4-PHENOXYPHENYLACETIC ACID Chemical Properties

Melting point:

72-79 °C

Boiling point:

382℃

Density 

1.217

refractive index 

1.5800 (estimate)

Flash point:

146℃

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.34±0.10(Predicted)

Appearance

White to off-white Solid

InChI

1S/C14H12O3/c15-14(16)10-11-6-8-13(9-7-11)17-12-4-2-1-3-5-12/h1-9H,10H2,(H,15,16)

InChIKey

VARVNFDGRLLTCI-UHFFFAOYSA-N

SMILES

OC(=O)Cc1ccc(Oc2ccccc2)cc1

CAS DataBase Reference

6328-74-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,N,Xi

Risk Statements 

22-50

Safety Statements 

60-61

RIDADR 

UN 3077 9/PG 3

WGK Germany 

2

HazardClass 

IRRITANT

HS Code 

29189900

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1
Skin Sens. 1

MSDS

• Language:English Provider:SigmaAldrich

4-PHENOXYPHENYLACETIC ACID Usage And Synthesis

Chemical Properties

White powder

Uses

p-Phenyloxyphenylacetic Acid is an arylaliphatic acid used in the preperation of protential inhibitors of collagen-induced aggregation of human thrombocytes. p-Phenyloxyphenylacetic Acid is a predicted metabolite of 6-Amino-4-(4-phenoxyphenylethylamino)quinazoline (A621350).

Uses

4-PHENOXYPHENYLACETIC ACID is an arylaliphatic acid used in the preperation of protential inhibitors of collagen-induced aggregation of human thrombocytes. p-Phenyloxyphenylacetic Acid is a predicted metabolite of 6-Amino-4-(4-phenoxyphenylethylamino)quinazoline.

Synthesis

General procedure for the synthesis of 4-phenoxyphenylacetic acid from methyl 2-(4-phenoxyphenyl)acetate: 1N aqueous NaOH solution (7.8 mL) was added to a solution of methyl 4-phenoxyphenylacetate (948 mg, 3.9 mmol) in ethanol (20 mL), and the reaction was stirred at room temperature for 5 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and acidified by adding 1N aqueous hydrochloric acid (10 mL). The precipitated white solid was collected by filtration and washed with water and ether sequentially to afford 4-phenoxyphenylacetic acid (813 mg, 91% yield) as a white solid. The product was detected by LC-MS showing m/z 229 [M + H]+, and 1H-NMR (300 MHz, CDCl3) data were as follows: δ 6.91-7.01 (m, 4H), 7.10-7.14 (t, J = 6.6 Hz, 1H), 7.25-7.28 (d, J = 8.4 Hz, 2H), 7.35-7.41 (m, 2H) .

References

[1] Patent: EP1849465, 2007, A1. Location in patent: Page/Page column 139
[2] Chemical and pharmaceutical bulletin, 1965, vol. 13, # 11, p. 1341 - 1345
[3] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 13, p. 3695 - 3700

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