Ribose, a carbohydrate with the formula shown, forms a cyclic hemiacetal, which, in principle, could contain either a four-membered,five-membered, or six-membered ring. To determine which ring is formed, ribose is treated with methanol in the presence of an acidcatalyst. The products are then isolated and treated withNaIO, then withH₂O*.HOOHOHOHRibose, C5H10O5H9.81**MeOHH*A & Bisomeric cyclicacetals withformula C6H12O5Assuming that ribose formed a five-membered ring cyclic hemiacetal, draw the structure of the sodium periodate digestionproducts.▼• Use the wedge/hash bond tools to indicate stereochemistry where it exists.• Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner.1. NalO4,2. H₂O*MeOH products4SIFPreviousNext

INTRODUCTION: Ribose is a carbohydrate with formula C5H10O5.On cyclisation it cannot form 6 membered…

Ribose, a carbohydrate with the formula shown, forms a cyclic hemiacetal, which, in principle, could contain either a four-membered, five-membered, or six-membered ring. To determine which ring is formed, ribose is treated with methanol in the presence of an acid catalyst. The products are then isolated and treated with NaIO, then with H₂O*. HO OH OH OH Ribose, C5H1005 H MeOH H* A & B isomeric cyclic acetals with formula C6H₁2O5 1. NalO4 2. H₂O* MeOH products Assuming that ribose formed a five-membered ring cyclic hemiacetal, draw the structure of the sodium periodate digestion products

Ribose, a carbohydrate with the formula shown, forms a cyclic hemiacetal, which, in principle, could contain either a four-membered, five-membered, or six-membered ring. To determine which ring is formed, ribose is treated with methanol in the presence of an acid catalyst. The products are then isolated and treated with NaIO, then with H₂O. HO OH OH OH Ribose, C5H1005 H MeOH H A & B isomeric cyclic acetals with formula C6H₁2O5 1. NalO4 2. H₂O* MeOH products Assuming that ribose formed a five-membered ring cyclic hemiacetal, draw the structure of the sodium periodate digestion products

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.70P

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