Question 1: Show the major products, with stereochemistry where applicable, for the reactions of 1-pentyne with each of the following: (i) H₂/Lindlar Pd (ii) excess H2 Pd (iii) Na / NH3 (iv) 1 equiv. HCI (v) Br2 (vi) H2SO4, HgSO4
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- Question 4: Show the major products, with stereochemistry where applicable, for the reactions of 2-pentyne with each of the following: (i) H₂/Lindlar Pd (ii) excess H2 Pd (iii) Na / NH3 (iv) 1 equiv. HCI (v) excess HCI (vi) H2SO4, HgSO4divls depends oin the moisture content of the reaction mixture. Propose a detailed mechanism for ench of the following steps to account for the observed The outeome of oxidation of alkenes with 1odine and silver acetate to afford stereochemistry of the product HO () 2, 2 RCO2Ag (i1) NaOH (aq) HO HO () 2, RCO2Ag, H20 (11) NaOH (aq) HOIdentify the reagent used in the following transformation: OH P Q HO OH HO (A) P = LIAIH, Q = KMNO4 Q = MnO, / CH,Cl, Q= Ag,CO, on celite, PhH %3D (В) P= NABH, /MeOH %3D (C) P=CeCl,.7H,O (D) P= NABH, /CeCl,.7H,0 , / CeCl,.7H,O Q = MnO, / CH,Cl,
- 3. Alkene Reactions - Give the structure of the major organic product formed in the reaction of 3,3-dimethyl-1-butene with each of the following: (a) hydrogen chloride (b) hydrogen bromide duct for the (c) dilute acid (H3O+) (d) BH3 in THF, followed by H2O2, OH- (e) Hg(OAc)2 in H2O, followed by NaBH4 (f) Br2 in CH2Cl2 (g) Br2 in H2O (h) mCPBA followed by H3O+ (i) O3, followed by Zn, H₂O5) The following question concerns redox methodology: Present answers in the form of structures, mechanisms, reagents or explanations for the arrows associated with the following reductions: give a structure Ph. a) i) LIAIH, / ether /-10°C C3H100 CO,Me ii) H20 A Present a mechanism give reagents Lindlar Comment on the chemo- and b) stereoselectivity. give reagents and conditions CO,Me CO,Me Birch Present a mechanism and hence c) explain the regioselectivity 100% 0%Predict the organic products of the following reaction. Show stereochemistry clearly. The (R) or (S) designation for each stereocenter carbon atom is specified adjacent to the answer box, please draw the products accordingly. X H KMnO4 (aq) KOH, cold (3R, 4S) (3S, 4R)
- (b). Identify the products D, E and F from the reactions (i) - (iii) below, considering the su stereochemistry of the products where relevant (curved arrow mechanisms are not required). denato Mesopot odosla s Na, NH3 (1), -78 °C (i) tBuOH Pemen (ii) MeO on the anoisibuoo bris 2 (iii) NC. bald of thegion etengo que Me nama O luofle Me Ste sit to zigno Catalyst 8 (1 mol %) BH3, THF 152001912 BO D S260204071 (0) engno sdt malaze OMO E bis 29521 8 Ph O N-B 30 12 Met grindle D stalno obuloni Na, NH3 (1), -78 °C then work-up N. Me 576 8 T ben llat ng A cirlo vinat: Carosiq or O primyeth C-C, sishqonge sbuloni ozla obrode woY (quong and souborto Ph Me gg79 (d) (beripar en el 500 madi vivo ♬ jud qoz ross 10) in(b) Reactivity with the S1 by the treatment with NaOH Br Br I t 2 (c) Solubility in hexane: Br H3C-Br(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.
- (b) Describe the hazards of (i) trioxygen: (ii) hydroxide ion; (ii) hydrogen sulfide. (c) Explain why an aqueous solution of sodium sulfide has an odor of hydrogen sulfide. (d) (11) Reduction of H,CCHCHO with NABH4 gives a product different from that of catalytic hydrogenation (H2 /Ni). What are the products?Question: Which of the following is the major product from bromination of meta-nitrobenzenesulfonic acid? * Br Br2 , FeBra heat NO2 or or or NO2 NO2 NO2 NO2 B. D. (A) (B) Question: C6H5OCH2CH2Br is heated with Mg in ether and then quenched in cold H2O. What organic product will be obtained ? * C6H50CH2CH3 C6H50CH2CH2OH C6H50H C6H6Select the method that would be successful in producing the given product in good yield starting from benzene. Assume ortho and para isomers can be separated when applicable. (Note: The steps in a method are written in the order carried out) COOH ---- multisteps SO3H O (a)Br2/FeBr3,(b)CN, (c)H3O+/heat, (d)SO3/H2SO4 (a)Br2/FeBr3, (b)CN, (c)SO3/H2SO4, (d)H3O+/heat. (a)CH3Br/FeBr3, (b)KMnO4/H+.(c)SO3/H2SO4 O (a)SO3/H2SO4(b)CH3Br/FeBr3, (c)KMnO4/H+. (a)CH3Br/FeBr3, (b)SO3/H2SO4, (c) KMnO4/H+.