Interpretation:
The structure of the product for the given reaction is to be drawn.
Concept introduction:
The compounds that contain two ketone groups are commonly known as
The Organolithium cuprates
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Loose Leaf for Organic Chemistry
- Compound A has the molecular formula C14H25Br and was obtained by reaction of sodium acetylide (HC≡CNa) )with 1,12-dibromododecane. On treatment of compound A with sodium amide, it was converted to compound B (C14H24). Ozonolysis of compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation of compound B over Lindlar palladium gave compound C (C14H26), while hydrogenation over platinum gave compound D (C14H28). Sodium-ammonia reduction of compound B gave compound E (C14H26). Both C and E yielded O═CH(CH2)12CH═O on ozonolysis. Assign structures to compound A through E so as to be consistent with the observed transformations.arrow_forwardGive the reagents and conditions necessary for the following conversion. A to B, B to D, B to C, B to E, E to F, E to G, G to H, H to I. Hence deduce the name and structural formula of the compounds C and I. Compare the procedure for converting F and E to G.arrow_forwardCompound A was oxidized with periodic acid to give B, which after acid hydrolysis gave C. Bromine oxidation of C gave D. Suggest structural formulas, including stereochemistry, for compounds B, C, and D.arrow_forward
- Give the structure of compound 1 and compound 2arrow_forwardCompound A is a branched-chain alcohol that undergoes oxidation to produce compound B. Compound B is a ketone that gives positive triiodomethane reaction. Compound B is then reacted with phenyl magnesium bromide, C6H5MgBr in the presence of aqueous acid to form compound C. Compound C has the molecular formula of C11H16O (i) Deduce the structure for compound A, B and C. (ii) State the observation when compound C is added with acidified potassium dichromate(VI).arrow_forwardStarting with acid chloride with exactly 5 carbon atoms, and using appropriate reagents outline the synthesis of the following molecules:arrow_forward
- (a) Write the structures of main products when benzene diazonium chloride reacts with the following reagents :(i) H3PO2 + H2O (ii) CuCN/KCN (iii) H2O(b) Arrange the following in the increasing order of their basic character in an aqueous solution :C2H5NH2, (C2H5)2NH, (C3H5)3N(c) Give a simple chemical test to distinguish between the following pair of compounds :C6H5—NH2 and C6H5—NH—CH3arrow_forwardCompound A is first treated with ylide Y and then reacted with Rh and hydrogen gas. Using the spectroscopic data provided, what is the structure of Compound A?arrow_forwardCompound A produce compound D while undergo Friedel Crafts Alkylation. Compound D is then oxidized and produce compound E (C11H12O3) as a major product.What are the possible structural formula of compound D and E?arrow_forward
- If you were ask to prepare ethylamine, suggest two ways which you would give that would give you exclusively the desired product. Explain what is happening in each reaction steps.arrow_forwardDeduce the structure of compound C.arrow_forwardThe sex attractant of the housefly has the formula C23H46. When treated with warm potassium permanganate, this pheromone gives two products: CH3(CH2)12COOH and CH3(CH2)7COOH. Suggest a structure for this sex attractant. Explainwhich part of the structure is uncertainarrow_forward
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