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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
208-454-3
MDL number:
Assay:
≥98%
Form:
powder
Product Name
2-Aminobenzaldehyde, ≥98%
InChI key
FXWFZIRWWNPPOV-UHFFFAOYSA-N
InChI
1S/C7H7NO/c8-7-4-2-1-3-6(7)5-9/h1-5H,8H2
SMILES string
Nc1ccccc1C=O
assay
≥98%
form
powder
shipped in
dry ice
storage temp.
−20°C
Quality Level
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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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
Voula Mitsakos et al.
Bioorganic & medicinal chemistry, 19(4), 1535-1540 (2011-01-27)
The enzyme dihydrodipicolinate synthase (DHDPS) has been widely investigated as a target for new antibiotics. The o-aminobenzaldehyde (o-ABA) assay is routinely used as a highly specific, if qualitative, tool for DHDPS purification, whereby fractions containing active DHDPS appear purple upon
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
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