Interpretation:
The reaction sequences involved in the conversion of the given reactant to products is to be sketched.
Concept introduction:
The grignard reagent or RMgX is a reagent that can be prepared from an
The organic reaction in which the conversion of an alkyl halide (primary or secondary) and a ketone or an aldehyde into an
Ethylene glycol protects carbonyl compounds by forming cyclic acetals.
Dienes react with dienophiles in high-temperature conditions to form cyclic products and the reaction is known as Diels Alder reaction.
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Chapter 16 Solutions
Organic Chemistry
- Provide concise syntheses for each of the following compounds starting from but-1 - ene. The source of all the carbon atoms in these molecules must be either but-1 - ene or any one carbon nucleophile/electrophile. (If you must use a reagent that has more than one carbon atoms you must show the preparation of that reagent from but-1 - ene.) (a) Methyl propanoate (b) 3, 5- Dimethylheptan-4-one (c) 5-ethyl-7-methylnon-4-enearrow_forward(a) Compound A is an optically active alcohol. Treatment with chromic acid converts A into a ketone, B. In a separate reaction, A is treated with PBR3, converting A into compound C. Compound C is purified, and then it is allowed to react with magnesium in ether to give a Grignard reagent, D. Compound B is added to the resulting solution of the Grignard reagent. After hydrolysis of the initial product (E), this solution is found to contain 3,4-dimethylhexan-3-ol. Propose structures for compounds A, B, C, D, and E.arrow_forwardPlease help with (a) and (b)arrow_forward
- Propose suitable reagents to accomplish the following transformations.arrow_forward(a) (b) (c) Suggest a synthesis of the following alkene (A) using a Wittig reaction strategy. Draw the starting material(s), key reagent and a full reaction mechanism including an explanation of the observed geometry. Which of the following (B) and (C) will favour the enol form? Briefly explain your reasoning. Predict the product(s) and provide a mechanism for each of the following transformations: (i) (ii) OMe OMe Base OEt NaOEtarrow_forwardPredict the major product or the necessary reagent or reactant to complete each of the following reactions. In the box before each reaction, indicate the mechanism followed by the reaction. (Free radical (FR), SN2, SN1). (b) (a) Cl₂ CH₂CH₂OH (a) 1 hv 2 (b) H Br H₂O Na+ SCH3 (c) (d) CI "CH3arrow_forward
- please answer only A and Carrow_forwardShow reagents to bring about each conversion. (c) Br (d) (b) (а) (e) (f) H.arrow_forwardStarting exactly with any acid chloride with exactly with 5 carbon atoms, and using appropriate reagents outline the synthesis of the following molecules: (a) 2,6-dimethyl-4-heptanone (b) 4-propyl-4-octanolarrow_forward
- Which of the following is the major product of the reaction below? (1) LDA/ether (2) (3) ethanol, A (A) (B) (C) (D) OCompound A Compound D Compound B Compound Carrow_forwardWhich compounds must be reacted to generate the indicated products?arrow_forwardPropose a reasonable synthesis for each of the following compounds from the indicated starting materials and any other reagents.arrow_forward
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