A9628
2-Aminobenzaldehyde
≥98%
Synonym(s):
2-Formylaniline, Anthranilaldehyde, o-Aminobenzaldehyde
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About This Item
Empirical Formula (Hill Notation):
C7H7NO
CAS Number:
Molecular Weight:
121.14
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥98%
form
powder
shipped in
dry ice
storage temp.
−20°C
SMILES string
Nc1ccccc1C=O
InChI
1S/C7H7NO/c8-7-4-2-1-3-6(7)5-9/h1-5H,8H2
InChI key
FXWFZIRWWNPPOV-UHFFFAOYSA-N
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Related Categories
Application
Reactant for:
- Preparation of quinoline derivatives as antiviral agents
- Preparation of electroluminescent materials for OLEDs
- Friedlander-type synthesis
- Preparation of 2-tosylaminophenyl cyclopropylmethanols for gold-catalyzed cyclopropyl carbinol rearrangement
- Benzyl C-H bond amination of arylmethylamines catalyzed by hydroxy-TEMPO
- Silver-catalyzed aniline mediated cascade hydroamination/cycloaddition reactions
Disclaimer
Polymerizes rapidly at room temperature. May yield slightly hazy solution in ethanol due to the presence of a small amount of polymer.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Yi-Feng Wang et al.
Chemistry, an Asian journal, 4(12), 1834-1838 (2009-10-16)
Generally, amine-catalyzed enantioselective transformations rely on chiral enamine or unsaturated iminium intermediates. Herein, we report a protocol involving dual activation by an aromatic iminium and hydrogen-bonding. An enantioselective aza-Michael-Henry domino reaction of 2-aminobenzaldehydes with nitroolefins has been developed through this
Moamen S Refat et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 70(1), 234-242 (2007-09-04)
The, nitrin, 2-aminobenzaldehyde phenylhydrazone (2ABPH) was synthesis by refluxing 2-nitrobenzaldehyde with phenylhydrazine in ethanolic solvent. Three transition metal (II) complexes of 2ABPH have been prepared. Elemental analysis, molar conductivity, IR, UV, 1H NMR, and mass spectra, as well as TG/DTG
Sarah C Atkinson et al.
Structure (London, England : 1993), 26(7), 948-959 (2018-05-29)
Protein dynamics manifested through structural flexibility play a central role in the function of biological molecules. Here we explore the substrate-mediated change in protein flexibility of an antibiotic target enzyme, Clostridium botulinum dihydrodipicolinate synthase. We demonstrate that the substrate, pyruvate
Michael C Haibach et al.
Journal of the American Chemical Society, 133(7), 2100-2103 (2011-02-02)
Aminobenzaldehydes react with indoles in an unprecedented cascade reaction. This acid-catalyzed redox-neutral annulation proceeds via a condensation/1,5-hydride shift/ring-closure sequence. Polycyclic azepinoindoles and related compounds are obtained in a single step with good to excellent yields.
Riccardo Montioli et al.
The FEBS journal, 286(14), 2787-2798 (2019-04-09)
Among the over 50 gyrate atrophy-causing mutations of ornithine δ-aminotransferase (OAT), the R180T involves an active site residue located at the dimer interface, which in the crystal structure of OAT complexed with 5-fluoromethylornithine engages a salt bridge with the α-carboxylate
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