Draw the structure of compound B . -Acetylenic fatty acids are found in many tro

Question

Draw the structure of compound B.

-Acetylenic fatty acids are found in many tropical plants. Compound J, C18H26O2, is one such compound; it absorbs 5 equivalents of H2 when treated with H2 over a Pd/C catalyst. Ozonolysis of compound J produces the following products:
6-oxohexanoic acid (HOOC(CH2)4CHO)
oxalic acid (HOOCCOOH)
formaldehyde (HCHO)
nonanedioic acid (HOOC(CH2)7COOH)
Draw the structure of compound J.

Reagents Available a. H20, H2SO4, HgSO4 f. H2, Lindlar catalyst b. BH3 then H202 c. NaNH2 d. CH3CH2Br e. HCI, ether g. Li, NH3 (ia) h. CH2l2, Zn(Cu) i. H2, Pd/OC j Br2, CH2C2 Select reagents from the above table to carry out each of the following reactions If only a single step is required, select (none) from the drop down list.

Explanation / Answer

Multiple questions. Please add the rest of them as separate questions.

Reaction 1 :

Step 1 : e

Step 2 : e

Reason : The reaction requires 2 equivalents of HCl since addition of 2 cholrine atoms is needed. Hence both the steps will be identical in nature. HCl will add twice leading to the desired product.

Reaction 2 :

Step 1 : f

Step 2 : None

Lindlars catalyst is used because it is a mild reagent and stops after reduction to alkene whereas other reagents lead to formation of alkane directly. Moreover it leads to the formation of a sys isomer.

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