Give the products (if any) expected from the treatment of each of the following compounds with ozone followed by dimethyl suifide." + (CH,),sO a) 3-methyl-2-pentene CH2 b) + CH, SO
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- Following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards β – elimination reactionGive the products for the following reactions; propose a mechanism to explain the formation of each. In d, f and h an alkyne is used as the dienophile. Can you elucidate those products based on your knowledge? 20 (a) (1) ن (0) OMe OMe (b) ۲۰- 203 (e) .203.201... (h) + گا COOH + - 201 COOH (c) OH (f) + imam NC-=-CN كما(b) The activating and deactivating groups could affect the position(s) of the next incoming group(s) to the benzene ring. Based on the structure below, analyze and explain the group(s) on the benzene ring is activating or deactivating group. Then, identify the product(s) formed from the following reactions. NH, CC, CH;CH,COCI AICI, (i) NH, HNO, H,SO, (ii) H Br AICI, (iii) Page 3 of 4
- Synthesize the following compound from benzonitrile (C6H5CN): Please don't provide hand written solution...Write the structure of the major organic product formed in the reaction of 1-pentene with each of the following: (a) Hydrogen chloride (b) Dilute sulfuric acid (c) Diborane in diglyme, followed by basic hydrogen peroxide (d) Bromine in carbon tetrachloride (e) Bromine in water (f) Peroxyacetic acid (g) Ozone (h) Product of part (g) treated with zinc and water (i) Product of part (g) treated with dimethyl sulfide (CH3)2SThe following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards P-elimination reaction.
- Illustrate the resonance effect of the methoxy group -OCH3, on the structure of the benzene ring. Draw all the oissuvke resonance forms of methoxybenzene, including the hybrid Based on the structures, explain how the presence of the -OCH3 group affects: (i) the reactivity of the benzene ring towards electrophilic attack (ii) the orientation or point of attack of an incoming electrophilic reagent on the benzene ring.d) For each of the following pairs of structures, circle the stronger Brønsted acid. „H `OCH3 `NH2 `OCH3 CH;OH2 CH;NH3 H HạC-CEN-H H3C `OCH3 `OCH3 e) 1,3,5-heptatriene (1) reacts with HBr at very low temperature to give a cation intermediate, which leads to one major product. This product is obtained under both kinetic and thermodynamic conditions. Give the structure of the product, and draw the three most important resonance contributors to the structure of the cation intermediate. HBr C,H1,Br Cation Intermediate Oz-IBenzil reacts with 1,2-diaminobenzene to give a compound with molecular formua C20H14N2. Suggest a structure for this compound and write a reaction mechanism to show how it is formed. Do not give handwriting solution.
- (a) When (Z)-3-methylhex-3-ene undergoes hydroboration–oxidation, two isomericproducts are formed. Give their structures, and label each asymmetric carbon atomas (R) or (S). What is the relationship between these isomers?(b) Repeat part (a) for (E)-3-methylhex-3-ene. What is the relationship between the productsformed from (Z)-3-methylhex-3-ene and those formed from (E)-3-methylhex-3-ene?Like other hydroborations, the reaction of alkynes with catecholborane is a syn addition and its regioselectivity is opposite to Markovnikov’s rule.Use this fact to outline a synthesis of the compound shown from 1-hexyne and (Z)-C6H5CH=CHBr.Which alkyl halide in each of the following pairs will react faster in an SN2 reaction with OH? Explain your answer briefly. (a) Bromobenzene or benzyl bromide, C6H5CH2B. (b) CH3C1 or (CH3)3CCI (c) CH3CH=CHBr or H2C=CHCH2BR