In first reaction first step is metal insertion reaction and metal get inserted and there is formation of the carbanion takes place which attacks epoxide and then acidic treatment gives alcohol which on mild oxidation with PCC gives aldehdye.
In second reaction first step is reduction using metal of aldehyde to alcohol and the NaH so hydride attacks H of OH to form Na alkoxide and that react with benzyl chloride to form benzyl phenyl ether.
All the reactions are shown as below;
draw the product 1. HSCH CH2SH 2. Raney Ni, H2 ?? 1. NaH 2. Br
о, DMS RCO H Он но н'но) Он SOCI РСС ОН н'-но) SH Raney Ni HS н'*но) н' Но CH, Oн NH2 1) LAH ОН 2) H,O Shem 415 Question 1 (6 points). Provide IUPAC names for the following structures. Question 2 (14 points), Convert the following IUPAC names into structures. 2,4-dimethylcyclopent-2-enone 5-hydroxy-2-phenyl-3-hexanone (S)-2-bromo-2-methylcyclobutanone 3-methyl-5-(4-chlorophenyl) hexanal 3-isobutylbenzoic acid Acetic butanoic anhydride N-phenyl-N-propyl-2,3-dimethylbutanamide Page 2 o
IA] 1)-LAHTHE 2)-Hjo. IBI 1Bl Raney Ni /H Solvent) ICl NaBH, 0 Ethanol Solvent) 2-H0 NPh ?N
predict the major products a. РСС HO b. 1. LIAIH4 2. HзО* ОН С. OsO4, (CH3)3COOH (СH3)3СОН, НО- d. NABH4, EtOH e. 16 1.Et2O 2. H30* + CH3CH2MgBr f. H2SO4 OH 2 heat h. ОН HIO4 -OH i. OTs KSH
н'-н,о) HS Raney Ni HS H'-но) + Н Но CH2OH NH2 CI 1) LAH ОН 2) H,О ZI Question 1 (6 points). Provide IUPAC names for the following structures. Question 2 (14 points). Convert the following IUPAC names into structures. 2,4-dimethylcyclopent-2-enone 5-hydroxy-2-phenyl-3-hexanone (S)-2-bromo-2-methylcyclobutanone 3-methyl-5-(4-chlorophenyl) hexanal 3-isobutylbenzoic acid Acetic butanoic anhydride N-phenyl-N-propyl-2,3-dimethylbutanamide Page 2 o
Ochem 2 ch 22 Chemistry 2320 Ch 22 Amines (100 pts) h) HN CH2CI2 i) 1) KOH/DMF H2NNH2 N-H E1OH 2) CI NaN3 LAH THF k) NaCN LAH THF DMSO I) HONO2 H2/Ni CH3OH H2SO m) 1) SOCI2 /pyr LAH THF NH2 2) n) H2/ Ni NH2 CHO+ CH-он o) H* (cat) NABH3CN NH2 -H2O CHОH Page 6 of 8
Predict the products of the following. Thank you!!! NaBH H,so, e) CH OH Raney Ni PBr3 о- Li 0: HCI g) 2. H30* 1. Give the products of the following reactions by first, writing the products without stereochemistry and labeling the stereocenters. Then write out all stereoisomers. Hint: the correct number of isomers is given in ). Label the relationships between the products CO2CH3 2) CO2CHs heat
draw the major product 11. Ç(CH3) 30 1) CH3CCI, AICI 2) (CH3)2NH H2, Raney-Ni, heat 12. ÇO Me 1) PhMgBr (2 equiv.) 2) H20, H,00 13. CNH2 1) Brz, NaOH, H20 O 11 2) CH3CCI, pyridine
Draw the structure Ç(CH3)3 0 1) PhČCI, AICI: 2) Et2NH, H2, Raney-Ni, heat CO2Me 1) EtMgBr (2 equiv.) 2) H20, H30+
O Ç(CH3)3 1) CH3CCI, AICI: 2) (CH3)2NH H2, Raney-Ni, heat CO Me 1) PhMgBr (2 equiv.) 2) H2O, H30+