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:
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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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.
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
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
Shoko Yamazaki et al.
The Journal of organic chemistry, 75(4), 1188-1196 (2010-01-30)
Quinolines are an important class of compounds, and the development of new efficient synthetic strategies for the construction of quinolines is of considerable interest. Zinc triflate catalyzed cyclization of ethenetricarboxylate derivatives with 2-aminobenzaldehydes has been examined. The reaction of ethenetricarboxylate
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