Common NameIsoquinoline
DescriptionIsoquinoline is a flavouring agent Being an analog of pyridine, isoquinoline is a weak base, with a pKb of 8.6. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3. Isoquinoline is a colorless hygroscopic liquid at room temperature with a penetrating, unpleasant odor. Impure samples can appear brownish, as is typical for nitrogen heterocycles. It crystallizes platelets that have a low solubility in water but dissolve well in ethanol, acetone, diethyl ether, carbon disulfide, and other common organic solvents. It is also soluble in dilute acids as the protonated derivative. Isoquinoline is a heterocyclic aromatic organic compound. It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. In a broader sense, the term isoquinoline is used to make reference to isoquinoline derivatives. 1-Benzylisoquinoline is the structural backbone in naturally occurring alkaloids including papaverine and morphine. The isoquinoline ring in these natural compound derives from the aromatic amino acid tyrosine
Structure
Molecular FormulaC9H7N
Average Mass129.15860
Monoisotopic Mass129.05785
IUPAC Nameisoquinoline
Traditional NameIsoquinoline
CAS Registry Number119-65-3
SMILESc1ccc2cnccc2c1
InChI IdentifierInChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H
InChI KeyAWJUIBRHMBBTKR-UHFFFAOYSA-N
CHEBI IDCHEBI:16092
HMDB IDHMDB0034244
StateNot Available
Water Solubility2.81e+00 g/l
logP2.14
logS-1.66
pKa (Strongest Acidic)Not Available
pKa (Strongest Basic)5.26
Hydrogen Acceptor Count1
Hydrogen Donor Count0
Polar Surface Area12.89 Ų
Rotatable Bond Count0
Physiological Charge0
Formal Charge0
Refractivity40.35 m³·mol⁻¹
Polarizability13.85

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