Explain why fructose, an alpha-hydroxyketose, reacts with Benedict's reagent. What structural rearrangement is neccessary for this reaction to occur
Benedict's reagent is used to detect the reducing sugar. It contains Cu2+ ions, they get reduced to give red ppt when reacted with reducing sugar. Fructose is a keto-hexose sugar. However, it undergoes tautomerism to give an aldehyde and hence that acts as a reducing sugar to give a positive test with Benedict's reagent.
Explain why fructose, an alpha-hydroxyketose, reacts with Benedict's reagent. What structural rearrangement is neccessary for this...
1. Show the chemical reaction that takes place when Benedict's reagent (Cu") reacts with glucose (use open chain Fisher projection). 2. Do you expect fructose to give a positive reaction with Barfoed's reagent? Explain why or why not. Indicate which of the test carbohydrates (glucose, fructose, lactose, sucrose, starch) would give 5- hydroxymethylfurfural when heated with hydrochloric acid. (See description of reactions for Barfoed's reagent and Seliwanoffs reagent). 3. 121
What type of reaction occurs when glucose reacts with the Benedict's solution. Explain what chemical change glucose and reagent in Benedict's solution undergoes. Give the names of products.
1. Why does the basic (ammonia) reaction condition used with the Benedict's reagent test enable you to differentiate a possible hydrolysis of a pure synthetic sucrose sample from an incomplete synthesis of a sucrose sample in which glucose and fructose might still be present in low amounts?
To a solution of sucrose, Benedict's reagent is added and the solution is heated. What reaction would you expect and why?
Explain from the above, why Benedict's reagent yields positive
results, not only for aldoses but also for ketoses.
Rapid Keto tautomer Enol tautomer
Why should ketoses not react with Benedict's reagent? Think about the type of reaction and be specific!
What Carbohydrates, other than Ketose, produce a reddish-orange solid with Benedict's reagent and a red color with Seliwanoff's reagent, and why? Why does starch produce no color change with Benedict's or Seliwanoff's reagent, but turns a blue-black color with Iodine reagent?
1) Please explain what it means for a reaction to create a Markovnikov product. Why does the reagent favor being added in this order and not Anti-Markovnikov See the reaction below. 2) Why do molecules perform carbocation rearrangements? How will you determine when to perform a carbocation rearrangement? see reaction below. The X-
Will a carbocation rearrangement occurs in the reaction of 2-bromo-3-methylbutane with methanol. Please explain why or why not
CARBOHYDRATES POST-LAB QUESTIONS CONT'D 23.Draw the Haworth structure of lactose and explain why this disaccharide gives a positive Benedict's test; make sure to circle the part of the structure that is responsible for the reaction with Benedict's reagent. [5pts) Haworth Projection: (2.5 points) Hemiacetal circled / indicated (2.5 points) CARBOHYDRATES POST-LAB QUESTIONS CONT'D 24. When Benedict's reagent reacts with a reducing sugar, it oxidizes the aldehyde functional group to a carboxylic acid. As seen in the figure below: only a...