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306-08-1

Basic Information
CAS No.: 306-08-1
Name: Homovanillic acid
Article Data: 40
Molecular Structure:
Molecular Structure of 306-08-1 (Homovanillic acid)
Formula: C9H10O4
Molecular Weight: 182.176
Synonyms: Aceticacid, (4-hydroxy-3-methoxyphenyl)- (6CI,8CI);(4-Hydroxy-3-methoxyphenyl)aceticacid;3-Methoxy-4-hydroxyphenylacetic acid;4-Hydroxy-3-methoxybenzeneaceticacid;HVA;NSC 16682;Vanilacetic acid;
EINECS: 206-176-7
Density: 1.307 g/cm3
Melting Point: 142-145 °C(lit.)
Boiling Point: 368.7 °C at 760 mmHg
Flash Point: 151.9 °C
Solubility: Soluble in water
Appearance: white to beige crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 66.76000
LogP: 1.02790
Synthetic route
4468-59-1

4-hydroxy-3-methoxyphenylacetonitrile

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 80℃; for 48h; Inert atmosphere;89%
With potassium hydroxide In ethanol Heating;74%
With sodium hydroxide In 2-methoxy-ethanol
55-10-7

4-hydroxy-3-methoxy-mandelic acid

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With hydrogenchloride; tin(ll) chloride In water at 80℃; for 4h;88%
75%
With 5%-palladium/activated carbon; hydrogen; acetic acid In water
13244-77-4

3-methoxy-4-hydroxy mandelic acid

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With formic acid; phosphoric acid; sodium hydrogensulfite In water at 100℃; under 3750.3 Torr; for 9h;71%
6391-59-9

4-Acetoxy-3-methoxyphenylacetaldehyde

A

306-08-1

Homovanillic acid

B

5447-38-1

2-(4-acetoxy-3-methoxyphenyl)acetic acid

Conditions
ConditionsYield
With potassium permanganate; magnesium sulfate; acetone
60470-82-8, 39600-31-2

4-(4-acetoxy-3-methoxy-benzylidene)-2-methyl-4H-oxazol-5-one

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With sodium hydroxide anschliessend Behandeln mit wss. H2O2;
5447-38-1

2-(4-acetoxy-3-methoxyphenyl)acetic acid

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With sodium hydroxide
18692-68-7, 71413-82-6, 74857-79-7

m-methoxy-p-acetoxy-α-benzoylaminocinnamic acid azlactone

furan-2,3,5(4H)-trione pyridine (1:1)

306-08-1

Homovanillic acid

Conditions
ConditionsYield
folgend Behandeln mit Wasserstoffperoxyd in Eisessig;
5438-51-7

(4-acetoxy-3-methoxy-phenyl)-acetonitrile

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With potassium hydroxide
873376-14-8

1-benzoyloxy-4-chloromethyl-2-methoxy-benzene

306-08-1

Homovanillic acid

Conditions
ConditionsYield
With potassium cyanide anschliessend Erhitzen mit wss. Natronlauge;

A

306-08-1

Homovanillic acid

B

5-[2-(4-Hydroxy-3-methoxy-phenyl)-ethyl]-dihydro-furan-2-one

Conditions
ConditionsYield
for 168h; biotransformation by aspergillus niger;A 60 mg
B 36 mg
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    Homovanillic acid Basic information Product Name: Homovanillic acid Synonyms: 4-Hydroxy-3-methoxybenzeneacetic acid;4-hydroxy-3-methoxy-benzeneaceticaci;4-hydroxy-3-methoxy-Benzeneaceticacid;Acetic acid, (4-hydroxy-3-methoxyphenyl)-;Homovanili

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Chemistry

IUPAC Name: 2-(4-Hydroxy-3-methoxyphenyl)acetic acid 
Molecular Structure:
 
Molecular Formula: C9H10O4
Molecular Weight: 182.1733 
Synonyms of Homovanillic acid (CAS NO.306-08-1): Acetic acid, (4-hydroxy-3-methoxyphenyl)-; Vanilacetic acid; 4-hydroxy-3-methoxy-benzeneaceticaci; 4-hydroxy-3-methoxy-Benzeneaceticacid; Vanillacetic Acid
Melting Point: 142-145 °C(lit.)
Flash Point: 151.9 °
Boiling Point: 368.7 °C at 760 mmHg
Density: 1.307 g/cm3 
Vapour Pressure: 4.36E-06 mmHg at 25°
Index of Refraction: 1.573 
Storage temp.: Store at RT.
Water Solubility: soluble
Solvent Solubility: soluble in benzene, slightly soluble in alcohol, ether, insoluble in cyclohexane
Appearance: almost a white to brown-gray powder.

Uses

 Homovanillic acid (CAS NO.306-08-1) is a major metabolite of catecholamine metabolism. It is used as a reagent for the determination of oxidative enzymes.

Safety Profile

Hazard Codes of Homovanillic acid (CAS NO.306-08-1): IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 3
F: 10-23
TSCA: T
HazardClas:s IRRITANT

Standards and Recommendations

ASSAY: 98.0% min

Specification

Storage: Keep container in a cool, well-ventilated area. Keep container tightly closed.