Navigation

0 Hits

  • Previous / Next

You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via
34.1.5.1.1.3 Variation 3: Using Hexachloromelamine and Anhydrous Hydrogen Fluoride

DOI: 10.1055/sos-SD-034-00090

Haufe, G., Science of Synthesis, (2005) 34, 175.

The combination of hexachloromelamine (N,N,N′,N′,N′′,N′′-hexachloro-1,3,5-triazine-2,4,6-triamine) with anhydrous hydrogen fluoride has been used, particularly in the older literature, for the chlorofluorination of functionalized alkenes. Sometimes cosolvents such as chloroform are used.[‌23‌] Terminal alkenes react to give chlorofluoroalkanes ‌20‌ (‌Scheme 7‌),[‌33‌–‌36‌,‌38‌–‌40‌] while more highly substituted chloroalkenes give chlorofluoroalkanes ‌21‌ (‌Scheme 7‌).[‌34‌,‌41‌] (1E)- and (1Z)-1,3-dichloropropene react to give diastereomers ‌22A‌ and ‌22B‌, respectively (‌Scheme 7‌).[‌34‌,‌37‌]

‌Meeeee 8‌ Meeeeeeeeeeeeeeeee ee Meeeeee eee Meeeeeeeeee Meeeeee eeee Meeeeeeeeeeeeeeeee eee Meeeeeeee Meeeeeee Meeeeeee[‌88‌–‌88‌]

‌Meeeeeeeeee 8M‌

M8 M8 Meeeeeeeee Meeee (%) Mee
M M MM, 8°M 88 [‌88‌]
M Me MM, 8°M 88 [‌88‌]
Me Me MM, ee 88 [‌88‌]
M MM8Me MM, MMMe8, MeMM, −8 ee 8°M 88 [‌88‌]
Me MM8Me MM, MMMe8, MeMM, −8 ee 8°M 88 [‌88‌]
M MM8Me MM, MMMe8, MeMM, −8 ee 8°M 88 [‌88‌]
M MM8MM MM, MMMe8, MeMM, −88°M 88 [‌88‌,‌88‌]
Me MM8MM MM, MMMe8, MeMM, −88°M 88 [‌88‌]

‌Meeeeeeeeee 8M‌

M8 M8 Meeeeeeeee Meeee (%) Mee
M Me MM, ee 88 [‌88‌]
Me MM8Me MM, −88°M ee ee 88 [‌88‌]
M MM8Me MM, −88°M ee ee 88 [‌88‌]
Me MM8Me MM, −88°M ee ee 88 [‌88‌]

Meeeeeeeeeee Meeeeeeee

8-Meeeee-8-eeeeeeeeeeee-8-ee (‌88‌, M8 = M; M8 = MM8MM); Meeeeee Meeeeeeee:[‌88‌]

MMMMMMM: Meeeeeee eeeeeeee eeeee eee eeeeeeee eeeeeeeeee eee eeeeeeeee eeeeeeeeeee ee eee eeeeeeeeeee eeeeee.

MeMM (888 eM), MMMe8 (888 eM), eeeeeeeeeeeeeeeeee (888 e, 8.88 eee), eee eeeee eeeeeee (888 e, 8.8 eee) eeee eeeee eeeeeeeeeeee ee eeeeeee eeeee MM (888 e) ee e 8-M eeeeeeeee eeeee eeeeeee ee −88°M. Me eee eee ee eee eeeeeeee eee eeeeeee eee eeeeeee eee e eeeeeee 8 e, eeeeeeeeeee eee eeeeeeeeeee eeeeeee −8 eee 8°M. Mee eeeeeeeeeee eee eeee eeeeeeeee eeeeeeeee ee 88°M, eee eeeeeeeeee eeeee e eeee eee eeeeee eeeeeeee eee eeeeeeee. Mee eeeeeee eee eeeeeeeeeee eeee eee MeMMM8. Mee eeeeeeeeeeee eeeee eeee eeeeeeee eee eee eeeeee eeee MMMe8. Mee eeeeeeee eeee eeeeeee eeee eee eeeeeeee ee eeeeee eeeeeeeeeeee, ee e eeeeeeeeeee eee eeeeeeeee 88°M, ee eeee eee eeeee eeeeeee. Mee eeeeeeee eeeeeeee eeee eeeeeee eeee eeee eeeeeee eeeee eeeeeee eeeeeeee ee ee. M eeeeee eeee eee eeee eeeeeeeee ee eee eeeeee, eee eee eeeeeee eee eeeeee ee 888°M eee 8 e, eee eeee eeeeee eeeeeeeee (ee 88–88°M/8 Meee) ee eeee eee eeeeeee; eeeee: 888 e (88%).

References

[23] Meeeeee, M., Me Meeeee–Meee, (8888); Mee. M 88e/8, ee 888–888.
[33] Meeeeeeee, M. M.; Meeeee, M. M., Mee. Meee. Meee MMMM, Mee. Meee., (8888), 8888; Meee. Meeee., (8888) 88, 88888.
[34] Meeeeeeeeeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M. M., M. Meeeeeee Meee., (8888) 88, 888.
[35] Meeeeeeeeeeee, M. M.; Meeeeeeeeee, M. M., Me. Mee. Meee., (8888) 8, 888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 8, 888.
[36] Meeeeeeeeeeee, M. M.; Meeee, M. M., Me. Mee. Meee., (8888) 8, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 8, 8888.
[37] Meeeeeeeeeeee, M. M.; Meeeeeeee, M. M.; Meeeeee, M. M.; Meeeeeeee, M. M., Me. Mee. Meee., (8888) 88, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 88, 8888.
[38] Meeeeeeeeeeee, M. M.; Meeeeeee, M. M.; Meeeeeeeeee, M. M., Me. Mee. Meee., (8888) 8, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 8, 8888.
[39] Meeeeeeeeeeee, M. M.; Meeee, M. M.; Meeeeeee, M. M.; Meeeeeeeeee, M. M., Me. Mee. Meee., (8888) 8, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 8, 8888.
[40] Meeeeeeeeeeee, M. M.; Meeee, M. M.; Meeeeeee, M. M.; Meeeeeeeeee, M. M., Me. Mee. Meee., (8888) 8, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 8, 8888.
[41] Meeeeeeeeeeee, M. M.; Meeeeeee, M. M.; Meeeeee, M. M., Me. Mee. Meee., (8888) 88, 8888; M. Mee. Meee. MMMM (Meee. Meeeee.), (8888) 88, 8888.

Meeeeee Meeeeeeeeee

  • 8.Meeeee-Meee, (8888) M 88e8, 888.

Cookie-Einstellungen