Distinguish between polyunsaturated vegetable oil and petroleum oil

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The discussion focuses on methods to distinguish between polyunsaturated vegetable oil and petroleum oil containing a mixture of saturated and unsaturated hydrocarbons. The addition of bromine in CCl4 is debated, as the initial color of the oils can vary, making it an unreliable test. Hydrogenation is noted to solidify polyunsaturated oils, but the crystallization of petroleum unsaturates is questioned. Saponification is discussed, highlighting that petroleum oils lack triglycerides or esters, which limits its effectiveness as a distinguishing method. A quantitative hydrogenation approach is suggested as a reliable means to differentiate the two oils based on hydrogen uptake measurements.
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1. Which of the following chemical reaction could be used to Distinguish between polyunsaturated vegetable oil and petroleum oil containing a mixture of saturated and unsaturated hydrocarbon?
Explain your answer.

i.addition of bromine in CCl4
ii. hydrogenation
iii.saponification
iv.ozonolysis

2.The attempt at solution:

i.addition of bromine in CCl4

polyunsaturated oil will be becomes colourless; whereas saturated and unsaturated mixture hydrocarbon will not become colorless

ii. hydrogenation

polyunsaturated oil becomes solidified after treated with Hydrogen , whereas saturated and unsaturated mixture hydrocarbon will not become solidified

iii.saponification

polyunsaturated oil will produce 3 unsaturated fatty acid, whereas saturated and unsaturated mixture hydrocarbon form a mixture of saturated and unsaturated fatty acid
 
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xiaofupo said:
1. Which of the following chemical reaction could be used to Distinguish between polyunsaturated vegetable oil and petroleum oil containing a mixture of saturated and unsaturated hydrocarbon?
Explain your answer.

i.addition of bromine in CCl4
ii. hydrogenation
iii.saponification
iv.ozonolysis

2.The attempt at solution:

i.addition of bromine in CCl4

polyunsaturated oil will be becomes colourless; whereas saturated and unsaturated mixture hydrocarbon will not become colorless

No. You know nothing about the color of the petroleum oil... before or after treatment with bromine. The color of vegetable oils would come from carotenoids perhaps but you don't know if the veggie oil has been refined and is therefore initially colorless or nearly so.

ii. hydrogenation

polyunsaturated oil becomes solidified after treated with Hydrogen , whereas saturated and unsaturated mixture hydrocarbon will not become solidified

How do you know that petroleum unsaturate won't crystallize? You are correct in that it does tend to be true that petroleum unsaturates won't solidify but it isn't a definitive test.

iii.saponification

polyunsaturated oil will produce 3 unsaturated fatty acid, whereas saturated and unsaturated mixture hydrocarbon form a mixture of saturated and unsaturated fatty acid
Do petroleum oils contain triglycerides or esters?
 
I assume by "petroleum oil" they are referring to either a paraffinic or naphthenic mineral oil. These do not contain triglycerides or esters, they are a mixture of paraffinic and naphthenic hydrocarbons, with somewhere between 0 and 15% aromatic hydrocarbons. There may also be some very minor concentrations of polar species (nitrogen or sulphur containing molecules) but this is very minor (<0.5%).

I would suggest that some form of quantitative hydrogenation would be a good way to distinguish the two. It is possible to measure the amount of hydrogen taken up by a sample of oil using a pressure-drop method, converting back to STP. You will find that a petroleum oil takes up virtually nothing, whereas a veg oil takes up about 0.1 - 0.2 cc of hydrogen per gram of oil.
 
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