Answered: 8. (a) Benzene derivatives exhibit…

8. (a) Benzene derivatives exhibit medium to strong absorption in UV-region. Explain why aniline and phenoxide ion have strong UV-absorptions.

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter32: Multistep Reaction Sequences: The Conversion Of Benzaldehyde To Benzilic Acid

Section: Chapter Questions

Problem 3Q

See similar textbooks

Related questions

Q: Explain the salt-like behavior of compound A in under thirty words.

A: About tropylium bromide :

Q: (b) The IR spectrum of, methyl salicylate shows peaks at 3310 cm-, 1700 cm-1, 3050 čm-, 1540 cm- and…

A: IR (Infrared spectroscopy) spectrum provides information about the structure of a compound.

Q: Wolff-Kishner reduction of compound W gave compound A. Treatment of A with m-chloroperbenzoic acid…

A: Given is, Wolff-Kishner reduction of compound W gave compound A. Treatment of A with…

Q: Would you expect the substituent N+(CH3)3 to more closely resemble N..(CH3)2 or-NO2 in its…

A: The resemblance of N(CH3)2 or-NO2 with N+(CH3)3 based to the rate effect and regioselectivity in the…

Q: Give reasons: (a) n-Butyl bromide has higher boiling point than f-butyl bromide. (b) Racemic mixture…

A: (a) The molecules which has straight chain occupies larger surface area and has higher…

Q: Consider the following alkyl halide compounds. CH;CH2CH(CI)CH2CH3 CH;C(CH3)(CI)CH2CH3 CH,CH2CI…

A: a) Reactivity order for compound A, B and C towards E2 reaction. Compound C give slow E2 reaction…

Q: 4. Provide the major organic product of the following Diels-Alder Reaction.

A: The reaction of conjugated dienes with alkenes or alkynes to form a six membered cyclic adduct is…

Q: Aniline reacts with bromine in the absence of a Lewis acid to give monosubstitution products. Draw a…

A: Electrophilic aromatic substitution reactions are those reactions in which replacement of positively…

Q: Compound A (C,H12) absorbed 3 equivalents of H2 on catalytic reduction over a palladium catalyst to…

Q: Sketch and explain the IR, UV, mass, and NMR (1H and 13C) spectroscopy data of Benzonitrile

A: There are different types of spectroscopic techniques for the identification and characterisation of…

Q: While dehydrating 2-Methlycyclohexanol to 1-Methlycyclohexanol, and 3-Methlycyclohexanol 1)what is…

A: Note : Dehydration of 2-methylcyclohexanol gives 1-methylcyclohexene and 3-methylcyxlohexene.…

Q: With reference to the indicated C–H bonds in the following compound:a.) Rank the C–H bonds in order…

A: (a) The energy required to break the 1° C - 11 bond is more than the energy required to break the 2°…

Q: Explain the Summary of Alkyl Halides and SN1, SN2, E1, and E2 Mechanisms ?

A: Alkyl halides are the organic compound in which carbon is attached with halides, F, Cl, Br, I.

Q: Why is enol formation in dimedone more favorable than in cyclohexanone?

A: The enol formation in dimedone more favourable than in cyclohexanone because of the active methylene…

Q: Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.…

A: The reaction is given below.

Q: Explain why the ratio of reactants of Nitration of Bromobenzene and reactants of friedel-crafts…

A: Nitration is the reaction of introducing a nitro group into the ring. This is an example of…

Q: Benzene derivatives exhibit medium to strong absorption in UV-region but aniline and phenoxide ion…

Q: [a] Provide a rationale for the fact that 3-bromobut-1-ene is the kinetically controlled product the…

Q: 2-methoxypyrrole is brominated exhaustively by treatment with Br2, while 2- methoxypyridine is…

A: Bromination reaction is the electrophilic substitution reaction here, Br+ from Br2 substituted H…

Q: Both OH groups of the B,B-diol react with excess ethyl chloroformate, but only one OH group of the…

A: In 5α-cholestane-3β,7β-diol, ethyl chloroformate reacts with both hydroxyl groups because both…

Q: a) If 2-Chloro-5-fluoro-3-heptanone was reduced, what type of compound would be produced (be…

Q: There is an overall 29-fold difference in reactivity of 1-chlorohexane, 2-chlorohexane, and…

Q: 2. Provide the structure of the hydrocarbon that absorbs four molar equivalents of molecular…

A: Hydrocarbons are chemical compounds that consist of only carbon and hydrogen as their key elements.…

Q: Perhaps it is unsurprising that cyclohexane and ethanol are reasonable UV solvents, whereas toluene…

A: Here we will discuss about the UV spectroscopy and the solvents used in it.

Q: The following is a proposed synthetic strategy that uses one starting alcohol in two separate…

Q: (a) What would be the frequencies of the two absorption bands expected to be most prominent in the…

A: IR spectra is the spectra that uses the IR radiation to excite the molecule where the IR spectrum is…

Q: Bromocyclopentane is more reactive than bromocyclohexane when heated with sodium iodide in acetone.…

A: Given: Bromocyclopentane is more reactive than bromocyclohexane when heated with sodium iodide in…

Q: we know that ethers, such as diethyl ether and tetrahydrofuran, are quite resistant to the action of…

A: Main difference in chemical reactivity toward dilute aqueous acid between ethers and acetals:

Q: Electrophilic bromination of an equimolar mixture of methylbenzene (toluene) and…

A: Methyl group is Ortho para director due it's inductive and hyperconjugation effects.

Q: The following compound, 2-hydroxycycloheptatrienone, does not give all the usual carbonyl group…

A: The solution of the question is given below:

Q: What structural and reactivity factors are necessary for an E2 reaction to occur?

A: The concept behind this question is how a elemination reaction proceed and all the factors that…

Q: With diagrams and detailed explanations, comment on the electrophilic aromatic substitution…

A: Quinoline and isoquinoline are the hetrobicyclic compounds. Both quinoline and isoquinoline undergo…

Q: Elucidate the structure, hybridization, stability order and factors affecting the stability of an…

A: Free radical is also known as radical. Which contain only one unpaired electron.

Q: Arrange the following in decreasing reactivity to NaI in acetone 1-bromopentane 2-bromopentane…

Q: 9a. Which of the following compounds are aromatic (A)? A B C D E F b. For each compound which is NOT…

A: “Since you have asked multiple question, we will solve the first question for you. If you want any…

Q: a-Farnesene is a dodecatetraene found in the waxy coating of apple skins. What is its systematic…

A: In the given compound, there are 12 carbons in the parent chain and there are four double bonds…

Q: 6. Outline the synthesis route for the product. Any appropriate reagents such as carboxylic acid or…

A: Note : The groups on benzene ring direct the electrophile to ortho, para or meta position. Step 1:…

Q: The hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction

A: Fluorene is a non aromatic compound, which easily remove a proton in form of H+ to form fluorenide…

Q: 3. Outline a synthesis for m-dichlorobenzene from benzene using diazonium salts as intermediates.

A: We have to synthesise m- dichlorobenzene from benzene

Q: Furan, pyrrole and thiophene are sald to be aromatic. How are they different from corresponding…

A: In this question, we have to find out the correct answer of given problem by the help of the…

Q: Compound B c) Identify and indicate the major and minor product(s) formed if compound B undergo…

A: Chlorination of alkanes follows free radical substitution mechanism.

Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

8. (a) Benzene derivatives exhibit medium to
strong absorption in UV-region. Explain
why aniline and phenoxide ion have
strong UV-absorptions.

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 1 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

Compound P has molecular formula C5H9ClO2. Deduce the structure of Pfrom its 1H and 13C NMR spectra.
Draw the structure of a compound, C4H8O3 that exhibits IR absorptions at 1710 and 2500-3000 cm-1 and thefollowing 1H NMR signals: 11.1 (1H, singlet), 4.14 (2H, singlet), 3.63 (2H, quartet), 1.26 (3H, triplet) ppm.
How is phenol and aniline distinguished using UV-Vis spectroscopy?
Reaction of C6H5CH2CH2OH with CH3COCl affords compound W, whichhas molecular formula C10H12O2. W shows prominent IR absorptions at3088–2897, 1740, and 1606 cm−1. W exhibits the following signals in its1H NMR spectrum: 2.02 (singlet), 2.91 (triplet), 4.25 (triplet), and 7.20–7.35(multiplet) ppm. What is the structure of W?
When the 1î-NMR spectrum of acetone, CH3COCH3, is recorded on an instrument operating at 200 MHz, a single sharp resonance at 2.1î is seen. (a) How many hertz downfield from TMS does the acetone resonance correspond to? (b) If the 1î-NMR spectrum of acetone were recorded at 500 MHz, what would the position of the absorption be in î units? (c) How many hertz downfield from TMS does this 500 MHz resonance correspond to?
How could 1H NMR spectroscopy be used to distinguish among isomersA, B, and C?
Although benzene itself absorbs at 128 ppm in its 13C NMR spectrum, the carbons of substituted benzenes absorb either upeld or downeld from this value depending on the substituent. Explain the observed values for the carbon ortho to the given substituent in the monosubstituted benzene derivatives X and Y.
Treatment of alcohol A (molecular formula C5H12O) with CrO3, H2SO4, and H2O affords B with molecular formula C5H10O, which gives an IR absorption at 1718 cm−1. The 1H NMR spectrum of B contains the following signals: 1.10 (doublet, 6 H), 2.14 (singlet, 3 H), and 2.58 (septet, 1 H) ppm. What are the structures of A and B?
Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm−1 and has the 1H NMR spectrum given below. What is the structure of G? We will learn about the details of this reaction in Chapter 22.
Reaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm−1 and has the 1H NMR spectrum given below. What is the structure of G?
Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning.
Propose a structure consistent with each set of data.a. Compound A:Molecular formula: C8H10OIR absorption at 3150–2850 cm–11H NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3 (multiplet, 5 H) ppm b. Compound B:Molecular formula: C9H10O2IR absorption at 1669 cm–11H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.9 (doublet, 2 H) ppm