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Basic Information
CAS No.: 877-22-5
Name: 3-Methoxysalicylic acid
Article Data: 28
Molecular Structure:
Molecular Structure of 877-22-5 (3-Methoxysalicylic acid)
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: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-20/21/22
Safety: 26-37/39-36
PSA: 66.76000
LogP: 1.09900
Synthetic route
1521-38-6

2,3-dimethoxybenzoic acid

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With piperazine In N,N-dimethyl acetamide at 150℃; for 0.2h; Substitution;94%
With hydrogen bromide
148-53-8

3-methoxy-2-hydroxybenzaldehyde

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
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℃;
4383-05-5

2-hydroxy-3-methoxybenzyl alcohol

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
With sodium tetrahydroborate; 1% Pd/C; water; potassium hydroxide In methanol at 20℃; for 48h; In air;89%
586-38-9

3-Methoxybenzoic acid

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
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
ConditionsYield
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

2-acetoxy-1-methoxy-3-propyl-benzene

877-22-5

3-methoxysalicylic acid

196601-61-3

2-benzenesulfonyloxy-3-methoxy-benzoic acid

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
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
ConditionsYield
anschliessendes Behandeln mit CO2;
90-05-1

2-methoxy-phenol

877-22-5

3-methoxysalicylic acid

Conditions
ConditionsYield
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
ConditionsYield
With dimethyl sulfoxide for 0.166667h;
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    Product Name: 3-Methoxysalicylic acid CAS: 877-22-5 MF: C8H8O4 MW: 168.15 EINECS: 212-888-9 Mol File: 877-22-5.mol 3-Methoxysalicylic acid Structure 3-Methoxysalicylic acid Chemical Properties Melting point 147-150 °C(lit

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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 cm
Molar Volume: 124.3 cm
Polarizability: 16.54 10-24 cm
Surface Tension: 56.5 dyne/cm 
Density: 1.351 g/cm
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