A-level Organic Chemistry Alcohol Question Help!!!

11

Which compound is produced when 1-phenylethanol reacts with acidified potassium dichromate(VI)?
A C6H5CH2CH2OH
B C6H5CH2CHO
C C6H5COCH3
D C6H5CH(OH)CH3

Why is the answer C. Because I thought it could be B as well because the question doesn't state where the -OH group is.

Reply 1

bl0bf1sh

15

Original post by chan432

Which compound is produced when 1-phenylethanol reacts with acidified potassium dichromate(VI)?
A C6H5CH2CH2OH
B C6H5CH2CHO
C C6H5COCH3
D C6H5CH(OH)CH3

Why is the answer C. Because I thought it could be B as well because the question doesn't state where the -OH group is.

It does state where the -OH group is: on carbon 1 – the same carbon to which the phenyl group is attached.
https://pubchem.ncbi.nlm.nih.gov/compound/1-Phenylethanol

Reply 2

Aronisah8

7

I thought the 1- stands for the position of the phenyl group not the alcohol

Reply 3

charco

Study Forum Helper

18

Original post by Aronisah8

I thought the 1- stands for the position of the phenyl group not the alcohol

It does.

Reply 4

Shadowblade11

5

is it because the OH is the priority group?

Reply 5

charco

Study Forum Helper

18

Original post by Shadowblade11

is it because the OH is the priority group?

Yes, the hydroxyl group determines the numbering on the chain.

Reply 6

User0976

5

What paper is this

Reply 7

Presh_

3

Original post by User0976

What paper is this

November 2021 AQA A- level chemistry paper 3

(edited 1 year ago)

Reply 8

tkms2009

5

1-phenylethanol is C6H5CH(OH)CH3 and 2-phenylethanol is C6H5CH2CH2OH. It is understood that OH is the priority group and it has the smallest number of 1.
Under the experimental conditions, an aldehye would be oxidized to a carboxylic acid, so B is not correct even if 2-phenylethanol is used.

A-level Organic Chemistry Alcohol Question Help!!!

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