2. Treatment of the ketone shown below with ZnBH4 in diethyl ether provides a 94:6 mixture of B and C respectively, where as treatment with LiBH(sec-Bu); provides a 1:99 mixture of B and C. Provide the structures of B and C and explain these observations using TS models (Hint: Zn makes chelates). metal hydride B + C Ph SMe solvent ZnBH₁/ether 94 6 LiBH(sec-Bu)3/THF 1 99
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- Compound 48 is a low-melting solid (melting point 55-57 °C), that is soluble in dilute aqueous base, but precipitates on acidification. The Mass, IR, and 'H NMR spectra, along with 13C NMR data, are given below. Elemental Analysis: C, 67.73; H, 6.5o; O, 25.78.(a) Compound D undergoes a reaction with hydrogen bromide, HBr to produce 2-bromobutane. D exists as cis-trans isomers and decolourises bromine solution in methylene chloride, CH2CI2. Sebatian D mengalami tindak balas dengan hidrogen bromida, HBr untuk menghasilkan 2-bromobutana. D wujud sebagai isomer cis-trans dan memudarkan larutan bromin dalam metilena klorida, CH2CI2. (i) Draw and name the structure of compound D. Lukis dan namakan struktur sebatian D. (ii) Draw two (2) constitutional isomers of compound D. Lukis dua (2) isomer berjuzuk bagi sebatian D.Further substitution of the acetylferrocene ortho to the acetyl group (X), with group Y produces (n'-CsHs)Fe(n°-CsH3XY) derivatives; what is unusual about this system?
- (b) acid, HNO3 to produce compound L. The reaction of compound L with bromine, Br2 in the presence of iron tribromide, FeBr3 produced compound M. Benzene also undergoes Fridel-crafts alkylation reaction with chloroethane, CH;CH2CI using catalyst N to produce compound P. Benzene, CeHe undergoes substitution reaction with concentrated nitric Benzena, CsHe menjalani tindak balas penukargantian dengan asid nitrik, HNO, pekat untuk menghasilkan sebatian L. Tindak balas sebatian L dengan bromin, Brz dengan kehadiran ferum tribromida, FeBrs menghasilkan sebatian M. Benzena juga menjalani tindak balas alkilasi Fridel-crafts dengan kloroetana, CH3CH2CI dengan menggunakan pemangkin N untuk menghasilkan sebatian P. (i) Draw the structural formula of L, M and P. Lukiskan formula struktur bagi sebatian L, M dan P. (ii) State catalyst N. Nyatakan pemangkin N. (iii) Show the formation of electrophile that will be reacted with benzene for the formation of compound P.An Organic Compound (A) on treatment with CHCI3/NAOH gives two products (B) and (C). On Zn- distillation, both (B) and (C) give the same product (D). (B) and (C) on oxidation give (E) and (F) which are isomeric having molecular formula C7H603. On heating with soda lime, (E) and (F) give back (A). Also, Zn- distillation of (A) gives an aromatic hydrocarbon (G). Identify (A) to (G) and explain the reactions involved.The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. What is the general name given to the reaction between phenylamine and sodium nitrite and explain why it's necessary to carry out the reaction at low temperatures? Write the equation for the reaction between compound A and phenol Write the equation for the reaction between phenylamine and sodium nitrite.
- The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. 1g of phenylamine yielded 1.2g of compound A. Calculate the percentage yield of the reaction.The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Write the equation for the reaction between compound A and phenol Give the name and suggest the colour of the precipitate B. Why is it necessary to recrystallize B several times?The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. (a) What is the general name given to the reaction between phenylamine and sodium nitrite and explain why it's necessary to carry out the reaction at low temperatures. (b) Write the equation for the reaction between compound A and phenol
- The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Give the structure of the product formed when an acidified solution of compound A is reacted with (i)Naphthalen-2-ol (2-naphthol) (ii) Sodium cyanideThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Question: Answer both (i) and (ii) below (i) Give the structure of the product formed when an acidified solution of compound A is reacted with Naphthalen-2-ol (2-naphthol) and Sodium cyanide separately (ii) 1g of phenylamine yielded 1.2g of compound A. Calculate the percentage yield of the reaction.The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Why was it necessary to obtain a constant melting point for B?