Isoquinoline

Base Information

• Chemical Name: Isoquinoline
• CAS No.: 119-65-3
• Molecular Formula: C9H7N
• Molecular Weight: 129.161
• Hs Code.: 2933499090
• European Community (EC) Number: 204-341-8
• NSC Number: 3395
• UNII: JGX76Y85M6
• DSSTox Substance ID: DTXSID2047644
• Nikkaji Number: J43.394B
• Wikipedia: Isoquinoline
• Wikidata: Q412316
• Metabolomics Workbench ID: 46444
• ChEMBL ID: CHEMBL12315
• Mol file: 119-65-3.mol

Synonyms:isoquinoline;isoquinoline conjugate acid;isoquinoline hydrobromide;isoquinoline hydrochloride;isoquinoline hydroiodide;isoquinoline sulfate (1:1)

Chemical Property of Isoquinoline

Chemical Property:

• Appearance/Colour: light brown low meltling solid
• Vapor Pressure: 0.0506mmHg at 25°C
• Melting Point: 26-28 °C(lit.)
• Refractive Index: n20/D 1.623(lit.)
• Boiling Point: 234.1 °C at 760 mmHg
• PKA: 5.37±0.23(Predicted)
• Flash Point: 101.1 °C
• PSA: 12.89000
• Density: 1.099 g/cm³
• LogP: 2.23480
• Water Solubility.: practically insoluble
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 129.057849228
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T:Toxic
• Statements: R22:; R24:; R38:
• Safety Statements: S36/37/39:; S45:

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Quinolines
• Canonical SMILES: C1=CC=C2C=NC=CC2=C1

Technology Process of Isoquinoline

There total 286 articles about Isoquinoline 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: 83.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) → isoquinoline (119-65-3) + 3,4-dihydroisoquinoline (3230-65-7)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1055/s-1998-1583

Reference yield: 83.0%

1,2,3,4-tetrahydroisoquinoline (91-21-4) → isoquinoline (119-65-3) + 3,4-dihydroisoquinoline (3230-65-7) + 3,4-dihydroisoquinolin-1(2H)-one (1196-38-9)

Guidance literature:

With sodium periodate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid; In water; acetonitrile; for 20h;

DOI:10.1039/c8ra01365a

Reference yield: 76.2%

1,2,3,4-tetrahydroisoquinoline (91-21-4) + carbon dioxide (124-38-9,18923-20-1) → isoquinoline (119-65-3) + 3,4-dihydroisoquinoline (3230-65-7) + formic acid (64-18-6)

Guidance literature:

With bis(2,2'-bipyridyl-4,4'-dicarboxylic acid)ruthenium(II) dichloride; In acetonitrile; at 20 ℃; for 24h; Schlenk technique; Irradiation; Sealed tube; Green chemistry;

DOI:10.1021/acs.inorgchem.9b02593

upstream raw materials:

3,4-dihydroisoquinoline

1,2,3,4-tetrahydroisoquinoline

1-benzyl-3,4-dihydro-isoquinoline

1,3-dichloroisoquinoline

Downstream raw materials:

1,4-bis(isoquinolin-2-ium)butane dibromide

2-oxy-3-(isoquinolinium-2'-yl)-1,4-naphthoquinone

1-methylisoquinoline

4-isopropylidene-1,1-dimethyl-1,11b-dihydro-[1,3]oxazino[4,3-a]isoquinolin-2-one

Refernces

• 1、 Tsizin, Yu. S.,Chernyak, S. A.,Timoshevskii, B. P.,Sergovskaya, N. L.. "REACTION OF 2-ETHOXYCARBONYL-1-CYANO-1,2-DIHYDROISOQUINOLINE AND 1-METHOXYCARBONYL-2-CYANO-1,2-DIHYDROQUINOLINE WITH CARBOXYLIC ACIDS". . p. 705. Retrieved 1985.
• 2、 He, Zhen-Hong,Sun, Yong-Chang,Wang, Kuan,Wang, Zhong-Yu,Guo, Pan-Pan,Jiang, Chong-Shan,Yao, Man-Qing,Li, Zhu-Hui,Liu, Zhao-Tie. "Reversible aerobic oxidative dehydrogenation/hydrogenation of N-heterocycles over AlN supported redox cobalt catalysts". . . Retrieved 2020.
• 3、 Zhang, Jia-Wei,Li, Dan-Dan,Lu, Guo-Ping,Deng, Tao,Cai, Chun. "Reversible Dehydrogenation and Hydrogenation of N-Heterocycles Catalyzed by Bimetallic Nanoparticles Encapsulated in MIL-100(Fe)". . p. 4980 - 4986. Retrieved 2018.
• 4、 Azad, Leila,Faal Hamedani, Naghmeh,Ghazvini, Maryam,Noushin, Annataj. "Green synthesis of pyrido[2,1-a]isoquinolines and pyrido[1,2-a]quinolins using Fe3O4-MNPs as efficient nanocatalyst: Study of antioxidant activity". . . Retrieved 2019.
• 5、 Schlittler,Mueller. "-". . p. 914,920. Retrieved 1948.
• 6、 Han, Qing,Wang, Yue-Lin,Sun, Min,Sun, Chun-Yi,Zhu, Shan-Shan,Wang, Xin-Long,Su, Zhong-Min. "Metal–Organic Frameworks with Organogold(III) Complexes for Photocatalytic Amine Oxidation with Enhanced Efficiency and Selectivity". . p. 15089 - 15095. Retrieved 2018.
• 7、 Hopkins, Andrew,Bourne, Nicholas,Williams, Andrew. "Preassociation Concerted Mechanism for Sulfate Group (-SO3-) Transfer between Isoquinoline-N-sulfonate and Substituted Pyridines". . p. 3358 - 3359. Retrieved 1983.
• 8、 Horwell,Rees. "-". . p. 1428. Retrieved 1969.
• 9、 Cho, Yoon-Kyoung,Dubbu, Sateesh,Kim, Inki,Koo, Jung Hun,Kumar, Amit,Kumar, Sumit,Kumari, Nitee,Kwon, Taewan,Lee, In Su,Lim, Jongwon,Rho, Junsuk. "Nanocatalosomes as Plasmonic Bilayer Shells with Interlayer Catalytic Nanospaces for Solar-Light-Induced Reactions". . p. 9460 - 9469. Retrieved 2020.
• 10、 Xu, Ruibo,Chakraborty, Sumit,Yuan, Hongmei,Jones, William D.. "Acceptorless, Reversible Dehydrogenation and Hydrogenation of N-Heterocycles with a Cobalt Pincer Catalyst". . p. 6350 - 6354. Retrieved 2015.