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 NalO, then with H30*. он MEOH 1. NalO. 2. H,O* A & B MEOH + products HO H* isomeric cyclic acetals with formula CgH1205 ÕH Ribose, CSH1005

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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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
NalO, then with
H30*.
он
MEOH
1. NalO.
2. H,O*
A & B
MEOH + products
HO
H*
isomeric cyclic
acetals with
formula CgH1205
ÕH
Ribose, CSH1005
Transcribed Image Text: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 NalO, then with H30*. он MEOH 1. NalO. 2. H,O* A & B MEOH + products HO H* isomeric cyclic acetals with formula CgH1205 ÕH Ribose, CSH1005
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