Please someone help me to figure out structure of unknow below It is an unknown
ID: 953299 • Letter: P
Question
Please someone help me to figure out structure of unknow below
It is an unknown solid; melting point is 118^oC; The structure should have a least 6Carbon with phenol functional group
List of possibilities of Phenol based on observed melting point following:
Name
Melting Point
(C)
p-nitrophenol
114
2,4-dinitrophenol
114
p-hydroxybenzaldehyde
115
4-chloro-3,5-dibromophenol
121
Hydroquinone monobenzyl ether
122
?-Naphthol
122
IR Spectrum
H^1 NMR:
Name
Melting Point
(C)
p-nitrophenol
114
2,4-dinitrophenol
114
p-hydroxybenzaldehyde
115
4-chloro-3,5-dibromophenol
121
Hydroquinone monobenzyl ether
122
?-Naphthol
122
Explanation / Answer
BAsed on the analysis of given IR and NMR data of phenolic compounds the structure of unknown solid may be 4-chloro-3,5-dibromophenol
IR: 708 due to C-Br, 744 due to C-Cl
NMR: Multiplet is due to Aromatic hydrogens
A single peak at 9.5ppm is due to O-H bond