Periodic acid and lead tetraacetate cleavage

36 questions on Periodic acid and lead tetraacetate cleavage from the Reduction, Oxidation and Hydrolysis in Organic Chemistry chapter: 8 NEET level, 14 JEE Main, 14 JEE Advanced. Each one opens with its answer and solution.

• Ethane-1,2-diol is treated with excess HIO4. The organic product is NEET level
• Which of the following does NOT react with HIO4? NEET level
• The cleavage of a vicinal diol by HIO4 proceeds through NEET level
• Butane-2,3-diol is oxidised by excess HIO4. The product is NEET level
• Glycerol (propane-1,2,3-triol) is treated with excess HIO4. Which row gives the correct moles of HIO4 consumed per mole of glycerol and the products? JEE Main level
• One mole of open-chain D-glucose, HOCH2(CHOH)4CHO, is treated with excess HIO4. Which statements are correct? JEE Main level
• Benzoin, C6H5-CH(OH)-CO-C6H5, is treated with one equivalent of HIO4. The products are JEE Main level
• Open-chain D-fructose, HOCH2-CO-(CHOH)3-CH2OH, is treated with excess HIO4. The moles of HIO4 consumed and the products per mole of fructose are JEE Main level
• cis-Cyclohexane-1,2-diol and trans-cyclohexane-1,2-diol are each treated with Pb(OAc)4 in benzene under identical conditions. Which statement is correct? JEE Main level
• Which of the following consume exactly one mole of HIO4 per mole of compound (excess reagent)? JEE Main level
• Cyclohexene is first treated with cold, dilute, alkaline KMnO4 and the product is then treated with HIO4. The final organic product is JEE Main level
• A mixture contains 1 mol each of glycerol, open-chain glucose, ethane-1,2-diol and propane-1,3-diol. Excess HIO4 is added and every possible cleavage goes to co... JEE Advanced level
• A compound X, C4H10O2, is optically inactive and cannot be resolved. It consumes one mole of HIO4 per mole and gives a single organic product only. X is JEE Advanced level
• Dihydroxyacetone, HOCH2-CO-CH2OH, is treated with excess HIO4. Which row is correct? JEE Advanced level
• trans-Stilbene, C6H5-CH=CH-C6H5, is treated with cold, dilute KMnO4 to give a diol, which is cleaved completely by HIO4. The organic product is then treated wit... JEE Advanced level
• One mole of erythritol, HOCH2-CHOH-CHOH-CH2OH, is treated with excess HIO4. Which statements are correct? JEE Advanced level
• 2-Hydroxycyclohexanone is treated with one equivalent of HIO4. The product is JEE Advanced level
• An alkene of formula C4H8 is treated with cold, dilute KMnO4 and the resulting diol is cleaved by HIO4 to give only methanal and propanone. The alkene is JEE Advanced level
• Ethane-1,2-diol reacts with periodic acid HIO4. The organic product is NEET level
• Which of the following is cleaved by HIO4? NEET level
• The number of moles of HIO4 consumed by one mole of glycerol (propane-1,2,3-triol) is NEET level
• The cleavage of a 1,2-diol to two carbonyl compounds by periodic acid is known as NEET level
• 2,3-Dimethylbutane-2,3-diol (pinacol) is treated with HIO4. The product is JEE Main level
• cis-Cyclohexane-1,2-diol is treated with HIO4 (one equivalent). The product is JEE Main level
• 2-Hydroxypropanoic acid (lactic acid) is oxidised with HIO4. The products are JEE Main level
• Open-chain glucose, CH2OH-(CHOH)4-CHO, is treated with an excess of HIO4. The number of moles of HIO4 consumed per mole of glucose is JEE Main level
• Erythritol, HOCH2-CH(OH)-CH(OH)-CH2OH, reacts completely with excess HIO4. Which row correctly gives the moles of HIO4 consumed, and the products per mole? JEE Main level
• A mixture contains 27.3 g of sorbitol, HOCH2-(CHOH)4-CH2OH (molar mass 182 g mol^-1), and 4.6 g of glycerol (molar mass 92 g mol^-1). Assuming every vicinal C-C... JEE Main level
• 1-Aminopropan-2-ol, CH3-CH(OH)-CH2-NH2, reacts with HIO4. The organic products are JEE Main level
• cis-Cyclohexane-1,2-diol is treated with one equivalent of HIO4 and the product is then reduced with excess NaBH4 followed by dilute acid work-up. The final pro... JEE Advanced level
• A diol C6H14O2 consumes exactly one mole of HIO4 per mole and gives a single organic product, which gives a positive iodoform test and does not reduce Tollens r... JEE Advanced level
• Open-chain fructose, CH2OH-CO-CH(OH)-CH(OH)-CH(OH)-CH2OH, is oxidised completely by excess HIO4. Count every cleavage, including the cleavage of the alpha-hydro... JEE Advanced level
• 4-Methoxybutane-1,2,3-triol, HOCH2-CH(OH)-CH(OH)-CH2-OCH3, is treated with excess HIO4. The correct statement is: JEE Advanced level
• Which of the following compounds are cleaved by HIO4 under mild conditions? JEE Advanced level
• For complete oxidation by excess HIO4, which of the following correctly give the moles of HIO4 consumed per mole of compound? JEE Advanced level
• Which of the following statements about glycol cleavage by HIO4 are correct? JEE Advanced level