Question

101 3. Provide the products for the following reactions below. 54K 01 OP 1) NaNH2 2) CH3BT 38 HBr (1 equiv.) ( H2. Lindlar catalyst 1) BH3. THE 2) H2O2, OH H2O, H2SO4, HgSO4 Excess Hz, Pd/C 1809 4. An unknown hydrocarbon has the molecular formula CxHjo. Upon catalytic hydrogenation over Lindlar catalyst, 1 equivalent of H2 is absorbed. On hydrogenation over a palladium catalyst, 3 equivalents of H2 are absorbed. a) How many degrees of unsaturation are present in the unknown compound? b) How many triple bonds are present? c) How many double bonds are present? d) How many rings are present? e) Draw a structure that fits the data.

Answer 1

Each reaction from question 3 is discussed below-

Gue.3 Lindlor catalyst is used for the hydrogenation of alkynes Lindlor cotalyst is chemoselective in nature i.e. if a compound Contains a double bond as well as a triple bond, it will reduce only triple bond. Lindley hydragenation is stereospecific Csgn addlition] H He Lindlar Catalyst 1-Heptyne 1-Heptene Terminal aikynes [like 1-heptyne depntonatedd by using base like NaNH2. The formed conjugate base is a 3reat nucleophile.This nucleophile react with and results in chain elongation. elatively acidic thus easily are halide -CECCHA, NANH2 -CEC Na -NH3 2-octyne 1-нереуре Nucleophite Hydohalogenation of aJynes follous the Markovnikov Tule. HBT -H CH3 (CH)CH2 C1 equi) 2-Bromo-1-heptene 1-heptyne 4 Hydroboradion of terminal alkyne followcd by H202/ treatment a product. Like hydrohologenation produces aldehyde as hydroboraton of alkynes also follous the markovnikoy yue 1) внз, ТHF CH2-C-H CH-CC)CH Heptanal 1- heptyne

Cataytic dvgenaion of alkne in excess Ha produces comesponding alkane Excess H2. Heptane 1-heptyne G 1t is an example of omeruurahion-demeruuration reaction. Suring this reaction, water molecule get added acoss triple bond fa alyne to produce enol which tautomerise to the keto form H20, Has04 C-CH3 H2SO4 2-heptanone