α-Acetamidocinnamic Acid - ≥98%(HPLC) , CAS No.5469-45-4

CAS: 5469-45-4 Cat. No.: A151001 Molecular Weight: 205.21 EC Number: 226-795-6

GRADE & PURITY ≥98%(HPLC)

Synonyms

2-Propenoic acid, 2-(acetylamino)-3-phenyl- | alpha-Acetamidocinnamic acid | AKOS002685529 | NCGC00334338-01 | (Z)-2-Acetamido-3-phenylacrylic acid | HMS1579A04 | p-Amino-alpha,alpha,alpha-trifluorotoluene | XODAOBAZOQSFDS-YFHOEESVSA-N | alpha-Acetamidoci

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

Asymmeteric hydrogenation of α-acetamidocinnamic acid with chiral rhodium (I) complexes on charcoal has been reported. α-Acetamidocinnamic acid undergoes asymmetric hydrogenation in ionic liquid catalyzed by rhodium complex to yield (S)-phenylalanine.

Specifications

Synonyms

2-Propenoic acid, 2-(acetylamino)-3-phenyl- | alpha-Acetamidocinnamic acid | AKOS002685529 | NCGC00334338-01 | (Z)-2-Acetamido-3-phenylacrylic acid | HMS1579A04 | p-Amino-alpha, alpha, alpha-trifluorotoluene | XODAOBAZOQSFDS-YFHOEESVSA-N | alpha-Acetamidoci

Specifications & Purity

≥98%(HPLC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488195487
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195487
• Canonical Smiles: CC(=O)NC(=CC1=CC=CC=C1)C(=O)O
• IUPAC Name: (Z)-2-acetamido-3-phenylprop-2-enoic acid
• InChIKey: XODAOBAZOQSFDS-YFHOEESVSA-N
• INCHI: 1S/C11H11NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-7H,1H3,(H,12,13)(H,14,15)/b10-7-
• Isomeric SMILES: CC(=O)N/C(=C\C1=CC=CC=C1)/C(=O)O
• WGK Germany: 3
• Molecular Weight: 205.21
• Reaxy-Rn: 1912549
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1912549&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 N-acyl-alpha amino acids and derivatives
              • Level8 N-acyl-alpha amino acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives - N-acyl-alpha amino acids and derivatives
• Direct Parent: N-acyl-alpha amino acids
• Alternative Parents: Cinnamic acids Benzene and substituted derivatives Acetamides Secondary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-acyl-alpha-amino acid - Cinnamic acid - Cinnamic acid or derivatives - Monocyclic benzene moiety - Benzenoid - Acetamide - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid - Monocarboxylic acid or derivatives - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Melt Point(°C): 186 °C
• Molecular Weight: 205.210 g/mol
• XLogP3: 0.000
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 205.074 Da
• Monoisotopic Mass: 205.074 Da
• Topological Polar Surface Area: 66.400 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 278.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1