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Isoquinoline

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Identification
Molecular formula
C9H7N
CAS number
119-65-3
IUPAC name
isoquinoline
State
State

At room temperature, isoquinoline is a liquid, but it may crystallize depending on the conditions due to its melting point being near room temperature.

Melting point (Celsius)
26.00
Melting point (Kelvin)
299.15
Boiling point (Celsius)
243.00
Boiling point (Kelvin)
516.15
General information
Molecular weight
129.16g/mol
Molar mass
129.1590g/mol
Density
1.0980g/cm3
Appearence

Isoquinoline is a hygroscopic, colorless to pale yellow liquid that can form orthorhombic crystals. It emits a pleasant odor and can appear slightly viscous depending on its form.

Comment on solubility

Solubility of Isoquinoline

Isoquinoline, with the chemical formula C9H7N, exhibits interesting solubility characteristics that are worth noting:

  • Soluble in Organic Solvents: Isoquinoline is relatively soluble in a variety of organic solvents such as ethanol, ether, and chloroform.
  • Low Solubility in Water: Its solubility in water is limited, making it only sparingly soluble or practically insoluble. The log P value indicates a preference for non-polar environments.
  • Temperature Dependency: The solubility may be affected by temperature changes, where higher temperatures could enhance solubility in organic solvents.

This combination of solubility properties can be attributed to the molecule's structure, featuring a nitrogen atom within a fused ring system, resulting in a polar character that is not strong enough to favor water solubility.

As noted in many studies, "Isoquinoline behaves as a versatile compound that interacts well with non-polar environments while showing resistance in polar solvents." This characteristic makes it particularly valuable in various chemical applications and synthesis processes.

Interesting facts

Interesting Facts About Isoquinoline

Isoquinoline is a fascinating compound with a rich history and significant importance in various fields, particularly in organic chemistry and pharmacology. Here are some notable aspects of this compound:

  • Structure and Derivation: Isoquinoline is an aromatic heterocyclic compound with a structure derived from the fusion of a benzene ring and a pyridine ring. Its unique arrangement contributes to its chemical properties and reactivity.
  • Natural Occurrence: This compound is not synthetic; it can be found in several plants, particularly in certain alkaloids. For instance, it is a constituent of various medicinal plants, which has piqued the interest of researchers in phytochemistry.
  • Pharmacological Significance: Isoquinoline derivatives hold significant pharmaceutical potential. Many compounds derived from isoquinoline exhibit a range of biological activities, including:
    • Antimicrobial
    • Anticancer
    • Antioxidant
    • Pain relief
  • Diverse Applications: Beyond its biological uses, isoquinoline is also utilized in:
    • Dyes and pigments
    • Fluorescent probes
    • Organic synthesis as an important building block
  • Historical Context: Isoquinoline was first isolated in the early 19th century. Its discovery heralded a wave of interest in heterocyclic chemistry, influencing many subsequent research endeavors in the field.

Overall, isoquinoline stands out as a valuable compound with its intriguing structure and wide-ranging applications. As noted by chemists, it serves as a compelling example of how natural products can lead to significant advancements in synthetic chemistry and drug development. Keep an eye on isoquinoline and its derivatives — you never know what new applications might emerge!

Synonyms
ISOQUINOLINE
119-65-3
2-Benzazine
2-Azanaphthalene
Benzo[c]pyridine
Isochinolin
beta-Quinoline
Benzo(c)pyridine
2-Benzanine
3,4-Benzopyridine
Isoquinoline-5,8-D2
Isochinolin [Czech]
FEMA No. 2978
.beta.-Quinoline
NSC 3395
CCRIS 5752
EINECS 204-341-8
JGX76Y85M6
DTXSID2047644
CHEBI:16092
AI3-10035
NSC-3395
ISOQUINOLINE [MI]
ISOQUINOLINE [FHFI]
2241982-85-2
DTXCID0027644
EC 204-341-8
ISQ
MFCD00006898
isoquinolin
UNII-JGX76Y85M6
betaQuinoline
2Azanaphthalene
beta -quinoline
2Benzazine
2-Azanaphthalene; 2-Benzazine; Benzo[c]pyridine; Benzopyridine; NSC 3395; ss-Quinoline
3,4Benzopyridine
Isoquinoline, tech
MFCD31699977
Isoquinoline, 97%
Isoquinoline (Standard)
8-(1,4-diazepan-1-ylsulfonyl)isoquinoline
SCHEMBL9654
WLN: T66 CNJ
CHEMBL12315
SCHEMBL4543153
SCHEMBL6506458
SCHEMBL8569035
BDBM60921
FEMA 2978
Isoquinoline, analytical standard
NSC3395
BCP23537
BCP27363
HY-W012732R
Tox21_302503
BBL011362
STL146455
AKOS000119148
CS-W013448
DB04329
FI01236
HY-W012732
PS-5337
RTE3_000001
Isoquinoline, technical grade, 90-92%
NCGC00188120-01
NCGC00256872-01
CAS-119-65-3
SY246282
DB-003694
I0182
NS00010835
EN300-19121
PK04_181276
C06323
F52665
A804333
AC-907/25014235
AC-907/25014236
Q412316
F0001-0310
Z104472854
204-341-8