Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150–2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.

Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150–2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.26P: Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily...

See similar textbooks

Related questions

Q: 5. Give the structures of the compounds A through H in the following series of reactions. HNO3 A B…

A: Reaction 1 : Fridel craft acylation. ( A). Reaction 2 : Nitration of A results B. Reaction 3 :…

Q: Compound A has the formula C10H16. On catalytic hydrogenation over palladium, it reacts with only…

A: Compound A consists of two rings and one double bond which up on Ozonolysis gives two cyclopentanone…

Q: 3. Give the appropriate absorption following isomers to distinguish the compounds. (5 marks) 0…

Q: (@) (€) Complete the following synthesis road map by (i) providing the structures of the major…

A: Here we have to write the reagent required and products formed in the sequence of reactions.

Q: The functional group will have a sharp, dagger-like absorbance at 2220-2250 cm1 on its IR spectrum…

A: An odd-numbered mass (M+) suggests presence of odd number of nitrogen in the molecule

Q: CH3 Buli Br Compound C C13H160 St CH3 Propose a structure for compound C and the product C13H160.

A: organic sulfur in presence of strong base forms a sufur ylide which on treatment with the carbonyl…

Q: Compound X, C7H14 undergo hydration to form Y which is optically active. X reacts with cold alkane…

Q: V. Give the structures of the products expected from the reaction of 3-methyl-1-pentyne with each of…

Q: A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide forms toluene…

A: Given that, A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide…

Q: Birch reduction of 2-methoxynaphthalene gave a mixture of two isomeric compounds, each having the…

A: The structures of the two isomeric compounds obtained by birch reduction of 2-methoxynaphthalene has…

Q: Question attached

A: It is given that a compound C has a molecular formula C7H12 which on hydrogenation, gives a molecule…

Q: The lone pair of electrons on the indicated N atom in the following structure occupies a_orbital.…

Q: 7. The following SN2 reaction yields a product with the given empirical formula. Suggest a structure…

Q: оо || || HÖCH,CH2CH2C-CH2CH2CH2ÖČH

A: A structure for hydrocarbon C10H14 has to be proposed.

Q: Starting with benzene, toluene, or phenol as the only sources of aromatic rings, show how to…

Q: Treating cyclohexene with 1,1-diiodoethane and a zinc-copper couple leads to tw- someric products.…

A: The reaction between cyclohexene with diiodoethane in zinc -copper couple forms two different…

Q: Bromination of 1,5-cyclooctadiene with N-bromosuccinimide (NBS) gives a mixture of two…

A: The reagent NBS (N-bromosuccinimide) is used for the allylic bromination. Here, the allylic…

Q: The spicy flavor of cayenne pepper is due mainly to a substance called capsaicin. See if you can…

A: The capsaicin is the main substance which is responsible for the spicy flavor of cayenne pepper. The…

Q: Acid-catalyzed dehydration of neopentyl alcohol, (CH3);CCH;OH, yields 2-methyl-2-butene as major…

Q: Give the major organic product(s) of the reactions of 1-methyl-2-deuteriocyclohexene (D = 'H) with…

A: (a) The Anti-Markovnikov synthesis addition of H2 at C=C occurs.

Q: The UV spectrum of this compound shows no maximum above 250 nm. In the mass spectrum, notice that…

A: Mass spectrum: at M+ 214 the structure is 1,4 dibromobutane. at 55 M-2Br-H having 2 cation at 1,4…

Q: An unknown hydrocarbon decolorizes bromine in CCL4, and it undergoes catalytic reduction to give…

A: Applying concept of organic synthesis.

Q: 2H2 CH,CH,CH,C=CCH3 Lindlar Pd Give the structure of the ommited in the reaction|

Q: 12. Based on the reaction scheme below, deduce and name structures A, B and C. H,, Pd A KMNO, В…

A: Ans

Q: 1. The sex attractant for the common housefly is a hydrocarbon with the molecular formula C23H46. On…

A: The molecular formula of the sex attractant for the common housefly is C23H46. First we have to…

Q: Q5.) Two isomeric aromatic compounds X and Y have the following percentage composition by mass: C =…

A: Molecular formula from percentage composition Convert mass of each atom into moles Find the…

Q: Heating the oxetane below to 560°C gives two products A and B (Scheme 2) A + CI Oxetane Scheme 2 The…

Q: Compounds Y and Z are isomers with the molecular formula C10H12O. The IR spectrum of each compound…

Q: Propose a structure for the compound that fits the following description. C10H14 7.18 δ, (4H,…

A: The study of an interaction between the electromagnetic radiation and matter is known as…

Q: what is the bond line formula of C6H12O2 with respect to given IR spectra and NMR

A: Hexanoic acid is a C6, straight-chain saturated fatty acid. It has a role as a human metabolite and…

Q: A certain hydrocarbon, C5H6, yields the two products shown below upon ozonolysis with 1. O3/CH2Cl2…

A: The molecular formula of the given compound is C5H6. The two products obtained upon ozonolysis are:…

Q: When anthracene is added to the reaction of chlorobenzene with concentrated NaOH at 350 °C, an…

A: SOLUTION: Step 1: The reaction of chlorobenzene with concentrated NaOH forms a benzyne molecule.…

Q: Compound A has the formula C9H19Cl. B is a C9H19Br compound.A and B undergo base-promoted E2…

A: According to the question, A and B are haloalkanes that on reaction with a base form an alkene C as…

Q: alkylation of benzene with 1-chlorobutane in the presence of AlCl3 gives both butylbenzene and…

A: In the given reaction an alkyl group is attached to the benzene ring. The reaction cannot proceed by…

Q: As we will learn in Chapter 17, reaction of (CH3)2CO with LIC≡CH followed by H2O affords compound D,…

A: In this reaction, Acetone reacts with lithium acetylide and tetrahedral lithium anion is formed,…

Q: Chemistry Treatment of this keto-aldehyde with KOH gives a compound C7H100 with the spectroscopic…

Q: 2. Propose mechanisms for the following reactions: Cl- substitution in [(n²-C2H4)PtCl3]* by Br in…

A: Explained as follows

Q: Compound A (C 7H 11Br) is treated with magnesium in ether to give B (C 7H 11MgBr), which reacts…

A: Organic reactions:

Q: Hydrocarbon A, C10H14, has a UV absorption maximum at 236 nm and gives hydrocarbon B, C10H1S, on…

A: The degree of unsaturation (DU) for the hydrocarbon A, C10H14 is DU = C - H/2 + 1 where, C = number…

Q: . The preparation of the sex pheromone of the boll worm moth, (E)-9,11-dodecadien-1-yl acetate from…

A: Organic compound synthesis:

Q: Treating 1-methylcyclohexene with H30* would yield primarily which of these? HO II II но, IV a " b…

A: We have to predict the primary product of given reaction.

Q: A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide forms toluene…

A: Given that, A dibromide loses only one bromine when it reacts with sodium hydroxide. The dibromide…

Q: What are the names of the compound A, B, C, D, E, F, G & H. Hence suggest structures for compound C…

Q: The IR spectrum of the product of the following reaction is shown below. Propose a structure for…

A: IR spectroscopy which is known as infrared spectroscopy helps to determine functional group and…

Q: write out all the isomers of the compound with molecular formula C4H10O.

A: We'll answer the first question since exact one isn't specified. Please submit a new question…

Q: Nitriles, R-CN, undergo a hydrolysis reaction when heated with aqueous acid. What is the structure…

A: Hydration reaction is the reaction in which unsaturation is removed by the addition of a water…

Q: Heating the following molecule in ethanol gave a major product with molecular formula C;H12 , which…

A: This is an Elimination reaction based on E1 and E2 mechanism. See the complete detailed solution…

Q: (b) The reaction (R)-2-chloro-3-methylbutane with KOH shown below, resulted in a mixture of three…

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

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

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

A solution of acetone [(CH3)2C=O] in ethanol (CH3CH2OH) in the presence of a trace of acid was allowed to stand for several days, and a new compound of molecular formula C7H16O2 was formed. The IR spectrum showed only one major peak in the functional group region around 3000 cm−1, and the 1H NMR spectrum is given here. What is the structure of the product?
C9H10O2: IR absorption at 1718 cm–1. Propose a structure with data given.
Following are IR and 1H-NMR spectra of compound D. The mass spectrum of compound D shows a molecular ion peak at m/z 136, a base peak at m/z 107, and other prominent peaks at m/z 118 and 59. Q.) Propose structural formulas for ions in the mass spectrum at m/z 118, 107, and 59.
Reaction of 2-methylpropanoic acid [(CH3)2CHCO2H] with SOCl2 followed by 2-methylpropan-1-ol forms X. X has a molecular ion at 144 and IR absorptions at 2965, 2940, and 1739 cm-1. Propose a structure for X.
Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable fragments in the mass spectrum. The following compounds give similar butdistinctive mass spectra.O Obutyl propyl ether butyl isopropyl etherBoth compounds give prominent peaks at m>z 116, 73, 57, and 43. But one compoundgives a distinctive strong peak at 87, and the other compound gives a strong peak at 101.Determine which compound gives the peak at 87 and which one gives the peak at 101.Propose fragmentations to account for the ions at m>z 116, 101, 87, and 73.
Addition of m-xylene to the strongly acidic solvent HF/SbF5 at 45C gives a new species, which shows 1H-NMR resonances at 2.88 (3H), 3.00 (3H), 4.67 (2H), 7.93 (1H), 7.83 (1H), and 8.68 (1H). Assign a structure to the species giving this spectrum.
Compound I (C11H14O2) is insoluble in water, aqueous acid, and aqueous NaHCO3, but dissolves readily in 10% Na2CO3 and 10% NaOH. When these alkaline solutions are acidified with 10% HCl, compound I is recovered unchanged. Given this information and its 1H-NMR spectrum, deduce the structure of compound I.
3-Chlorocyclopropene, on treatment with AgBF4, gives a precipitate of AgCl and a stable solution of a product that shows a single 1H NMR absorption at 11.04 Î´. What is a likely structure for the products, and what is its relation to HĂ¼ckelâ€™s rule?
Compounds B and C are isomers with molecular formula C5H9BrO2. The 1H NMR spectrum of compounds B and C are shown below. The IR spectrum corresponding to compound B showed strong absorption bands at 1739, 1225, and 1158 cm-1, while the spectrum corresponding to compound C have strong bands at 1735, 1237, and 1182 cm-1. 1.Based on the information provided, determine the structure of compounds B and C. 2.Assign all peaks in 1H NMR spectrum of compounds B and C.
The treatment of (CH3)2C=CHCH2Br with H2O forms B (molecular formulaC5H10O) as one of the products. Determine the structure of B from its 1H NMR and IR spectra.
Reaction of pentanoyl chloride (CH3CH2CH2CH2COCl) with lithium dimethyl cuprate [LiCu(CH3)2] forms a compound J that has a molecular ion in its mass spectrum at 100, as well as fragments at m/z = 85, 57, and 43 (base). The IR spectrum of J has strong peaks at 2962 and 1718 cm-1. Propose a structure for J.
compound with the molecular formula C7H9N exhibits IR bands at 3450 cm-1 (medium, doublet), and 855 cm-1 (strong) and shows the following major mass spectral signals (m/z): 106 (base); 107 (M+, about 70% of base), 91 (40% of base), and 77 (about 20% of base). Deduce a reasonable structure from this data.