IIT JEE , AIEEE Forum - Chemistry , Organic Chemistry

icy_2291

An unsaturated and unbranched compound A(C5H4O , containing only double bonds) doesnot exhibit any stereoisomerism. 1 mole of A on ozonolysis givesa gas B, 2 carboxylic acids C & D. All 3 products B, C & D are converted to a poisonous oxide of carbon through a series of Reactions. This oxide is estimated by I2O5 wherein the liberated iodine is found to require 16/5 moles of hypo. Identify the structure of A.

Please answer with explanation.

arun-rashi

according to the information the structure is CHO-CH=C=C=C=CH2(C5H4O),when this undergo ozonolysis oxidative it forms COOH-COOH,HCOOH and CO2 gas by different reaction it converted into CO which is estimated by I2O5.for example oxallic acid reacts with concentrated H2SO4 to form poisoneous CO gas,if formation of CO2 takes place it is reduce by carbon to form CO gas.we can say that poisonous gas is carbon mono oxide.other acid is HCOOH AT right terminal which when reacts with con.H2SO4 to form H2O and CO gas.

icy_2291

Thank you sir, it was very helpful.

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