Core Organic Chemistry Random Retrieval

Choose one of the following options:

Choose one of the following options:

Which of the following statements describe molecules that are stereo isomers?

(i) molecules whose atoms have a different arrangement in space

(ii) molecules that have the same molecular formula

(iii) molecules in which the atoms are joined to the same neighouring atoms

(iv) molecules which the same atoms but the atoms are bonded in a different order

How many structural isomers of C₄H₈O are there?

It's really difficult to get all of these structures, so don't panic if you miss some. Just spend some time sketching out all the possibilities and remembering some simple rules, e.g carbon forms 4 bonds, oxygen forms 2 etc. Be creative!

How many functional group isomers of C₃H₆O₂ are there?

It's really difficult to get all of these structures, so don't panic if you miss some. Just spend some time sketching out all the possibilities and remembering some simple rules, e.g carbon forms 4 bonds, oxygen forms 2 etc. Be creative!

A compound X with the molecular formula C₄H₁₀O has a broad peak in its IR spectrum at 3500cm^-1.

Oxidation of X with excess potassium dichromate(VI) gives a product Y which is not an acid and does not reduce Fehling's solution.

Y has a strong peak in its IR spectrum at 1700cm^-1.

Identify X and Y. (See also the data in question 9.)

Which is the correct sequence of events that takes place in a modern mass spectrometer in the production of a mass spectrum from a sample of an element or compound?

Products formed by heating 2-bromo-3-methylbutane with a solution of potassium hydroxide in ethanol (an elimination reaction) include:

(i) 2-methylbut-1-ene

(ii) 3-methylbut-2-ene

(iii) 2-methylbut-3-ene

(iv) 3-methylbut-1-ene

Adding a compound X, C₄H₁₀O, drop by drop to a hot acidic solution of potassium dichromate(VI) and allowing the product to distil off as it forms, produces a compound which gives a silver mirror with Tollens solution. This shows that X could be:

(i) CH₃CH₂CH₂CH₂OH

(ii)CH₃CH₂CHOHCH₃

(iii)CH₃CH(CH₃)CH₂OH

(iv) CH₃CH₂OCH₂CH₃