Phenylethanol can be oxidised to phenylethanal or phenylethanoic acid, depending on the reagents used (both the alcohol and the aldehyde are of interest for their antimicrobial properties, while the acid is used to treat type II hyperammonemia): A (a) (b) (c) CoH5CH, CHO phenylethanal CH₂CH₂CH₂OH phenylethanol Suggest reagents (shown as A and B in the scheme above) that could be used to carry out the oxidation of the alcohol to the aldehyde and the acid, respectively. C6H5CH₂-C B Suggest two other syntheses of phenylethanoic acid, in each case indicating the starting materials and other reagents required, but not giving details of mechanism. One of your proposed syntheses must start with a compound which only contains seven carbon atoms (the acid product contains eight carbon atoms). - CoH,CH,CO,H phenylethanoic acid Phenylethanal can be converted to a hydrate in the presence of aqueous acid, though the position of equilibrium is very far to the left: H H*/H₂O OH C6H5CH₂-C-H OH Explain why the hydrate is unstable and how the introduction of halogen substituents on the CH2 group could help to make it much more stable.

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Phenylethanol can be oxidised to phenylethanal or phenylethanoic acid, depending
on the reagents used (both the alcohol and the aldehyde are of interest for their
antimicrobial properties, while the acid is used to treat type II hyperammonemia):
A
(a)
(b)
(c)
CoH,CH,CHO
phenylethanal
B
C6H5CH₂CH₂OHC₂H₂CH₂CO₂H
phenylethanol
Suggest reagents (shown as A and B in the scheme above) that could be
used to carry out the oxidation of the alcohol to the aldehyde and the acid,
respectively.
C6H5CH₂-
Suggest two other syntheses of phenylethanoic acid, in each case indicating
the starting materials and other reagents required, but not giving details of
mechanism. One of your proposed syntheses must start with a compound
which only contains seven carbon atoms (the acid product contains eight
carbon atoms).
phenylethanoic acid
Phenylethanal can be converted to a hydrate in the presence of aqueous
acid, though the position of equilibrium is very far to the left:
H
H+/H₂O
OH
C6H5CH₂-C-H
OH
Explain why the hydrate is unstable and how the introduction of halogen
substituents on the CH2 group could help to make it much more stable.
Transcribed Image Text:Phenylethanol can be oxidised to phenylethanal or phenylethanoic acid, depending on the reagents used (both the alcohol and the aldehyde are of interest for their antimicrobial properties, while the acid is used to treat type II hyperammonemia): A (a) (b) (c) CoH,CH,CHO phenylethanal B C6H5CH₂CH₂OHC₂H₂CH₂CO₂H phenylethanol Suggest reagents (shown as A and B in the scheme above) that could be used to carry out the oxidation of the alcohol to the aldehyde and the acid, respectively. C6H5CH₂- Suggest two other syntheses of phenylethanoic acid, in each case indicating the starting materials and other reagents required, but not giving details of mechanism. One of your proposed syntheses must start with a compound which only contains seven carbon atoms (the acid product contains eight carbon atoms). phenylethanoic acid Phenylethanal can be converted to a hydrate in the presence of aqueous acid, though the position of equilibrium is very far to the left: H H+/H₂O OH C6H5CH₂-C-H OH Explain why the hydrate is unstable and how the introduction of halogen substituents on the CH2 group could help to make it much more stable.
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