0.037 g of an alcohol, ROH was added to `CH_3MgI` and the gas evolved measured `11.2 cm^3` at S.T.P. What is the molecular weight of ROH? On dehydration, ROH gives an alkene which on ozonolysis gives acetone as one of the products. ROH on oxidation easily gives an acid containing the same number of carbon atoms. Give structures of ROH and the acid with proper reasoning.

0.037g of an alcohol, R-OH was added to CH_(3)MgBr and the gas evolved measured 11.2 mL at STP. The Molecular mass of R-OH will be .

2.2 g of an alcohol (A) when treated with CH_3 -Mgl liberates 560 mL of CH_4 at STP. Alcohol (A) on dehydration followed by ozonolysis gives ketone (B) along with (C). Oxime of ketone (B) contains 19.17% N. (A) on oxidation gives ketone (D) having same number of carbon atom. Molecular mass of (A) is

2.2 g of an alcohol (A) when treated with CH_3 -Mgl liberates 560 mL of CH_4 at STP. Alcohol (A) on dehydration followed by ozonolysis gives ketone (B) along with (C). Oxime of ketone (B) contains 19.17% N. (A) on oxidation gives ketone (D) having same number of carbon atom. Structure of (A) is

2.2 g of an alcohol (A) when treated with CH_3 -Mgl liberates 560 mL of CH_4 at STP. Alcohol (A) on dehydration followed by ozonolysis gives ketone (B) along with (C). Oxime of ketone (B) contains 19.17% N. (A) on oxidation gives ketone (D) having same number of carbon atom. Structure of ketone (D) is

2.2 g of an alcohol (A) when treated with CH_3 -Mgl liberates 560 mL of CH_4 at STP. Alcohol (A) on dehydration followed by ozonolysis gives ketone (B) along with (C). Oxime of ketone (B) contains 19.17% N. (A) on oxidation gives ketone (D) having same number of carbon atom. Structure of (B) is

An aliphatic hydrocarbon (A) of molecular weight 58 yields on chlorination a monochloroderivative (B) which on treatment with aqueous alkali gives an alcohol (C). The alcohol shows positive Lucas test immediately and easily dehydrated to form the compound (D) which on ozonolysis yields a ketone (E) as one of the products. Dry distillation of the calcium acetate as well as heating of two molecules of acetic acid with MnO at 250°C also gives the same ketone (E). Identity compounds (A) to (E) and explain the reactions.

Hydrocarbon (A) C_(6)H_(10) , on treatment with H_(2)//Ni, H_(2) / Lindlar's catalylst and Na/liquid NH_(3) forms three different reduction products (B), ( C) and (D) respectively. (A) does not form any salt with ammoniacal AgNO_(3) solution, but forms a salt (E) on heating with NaNH_(2) in an inert solvent. Compound (E) reacts with CH_(3)I to give (F). Compound (D) on oxidative ozonolysis gives n-butanoic acid along with other product. Give structures of (A) to (F) with proper reasoning.

An organic acid (A), C_(5)H_(10)O_(2) reacts with Br_(2) in the presence of phosphorous to give (B). Compound (B) contains an asymmetric carbon atom and yield (C) on dehydrabromination. Compound (C) does not show geometric isomerism and on decarboxylation give an alkene (D) which on ozonolysis gives (E) and (F), compound (E) gives a positive schiff's test but (F) does not. Give structures of (A) to (F) with reasons.

A hydrocarbon (A) of molecular weight 54 reacts with an excess of Br_2 in CCl_4 to give a compound (B) whose molecular weight is 593% more than that of (A). However, on catalytic hydrogenation with excess of hydrogen (A) forms (C) whose molecular weight is only 7.4% more that that of (A). (A) reacts with CH_3CH_2Br in the presence of NaNH_2 to give another hydrocarbon (D) which on ozonolyisis yields diketone (E). (E) on oxidation gives propionic acid. Give the structure of (A) to (E) with reason.

An aromatic compound (A), C_(7)H_(5)NO_(2)CI_(2) on reduction with Sn//HCI gives (G), which on reaction with NaNO_(2)//HCI gives (B). Compound (B) does not form a dye with beta -naphthol. However, (B) gives red colour with ceric ammonium nitrate and on oxidation gives an acid (D) of equivalent weight 191. Decarboxylation of (D) gives (E), which forms a mono nitro derivative (F) on nitrotion. Give the structures of (A) to (F) with proper reasoning.