Answered: Verify that the imine represented below…

Verify that the imine represented below can exist in two diastereoisomeric forms and then attribute to each of the diastereoisomers its melting point: 156 °C or 95 °C. OH NCH3

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter56: The Synthesis Of 2,2-dimethyl-1,5-dioxolane; The Acetonide Derivative Of A Vicinal Diol

Section: Chapter Questions

Problem 3Q

See similar textbooks

Related questions

Q: Propose structural formulas for compounds A and B.

A: Various mechanisms are used in organic chemistry. The mechanism tells which bonds are formed and…

Q: Thalidomide is a chiral molecule and it was identified that the R-isomer produced the sedative…

A: Thalidomide is a chiral molecule and it was identified that the R-isomer produced the sedative…

Q: Draw structures to correspond with the following common and systematic names: (e)…

A: Consider the first first structure (e) The structure of N,N-dimethlyformamide is as follows:

Q: Write a curved arrow mechanism for the acid-catalyzed formation of the imine below: HO, NH2 LOH

A: Since there is a lone pair on N and partial positive charge on C attached to double bond O in…

Q: 4. Why must the pH of imine formation be controlled at 4.5? i

Q: The C-N bond rotation barriers in amides are generally lower in the gas phase than in solution. For…

A: Given that : We have to give the possible explanations why the C-N bond rotation barriers in amides…

Q: Illustrate the cope elimination is an intramolecular E2 of tertiary amine oxides

A: The intramolecular elimination of tertiary amine oxide to form corresponding alkenes on heating is…

Q: b) A student attempted the resolution of racemic a-phenylethylamine using the tartaric acid…

A: Given data: A student take the racemic mixture of the alpha-phenylethyl amine using the tartaric…

Q: Which functional group on furosemide’s structure below is most likely to be negatively charged at…

Q: The following reaction sequence was used in the synthesis of several derivatives of pros- taglandin…

A: In the given reaction, soda amine act as a base so it abstract an acidic proton from alkyne then…

Q: Explain.how tission Can be used to genarate elactricity and describe the dainteges and disaduantages…

A: Nuclear fission is defined as a process in which a nuclei splits into two or more nuclei,

Q: Methionine enkephalin is a pentapeptide that is produced by the body to control pain. From the…

A: GivenN-terminus C-terminus…

Q: он N=N N- а. b. H3CO LOCH3 H3CO. LOCH3 N. ÓCH3 С.

A: The detail solution is given below

Q: O,N. NH2 1 mole 1 mole

Q: Give specific examples for the synthesis of the compounds bearing the following functional groups.…

A: Since you have asked multiple questions, we will solve the first 3 part for you. If you want any…

Q: 4. Predict the biotransformation and conjugation metabolite of below molecule

A: Biotransformation is the alteration of molecule without breaking the bonds.

Q: Explain how (NH2CH2CH2NH2)2C03* catalyses the hydrolysis of compound I. H,N

Q: Is the following molecule expected to be optically active at room temperature? H3C. N. Yes, Walden…

Q: 1. þiagram the influence of the -(C-0)OCH, group on the ring. Using narrative, explain how your…

A: DIRECTING EFFECT OF SUBSTITUENTS ON RING Substituents present on the benzene ring can be activators…

Q: Which of the following species: C6H5Cl ; Cl2 ; FeCl3 ; (CH3)3C+ ; HCl ; C6H6 ; CH3 + ; C6H5CH3 ; has…

A: electron donating group is called those have high electron density and +I, +M, group have higher the…

Q: Which of the following amino acid side chains can form an imine with a substrate?

A: Imines are formed always when primary amines reacts with aldehyde or ketone. So among these primary…

Q: (a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in…

A: It is a derivative of urea. Semicarbazide is the chemical compound with the formula OC. It is a…

Q: Vancomycin is an important antibiotic. It is isolated from the bacterium Streptomyces orientalis and…

Q: While (S)-ibuprofen is the active ingredient, commercial ibuprofen is sold as a racemic drug because…

A: The research's lab product contains 94 % enantiomeric excess of the S product. Therefore, the…

Q: Show a reasonable mechanism for the enzymatic transimination reaction 6. : between the PLP-lysine…

A: The transimination, just like transamination, is a biochemical reaction in which an imino group is…

Q: When 3-bromopyridine is used in this reaction, stronger reaction conditions arerequired and a…

Q: What is/are the major product(s) obtained from the bromination of dimethylaniline? NME2 FeBr3, Br2…

A: N,N-Dimethylamine group is an ortho/para directing group

Q: At what pH should imine formation be carried out if the amine’s protonated form has a pKa value of…

A: For imine formation trace amount of acid is must that is the pH of the solution should neither be…

Q: OCH3 N N(CH3)2 N. SO3H

Q: Expain by calculating formal chages why the following acd-base complexes have the charges indicated…

A: Formal charge is calculated as – F.C = number of valence electrons - number of non bonded electrons…

Q: HCl can be standardized against: I. Na2CO3 II. KHC8H4O4…

Q: CI H;CO- -N=N- F

A: Given,

Q: Estimate the pKa values of the following compounds: a. CH3CH2CH2NH2 b. CH3CH2CH2OH c. CH3CH2COOH d.…

A: pKa is defined as -log10 Ka where Ka = [H+][A-] / [HA] It tells us that when the pH = pKa then log…

Q: H S. NH2 H S- H3CO2C H3CO2C Nafcillin IZ

A: There are many mechanisms in organic chemistry such as nucleophilic substitution, nucleophilic…

Q: (enamine form) (imine form) Porphobilinogen Draw curved arrows to illustrate the movement of…

A: Topic-- Arrow pushing mechanism of the given reaction.

Q: the

A: 1- primary amine : aromatic or non-aromatic compound having two Hydrogens on nitrogen atom called…

Q: Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia.…

A: Aliphatic amines are more basic than ammonia, whereas aromatic amines are less basic than ammonia is…

Q: Pyridoxal phosphate facilitates the stabilization of a carbanion by charge shielding via its…

A: The answer is as follows:

Q: General Structure-Function Association for Different Benzodiazepine Modifications. e.g. CH, Methyl…

A: Due to technical error ,unable to provide you the solution. Please resubmit the question once again

Q: Write a structural formula for the imine formed in each reaction

Q: Ме MegPl.Rh-PMe3+ CO2 A Insertion MegP PMe3

A: Mechanism of CO2 insertion: Rh(PMe3)4(Me) + CO2 -------- Rh(OCOMe)(PMe3)4

Q: Write the chemical equations involved in the following reactions:(i) Hoffmann-bromamide degradation…

A: Chemical equations are the representation of chemical reactions. In a chemical equation, both the…

Q: b. Propose an electron pushing mechanism for the cyclization of the amide intermediate to…

A: The solution is given below -

Q: HO3S NH₂ NH₂ НО OCH3

A: Here we have to write the structure of azo dye formed by the coupling of the above given two…

Q: Enantiomers of amines can not be separated by umbrella effect. Justify it.

A: Nitrogen in the amines has three bond pairs and one lone pair of electrons. Geometry of amine is…

Q: How many degrees of unsaturation (or DBE) are present in…

A: Degree of unsaturation represents the number of multiple bond(double or triple bond) or number of…

Question

Verify that the imine represented below can exist in two diastereoisomeric forms and then attribute to each
of the diastereoisomers its melting point: 156 °C or 95 °C.
OH NCH3

Expert Solution

This question has been solved!

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

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Step 3

VIEW

Step by step

Solved in 3 steps with 2 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

When the (R,R) isomer of the amine shown is treated with an excess of methyl iodide, then silver oxide, then heated, the majorproduct is the Hofmann product.) Some Zaitsev product is also formed. It has the (E) configuration. When the same amine is treated with mCPBA and heated, theZaitsev product has the (Z) configuration. Use stereochemical drawings of the transition states to explain these observations
At what pH should imine formation be carried out if the amine’s protonated form has a pKa value of 9.0?
Which of the amines listed next is resolved into enantiomers? In each case, explain whyinterconversion of the enantiomers does or does not take place.N-methylaziridine
Which of the following substituent is an ortho/para-directing deactivator? a amino group b halogen group c phenyl group d carboxyl group
Most imine formation reactions are performed in the presence of molecular sieves ormagnesium sulfate. What is the purpose of these added reagents?
Write the mechanism of imine formation through aminoalcohol reacting butanone with aniline (C6H5NH2) at pH=4-6
A student was trying to determine the identity of an unknown compound. The melting point of the compound was 117-118oC. The student narrowed the possible compound down to the following: Compound Melting Point Range acetanilide 113-115oC fluorene 114-116oC mandelic acid 120-122oC Explain in detail how the student can experimentally determine and confirm the identity of their unknown.
Thalidomide is a chiral molecule and it was identified that the R-isomerproduced the sedative properties whereas the S-isomer produced the teratogenic effects.Identify the chiral centre in the thalidomide molecule and, using your knowledge of enolisation, illustrate mechanistically, and explain, why there would be no benefit to a patient taking the chirally pure R-isomer of the drug to avoid the sideeffects of the other enantiomer.
Which of the amines listed next is resolved into enantiomers? In each case, explain whyinterconversion of the enantiomers does or does not take place.(a) cis-2-methylcyclohexanamine
The stability of our genetic code depends on the stability of DNA. We are fortunate that the aminoacetal linkages ofDNA are not easily cleaved. Show why your mechanism for part (a) does not work so well with deoxycytidine anddeoxyadenosine.
Which of the following substituent is a meta-directing deactivator? a amino group b halogenation group c phenyl group d carboxyl group
(a) Give a plausible explanation for each one of the following :(i) There are two – NH2 groups in semicarbazide. However, only one such group is involved in the formation of semicarbazones.(ii) Cyclohexanone forms cyanohydrin in good yield but 2, 4, 6-trimethylcyclohexanone does not.(b) An organic compound with molecular formula C9H10O forms 2, 4, – DNP derivative, reduces Tollens’ reagent and undergoes Cannizzaro’s reaction. On vigorous oxidation it gives 1, 2-benzene-di- carboxylic acid. Identify the compound.