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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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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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
Jaya Prabhakaran et al.
Bioorganic & medicinal chemistry letters, 20(12), 3654-3657 (2010-06-10)
Radiosynthesis and in vivo evaluation of [N-methyl-(11)C] 5-methyl-3-[4-(3-phenylallyl)-piperazin-1-ylmethyl]-3,3a,4,5-tetrahydroisoxazolo[4,3-c]quinoline (1), a potential PET tracer for alpha2-adrenergic receptors is described. Syntheses of nonradioactive standard 1 and corresponding desmethyl precursor 2 were achieved from 2-aminobenzaldehyde in 40% and 65% yields, respectively. Methylation using
Chenguang Fan et al.
Organic & biomolecular chemistry, 10(30), 5815-5819 (2012-03-01)
Recently, LL-diaminopimelate aminotransferase (LL-DAP-AT), a pyridoxal-5'-phosphate (PLP)-dependent enzyme, was reported to catalyze a key step in the biosynthesis of L-lysine in plants and Chlamydia. Previous screening of a 29,201-compound library against LL-DAP-AT identified an o-sulfonamidoarylhydrazide as a reversible inhibitor with
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
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
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