Q8 · CSIR-NET Chemistry, June 2019
Paper: CSIR-NET June 2019 · Subject: Organic Chemistry · Chapter: Natural Products · Topic: Natural Products – General · Marks: 2 · Difficulty: Hard
Reaction of deoxymonosaccharide A with 2 equivalents of $\mathrm{HIO_4}$ affords propanedial, formic acid and formaldehyde. The structure of A is
(a)
(b)
(c)
(d)
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
2 HIO₄ cleave the C3–C4 and C4–C5 bonds of 2-deoxy-pentose (a): C1–C3 become OHC–CH₂–CHO (propanedial), C-4 becomes HCOOH and C-5 becomes HCHO.
Study loop for Natural Products