Reaction of 2,5-hexanedione with ammonia produces a compound whose 'H NMR spectrum is shown below. Its 13C NMR spectrum exhibits three signals. Draw the complete, detailed mechanism leading to the formation of that product. NH3 ? 5.8 5.7 2.2 7 6 Chemical shift (ppm) 10 9. 8 4 3 2 1

Reaction of 2,5-hexanedione with ammonia produces a compound whose 'H NMR spectrum is shown below. Its 13C NMR spectrum exhibits three signals. Draw the complete, detailed mechanism leading to the formation of that product. NH3 ? 5.8 5.7 2.2 7 6 Chemical shift (ppm) 10 9. 8 4 3 2 1

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: Using proton NMR spectra, how could a chemist distinguish between the following two compounds? H. H.…

Q: ¹H NMR spectroscopic data for propofol is as follows: 6 1.14 ppm (12H, doublet); 3.05 ppm (2H,…

A: To match the given NMR data with the respective protons in the provided structure of an organic…

Q: Draw a major resonance contributor of this enolate anion. Include all lone pairs in your structure.…

A: As the negative charge of carbon moves to the next center, the formation of a double bond takes…

Q: Draw the structure of the compound whose data is shown below C9H9NO3 There are 7 C-NMR signals. The…

A: First of all we calculate double bond equivalent :- DBE = (C+1)- H/2 +N/2

Q: Draw the product of the following reaction. How many signals in the 13C and 1H NMR would you expect?

A: 2-bromo-2-methyl butane on treatment with magnesium metal in the presence of dry ether forms…

Q: Devise reasonable synthesis of the target molecules shown below. H Br steps steps но sx

A: Protection of aldehyde with ethylene glycol gives cyclic acetal. Bromo aryl is then converted to…

Q: Predict the appearance of the 'H NMR spectrum of compound C shown below. Br- C NO₂

A: NMR spectroscopy is a very important tool for the determination of the structure of the organic…

Q: please solve in detail explanation

A: The answer of the question is given below:

Q: 16.88 An alcohol was treated with HBr, yielding a mixture of 1-bromopent-2-ene and…

Q: The compound that exhibits the following spectral data is IR: 1740 cm. 1H NMR: 6 0.9(t, 3H),…

Q: please help with finding compund 1 and reactent 2 ALSO REACTENT 2 HAS TWO RESONANCE STRUCTURES…

A: 1. Reaction of Gilman reagent to acyl chloride2. Wittig reaction

Q: What compound exhibits only two signals in its ¹H NMR spectrum, a triplet and a quintet (splitting…

A: Number of signals: Tell us about how many sets of protons with different electronic environment…

Q: A compound, CH₂N, exhibits the following 13C NMR shifts and substitution, determined by DEPT. Draw…

A: The objective of this question is to use the provided data and information to deduce the structure…

Q: Describe how 'H NMR can be used to differentiate compounds A and B. A Compound A will have a quartet…

A: The proton NMR helps us to find out the different types of hydrogens present in a compound.

Q: How many 1H NMR signals does attached natural product exhibit?

Q: How many ¹H NMR signals are present in the product of the reaction shown below? O 9 07 J 8 00 a 1)…

A: NMR Spectroscopy is abbreviated as Nuclear Magnetic Resonance spectroscopy. Nuclear magnetic…

Q: An alkyl halide reacts with an alkoxide ion to form a compound whose 1H NMR spectrum is shown here.…

A: The reaction of an alkyl halide with alkoxide ion is given as,

Q: How many 1H NMR signals does each alkene exhibit?

A: NMR spectroscopy is used to determine the structure of compound. In proton NMR spectra for every…

Q: 1. If I took an NMR of tetracyclone, in what region(s) of the spectrum (ppm range) would I see…

A: The 1H NMR of an organic compound indicates the peaks that correspond to the different proton…

Q: When compound Y undergoes ozonolysis, a single product, Z, is produced. Which of the following is…

A: After analysis of all options, D option is incorrect beacuse no acid is present.

Q: 5. A compound having molecular formula CSHẠOS reacts with hydrazine hydrate forming a product C with…

Q: Which structure is consistent with this 'H NMR? 10 PPM (A) (В) CH, -CH CH3 H,C (C) H,C- (D) H,C-

A: 1H NMR spectra shows triplet that integrates to 3 or 6 protons at 1.1 ppm which indicates the…

Q: Reaction of unknown A with HCl forms chlorohydrin B as the major product. A shows no absorptions in…

A: a). Structure of A: The lack of IR absorption suggests the absence of CO bond and NH bond or OH…

Q: When a compound with molecular formula C11H14O2 undergoes acid-catalyzed hydrolysis, one of the…

Q: Select the compound(s) that would only have a singlet in its 1H NMR spectrum. CH3-CH3 A B Br C D

A: we have to select the compounds that will produce a singlet only in 1H NMR spectra

Q: a. Assign a structure based on the following formula and H NMR. C4H100 6H 2H 1H 1H PPM

Q: What is a major product of the reaction shown in the box? 8 ¹H NMR of the major product: H…

A: This is an example of Aldol condensation

Q: 1. A student exposed R-1-bromo-2-propanol to sodium hydroxide, isolated the optically active product…

A: This is an example of intramolecular SN2 reaction in which sodium hydroxide abstracts proton from OH…

Q: Provide the complete mechanism using curved arrow formalism for the reaction of cyclohexanone…

Q: O 1) NaOEt 2) Q CH₂CH3 3) H3O+

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

Q: O,N. HO. Compound B Predict the number of signals in the 13C NMR spectrum. Provide a rough sketch of…

A: The number of signals in the 13C NMR spectrum depends on the nature of the carbon atom. This states…

Q: What carbonyl compounds are required to prepare a compound with molecular formula C10H10O whose 1H…

A: Calculation of double bond equivalent for the given compound: DBE=C+1-H2-X2+N2=10+1-102=6 Since…

Q: spectral features allow you to differentiate the product from the starting material

A: Spectroscopy is a tool in which any compound interacts with electromagnetic radiations at different…

Q: The following ¹H NMR spectrum is shown in two questions. "nmrsim presentation 1 1…

A: Every nuclei will have spin and if an external magnetic field is applied, there will be an energy…

Q: i A. 1H NMR data: 8 5.8 ppm (1H, pentet) 8 5.0 ppm (1H, triplet) 8 4.9 ppm (1H, triplet) 8 3.6 ppm…

A: Number of signals: number of sets of protons in different electronic environment Chemical shift:…

Q: 13.18 Briefly explain how you could use ¹H NMR to distinguish between the following compounds. and

A: 1H nmr is very much useful here. Here the main fact is in first compound, there are three signals…

Q: Consider the compound shown below. How many unique resonances will this compound exhibit in the 'H…

Q: 4. How many absorptions will the following compound have in its 1H-NMR spectrum?

Q: When heated with chromic acid, compound A forms benzoic acid. Identify compound A from its 1H NMR…

A: Benzoic acid is formed when compound A is heated with chromic acid.

Q: Hello can I get help please? I am confused. Thank you!!

A: Step 1: 1H NMR1H NMR (proton nuclear magnetic resonance spectroscopy) is a powerful analytical…

Q: How many signals would you expect each of the following molecules to have ifl ▪ectrum? Label the…

Q: 2. Which of the following structures is in agreement with the 'H NMR spectrum shown below? 3H 3H 2H…

Q: For each compound below, identify which position(s) is/are most likely to undergo an electrophilic…

A: In the given molecule two substituents are present out of that the methyl is electron donating or…

Q: Draw a mechanism of a reversible reaction of acetophenone and strong acid (H-A) to form a protonated…

A: The structure of acetophenone is given by The protonation of acetophenone in the presence of a…

Q: %3D IV

Question

Reaction of 2,5-hexanedione with ammonia produces a compound whose 'H NMR spectrum is shown below. Its
13C NMR spectrum exhibits three signals. Draw the complete, detailed mechanism leading to the formation of that
product.
NH3
?
5.8
5.7
2.2
7 6
Chemical shift (ppm)
10
9.
8
4
3
2
1

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

Step 2

Step 3

Step 4

Trending now

This is a popular solution!

Step by step

Solved in 4 steps with 4 images

SEE SOLUTION Check out a sample Q&A here

Similar questions

May you please help me with this ochem question?
Do you think 'H NMR or 1°C NMR spectroscopy would be more suitable for distinguishing among compounds A, B, and C? Explain. A
Please answer both questions
2. The compound with the closed formula C4H9Br gives the following 1H NMR data. Write the clear formula of the compound with reasons. 1.0 ppm (triplet, 3 H); 1.7 ppm (dublet, 3H); 1.8 ppm (multiplet, 2H); 4.2 ppm (multiplet, 1H)
Benzene underwent a Friedel–Crafts acylation followed by a Wolff–Kishner reduction. The product gave the following 1H NMR spectrum. What acyl chloride was used in the Friedel–Crafts acylation?
What carbonyl compounds are required to prepare a compound with molecular formula C10H10O whose 1H NMR spectrum is shown below?
Payalben
Match each of the following 1H NMR spectra with one of the following compounds
looking at this reaction (first image), The second image shows the 13C NMR spectrum of the 2-acetnaphthone which is the starting material and an 13C NMR spectrum obtained for the reaction product: Based a comparison of the two 13C NMR spectra, is product A or product B the major product of the reaction? - Explain your reasoning.
What main signals would you expect in the IR spectrum and in the NMR spectrum for 3- (4- (dimethylamino) phenyl) -3-hydroxy-1- (p-tolyl) propan-1-one?
Will the number of H-NMR signals, decrease, increase, stay the same, or could not be determined if Cyclohex-2-enone was hydrogenated before undergoing H-NMR
Your organic chemistry study partner attempts the following reaction between a Grignard reagent and benzaldehyde. Unfortunately, your study partner does not form the desired product. Instead, a different product forms with the following 13C NMR signals: 73, 35, 23. Draw the desired product your study partner was trying to form.