4-Methoxyphenoxyacetic acid

4-Methoxyphenoxyacetic acid Property

Melting point:

112-114 °C

Boiling point:

275.56°C (rough estimate)

Density 

1.2481 (rough estimate)

refractive index 

1.4345 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

pK1:3.213 (25°C)

Appearance

Off-white to light brown Solid

BRN 

1874579

InChI

InChI=1S/C9H10O4/c1-12-7-2-4-8(5-3-7)13-6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

InChIKey

BHFSBJHPPFJCOS-UHFFFAOYSA-N

SMILES

C(O)(=O)COC1=CC=C(OC)C=C1

CAS DataBase Reference

1877-75-4(CAS DataBase Reference)

NIST Chemistry Reference

Acetic acid, (4-methoxyphenoxy)-(1877-75-4)

EPA Substance Registry System

Acetic acid, (4-methoxyphenoxy)- (1877-75-4)

Safety

Hazard Codes 

Xi

Risk Statements 

44-36/37/38

Safety Statements 

37/39-26

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29189990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

4-Methoxyphenoxyacetic acid Chemical Properties,Usage,Production

Chemical Properties

BEIGE-BROWN CRYSTALLINE SOLID

Uses

2-(4-Methoxyphenoxy)acetic Acid is a useful research chemical, a metabolite of mefexamide in human urine samples.

Synthesis

Compounds B1-7 were prepared by similar methods. In the synthesis of B1, monochloroacetic acid (0.04 mol, 3.78 g) was first dissolved in 15 mL of deionized water under stirring and ice bath conditions. Subsequently, 25% NaOH solution was added drop by drop and the pH was adjusted to 9-10 to produce sodium chloroacetate solution. In another vessel, NaOH (0.03 mol, 1.20 g), 15 mL of deionized water, 5 mL of ethanol and phenol (0.04 mol, 3.76 g) were mixed, and the above sodium chloroacetate solution was added slowly with stirring. After addition, stirring was continued for 20 minutes, followed by dropwise addition of sodium chloroacetate solution and the reaction mixture was heated to 105 °C and refluxed for 5 hours. After completion of the reaction, the mixture was cooled to room temperature and acidified with dilute hydrochloric acid to pH 1-2. The precipitate was collected by filtration, washed several times with dilute hydrochloric acid, and after recrystallization and drying in vacuum, the white solid product phenoxyacetic acid (B1) was obtained.

References

[1] Synthetic Communications, 1996, vol. 26, # 23, p. 4337 - 4341
[2] Journal of Fluorescence, 2015, vol. 25, # 4, p. 849 - 859
[3] Luminescence, 2018, vol. 33, # 5, p. 855 - 862
[4] Luminescence, 2015, vol. 30, # 5, p. 677 - 685
[5] Journal of Molecular Structure, 2014, vol. 1074, p. 487 - 495