furan-2-acetic acid Chemical Properties

Melting point:

64-69 °C

Boiling point:

234℃

Density 

1.265

refractive index 

1.5627 (estimate)

Flash point:

95℃

storage temp. 

2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

4.16±0.10(Predicted)

color 

Dark Beige to Very Dark Yellow

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2932190090

furan-2-acetic acid Usage And Synthesis

Uses

2-(Furan-2-yl)acetic Acid is one of the compounds detected in tobacco smoke condensate.

Definition

ChEBI: 2-furanacetic acid is a heteroarene.

Synthesis

The general procedure for the synthesis of 2-furanacetic acid from 2-(furan-2-yl)acetonitrile was as follows: to a solvent mixture of 30 mL of 3N sodium hydroxide solution and 30 mL of methanol, 3.34 g (31.2 mmol) of 2-(furan-2-yl)acetonitrile was added, and stirred until it was completely dissolved. The reaction mixture was heated to reflux for 2 hours and 30 minutes with continuous stirring. After completion of the reaction, the solution was cooled to room temperature and separated by extraction with ether. The aqueous phase was acidified with 20 mL of concentrated hydrochloric acid to release the organic products and extracted again with ether. The ether extracts were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure to give 3.84 g (30.5 mmol) of 2-furanacetic acid in 97.8% yield.

References

[1] Patent: US6215016, 2001, B1
[2] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1993, # 10, p. 1941 - 1946
[3] Collection of Czechoslovak Chemical Communications, 1980, vol. 45, # 5, p. 1361 - 1365
[4] Chemische Berichte, 1930, vol. 63, p. 749,753
[5] Journal of the American Chemical Society, 1930, vol. 52, p. 1284

furan-2-acetic acid(2745-26-8)Related Product Information

• (2-FURYL)GLYOXYLIC ACID
• furan-2-acetic acid
• Methyl benzofuran-2-acetate
• 2-Methylfuran-3-thiol acetate
• 2-Methoxyiminofurylacetic acid amonium salt
• (Z)-2-Methoxyimino-2-(furyl-2-yl) acetic acid ammonium salt
• 2,3-Dihydro-alpha-hydroxy-5-benzofuranacetic acid
• CBZ-2-AMINO-2-FURANACETIC ACID
• (S)-AMINO-FURAN-2-YL-ACETIC ACID
• AMINO-FURAN-2-YL-ACETIC ACID
• (R)-BENZYLOXYCARBONYLAMINO-FURAN-2-YL-ACETIC ACID
• 2-BENZOFURANACETIC ACID
• 2-(2-FURYL)SUCCINIC ACID
• alpha-(methoxyimino)furan-2-acetic acid
• (Z)-alpha-(methoxyimino)furan-2-acetic acid
• SYN-2-METHOXY-IMINO-2-(2-FURYL)-ACETIC ACID, AMMOMIUM SALT, 99+%
• (5-Butyl-3-oxo-2,3-dihydrofuran-2-yl)-acetic acid
• Benzo[b]furan-2-acetic acid methylester