What is the expected product of the given monobromination EAS reaction? (See p 316-317 if you haven't studied aromatic chemistry yet in CHEM 241B.) This aromatic ring is considered to be "activated" for electrophilic aromatic substitution. Draw resonance structures of acetanilide to determine if the NH- C(O)CH3 group is electron-donating or electron-withdrawing.
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- Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affordsBHT, a preservative with molecular formula C15H24O. BHT gives thefollowing 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0(singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT?Draw a stepwise mechanism illustrating how it is formed.Complete the following answer using the data provided here: • Molecular formula: C5H10O2 • Important IR data (cm-1): 3150-3010 (many); 1740; 1248; 1050 • All 'H NMR data (ppm, splitting, integration): 3.66 ppm (s), 3; 2.20 ppm (t), 2; 1.80 ppm (m), 2; 0.98 ppm (t), 3 Which of the following best fit this spectroscopic data? OH H. A C D EJut L Br HNO3/H₂SO4 NaOEt M N K (i) Give the structure of M and a mechanism for its formation. L and of bromoquinoline Explain the reactivity regioselectivity of the reaction. (ii) Give the structure of N and a mechanism for its formation. and bromoquinoline L Explain the reactivity of regioselectivity of the reaction.
- 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) ppmUnder basic conditions, the following substrates can undergo a [4+2] cycloaddition with regio- and diastereo- control. Rationalize mechanistically how the reaction occurs as well as the regio- and stereochemical outcome with each base. CHO Na-co- >> 20:1 dr 20:1 m CO₂Et OF CHO 0: nao > 20:1 dr >> 20:1 13500 DBU is an amine-like base; please abbreviate NR-a) M₂C. Step 4: c) 1H-NMR analysis of product A C D The hydrolysis of an emide involves the cleavage of the amide bond, which is a carbonyl group (C=0) bonded to a nitrogen atom. This reaction is typically catalyzed by an acid or a base. E Step 3: b)IR analysis of product A: The broad peaks in the range of 3500 cm³ to 2500cm* indicate O-H stretching frequency of COOH functional group... The strong, narrow peak around 1720 cm* indicates C=0 stretching frequency of COOH. The medium, sharp peak around 1600cm* indicates C-C stretching frequency of benzene ring Proton A: The small, broad peak around 12 ppm indicates O-H of COOH. Proton B and proton C: The doublets at 8.1ppm, 7.1ppm indicate di-substituted benzene. Proton D: The quartet at 2.4 ppm indicate CH₂ unit with adjacent CH₂ unit. Proton E: Triplet et 1.1 ppm indicate CH₂ unit with adjacent CH₂ unit. Proton label relative integration A 1 B 1 1 2 3 Solution HH₂O Heat H₂G. 1600 cm Product A chemical shift 12ppm 8.1ppm 7.1ppm 24ppm…
- Q1/ Do as required: 1- The role of HSO, in Preparation of Nitrobenzene. Explain 2- The using of NaOH with 2-naphthol in preparation of azo dye? 3- Preparation of Nitrobenzene in cool phase. 4- Adding HCI in the preparation of aniline from nitrobenzene. 5- When acetanilide reacts with bromine (x), acetanilide gives p-bromo acetanilide only, why? 6- In an experiment Hydrolysis of Acetanilide What color does the litmus nanerAs reaction of (CH3)2CO with LIC≡CH followed by H2O affords compound D, which has a molecular ion in its mass spectrum at 84 and prominent absorptions in its IR spectrum at 3600−3200, 3303, 2938, and 2120 cm−1. D shows the following 1H NMR spectral data: 1.53 (singlet, 6 H), 2.37 (singlet, 1 H), and 2.43 (singlet, 1 H) ppm. What is the structure of D?As we will learn in Chapter 20, reaction of (CH3)2CO with LiC ≡ CH followed by H2O affords compound D, which has a molecular ion in its mass spectrum at 84 and prominent absorptions in its IR spectrum at 3600–3200, 3303, 2938, and 2120 cm. D shows the following 1H NMR spectral data: 1.53 (singlet, 6 H), 2.37 (singlet, 1 H), and 2.43 (singlet, 1 H) ppm. What is the structure of D?
- : Treatment of (CHa)CHCH(OH)CH,CH3 with TSOH affords two products (M and N) with molecular formula CgH12. The 'H NMR spectra of M and N are given below. Propose structures for M and N and draw a mechanism to explain their formation. 1H NMR of M 3H 1H NMR of N 3H 3H 3 H 1H 3 H 2 H 2H 2H 8 7 6 4 1 0 9 8. 2 1 ppm ppm 4.i) 1-methyl-1- cyclohexene + Hg(OAC); NaBH₁/H₂O ii) 4-nitrobenzyllithium + Vinyl chloride iii) 4-methyl-2-hexene magnesium bromide + copper chloride iv) 2-methyl cyclo pantanone + LDA v) Lithium acetylide + borane THF/-78Cº H₂O₂/NaOHIn an aqueous solution containing sodium bicarbonate, aniline reacts quickly with bromine to give 2,4,6-tribromoaniline. Nitration of aniline requires very strong conditions, however, and the yields (mostly m-nitroaniline) are poor.Explain why nitration of aniline is so sluggish and why it gives mostly metasubstitution.