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Basic Information
CAS No.: 673-22-3
Name: 2-Hydroxy-4-methoxybenzaldehyde
Molecular Structure:
Molecular Structure of 673-22-3 (2-Hydroxy-4-methoxybenzaldehyde)
Formula: C8H8O3
Molecular Weight: 152.15
Synonyms: p-Anisaldehyde,2-hydroxy- (6CI,7CI,8CI);2-Formyl-5-methoxyphenol;2-Hydroxy-p-anisaldehyde;4-Methoxy-6-hydroxybenzaldehyde;4-Methoxysalicylaldehyde;NSC 155334;o-Hydroxy-p-methoxybenzaldehyde;
EINECS: 211-604-0
Density: 1.231 g/cm3
Melting Point: 41-43 °C(lit.)
Boiling Point: 271.5 °C at 760 mmHg
Flash Point: 112.1 °C
Solubility: Solubility in methanol is almost transparent. Insoluble in water.
Appearance: creamy white to beige or light brown cryst. powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 46.53000
LogP: 1.21330
Synthetic route
50-00-0

formaldehyd

150-19-6

O-methylresorcine

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux;98%
With triethylamine; magnesium chloride In tetrahydrofuran Inert atmosphere; Reflux; regioselective reaction;92%
Stage #1: O-methylresorcine With triethylamine; magnesium chloride In acetonitrile at 20℃; for 0.25h;
Stage #2: formaldehyd In acetonitrile Reflux;
89%
59648-29-2

2-(hydroxymethyl)-5-methoxyphenol

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With oxygen In ethanol at 20℃; under 760.051 Torr; for 0.316667h; Catalytic behavior; Green chemistry;98%
With dihydrogen peroxide at 20℃; for 3.5h; Catalytic behavior; Green chemistry;98%
With air; (acryl-TEMPO)-co-(allylamine-treated chlorophyll b-Co(III) complex) immobilized on SiO2-covered Fe3O4 magnetic nanoparticles In water at 25℃; for 0.333333h;94%
With oxygen In aq. buffer at 45℃; for 13h; pH=4.5; Reagent/catalyst; Green chemistry;93 %Chromat.
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

2298-07-9

4-Bromo-1-naphthylamine

A

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C33H32NO8Br

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 95%
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

106-49-0

p-toluidine

A

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

954374-93-7

C30H33NO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 95%
613-45-6

2,4-Dimethoxybenzaldehyde

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -5 - 25℃;94%
With boron trichloride Ambient temperature;93%
With boron trichloride In dichloromethane at 0 - 20℃; for 16h; Dealkylation;93%
50-00-0

formaldehyd

150-19-6

O-methylresorcine

A

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

700-44-7

6-methoxysalicylaldehyde

Conditions
ConditionsYield
With triethylamine; magnesium chloride In acetonitrile for 2h; Heating;A 91%
B 5%
With triethylamine; magnesium chloride
64-18-6

formic acid

41046-70-2

2-iodo-5-methoxyphenol

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 2-iodo-5-methoxyphenol With iodine; triethylamine; triphenylphosphine In dichloromethane; toluene at 20℃; for 0.0833333h; Sealed tube; Green chemistry;
Stage #2: formic acid In dichloromethane; toluene at 70℃; for 1.5h; Sealed tube; Green chemistry;
91%
20503-09-7

2-(2-hydroxy-4-methoxyphenyl)acetic acid

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

Conditions
ConditionsYield
With benzyltriphenylphosphonium peroxodisulfate In acetonitrile for 0.5h; Oxidation; decarboxylation; Heating;90%
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

108-42-9

3-chloro-aniline

A

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C29H30ClNO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 90%
954374-77-7

ethyl (E)-3-(2-formyl-5-methoxyphenoxy)acrylate

75-31-0

isopropylamine

A

673-22-3

2-Hydroxy-4-methoxybenzaldehyde

B

C26H33NO8

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃;A n/a
B 89%
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Chemistry

Product Name: Benzaldehyde,2-hydroxy-4-methoxy- (CAS NO.673-22-3)
IUPAC Name: 2-hydroxy-4-methoxybenzaldehyde

Molecular Formula: C8H8O3
Formula Weight: 152.15
MP: 41-43 °C(lit.)
Density: 1.231 g/cm3 
Boiling Point: 271.5 °C at 760 mmHg
Flash Point: 112.1 °C 
Vapour Pressure: 0.00387 mmHg at 25°C  
Index of Refraction: 1.587  
Sensitive : Air Sensitive
Physical State: Solid
Color: slightly beige
Product Categories: FINE Chemical & INTERMEDIATES; Aromatic Aldehydes & Derivatives (substituted); Benzaldehyde

Uses

 Benzaldehyde,2-hydroxy-4-methoxy- (CAS NO.673-22-3) is used as pharmaceutical intermediate.

Toxicity Data With Reference

1.    

sce-hmn:lyms 500 µmol/L

    MUREAV    Mutation Research. 206 (1988),17.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety: CAUTION: May irritate eyes, skin, and respiratory tract
Hazard Codes : Xi (Irritant)Irritant
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-36-24/25 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; Avoid contact with skin and eyes)
WGK Germany : 3
RTECS : BZ2810000
F : 10 (Keep under argon)
Hazard Note : Irritant
HS Code : 29124900
Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating vapors.