An imino ester is formed when a nitrile is treated with an alcohol in the presence of dry HCI (i.e., without H2O), followed by treatment with a weak base such as sodium bicarbonate. Propose a mechanism for this reaction. NH 1. R'—ОН, dry HCI || R-C=N 2. NaHCO3 R OR' An imino ester

An imino ester is formed when a nitrile is treated with an alcohol in the presence of dry HCI (i.e., without H2O), followed by treatment with a weak base such as sodium bicarbonate. Propose a mechanism for this reaction. NH 1. R'—ОН, dry HCI || R-C=N 2. NaHCO3 R OR' An imino ester

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: Draw the Products of the following reactions: HI HBr hoose the appropriate eagents for each eaction.…

A: The questions are based on the concept of organic reactions. It involves cleavage of ethers to form…

Q: Draw the structure of the product that would result from successful nucleophilic attack of methyl…

A: It is given that an alkyl halide is present which is undergoing a nucleophilic attack, a nucleophile…

Q: он HO ONa 1. CO, A. P 2. H,SO, NaOH он

Q: 3. The following reaction is used in the industrial synthesis of the antiviral drug, oseltamivir…

A: This problem is based on deprotactation and protection of diols by using different type of…

Q: 3) Propose suitable reagent(s) to accomplish the following transformations. O OH he Na Bity CH304…

A: a) & b) both are related to conversion of C=O into secondary -OH group.

Q: H3C- OH ACO H -H CH3 H H Aco Ac H3C - OAC Dess-Martin periodinane provides a means to oxidize a…

A: In a reaction mechanism, the curved arrows describe the movement of electrons. The movement of…

Q: Predict the reagent(s) needed to produce this product. A с D H₂ Pt |- H₂ H₂O Pd/C H₂O HCI

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

Q: OH or H,O H. H. H.

A: The reaction taking place is given as,

Q: What product would be expected in this reaction? HO CH₂ONH3 OHO H OCH3 A C O CH,ONH, `H SOCH3 HO H…

A: By observing the reactant and reaction conditions, we can expect an imine as possible outcome for…

Q: Ph OH OH OH Ph OH OH

A: The question is based on the concept of organic synthesis.We need to synthesize the product using…

Q: tпon of the pгoduct 1опоwing molecule undergoes an intramolесular reaction in shown below. presence…

Q: 2-methyl-2-butanol starting

A: Alcohol formed from hydroboration oxidation of alkene has H and OH groups switched compared to the…

Q: 0= H+ H₂O CH 3 Br O-CH3

Q: 2 ОН Н H H₂O+/H₂O НО ОН

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

Q: Propose a mechanism for the following observed reaction. Be sure to intermediates. H20 HOCH,CH;OH, +

A: We have to predict the mechanism for given reaction.

Q: 4. Determine the appropriate reagents to achieve the following transformations. 요 Η Ph Ph Η

A: Step 1:To achieve the transformations shown in the image, we need to determine the appropriate…

Q: но Ho 2

A: Esterification is the process of combining an organic acid (RCOOH) with an alcohol (ROH) to form an…

Q: Identify the best reagents to complete the following reaction. A B O D H₂O pyridine PHCH₂OH pyridine…

Q: H HO- H CHO OA H CH H CHOH

A: -> Carbonyl compound reacts one equivalent alcohol and form Hemiacetal as product . If…

Q: 9. Complete the following acetal hydrolysis reactions. Draw the structures of the products. Name the…

Q: He OH et worle HO

A: An acetal is a compound that has two ether-like -OR groups bonded to the same carbon atom of what…

Q: овозм HBr Acetic acid, A + H2O

A: In this mechanism, C=O is protonated to form C=OH+ in presence of HBr. Then intra molecular aromatic…

Q: Select the reagents that would best accomplish the following synthesis. CH3 CH3 HBr/H₂O 1) mCPBA 2)…

Q: When 5-bromopentanal is treated with sodium borohydride, a compound is produced whose 13C NMR…

Q: nisole AICI 3 ? OCH 3 Ph

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

Q: Br ? ОН

A: 1) a strong base 2) MCPBA/H+ 3) CH3MgBr 4) PCC 5) EtMgBr/H3O+

Q: Provide a mechanism for the following reactions: НО. НО НО ОН ОН OMe ОН OEt сети H+ PhMgBr H+ NaOH…

A: The given reactions are examples of cyclization, acetal formation, saponification and nucleophilic…

Q: Provide reagents for the following transformations. You may use anything you like b) d) ? OCH3 ? ол…

A: The first transformation can be achieved when the given ketone compound react with I2/NaOH,we get…

Q: Predict the reagent(s) needed to produce these products. D H₂O HCI Bri Hi Pd/C H₂

Q: Which reagent is required to carry out the following reaction? О санг ☐ Ni/H2 О О NaH H2 ?

Q: When a cyclic ketone reacts with diazomethane, the next larger cyclic ketone is formed. This is…

A: To draw a mechanism for the below ring-expansion reaction.

Q: 5. Provide a mechanism for the following transformation: OH H-A Ph Ph-

Q: Draw the products of the following reactions.

A: Given are organic reactions. Given compounds have nitrile group.The given reactions occur through…

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: What is the major product formed in the following reaction? A A В Your answer с с C C D D E E excess…

Q: triisopropylsilyl-Cl reagent reacts only once with the starting material. Me Me HO OH Me NH₂ iPr…

A: Given,

Q: Identify the reagents A in the following scheme: он CHs CHS OH осн CH3 OH NaOCH3 with acid @ low…

Q: Draw a plausible mechanism for the following transformation: te=& OH H3O+ HO Step 0 × Your answer is…

A: The objective of the question is to identify the correct mechanism for the given transformation: OH…

Q: Which alcohol would undergo a dehydration reaction the fastest? А A В В C C D D E E OH OH OH OH OH D

Q: Please give me the reagents and show the mechanism. Thank you so much.

A: These reaction involes the Michael addition reaction. Michael addition reaction involves the…

Q: OH NaOH

A: Given

Q: Complete the following sequence of reactions TsCl pyridine 0°C (R)-1-deuterioethanol ACON a acétone…

Q: What would be the final product Z at the end of this reaction sequence? NaOEt ΕΙΔΗ O= NaOEt EtOH W X…

A: A methylene group (CH2) if sandwiched between two electron withdrawing groups is known as active…

Question

An imino ester is formed when a nitrile is treated with
an alcohol in the presence of dry HCI (i.e., without H2O),
followed by treatment with a weak base such as sodium
bicarbonate. Propose a mechanism for this reaction.
NH
1. R'—ОН, dry HCI
||
R-C=N
2. NaHCO3
R
OR'
An imino ester

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

Propose a stepwise mechanism for this reaction. The bicarbonate ion will act as a base in the reaction.
Show how the product formed as a result of the reaction can be synthesized using the starting materials given below. Any reagent needed can be used and you may need more than one step OH СООН CH3 c) CI OH HO но. OH CH3 b) d) CI
Propose a mechanism for the following reaction:
Please provide the list of reagents or synthesis steps needed. Ho 애 -OH ㅇ '애 V Meo \ome
Diazomethane can be used to convert a carboxylic acid to a methyl ester. Propose a mechanism for this reaction.
Propose a mechanism for the following reaction. (Hint: The rate of the reaction is much slower if the nitrogen atom is replaced by CH.)
Reaction of benzylmagnesium chloride with formaldehyde yields alcohols N and P after protonation. Draw a stepwise mechanism that shows how both products are formed.
O= OH NO2 Choose the best reagents to complete this reaction. NH₂ D APR 9 esc ← → C D tv MacBook Pro C B A A W Coll G Search or type URL *
-Propose a mechanism for each of the following transformations -Draw a stepwise mechanism for the following reaction
Propose a product and an arrow-pushing mechanism for the following reactions.
CH3 Reaction 1 Reaction 2 NBS, heat NaCN Br CH3 |C. Identify the reagent Reaction 3 Heat OH Br D. Propose a mechanism for reaction 1 E. Propose a mechanism for reaction 2 F. Propose a mechanism for reaction 3 . Hint: This is a very long mechanism. The first acid-catalyzed hydrolysis reaction leads to the formation of an amide. The amide will further undergo acid-catalyzed hydrolysis forming the desired product.
When the following seven-membered ring alcohol is dehydrated, three alkenes are formed. Propose a mechanism for their formation.