t*ans ISOMERS Compound
A, cis-1-Bromo-1-propene
trans-1-Bromo- 1-propene
13, ~ ~ I ' ~ - I - ~ h l o r o - l - ~ r o ~ ~ e i ~ c trnn s--1-Chloro- 1-propene
C, czs-1,3-Dibromoproptiic trcins-l,~-Dibromol,rol,ciie I), ci,s-~-Bromo-2-propen-l-o! iruns-8-Rroin0-2-propen-l-ol E, cis-1-Bromo-X-chloro-1-propene
trans-l-Bromo-3-chloro-1-prope~ie
F, :3-Bromo-l-chloro-2-fluoro-l-propene
Conditions
0", dark 0", light 40", dark 66.7", dark loo", dark 0". dark O", light 40°, dark .LOo, light O G . 7 " , dark loo", dark 139', light 13Y0, light 30°, light, dark 30°, light, dark 30", light, dark 30", light, dark O",dark 4O0, dark 40°, light @', dark 40", dark 10°, light Room temp., light
Isomerization rate, niin.
-1
0.341 X Apx. same 0.403 X 0.0126 Apx. 0 . 2 5 0.801 x 10-5 Greater than 0 . 8 0 X 1V5 0.910 x 10-3 Greater than 0.910 X lo-" 0.0302 Apx. 0 . (i 0 0
0 0 0 iJ
0 Less than iis-BrCH=CH-CH? Increased 0 Less than trens-BrCH=CH--CIJ Increased Isomerizes
:
viously d e ~ c r i b e d . ~A sample of the pure cis isomer was The Preparation of Long Chain Alkylamine Hydroobtained by distillation and a pure sample of the trens isochlorides'" mer was obtained by recrystallization a t -78". 3-Bromo-2-propen-l-ols.-The 3-bromo-2-pro~en-l-ols BY BROWNL. ~ I I U R 4 SRD CHAS.T. I,ESTEI
