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Basic Information
| 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 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With piperazine In N,N-dimethyl acetamide at 150℃; for 0.2h; Substitution; | 94% |
| With hydrogen bromide |
Conditions
| 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
| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 48h; In air; | 89% |
Conditions
| 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. |
- 124-38-9
carbon dioxide
- 90-05-1
2-methoxy-phenol
A
- 121-34-6
3-methoxy-4-hydroxybenzoic acid
B
- 877-22-5
3-methoxysalicylic acid
Conditions
| 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 |
...Expand
- 877-22-5
3-methoxysalicylic acid
- 196601-61-3
2-benzenesulfonyloxy-3-methoxy-benzoic acid
- 877-22-5
3-methoxysalicylic acid
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide |
- 109-72-8, 29786-93-4
n-butyllithium
- 60-29-7
diethyl ether
- 90-05-1
2-methoxy-phenol
A
- 877-22-5
3-methoxysalicylic acid
B
- 2169-28-0
2-methoxy-3-hydroxybenzoic acid
Conditions
| Conditions | Yield |
|---|---|
| anschliessendes Behandeln mit CO2; |
...Expand
Conditions
| Conditions | Yield |
|---|---|
| With potassium carbonate anschliessend Erhitzen mit Kohlendioxid, jeweils auf 180grad; |
- 57544-05-5
8-methoxy-3-nitro-2-(4-methoxyphenyl)-2H-chromene
A
- 877-22-5
3-methoxysalicylic acid
B
- 91735-21-6
3-Hydroxy-8-methoxy-2-(4-methoxy-phenyl)-chromen-4-one
C
- 100-09-4
4-methoxybenzoic acid
Conditions
| Conditions | Yield |
|---|---|
| With dimethyl sulfoxide for 0.166667h; |
...Expand
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3-Methoxysalicylic acid
Chemistry
The Molecular formula of 2-HYDROXY-m-ANISIC ACID(877-22-5): C8H8O4
The Molecular Weight of 2-HYDROXY-m-ANISIC ACID(877-22-5): 168.15
The Molecular Structure of 2-HYDROXY-m-ANISIC ACID(877-22-5):
EINECS: 212-888-9
Melting point: 147-150 °C(lit.)
Boiling Point: 315.7 °C at 760 mmHg
Flash Point: 131.7 °C
Index of Refraction: 1.585
Molar Refractivity: 41.74 cm3
Molar Volume: 124.3 cm3
Polarizability: 16.54 10-24 cm3
Surface Tension: 56.5 dyne/cm
Density: 1.351 g/cm3
Enthalpy of Vaporization: 58.8 kJ/mol
Vapour Pressure: 0.000182 mmHg at 25°C
BRN: 2209642
IUPAC Name: 2-hydroxy-3-methoxybenzoic acid
Synonyms: GUAIACOL-3-CARBOXYLIC ACID;3-METHOXYSALICYLIC ACID;3-METHOXYSALICYLIC ACID MONOHYDRATE;3-METHOXY-2-HYDROXYBENZOIC ACID;2-hydroxy-3-methoxy-benzoicaci;2-hydroxy-m-anisicaci;3-hydroxy-m-anisicacid;acideorthovanillique;
The Molecular Weight of 2-HYDROXY-m-ANISIC ACID(877-22-5): 168.15
The Molecular Structure of 2-HYDROXY-m-ANISIC ACID(877-22-5):
EINECS: 212-888-9
Melting point: 147-150 °C(lit.)
Boiling Point: 315.7 °C at 760 mmHg
Flash Point: 131.7 °C
Index of Refraction: 1.585
Molar Refractivity: 41.74 cm3
Molar Volume: 124.3 cm3
Polarizability: 16.54 10-24 cm3
Surface Tension: 56.5 dyne/cm
Density: 1.351 g/cm3
Enthalpy of Vaporization: 58.8 kJ/mol
Vapour Pressure: 0.000182 mmHg at 25°C
BRN: 2209642
IUPAC Name: 2-hydroxy-3-methoxybenzoic acid
Synonyms: GUAIACOL-3-CARBOXYLIC ACID;3-METHOXYSALICYLIC ACID;3-METHOXYSALICYLIC ACID MONOHYDRATE;3-METHOXY-2-HYDROXYBENZOIC ACID;2-hydroxy-3-methoxy-benzoicaci;2-hydroxy-m-anisicaci;3-hydroxy-m-anisicacid;acideorthovanillique;
Toxicity Data With Reference
| 1. | ipr-rat LD50:2056 mg/kg | COREAF Comptes Rendus Hebdomadaires des Seances de l’Academie des Sciences. 243 (1956),609. |
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and fumes.
The Hazard Codes of 2-HYDROXY-m-ANISIC ACID(877-22-5):
Xi,Xn
The Risk Statements information of 2-HYDROXY-m-ANISIC ACID(877-22-5):
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of 2-HYDROXY-m-ANISIC ACID(877-22-5):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
RTECS: BZ4840000
The Hazard Codes of 2-HYDROXY-m-ANISIC ACID(877-22-5):
Xi,Xn The Risk Statements information of 2-HYDROXY-m-ANISIC ACID(877-22-5):
20/21/22: Harmful by inhalation, in contact with skin and if swallowed
36/37/38: Irritating to eyes, respiratory system and skin
The Safety Statements information of 2-HYDROXY-m-ANISIC ACID(877-22-5):
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
RTECS: BZ4840000