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2-Hydroxynicotinaldehyde

Catalog Number
ACM36404894-1
Product Name
2-Hydroxynicotinaldehyde
Structure
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CAS
36404-89-4
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Synonyms
3-Pyridinecarboxaldehyde, 1,2-dihydro-2-oxo-; BR-23653; 32768-36-8; RP09657; 2-Oxo-1,2-dihydro-3-pyridinecarbaldehyde; SC-27712; MFCD07698588; AC1OERRV; AM20070207; SCHEMBL1413944;
IUPAC Name
2-oxo-1H-pyridine-3-carbaldehyde;
Molecular Weight
123.111g/mol
Molecular Formula
C6H5NO2;
Canonical SMILES
C1=CNC(=O)C(=C1)C=O;
InChI
InChI=1S/C6H5NO2/c8-4-5-2-1-3-7-6(5)9/h1-4H,(H,7,9);
InChI Key
DNTYEVWEOFZXFE-UHFFFAOYSA-N;
Storage
2-8°C
Complexity
203
Covalently-Bonded Unit Count
1
Exact Mass
123.032g/mol
H-Bond Acceptor
2
H-Bond Donor
1
Heavy Atom Count
9
Monoisotopic Mass
123.032g/mol
Rotatable Bond Count
1
Topological Polar Surface Area
46.2A^2
Application
2-Hydroxynicotinaldehyde serves as a catalytic transient directing group, a role established by Jin-Quan Yu's laboratory, in facilitating Pd(II)-catalyzed γ-C(sp3)-H arylation. This process is used to couple free primary amines with aryl iodides, employing Pd(OAc)2 and benefiting from both low catalyst and directing group loading.
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