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CAS No.: | 877-22-5 |
---|---|
Name: | 3-Methoxysalicylic acid |
Article Data: | 28 |
Molecular Structure: | |
Formula: | C8H8O4 |
Molecular Weight: | 168.149 |
Synonyms: | Salicylicacid, 3-methoxy- (4CI);m-Anisic acid, 2-hydroxy- (8CI);2-Hydroxy-3-methoxybenzoic acid;3-Methoxy-2-hydroxybenzoic acid;NSC 134533;NSC 408167;o-Vanillic acid; |
EINECS: | 212-888-9 |
Density: | 1.351 g/cm3 |
Melting Point: | 147-150 °C(lit.) |
Boiling Point: | 315.7 °C at 760 mmHg |
Flash Point: | 131.7 °C |
Appearance: | beige powder |
Hazard Symbols: | Xi,Xn |
Risk Codes: | 36/37/38-20/21/22 |
Safety: | 26-37/39-36 |
PSA: | 66.76000 |
LogP: | 1.09900 |
Conditions | Yield |
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With piperazine In N,N-dimethyl acetamide at 150℃; for 0.2h; Substitution; | 94% |
With hydrogen bromide |
Conditions | Yield |
---|---|
With potassium hydroxide; sodium tetrahydroborate; air; palladium on activated charcoal In methanol at 20℃; for 48h; | 89% |
With sodium chlorite; sodium dihydrogenphosphate; dimethyl sulfoxide In water Ambient temperature; | 83% |
With potassium hydroxide at 215℃; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 48h; In air; | 89% |
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium; oxygen In tetrahydrofuran at 0 - 20℃; | 54% |
With [Fe(II)(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)-1,2-ethylenediamine)(CH3CN)2](ClO4)2; dihydrogen peroxide In water; acetonitrile at 20℃; Inert atmosphere; regioselective reaction; | 52 %Spectr. |
carbon dioxide
2-methoxy-phenol
A
3-methoxy-4-hydroxybenzoic acid
B
3-methoxysalicylic acid
Conditions | Yield |
---|---|
Stage #1: 2-methoxy-phenol With potassium hydroxide In water at 120℃; for 2h; Dean-Stark; Stage #2: carbon dioxide In 1-methyl-pyrrolidin-2-one at 118℃; for 2h; Temperature; Solvent; High pressure; regioselective reaction; | A 48% B n/a |
3-methoxysalicylic acid
2-benzenesulfonyloxy-3-methoxy-benzoic acid
3-methoxysalicylic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
n-butyllithium
diethyl ether
2-methoxy-phenol
A
3-methoxysalicylic acid
B
2-methoxy-3-hydroxybenzoic acid
Conditions | Yield |
---|---|
anschliessendes Behandeln mit CO2; |
Conditions | Yield |
---|---|
With potassium carbonate anschliessend Erhitzen mit Kohlendioxid, jeweils auf 180grad; |
8-methoxy-3-nitro-2-(4-methoxyphenyl)-2H-chromene
A
3-methoxysalicylic acid
B
3-Hydroxy-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
C
4-methoxybenzoic acid
Conditions | Yield |
---|---|
With dimethyl sulfoxide for 0.166667h; |
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1. | ipr-rat LD50:2056 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 243 (1956),609. |