Problem_Set_12 - Chem 3580 Spring 2009 Problem Set 12 1(a Draw the chair form of-D-mannopyranose and-D-mannopyranose(b Draw the Haworth projection

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 3580- Spring 2009 Problem Set 12 1. (a) Draw the chair form of α -D-mannopyranose and β -D-mannopyranose. (b) Draw the Haworth projection and chair conformation of methyl α -D-mannopyranose. 2. 2-Ketoses are reducing sugars because they can be oxidized to aldonic acids under mild oxidizing conditions similar to oxidation of aldoses. Provide the sequence of reactions that will lead to the oxidation. CH 2 OH R O R OH H O OH R H HO O OH + 2-ketose aldonic acids Br 2 , H 2 O 3. Draw the Fischer projections for the products formed by reaction of D-glucose and D-fructose with the following reagents: (a) 1. NaBH 4 2. H 3 O + (b) H 2 , Pt (c) HNO 3 , warm (d) one mol of H 5 IO 6 or HIO 4 (e) PhNH 2 4. Treat of β -D-glucopyranoside with benzaldehyde forms a stable cyclic acetal. Draw the most stable conformation of this acetal. Identify each new chiral center in the acetal. 5. Draw each of the following in the open-chain form as a Fischer projection. Name each sugar.
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/07/2009 for the course CHEM 2183 taught by Professor Jonnjardarson during the Spring '09 term at Cornell University (Engineering School).

Page1 / 2

Problem_Set_12 - Chem 3580 Spring 2009 Problem Set 12 1(a Draw the chair form of-D-mannopyranose and-D-mannopyranose(b Draw the Haworth projection

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online