Concept explainers
(a)
Interpretation:
The structural formula for 1-Bromo-2-chloro-4-ethylbenzene has to be drawn.
(b)
Interpretation:
The structural formula for m-Nitrocumene has to be drawn.
(c)
Interpretation:
The structural formula for 4-Chloro-1,2-dimethyl benzene has to be drawn.
(d)
Interpretation:
The structural formula for 3,5-Dinitrotoluene has to be drawn.
(e)
Interpretation:
The structural formula for 2,4,6-Trinitrotoluene has to be drawn.
(f)
Interpretation:
The structural formula for (2S,4R)-4-Phenyl-2-pentanol has to be drawn.
(g)
Interpretation:
The structural formula for p-Cresol has to be drawn.
(h)
Interpretation:
The structural formula for pentachlorophenol has to be drawn.
(i)
Interpretation:
The structural formula for 1-Phenylcyclopropanol has to be drawn.
(j)
Interpretation:
The structural formula for Triphenylmethane has to be drawn.
(k)
Interpretation:
The structural formula for Phenylethylene (styrene) has to be drawn.
(l)
Interpretation:
The structural formula for benzyl bromide has to be drawn.
Concept Introduction:
Structural formula gives information about how the atoms are arranged in a molecule.
(m)
Interpretation:
The structural formula for 1-Phenyl-1-butyne has to be drawn.
(n)
Interpretation:
The structural formula for (E)-3-Phenyl-2-propen-1-ol has to be drawn.
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Chapter 21 Solutions
Organic Chemistry
- 4. Compound A has the formula C 8H 8. It reacts rapidly with KMnO 4 to give CO 2 and a carboxylic acid, B (C 7H 6O 2), but reacts with only 1 molar equivalent of H 2 on catalytic hydrogenation over a palladium catalyst. On hydrogenation under conditions that reduce aromatic rings, 4, equivalents of H 2 are taken up and hydrocarbon C (C 8H 16) is produced. What are the structures of A, B, and C.arrow_forwardPropose the structure of the following: a. An alkane, C6H14 b. A crylic saturated hydrocarbon, C6H12 c. A diene (dialkene), C5H8 d. A keto alkene, C5H8Oarrow_forwardCompound A (C6H12O2) reacts with water, acid, and heatto yield compound B (C5H10O2) and compound C (CH4O).Compound B is acidic. Deduce possible structures of compounds A, B, and Carrow_forward
- Compound AA has a molecular formula of C3H6O and gives a positiveresult using Tollen’s reagent. The reaction of compound AA with hotacidified potassium permanganate, KMnO4 gives compound BB. Thecatalytic hydrogenation of compound AA with nickel, Ni producedcompound CC. The reaction of compound BB with ethanamine,CH3CH2NH2 produces compound DD I) Draw the structural formula of compounds AA, BB, CC and DD. 2)Name the type of chemical reaction for the formation of compound CC.arrow_forwardThree constitutional isomers of molecular formula C 5H 8O can be converted to 1-pentanol (CH 3CH 2CH 2CH 2CH 2OH) on treatment with two equivalents of H 2 in the presence of a Pd catalyst. Draw the structures of the three possible compounds, all of which contain a carbonyl grouparrow_forwardα-Terpinene, C10H16, is a pleasant-smelling hydrocarbon that has been isolated from oil of marjoram. On hydrogenation over a palladium catalyst, α-terpinene reacts with 2 molar equivalents of H2 to yield a hydrocarbon, C10H20. On ozonolysis, followed by reduction with zinc and acetic acid, α-terpinene yields two products, glyoxal and 6-methyl-2,5- heptanedione. (a) How many degrees of unsaturation does a-terpinene have? (b) How many double bonds and how many rings does it have? (c) Propose a structure for a-terpinene.arrow_forward
- Compound A, C9H16 reacts with 1 molar equivalent(s) of hydrogen on catalytic hydrogenation. A undergoes reaction with ozone, followed by Zn treatment. What is the structure for A?arrow_forwardAn unknown hydrocarbon A with the formula C6H12 reacts with 1 molar equivalent of H2 over a palladium catalyst. Hydrocarbon A also reacts with OsO4 to give diol B. When oxidized with KMnO4 in acidic solution, A gives two fragments. One fragment is propanoic acid, CH3CH2CO2H, and the other fragment is ketone C. What are the structures of A, B, and C? Write all reactions, and show your reasoning.arrow_forwardCompound A(C7H15Br) is not a primary alkyl bromide. It yields a single alkene(compound B) on being heated with sodium ethoxide in ethanol. Hydrogenation of compound B yields 2,4-dimethylpentane. Identify compounds A and B.arrow_forward
- Chemical compound A is an alkene that when treated with ozone followed by treatment of Zn in HOAc produces only (CH3CH2CH2) 2C = O. What is the structure of A? If A is reacted with peroxyacetic acid, what product would be obtained? Write the corresponding structure. Is this substance optically active? Please include a detailed explanation.arrow_forwardCompound A, C5H11Br, on treatment with alcoholic KOH, gives two isomeric compoundsarrow_forwardThis triene reacts with excess maleic anhydride to produce a compound with molecular formula C14,H12,O6. Draw the structure of the product.arrow_forward