A9628
2-Aminobenzaldehyde
≥98%
Synonym(s):
2-Formylaniline, Anthranilaldehyde, o-Aminobenzaldehyde
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All Photos(4)
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
Caution
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
WGK
WGK 3
Flash Point(F)
235.4 °F
Flash Point(C)
113 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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P Spiteller et al.
Phytochemistry, 57(3), 361-363 (2001-06-08)
Feeding experiments with 13C- and fluorine-labelled precursors were performed to reveal the biosynthesis of 2-aminobenzaldehyde in flowers of Robinia pseudoacacia and Philadelphus coronarius. The results are in agreement with the transformation of anthranilic acid to indole followed by oxidative ring
Hsien-Po Chiu et al.
Chembiochem : a European journal of chemical biology, 13(3), 364-366 (2012-01-10)
Sticky residue: Pyrroline-carboxy-lysine (Pcl) can be readily incorporated into proteins expressed in E. coli and mammalian cells by using the pyrrolysyl tRNA/tRNA synthetase pair. Pcl can be used as a single amino acid purification tag and can be site-specifically modified
Nitin T Patil et al.
The Journal of organic chemistry, 77(14), 6179-6185 (2012-07-12)
DFT computational studies in the cyclization of aminoalkyne (see structure), which is generated in situ by 2-aminobenzaldehydes and terminal alkynes in the presence of metals and secondary amines, has been investigated. The study revealed that the mode of cyclization (exo
Riccardo Montioli et al.
Biochimica et biophysica acta. Molecular basis of disease, 1864(11), 3629-3638 (2018-09-27)
Gyrate atrophy (GA) is a rare recessive disorder characterized by progressive blindness, chorioretinal degeneration and systemic hyperornithinemia. GA is caused by point mutations in the gene encoding ornithine δ-aminotransferase (OAT), a tetrameric pyridoxal 5'-phosphate-dependent enzyme catalysing the transamination of l-ornithine
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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