2-Hydroxy-3-methoxy-6-nitrobenzaldehyde

HCID 262242

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Basic information

CAS: 2426-86-0
Standard SMILES: COc1ccc([N+](=O)[O-])c(C=O)c1O
InChIKey: LPUYRRFGCOZEEK-UHFFFAOYSA-N
Molecular formula: C8H7NO5
Average molar mass: 197.14 g/mol
Monoisotopic mass: 197.03242232

Names & identifiers

Preferred name: 2-Hydroxy-3-methoxy-6-nitrobenzaldehyde
IUPAC: 2-hydroxy-3-methoxy-6-nitrobenzaldehyde
English name: 6-Nitro-o-vanillin
Molecular formula: C8H7NO5
Molecular weight: 197.14

Names & synonyms

2-hydroxy-3-methoxy-6-nitrobenzaldehyde2426-86-0DTXSID50294275RefChem:261657DTXCID00245414NSC 95688NSC956886-Nitro-o-vanillinEntacapone Impurity N5Entacapone Impurity 90Benzaldehyde, 2-hydroxy-3-methoxy-6-nitro-NCIOpen2_001618

Show more names

SCHEMBL4888730LPUYRRFGCOZEEK-UHFFFAOYSA-NNSC-95688AKOS030239961

Database identifiers

CAS: 2426-86-0
PubChem CID: 262242
DTXSID: DTXSID50294275
Nikkaji: J522.465I

Properties

Computed structural properties

XLogP: 1.4
Topological polar surface area: 92.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 14
Formal charge: 0
Complexity: 226

Physicochemical properties

Melting point: 71 · 71-72 °C
Boiling point: 348.4 · 348.4±42.0 °C(Predicted)
Density: 1.456 · 1.456±0.06 g/cm3(Predicted)
solubility: DCM, Ethyl Acetate, Methanol
form: Solid
pka: 6.53 · 6.53±0.28(Predicted)
color: Light Yellow

Chemistry & industry

Applications

Uses6-Nitro-o-vanillin is an intermediate in the synthesis of 4-Hydroxymelatonin (H944635), a metabolite of Melatonin (M215000), a hormone found in animals that regulates sleep cycle.