Bromination of 2,S-dimethoxybenzaldehyde
Bromination of 2,5-dimethoxybenzaldehyde (1) gives 4-bromo-2,5-dimethoxy-benzaldehyde (2) and not 6-bromo-2,5-dimethoxybenzaldehyde (3) as previously reported by Rubenstein (1925). It appears that the conjugation of the carbonyl group with the ortho methoxy group (as structure 4) does not control...
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| Main Authors: | , |
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| Format: | Article |
| Language: | en English |
| Published: |
1984
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| Online Access: | http://psasir.upm.edu.my/id/eprint/2248/1/Bromination_of_2%2CS-dimethoxybenzaldehyde.pdf http://psasir.upm.edu.my/id/eprint/2248/ |
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| Summary: | Bromination of 2,5-dimethoxybenzaldehyde (1) gives 4-bromo-2,5-dimethoxy-benzaldehyde (2)
and not 6-bromo-2,5-dimethoxybenzaldehyde (3) as previously reported by Rubenstein (1925). It
appears that the conjugation of the carbonyl group with the ortho methoxy group (as structure 4) does
not control the orientation of this bromination reaction. A series of reactions which confirm the
structure of the bromination product will be discussed. |
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