Home > Exhibitions / Brochures Download > Quarterly Printed Magazine "TCIMAIL" > Back Numbers > ABBX, A Highly Active Trivalent Iodine Compound for Oxidation Reactions

ABBX, A Highly Active Trivalent Iodine Compound for Oxidation Reactions

1-Acetoxy-5-bromo-1,2-benziodoxol-3(1H)-one (1, ABBX) is a highly active trivalent iodine compound developed by Togo et al.1) 1 oxidizes aliphatic primary and secondary alcohols to the corresponding aldehydes and ketones in good yields. 5-Bromo-2-iodobenzoic acid, formed as a co-product of this reaction, can be recovered by acidification of the aqueous layer. 1 has chemically similar activity to “Super DIB” (ANBX) which was introduced in TCIMAIL number157 p.8, and has more solubility in organic solvents than Super DIB.1,2)
Typical Procedure (oxidation of 4-methylbenzyl alcohol to 4-methylbenzaldehyde): To a solution of 4-methylbenzyl alcohol (1.0 mmol, 122.1 mg) in CHCl3 (4 mL) is added ABBX (2.0 mmol, 767.7 mg). The mixture is stirred at 60 °C for 24 h. After the reaction is completed, the reaction mixture is added to aq. NaHCO3 (10 mL). The aqueous layer is extracted with CHCl3 (3 × 10 mL), and the organic layer is dried over Na2SO4. The filtrate is concentrated under reduced pressure to give 4-methylbenzaldehyde (108.0 mg, 90% yield) with 90% purity. The aqueous layer is acidified (pH ca. 2) with 1 M aq. HCl (15 mL) and the obtained mixture is filtered to afford 2-iodo-5-bromobenzoic acid (593 mg, 91%).

References

The prices are subject to change without notice. Please confirm the newest price by our online catalog before placing an order.
In addition, sales products changes with areas. Please understand that a product is not available when the product details page is not displayed.