Click on any peak for help in interpreting this spectrum.
The peak is a singlet, area 1, indicating that it corresponds to a isolated CH. The chemical shift (d 10) is highly characteristic of an aldehyde CH.
This is best described as a multiplet, area 4, in the aromatic region (d 7.6). Complex splitting such as this is often seen in benzene rings which are 1,2 or 1,3-disubstitution.
The peak is a doublet, area 6, indicating that it corresponds to six identical hydrogens (two CH3 groups) adjacent to one hydrogen. The chemical shift (d 1.2) is in the "simple alkane" region.
The majority of these peaks (d 138 - 130) are in the aromatic region; the fact that four doublets are observed strongly suggests 1,2 or 1,3-disubstitution. The singlet at d 103 is shifted outside the usual aromatic region and could represent the point of attachment of the bromine to the ring (bromine is very shielding).
The peak is a doublet, indicating that it corresponds to a CH. The chemical shift (d 190) is in the carbonyl region, suggesting that this corresponds to an aldehyde carbonyl.
The peak is a triplet, indicating that it corresponds to a CH2. The chemical shift (d 80) suggests that the CH2 is adjacent to an electron-withdrawing group, such as an oxygen, and may be further shifted due to steric effects.
The spectrum seems to be consistent with an aryl aldehyde.
From the molecular formula, the compound has "five degrees of unsaturation" (six double bonds, carbonyls or rings). The large number suggests the presence of an aromatic ring (DU = 4).
The 13C spectrum contains seven peaks, indicating that the molecule has no symmetry. The peaks at d 138 - 130 are in the aromatic region; the fact that four doublets are observed strongly suggests 1,2 or 1,3-disubstitution. The singlet at d 103 is shifted outside the usual aromatic region and could represent the point of attachment of the bromine to the ring (bromine is very shielding). The singlet at d 190 is in the carbonyl region and most likely represents an aldehyde or ketone.
3400 cm-1:
no OH or NH present
3100 cm-1:
sharp peak suggesting sp2 CH 28002750 cm-1:
strong peak indicating aldehydic CH
2200 cm-1:
no unsymmetrical triple bonds 1710 cm-1:
strong carbonyl absorbance
1610 cm-1:
sharp peaks suggesting Ar C=C
Click on any numbered peak for help in interpreting this spectrum.
These peaks occurs at m/e = 155 and 157, and they represent m-29 (the MW of CHO). Two peaks are observed for this fragment since this compound contains bromine, which exists as approximately equal ratios of the isotopes 81Br and 79Br.
These peaks occur at m/e = 183 and 185, making them m-1 peaks (loss of a hydrogen). They also represent the base peak(s) in the spectrum. Two peaks are observed for this fragment since this compound contains bromine, which exists as approximately equal ratios of the isotopes 81Br and 79Br. Loss of a hydrogen (m - 1) is often seen in alcohols, aldehydes and in compounds with acidic hydrogens.
These peaks occur at m/e = 184 and 186, which is the molecular weight of the compound, making this the molecular ion (m.+). Two peaks are observed for this fragment since this compound contains bromine, which exists as approximately equal ratios of the isotopes 81Br and 79Br.
The peak occurs at m/e = 87, making this peak m-1 (loss of a hydrogen). Loss of a m/e = 1 is often seen in compounds with acidic hydrogens.
The peak occurs at m/e = 88, which is the molecular weight of the compound, making this the molecular ion (m.+).
This compound contains bromine, which exists as approximately equal ratios of the isotopes 81Br and 79Br. The mass spectrum consists of a pair of molecular ion at 184186, and a pair of m-1 peaks at 183185. The peaks at 155157 indicate loss of either an ethyl or an aldehyde group; the fact that two peaks are observed means that the bromine is still attached to this fragment; the fact that no m-80 peak is observed suggests that the molecule does not readily expel this to form a stable cation. The spectrum is consistent with an aromatic compound with a bromine attached to the ring and containing an ethyl or aldehyde residue.
C7H5OBr; MW = 185.02
d 7.6 (4H) is what is typically observed for aromatic 1,3-disubstitution.
13C NMR: 
MS: 