In dilute aqueous base, (R)-glyceraldehyde is converted into an equilibrium mixture of (R,S)-glyceraldehyde and dihydroxyacetone. Propose a mechanism for this isomerization. СНО СНО CH,OH NaOH СНОН СНОН C=0 CH,OH CH,OH ČH,OH (R)-Glyceraldehyde (R,S)-Glyceraldehyde Dihydroxyacetone

In dilute aqueous base, (R)-glyceraldehyde is converted into an equilibrium mixture of (R,S)-glyceraldehyde and dihydroxyacetone. Propose a mechanism for this isomerization. СНО СНО CH,OH NaOH СНОН СНОН C=0 CH,OH CH,OH ČH,OH (R)-Glyceraldehyde (R,S)-Glyceraldehyde Dihydroxyacetone

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Related questions

Q: A key transformation in the original synthesis of cocaine was the synthesis of 1,3cyloheptadiene…

A: The synthesis of 1,3-cycloheptadiene from cycloheptanol can be shown through the reaction given…

Q: D-Gulose exists in aqueous solution as a mixture of a-D-gulopyranose and 6-D-gulopyranose. Choose…

A: To determine the correct Haworth projections for α-D-glucopyranose and β-D-glucopyranose, we need to…

Q: What is the final product obtained from the following transformation sequence: 1-butyne reacted with…

A: We have given that What is the final product obtained from the following transformation sequence:…

Q: Identify the most basic atom of Q and explain your answer. Propose a mechanism for the conversion of…

A: Since you have asked multiple questions we have answered the first two for you. To get the remaining…

Q: Propose a mechanism for the acid-catalyzed hydration of methylidenecyclohexane to give…

Q: Propose a synthetic route for the following transformation, indicating the reactants of each step…

Q: Predict the product formed by treating each vicinal diol with H2SO4.

A: The product formed by treating each vicinal diol with H2SO4.can be predicted as

Q: он (с) HO

A: Alcohols on reaction with concentrated H2SO4 undergo dehydration to form alkene as a major product .…

Q: Treatment of benzene with sucdnic anhydride in the presence ofpolyphosphoric acid gives the…

A: The question is based on the concept of organic reactions. we have to write the mechanism for the…

Q: 16-46 Identify each of the following groups as an activator or deactivator and as an o,p-director or…

A: In the context of organic chemistry, activators and deactivators are functional groups that either…

Q: OPO,2- \OH HO myo-inositol-1-phosphate synthase OH 2-03PO HO "OH HO (1 ÕH a-D-glucose-6-phosphate…

A: Absolute configuration is R. This can be calculated based on the CIP rule.

Q: Propose a plausible mechanism for the following transformation: معلی معلم OH H₂O* OH

A: H3O+ is hydronium ion. It is used as a catalyst in this reaction.

Q: Ethanolamine ammonia lyase, a coenzyme B12–requiring enzyme, catalyzes the following reaction.…

A: The mechanism is as follows, The tetrahedral intermediate that is formed as a result of the coenzyme…

Q: Propose a mechanism for this reaction. Account for both its regioselectivity and stereoselectivity.

A: In the cholesterol molecule, The alkene acts as nucleophile and the attacks the HOCl. The…

Q: meganisme vir die volgende reaksie vor delik die stereochemiese verloop van die re sie):…

A: The acid catalyzed rearrangement of 1,2-diol into carbonyl compound is known as pinacol-pinacolone…

Q: When 6-chloropurine is heated with aqueous sodium hydroxide, it is quantitatively converted to…

A: To find: The mechanism for the given reaction.

Q: Propose reagents and experimental conditions for the conversion of D to albuterol.

A: Cyclic acetals are compound that undergo hydrolysis resulting in formation of diol. Hydrolysis of…

Q: Sodium Borohydride Reduction of Ketones Compound Melting point Structure Color Benzil Benzoin 1,2-…

A: BENZIL M.P- 94.8 °C COLOR-yellow crystalline

Q: CH2CH3 но,

A: The given product is synthesised by using the Grignard reagent. Grignard reagent is represented as…

Q: What products would result after hydrolysis from reaction of the enamine prepared from…

A: The question is based on organic reactions.We need to identify the product and explain its…

Q: a OH CH2CNHCH3 CH3 C d OH CHCHNHCH3 CH3 Ephedrine can be synthesized via reductive amination plus…

A: Here we have to predict necessary reactants and reagents that will give the intermediate and final…

Q: Propose a mechanism for the rearrangement that converts an a-hydroxyimine to an a-aminoketone in the…

Q: Identify the dominant elimination mechanism (E1 or E2) for the following reaction. NaOH Neither E2…

A: E1 elimination is occur when protic solvent is given...this reaction goes by carbocation…

Q: -OH ОН -OH + 3 +NaO. жа CH3

Q: An amide with an NH2 group can be dehydrated to a nitrile with thionyl chloride (SOCl2). Propose a…

A: The reaction is given as

Q: Reaction Substrate Reagents Products Bromination Br2 dioxane, 0 °C H Nitration HNO3 acetic anhydride…

A: We have given reaction of heterocyclic compound.

Q: Provide the structure of the enolate when acetophenone is treated with a strong base. مویلی می علی…

A: An arrow always depicts from a region of high electron density to low electron density ; that is…

Q: (a) (b) (c) (d) (e) Lysine H2O + HO OH O + OH • OH 설 HSCH 3 acetal formation imine formation enamine…

Q: following: (free hint: trans-decalin cannot undergo a ring flip) → 1/2/3/no products H Br "H. Br

A: Solution - According to the question - Given - E2 elimination products can form from the addition…

Q: A graduate student was studying enzymatic reductions of cyclohexanones when she encountered some…

A: When cyclohexanone is reacted with NaDPH and enzyme to formed the reduced product that is optically…

Q: Propose a mechanism for the following reaction. 0 СН3 -ї - соо - pyruvate TPO 4 CH3-CH2-1-000-…

Q: What will be the complete hydrolysis products of the given structure below? CH2–0– -C17H37…

A: The given molecule is a phosphatidylcholine and it is the source of chlorine in the body. It…

Q: Propose a plausible mechanism for the following transformation and justify the stereochemical…

A: please find the solution below. hope you like it.Explanation:

Q: OPO,2- 2-03PO 1\OH НО OH myo-inositol-1-phosphate synthase HO" HO НО, (1) ОН ОН…

A: Absolute configuration: After giving priorities to all the groups attached to chiral carbon atom, if…

Q: lease don't provide handwriting solution

A: Alcohols is poor leaving groups to make it good leaving groups treated with SOCl2 to form the alkyl…

Q: Which of the following reactions describes why AICI3 needs to stay dry in order for it to be used in…

A: Answer

Q: A Mannich reaction puts a R R-NCH2 - group on the α-carbon of a carbon acid. Propose a mechanism…

A: For a Mannich reaction to take place the presence of a hydrogen atom at the carbon atom adjacent to…

Q: The first step of the mechanism of the acid catalyzed reversible esterification is: Ⓒ OH ОН OH OH…

Q: Identify the counterion in the following reaction: LiCH3CH2CH2 + H2O → CH3CH2CH3 + LiOH

A: Propyl lithium (propylLi) dissociates into Li+ and CH3CH2CH2- ions.Li+ combines with OH- to form…

Q: 5-Heptenal is an aldehyde that also contains a C=C double bond between carbons 5 and 6. If this…

Q: Indicate whether the compounds below undergo racemization when treated with aqueous acid or base.…

A: Recriminations occur when 50% of d is mixed-up with 50% of l.

Question

In dilute aqueous base, (R)-glyceraldehyde is converted into an equilibrium mixture
of (R,S)-glyceraldehyde and dihydroxyacetone. Propose a mechanism for this
isomerization.
СНО
СНО
CH,OH
NaOH
СНОН
СНОН
C=0
CH,OH
CH,OH
ČH,OH
(R)-Glyceraldehyde (R,S)-Glyceraldehyde Dihydroxyacetone

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Similar questions

What is the product of the following reaction? صد (1) LiAlH (2) H2O سرمست سد A) OH B) OH D)
Which of the following will more likely undergo an E1cB reaction with NaOH? (A) 4-hydroxybutan-2-one B) 2-chloropentanal (c) butanoic acid D butanoyl chloride
Transesterification is a reaction where one ester is converted into a different ester. Propose a logical stepwise mechanism for formation of the transesterification of tert-butyl benzoate to methyl benzoate , using an acid catalyst and methanol solvent.
Identify the products obtained when compound 1 is hydrolyzed in the presence of an acid and provide a detailed reaction mechanism for this hydrolysis of compound 1.
Give the letter for the enol form that is a tautomer of the aldehyde shown Д d OH Save for Later OH OH _OH a OH 1 до OH g e OH OH HO OH с OH OH Sul
What is the right answer?
An amide with an NH2 group can be dehydrated to a nitrile with thionyl chloride (SOCl2). Propose a mechanism for this reaction.
please send me answer in 20 mint
Rank the following compounds in order of increasing basicity and explain the order you chose.
Propose an interpretation of the following result: the hydrolysis of allyl chloride (which involves a carbocation intermediate resulting from the loss of a chloride) labeled with 13C, 13CH2=CH-CH2-CI leads to a mixture of two alcohols 13CH2=CH-CH2-OH and CH2=CH-1³CH2-OH.
CF 3- Celecoxib -SO2NH2 Do the following synthesis reactions. ŞO₂NH₂ NHNH2 A +
1. Cetrizine is a nonsedating antihistamine. The first step in a synthesis of cetirizine involves the following Grignard reaction. Give the major product and propose a reasonable mechanism for the following reaction: H CI 1) 2) HCI, H₂O MgBr diethyl ether