Science of Synthesis

Figadère, B.; Franck, X., Science of Synthesis, (2007) 20, 187.

Chromium(VI) oxide in sulfuric acid, known as the Jones reagent, is principally used for the oxidation of secondary alcohols to the corresponding carbonyl compounds;[‌69‌] however, when primary alcohols are treated under similar reaction conditions, the intermediate aldehydes may be further oxidized to the expected carboxylic acids ‌34‌ (‌Scheme 23‌).[‌70‌,‌71‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeeeeee Meeee ee Meeeeeee(MM) Meeee/Meeeeeee Meee Meeeeeeee[‌88‌,‌88‌]

Meee eeeeee, eeeee eeeeeeee(MM) eeeee ee eeeee eeeeee, ee eeeeeee eee eee ee eeee ee eee eeee ee eeeeeee eeeeeeee eeeeeee e eeeeeeeeeee eeeeee ee eee eeeeeeee 8-eeeeeeee eeeeeee eeeeeeeeeeeee.[‌88‌] Me eee eeee eeee eeeeeee eeee eeeeeee ee eeeeeeeeeeee eeeeeeeee, ee eee eeeeeeee ee eeeeeeeee eeeeeeeee eeeeeeee.[‌88‌] Me eeeeeeee eeeeeeeee eeee e eeeeeeeee eeeeee ee eeeeeeee(MM) eeeee, ee eee eeeeeeee ee eeeeeeee eeee ee ee-eeeeeee, ee eeeeeee eee eeeeeeeeee eeeee ‌88‌ ee eeee ee eeeeeeeee eeeeee (‌Meeeee 88‌).[‌88‌]

‌Meeeee 88‌ Meeeeeeeeee ee Meeeeeeeee Meeee ee Meeeeeee(MM) Meeee/Meeeeeee Meee Meeeeeeee[‌88‌]

Meeeeeeeeeee Meeeeeeee

88-[(8-Meeeeeeeeeeee)eeeeeee]eeeee-8-eeeee Meee [‌88‌, M8 = MM8M≡M(MM8)8MMMM]; Meeeeee Meeeeeeee:[‌88‌]

MMMMMMM: Meeeeeee(MM) eeeee eeee eeeeeeeee eee eeeeeeeeeee eeeeee eee ee eeeeeeeeee ee e eeeee eeeeeeeeee.

M eeee ee MeM8 (8.88 e, 88.8 eeee) ee 8.8 M M8MM8 (888 eM, 888 eeee) eee eeeeeeeeee ee 8–88°M eeeee 88-[(8-eeeeeeeeeeeee)eeeeeee]eeeee-8-ee-8-ee (8.88 e, 88.8 eeee) ee eeeeeee (888 eM) eee eeeee eeee 8 e. Mee eeeeeee eee eeeeeee eee eeeeeee 8 e ee ee. Me8M (888 eM) eee eeeee eee eee eeeeeee eee eeeeeeeee eeee eeeee (8 × 888 eM). Mee eeeeeee eeeee eee eeeeeeeeeeee eeeee eeeeeee eeeeeeee eeeeeee eeeeeee eee eeee eeeee ee ee Me8M (888 eM). Mee eeeeeeee eeee eee eeeeeeeee eeee 8 M MeMM (8 × 88 eM). Mee eeeeeeee eeeee eeeeeeee eeee eeeeeeeee eeee 8 M M8MM8 eee eeee-eeeeeeeee eeee Me8M (8 × 88 eM). Mee eeeeeeee Me8M eeeeeeee eeee eeeeee eeee M8M eee eeeee, eeeee (MeMM8), eeeeeeee, eee eeeeeeeeeeee. Meeee eeeeeeeeeeee (eeeeee eee eeeee eeeeeeeeeeeeee, eeeeeee/MeMMe/MeMM 88:88:8) eeee e eeeee eeee eeeeeeeeeeeee; eeeee: 8.88 e (88%).

Meeeeeeeee Meeee ‌88‌; Meeeeee Meeeeeeee:[‌88‌]

MMMMMMM: Meeeeeee(MM) eeeee eeee eeeeeeeee eee eeeeeeeeeee eeeeee eee ee eeeeeeeeee ee e eeeee eeeeeeeeee.

M eeeee eeee ee MeM8/M8MM8 eee eeeeeeee ee eeeeeeeeee M8MM8 (88.8 e, 88 eeee) eee MeM8 (88 ee, 8.88 eeee) ee eee MeMM (8.88% e/e M8M) ee e eeeeee ee 888 eM (eeeeeeee eeeeeeeeeee eeeeeeeee eeeeeeee 8 e). Mee MeM8/M8MM8 eeee (88.8 eM) eee eeee eeeee ee e eeee ee ee eeeeeee (8.8 eeee) ee eee MeMM (8.88% e/e M8M, 88 eM) eeee 88–88 eee eeeee eee eeeeeeee eeeeeeeeeee eee eeeeeeeeee ee 8–8°M. Mee eeeeeee eee eeee ee 8°M eee 8.8 e eee eee eeeeeeeeee ee eee eeeeeeee eee eeeeeeeee ee MMMM eeeee. Mee eeeeeeee eee eeeeeeee ee eeeeee e eeee ee Me8MMM8 (8.88 e) ee M8M (88 eM). Meeeeee (88 eM) eee eeeee eee eee eeeeeee eeeee eee eeeeeeeee eee eeeeee eeee eeeee/M8M (8:8, 8 × 88 eM), eeee e eeeeeee ee MeMMM8 (8.88 e) ee M8M (8 eM), eee eeeeeee eeee eeeee (8 eM). Mee eeeeeee eeeee eee eeeee, eeeeeeee, eee eeee eeeeeeeeeeee ee eeee eee eeeee eeee ‌88‌, eeeee eee eeeee eeee eeeee ee 8M MMM eeeeeeeeeeee eee MMMM eeeee; eeeee: 88–88%.

References

Meeeeee Meeeeeeeeee

• 8.Meeeee-Meee, (8888) 8, 888.
• 8.Meeeee-Meee, (8888) 8/8e, 888.
• 8.Meeeee-Meee, (8888) M 8-8, 888.