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I28208

Sigma-Aldrich

Isoquinoline

97%

Synonym(s):

β-Quinoline, 2-Azanaphthalene, 2-Benzazine, Benzopyridine

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About This Item

Empirical Formula (Hill Notation):
C9H7N
CAS Number:
Molecular Weight:
129.16
Beilstein:
107549
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D 1.623 (lit.)

bp

242-243 °C (lit.)

mp

26-28 °C (lit.)

density

1.099 g/mL at 25 °C (lit.)

SMILES string

c1ccc2cnccc2c1

InChI

1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H

InChI key

AWJUIBRHMBBTKR-UHFFFAOYSA-N

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Application

Isoquinoline can be used as:
  • A catalyst in the synthesis of poly(imide)s.
  • A reactant in the synthesis of N-benzyl isoquinoline-1,3,4-triones using iodine as a catalyst.
  • A reactant in the synthesis of 2H-imidazo[5,1-a]isoquinolinium chloride.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Cascade Synthesis of Functionalized 2H-Imidazo [5, 1-a] isoquinolinium Chlorides from Isoquinoline, Chloroformamidines (= Carbamimidoyl Chlorides), and Isocyanides
Yavari I, et al.
Helvetica Chimica Acta, 93(1), 72-76 (2010)
Intrinsically microporous poly (imide) s: structure- porosity relationship studied by gas sorption and X-ray scattering
Ritter N, et al.
Macromolecules, 44(7), 2025-2033 (2011)
Iodine-catalyzed oxidative multiple C-H bond functionalization of isoquinolines with methylarenes: an efficient synthesis of isoquinoline-1, 3, 4 (2 H)-triones
Zhu D, et al.
Organic & Biomolecular Chemistry, 15(34), 7112-7116 (2017)
Jeremy Shonberg et al.
Journal of medicinal chemistry, 56(22), 9199-9221 (2013-10-22)
Biased agonism offers an opportunity for the medicinal chemist to discover pathway-selective ligands for GPCRs. A number of studies have suggested that biased agonism at the dopamine D2 receptor (D2R) may be advantageous for the treatment of neuropsychiatric disorders, including
Viktoras Dryza et al.
The journal of physical chemistry. A, 116(17), 4323-4329 (2012-04-14)
Electronic spectra of the gas-phase isoquinoline(+)-Ar and quinoline(+)-Ar complexes are recorded using photodissociation spectroscopy by monitoring the Ar loss channel. The D(3)←D(0) and D(4)←D(0) band origins for isoquinoline(+)-Ar are observed at 15245 ± 15 cm(-1) and 21960 ± 15 cm(-1)

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