Isoquinoline-1-carbonitrile

Base Information

• Chemical Name: Isoquinoline-1-carbonitrile
• CAS No.: 1198-30-7
• Molecular Formula: C10H6N2
• Molecular Weight: 154.171
• Hs Code.: 2933499090
• European Community (EC) Number: 627-280-2
• NSC Number: 203335
• UNII: Y94LJ44YSD
• DSSTox Substance ID: DTXSID20308378
• Nikkaji Number: J100.139F
• Wikidata: Q72486433
• Mol file: 1198-30-7.mol

Synonyms:isoquinoline-1-carbonitrile;1198-30-7;1-Cyanoisoquinoline;1-Isoquinolinecarbonitrile;Isoquinaldonitrile;Y94LJ44YSD;MFCD00134166;UNII-Y94LJ44YSD;NSC 203335;NSC-203335;isoquinolinecarbonitrile;1-cyano-isoquinoline;NSC203335;Maybridge1_002114;1-isoquinoline carbonitrile;BIDD:GT0021;SCHEMBL251028;HMS547I02;1-Isoquinolinecarbonitrile, 99%;DTXSID20308378;CCG-45292;STK774048;AKOS001295409;AB03726;PS-5499;AM807134;SY034107;BB 0268026;CS-0041586;FT-0627508;EN300-25592;AQ-776/40170967;1-CYANOISOQUINOLINE;SR-01000635070-1;W-205071;Z212046230;125771-26-8

Chemical Property of Isoquinoline-1-carbonitrile

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 4.88E-05mmHg at 25°C
• Melting Point: 90-92 °C(lit.)
• Refractive Index: 1.654
• Boiling Point: 348.9 °C at 760 mmHg
• PKA: -0.48±0.30(Predicted)
• Flash Point: 121.609 °C
• PSA: 36.68000
• Density: 1.211 g/cm³
• LogP: 2.10648
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 154.053098200
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99.0% ^*data from raw suppliers

Isoquinoline-1-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN=C2C#N
• Uses: 1-Isoquinolinecarbonitrile may be used as starting reagent in the syntheses of imidazo[5,1-a]isoquinolines.

Technology Process of Isoquinoline-1-carbonitrile

There total 36 articles about Isoquinoline-1-carbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-phenylsulphonyl-1,2-dihydroisoquinoline-1-carbonitrile (1035-19-4) → 1-isoquinolinecarbonitrile (1198-30-7)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2h;

Reference yield: 97.5%

isoquinoline N-oxide (1532-72-5) + trimethylsilyl cyanide (7677-24-9) → 1-isoquinolinecarbonitrile (1198-30-7)

Guidance literature:

With N,N-Dimethylcarbamoyl chloride; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87421-4

Reference yield: 97.0%

2-(toluene-4-sulfonyl)-1,2-dihydro-isoquinoline-1-carbonitrile (3340-68-9) → 1-isoquinolinecarbonitrile (1198-30-7)

Guidance literature:

With sodium hydroxide; oxygen; benzyltriethylammonium hydroxide; In water; benzene; for 1.5h; Ambient temperature;

upstream raw materials:

isoquinoline N-oxide

isoquinoline-1-carbaldehyde-oxime

2-benzoyl-1-cyano-1,2-dihydroisoquinoline

methanol

Downstream raw materials:

isoquinoline-1-carboxamide

[(isoquinolin-1-yl)methyl]amine

1-acetylisoquinoline

1-(cyclohexyl-2-en-1-yl)isoquinoline

Refernces

• 1、 Davis,McEwen. "-". . p. 815. Retrieved 1961.
• 2、 Hayashi,Goi,Higashino. "Thermodecomposition of 4 isoquinolinecarbonitrile 2 oxide in dimethyl sulfoxide (Japanese)". . p. 1189 - 1190. Retrieved 1974.
• 3、 Sugiura, Michiharu,Asai, Koosuke,Hamada, Yoshiki,Hatano, Keiichiro,Kurono, Yukihisa,Suezawa, Hiroko,Hirota, Minoru. "Stereochemistry of c-4-bromo-r-1-cyano-t-3-methoxy-1,2,3,4- tetrahydroisoquinolines from isoquinoline Reissert compounds". . p. 928 - 931. Retrieved 1997.
• 4、 Zhou, Chao,Lei, Tao,Wei, Xiang-Zhu,Ye, Chen,Liu, Zan,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu. "Metal-free, redox-neutral, site-selective access to heteroarylamine via direct radical?radical cross-coupling powered by visible light photocatalysis". supporting information. p. 16805 - 16813. Retrieved 2020/11/09.
• 5、 -. "Synthesis method of 2-cyanoquinoline derivative". Paragraph 0089-0093. . Retrieved 2019/10/04.