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5429-56-1 - 2-Acetamidoacrylic acid, 99% - Ac-DL-Dha-OH - N-Acetyldehydroalanine - L01649 - Alfa Aesar

L01649 2-Acetamidoacrylic acid, 99%

CAS Number
5429-56-1
Synonyms
Ac-DL-Dha-OH
N-Acetyldehydroalanine

Size Price ($) Quantity Availability
1g 36.30
5g 93.60
25g 338.00
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2-Acetamidoacrylic acid, 99%

MDL
MFCD00004257
EINECS
226-583-3

Chemical Properties

Formula
C5H7NO3
Formula Weight
129.12
Melting point
ca 190° dec.
Solubility
Soluble in dimethyl sulfoxide. Slightly soluble in water and methanol.

Applications

2-Acetamidoacrylic acid is used as an antioxidant as well as a monomer.

Notes

Incompatible with strong oxidizing agents.

Literature References

Pd-catalyzed arylation by aryl bromides affords pure (Z)-isomers of derivatives of dehydrophenylalanine: Tetrahedron Lett., 24, 4603 (1983).

For asymmetric hydrogenation using a chiral Rh catalyst, see: Chem. Lett., 305 (1989).

Reacts with pyrazole in the presence of acetic acid or an acetate buffer to give 2-acetamido-3-(N-pyrazolo)propionic acid which, on hydrolysis, gives the pyrazoloalanine, an unusual naturally occurring amino acid: Chem. Pharm. Bull., 70, 609 (1972):

Pàmies, O.; Diéguez, M.; Bäckvall, J. E. Artificial Metalloenzymes in Asymmetric Catalysis: Key Developments and Future Directions. Adv. Synth. Catal. 2015, 357 (8), 1567-1586.

Zhan, E.; Chen, C.; Li, Y.; Shen, W. Heterogeneous asymmetric hydrogenation over chiral molecule-modified metal particles. Catal. Sci. Technol. 2015, 5 (2), 650-659.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
1812032
Harmonized Tariff Code
2924.19
TSCA
No

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