Base Equilibrium
CARBOHYDRATES
CONVERTING FISCHER TO PYRANOSE/FURANOSE
Wize Organic Chemistry Lecture Series, 2017 Presented by: Spencer
CARBOHYDRATES
C ARBO N YL /HE M IACE TA L CONVE RS I O N Key Idea: This class of compounds constantly interconverts between closed and open forms
mechanism in cat. H+
mechanism in cat. HO-
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO PYRA N OS E Below is the Fischer projection of D-glucose. Draw D-glucose as a β-pyranose.
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO FURANOS E Below is the Fischer projection of D-glucose. Draw D-glucose as a β-furanose.
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO PYRA N OS E Below is the Fischer projection of L-Galactose. Draw L-Galactose as an α-pyranose.
CARBOHYDRATES
PRACTICE MAKES PE RFE CT Draw as an α-pyranose.
Draw as an β-pyranose.
CARBOHYDRATES REVIEW
Pure β-D-mannopyranose has optical activity (specific rotation, α, = -17.0°). In water, the optical activity rapidly changes until after 3 hours α = 0. What is going on? (Use pictures)
β-D-mannopyranose
CONVERTING FISCHER TO PYRANOSE/FURANOSE
Wize Organic Chemistry Lecture Series, 2017 Presented by: Spencer
CARBOHYDRATES
C ARBO N YL /HE M IACE TA L CONVE RS I O N Key Idea: This class of compounds constantly interconverts between closed and open forms
mechanism in cat. H+
mechanism in cat. HO-
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO PYRA N OS E Below is the Fischer projection of D-glucose. Draw D-glucose as a β-pyranose.
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO FURANOS E Below is the Fischer projection of D-glucose. Draw D-glucose as a β-furanose.
CARBOHYDRATES
CONVERSIO N OF FISCHER PROJE CT I O N TO PYRA N OS E Below is the Fischer projection of L-Galactose. Draw L-Galactose as an α-pyranose.
CARBOHYDRATES
PRACTICE MAKES PE RFE CT Draw as an α-pyranose.
Draw as an β-pyranose.
CARBOHYDRATES REVIEW
Pure β-D-mannopyranose has optical activity (specific rotation, α, = -17.0°). In water, the optical activity rapidly changes until after 3 hours α = 0. What is going on? (Use pictures)
β-D-mannopyranose
