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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-Nummer
5429-56-1
Synonyme
Ac-DL-Dha-OH
N-Acetyldehydroalanine

Größe Preis ($) Menge Verfügbarkeit
1g 36,30
5g 93,60
25g 338,00
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2-Acetamidoacrylic acid, 99%

MDL
MFCD00004257
EINECS
226-583-3

Chemische Eigenschaften

Formel
C5H7NO3
Molmasse
129.12
Schmelzpunkt
ca 190° dec.
Löslichkeit
Soluble in dimethyl sulfoxide. Slightly soluble in water and methanol.

Anwendungen

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

Bemerkungen

Incompatible with strong oxidizing agents.

Literaturverweise

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 Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H315-H319-H335

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

Sicherheitshinweise: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/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. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
1812032
Harmonized Tariff Code
2924.19
TSCA
No

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