Please draw out the structures of compound A, B, C, D and E. The formula of Compound A is C5H6. Compound A react with 2 equivalent of Br2 to produce product B; Compound A was oxidized with KMN04 to give two carboxylic acids C and D. Compound A can undergo Diels-Alder reaction with maleic anhydride to produce compound E.
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- Compound A whose molecular formula is C9H11ClO, is found to be aromatic, and on vigorous oxidation with hot, concentrated, basic potassium permanganate followed by acidification, a new aromatic, compound B with the molecular formula of C7H5ClO2 is formed. On treatment with bromine and a ferric bromide catalyst, compound B produces ONLY 2 monobrominated derivatives, compounds C and D, each having the molecular formula C7H4BrClO2. On treatment with sodium metal, compound A produces bubbles of hydrogen gas. Controlled oxidation of compound A with PCC first gives compound E, with formula C9H9ClO. Compound E produces a silver mirror with Tollen’s reagent. Mild oxidation of compound E by chromic acid produces compound F, with the molecular formula C9H9ClO2 which turns blue litmus red. When compound A is heated with concentrated sulfuric acid, a single compound G, whose molecular formula is C9H9Cl, is produced. On ozonolysis followed by reaction with dimethyl sulfide, compound G gives…Compounds A, B, and C have the same molecular formula C4H8. They all react wotu H2/PtO2 to give the same compound. The reaction of A or B with H2O/H2SO4 or with BH3-THF, followed by treatment with a basic solution of hydrogen peroxide, gives the same compound, namely D. The reaction of C with H2O/H2SO4 also gives D. However, the reaction of C with BH3-THF, followed by HO-, H2O2 gives a new compound, E. Provide the identity of A, B, C, D, and E along with explanations of reactivity.The treatment of (CH3)2C=CHCH2Br with H2O forms B (molecular formula C5H10O) as one of the products. Determine the structure of B from its 1H NMR and IR spectra.
- What is the major monosubstitution product from the Friedel—Crafts reaction of benzene with 1 -chloro-2-methylpropane in the presence of AlCl3?A, a compound with molecular formula C6H10, contains three methylene units. A reacts with one equivalent of H2 over Pd/C to yield B. A reacts with aqueous acid to form a single product, C, and undergoes hydroboration/oxidation to form a pair of enantiomers, D and E. Ozonolysis of A followed by reaction with dimethyl sulfide forms F with molecular formula C6H10O2. Provide structures for A–F.Compound A has the formula C₂H₁9Cl. B is a C₂H19Br compound. A and B undergo base-promoted E2 elimination to give the same alkene C as the major product as well as different minor products. C reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2,6-dimethylheptane. Addition of HCI to C yields A as the major product. Propose structures for A and B. • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. ● ▾ *%-85 ChemDoodle Qt Jn [F 116
- 4. The following Diels-Alder reaction product is an intermediate in the synthesis of estrone. Provide the structure of the product. H3CO + ACompound A, C₂H16 reacts with 1 molar equivalent(s) of hydrogen on catalytic hydrogenation. A undergoes reaction with ozone, followed by Zn treatment, to give: O CH3 O || CH3CCH₂CCH₂CCH3 CH3 Compound A Propose a structure for A. • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.f) Alkene X can be decomposed with hydrogen peroxide catalyzed by sodium tungstate to substance Q. This can be further degraded by iodoform reaction to substance R. Give the structures of substances Q and R. Xx S Na₂WO4 H₂O2 Q (C9H1603) 1: NaOH, 1₂ 2: H+ P₂O5 teplo - CHI3 R (C8H1404) P₂O5 teplo T g) The preparation of substance Q from substance X using hydrogen peroxide is a redox reaction. Identify the reductant and oxidant in this reaction, write the formal oxidation number to the atoms where it changes during the reaction and calculate the reaction. h) Substances Q and R undergo a reaction with phosphorous oxide under heating to form various products T and S. Determine the structure of substances T and S if you know their H NMR : 1H NMR (S): 2.2 (t, 2H); 1.8 (t, 2H); 1.3 (s, 6H). 1H NMR (T): 4.6 (d, 1H); 4.3 (d, 1H); 2.2 (t, 2H); 1.5 (t, 2H); 1.3 (s, 6H).
- 1. The sex attractant for the common housefly is a hydrocarbon with the molecular formula C23H46. On treatment with KMNO4, two products are formed: CH3(CH2)2CH(CH(CH3)2)- (CH2)6CO2H and (CH3)3C-(CH2)4-CO2H. Propose TWO structures for this sex attractant.Compound J, C16H16Br2, is optically active. On treatment with strong base, compounds K and L (each C16H14) are formed; K and L each absorb only 2 equivalents of hydrogen when reduced over a Pd/C catalyst. Compound K reacts with ozone to give phenylacetic acid (C6H5CH2COOH), while similar treatment of L gives 2 products. One product, M, is an aldehyde with formula C7H6O; the other product is glyoxal (CHO)2. Draw the structure of compound L.Given that five isomeric compounds (A, B, C, D, E) with the molecular formula C5H10O were subjected to chemical tests after undergoing Clemmensen reduction compounds A,B, and C all yielded n-pentane, the results of these tests are provided in the table below. Can you draw the structures of compounds A to E based on the outcomes of the chemical tests?