3-(2-METHOXYPHENYL)PROPIONIC ACID

3-(2-METHOXYPHENYL)PROPIONIC ACID Property

Melting point:

85-87 °C (lit.)

Boiling point:

273.02°C (rough estimate)

Density 

1.1272 (rough estimate)

refractive index 

1.5160 (estimate)

storage temp. 

Sealed in dry,Room Temperature

pka

pK1:4.804 (25°C)

Appearance

White to off-white Solid

BRN 

2097012

InChI

InChI=1S/C10H12O3/c1-13-9-5-3-2-4-8(9)6-7-10(11)12/h2-5H,6-7H2,1H3,(H,11,12)

InChIKey

XSZSNLOPIWWFHS-UHFFFAOYSA-N

SMILES

C1(CCC(O)=O)=CC=CC=C1OC

CAS DataBase Reference

6342-77-4(CAS DataBase Reference)

Safety

Safety Statements 

22-24/25

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29189990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

3-(2-METHOXYPHENYL)PROPIONIC ACID Chemical Properties,Usage,Production

Chemical Properties

WHITE FINE CRYSTALLINE POWDER

Definition

ChEBI: 3-(2-Methoxyphenyl)propanoic acid is a monocarboxylic acid and a member of benzenes.

Synthesis

GENERAL METHOD: (E)-3-(2-methoxyphenyl)acrylic acid (1.0 mmol, 0.148 g), catalyst BPPd(0)Si (5 mol%, 0.0836 g), and KOH (1.0 eq., 5 mL of 0.2 M solution) were added to the reaction mixture and reacted under hydrogen (1 atm) atmosphere. After the reaction mixture was stirred at room temperature for 30 min, the catalyst was removed by filtration and the filtrate was washed with 10 mL of water and ethyl acetate. The pH of the filtrate was adjusted to 2-3 with 1 N HCl. Subsequently, the organic phase was collected by solvent extraction with ethyl acetate and dried with MgSO4. The dried organic phase was concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography and the final product was structurally confirmed by 1H NMR spectroscopy.

References

[1] Journal of Organometallic Chemistry, 2017, vol. 846, p. 296 - 304
[2] Tetrahedron, 1989, vol. 45, # 5, p. 1441 - 1446
[3] Journal of Medicinal Chemistry, 1993, vol. 36, # 20, p. 2891 - 2898
[4] Bioorganic Chemistry, 2018, vol. 80, p. 408 - 421
[5] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 14, p. 1519 - 1522