2-methoxypropionic acid Chemical Properties

Melting point:

128.5 °C

Boiling point:

199℃

Density 

1.085

Flash point:

87℃

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

pka

3.59±0.10(Predicted)

color 

Colorless

InChI

InChI=1S/C4H8O3/c1-3(7-2)4(5)6/h3H,1-2H3,(H,5,6)

InChIKey

ICPWFHKNYYRBSZ-UHFFFAOYSA-N

SMILES

C(O)(=O)C(OC)C

Safety Information

HazardClass 

IRRITANT

2-methoxypropionic acid Usage And Synthesis

Synthesis

A methanolic solution of 25% sodium methanolate (16 mL) was slowly added dropwise to a stirring solution of 2-bromopropionic acid (19.6 mmol) in methanol (5 mL) under nitrogen protection. The reaction mixture was heated and reacted at 50 °C overnight while continuously protected by the passage of nitrogen. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure by rotary evaporator. The residue was adjusted to pH 1 with aqueous 1N hydrochloric acid, followed by three extractions with ethyl acetate (70 mL, 25 mL, 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated again under reduced pressure to afford 2-methoxypropionic acid as a colorless oil in the yield of 2.04 g (99% yield), which was pure enough to be used directly in the subsequent reaction without further purification. The product was characterized by 1H NMR (CD3OD): δ 3.67 (q, 1H), 3.33 (s, 3H), 1.33 ppm (d, 3H).

References

[1] Patent: WO2006/96338, 2006, A1. Location in patent: Page/Page column 41
[2] Patent: WO2006/133006, 2006, A2. Location in patent: Page/Page column 46-47
[3] Australian Journal of Chemistry, 1980, vol. 33, # 4, p. 809 - 821
[4] Organic Letters, 2018, vol. 20, # 16, p. 4867 - 4870
[5] Patent: KR2015/128789, 2015, A. Location in patent: Paragraph 0896; 0898; 0899

2-methoxypropionic acid (4324-37-2)Related Product Information

• MECOPROP
• DL-ISOCITRIC ACID LACTONE
• TETRAHYDROFURAN-2,3,4,5-TETRACARBOXYLIC ACID
• 2-Phenoxybutyric acid
• 2-(4-CHLOROPHENOXY) PROPIONIC ACID
• (-)-O-ACETYL-D-MANDELIC ACID
• Clofibrate
• Dibenzoyltartaric acid
• 2-(4-Chlorophenoxy)-2-methylpropionic acid
• 2-Phenoxypropionic acid
• 2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID
• MURAMIC ACID
• 2-(2-CHLOROPHENOXY)PROPIONIC ACID
• (R)-(+)-alpha-Methoxy-alpha-trifluoromethylphenylacetic acid
• (R)-(-)-alpha-Methoxyphenylacetic acid
• Dichlorprop
• (1R)-(+)-CAMPHANIC ACID
• METHYL 2,5-DIHYDRO-2,5-DIMETHOXY-2-FURANCARBOXYLATE