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Glycerol (propane-1,2,3-triol) is a viscous syrup with
Chapter 24, Problem 50SP(choose chapter or problem)
Problem 50SP
Glycerol (propane-1,2,3-triol) is a viscous syrup with molecular weight 92 g/mol, boiling point 290 °C, and density 1.24 g/mL. Transforming the three hydroxyl groups into their trimethylsilyl ethers (using chlorotrimethylsilane and a tertiary amine) produces a liquid that flows easily, has molecular weight 309 g/mol, boiling point approximately 180 °C, and density 0.88 g/mL. Draw the structures of these two compounds and explain why glycerol has a lower molecular weight but a much higher boiling point and density.
Questions & Answers
QUESTION:
Problem 50SP
Glycerol (propane-1,2,3-triol) is a viscous syrup with molecular weight 92 g/mol, boiling point 290 °C, and density 1.24 g/mL. Transforming the three hydroxyl groups into their trimethylsilyl ethers (using chlorotrimethylsilane and a tertiary amine) produces a liquid that flows easily, has molecular weight 309 g/mol, boiling point approximately 180 °C, and density 0.88 g/mL. Draw the structures of these two compounds and explain why glycerol has a lower molecular weight but a much higher boiling point and density.
ANSWER:
Solution:
Here we have to draw the structure of glycerol and trimethylsilyl ethers (TMS) and has to explain why glycerol has a lower molecular weight but a much higher boiling point and density.
Step 1
The structure of the two compounds are ,
(Glycerol) (TMS)