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4-Methoxyphenylacetic acid

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Name

4-Methoxyphenylacetic acid

EINECS 203-166-4
CAS No. 104-01-8 Density 1.179 g/cm3
PSA 46.53000 LogP 1.32230
Solubility 6 g/L (20 °C) in water Melting Point 84-86 °C(lit.)
Formula C9H10O3 Boiling Point 306 °C at 760 mmHg
Molecular Weight 166.177 Flash Point 124.3 °C
Transport Information N/A Appearance white to light yellow crystalline powder
Safety 26-36 Risk Codes 36/37/38-20/21/22
Molecular Structure Molecular Structure of 104-01-8 (4-Methoxyphenylacetic acid) Hazard Symbols HarmfulXn,IrritantXi
Synonyms

Aceticacid, (p-methoxyphenyl)- (6CI,7CI,8CI);(4-Methoxyphenyl)acetic acid;(p-Methoxyphenyl)acetic acid;2-(4-Methoxyphenyl)acetic acid;2-(p-Anisyl)aceticacid;2-(p-Methoxyphenyl)acetic acid;4-Methoxybenzeneacetic acid;Homoanisicacid;NSC 27799;NSC 65597;p-Anisylacetic acid;

Article Data 172

4-Methoxyphenylacetic acid Synthetic route

702-23-8

2-(4-Methoxyphenyl)ethanol

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In acetonitrile at 35℃; pH 6.7;100%
With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In aq. phosphate buffer; water; acetonitrile at 35℃; pH=6.7; Reagent/catalyst; Green chemistry;100%
With periodic acid; pyridinium chlorochromate In acetonitrile99%
20714-90-3

4-Methoxymandelic acid

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride; palladium on activated charcoal; hydrogen; acetic acid at 60℃; for 2h; Reagent/catalyst; Temperature;99.1%
123902-08-9

2-(4-methoxyphenyl)-1-(pyrrolidin-1-yl)ethan-1-one

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane for 36h; Heating;99%
52289-54-0

4-methoxysalicylaldehyde

107-21-1

ethylene glycol

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: 4-methoxysalicylaldehyde; ethylene glycol With sodium nitrate; aluminum isopropoxide at 47℃; for 1.5h;
Stage #2: With cobalt(II) chloride at 56℃; for 3h; Temperature;
98.9%
89244-17-7, 89244-18-8

N-[(E)-1-Cyano-2-(4-methoxy-phenyl)-vinyl]-4,N-dimethyl-benzamide

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran for 6h; Heating;96%
824-94-2

p-methoxybenzyl chloride

71-36-3

butan-1-ol

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: butan-1-ol With cobalt(II) sulfate at 80℃; under 3750.38 Torr; for 4h; Autoclave;
Stage #2: p-methoxybenzyl chloride With sodium hydroxide In water at 80℃; under 3750.38 Torr; for 24h; Concentration; Pressure; Temperature; Autoclave;
93.6%
23786-14-3

4-methoxy-phenyl acetic acid methyl ester

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating;93%
With sodium hydroxide In methanol for 4h; Ambient temperature;92%
With potassium carbonate; thiophenol In 1-methyl-pyrrolidin-2-one at 190℃; for 0.166667h; Substitution;80%
133430-48-5

(4-methoxy-phenyl)-acetic acid-(4-nitro-benzyl ester)

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With zinc In tetrahydrofuran for 3.5h; Ambient temperature;93%
92.6%
14062-18-1

ethyl p-methoxyphenylacetate

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol for 4h; Ambient temperature;92%
With water; sodium hydroxide In 1,4-dioxane at 60℃; for 2h; pH=10 - 14;91%
Stage #1: ethyl p-methoxyphenylacetate With water; sodium hydroxide In methanol at 20℃; for 1h;
Stage #2: With hydrogenchloride In water
67%
With potassium hydroxide
14337-31-6

2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol

104-01-8

4-Methoxyphenylacetic acid

Conditions
ConditionsYield
Stage #1: 2,2,2-trichloro-1-(4-methoxyphenyl)ethan-1-ol With sodium tetrahydroborate; diphenyl diselenide In ethanol Inert atmosphere;
Stage #2: With sodium hydroxide In ethanol at 40℃; Inert atmosphere;
92%

4-Methoxyphenylacetic acid Chemical Properties

IUPAC Name:2-(4-methoxyphenyl)acetic acid
Molecular Formula:C9H10O3
Molecular Weight:166.173900 g/mol
Appearance:White flaky crystal
Melting Point:84-86 °C(lit.)
Boiling Point:140 °C 3 mm Hg(lit.)
Flash Point:193°C
Solubility:ethanol and ether
Water Solubility:6 g/L (20°C)
BRN:1101737
CAS DataBase Reference:104-01-8(CAS DataBase Reference)
NIST Chemistry Reference:104-01-8(NIST)
EPA Substance Registry System:104-01-8(EPA Substance)
Synonyms of p-METHOXYPHENYLACETIC ACID(104-01-8):
ASISCHEM D13364;LABOTEST-BB LT00848110;HOMOANISIC ACID;HOMO-P-ANISIC ACID;4-METHOXYPHENYLACETIC ACID;P-METHOXY-A-CARBOXYTOLUENE;P-METHOXYPHENYLACETIC ACID;RARECHEM AL BO 0133
Categories of p-METHOXYPHENYLACETIC ACID(104-01-8):
Aromatic Phenylacetic Acids and Derivatives;pharmacetical

4-Methoxyphenylacetic acid Uses

p-METHOXYPHENYLACETIC ACID(104-01-8) is used in organic synthesis, especially used as a intermediate of puerarin.

4-Methoxyphenylacetic acid Toxicity Data With Reference

1.   

orl-rat LD50:1550 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 14 (1976),659.
2.   

ipr-mus LD50:504 mg/kg

   JMCMAR    Journal of Medicinal Chemistry. 20 (1977),709.

4-Methoxyphenylacetic acid Consensus Reports

Reported in EPA TSCA Inventory.

4-Methoxyphenylacetic acid Safety Profile

Safety Information of p-METHOXYPHENYLACETIC ACID(104-01-8):
Hazard Codes:Xn,Xi  
Risk Statements:22-36/37/38-20/21/22
22:Harmful if swallowed 
36/37/38:Irritating to eyes, respiratory system and skin
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:Wear suitable protective clothing   
WGK Germany:3
RTECS:AI8960000
Hazard Note:Irritant
HS Code:29189090
Moderately toxic by ingestion and intraperitoneal routes. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits acrid smoke and irritating fumes.

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