Isoquinoline-3-carbaldehyde

Base Information

• Chemical Name: Isoquinoline-3-carbaldehyde
• CAS No.: 5470-80-4
• Molecular Formula: C10H7NO
• Molecular Weight: 157.172
• Hs Code.: 2933499090
• European Community (EC) Number: 692-893-4
• NSC Number: 27987
• UNII: AG4ERY67PZ
• DSSTox Substance ID: DTXSID80282786
• Nikkaji Number: J1.375.480B
• Wikidata: Q72486405
• Mol file: 5470-80-4.mol

Synonyms:isoquinoline-3-carbaldehyde;5470-80-4;3-Isoquinolinecarboxaldehyde;Isoquinoline-3-carboxaldehyde;3-Formylisoquinoline;NSC-27987;3-isoquinolinecarbaldehyde;NSC27987;isoquinoline-3-aldehyde;AG4ERY67PZ;3-iso-quinolinecarboxaldehyde;SCHEMBL1202061;SCHEMBL14361838;DTXSID80282786;XOYMAJLARWXZBA-UHFFFAOYSA-N;BCP21741;MFCD06227437;AKOS006281153;AB23480;PS-5018;isoquinoline-3-carbaldehyde, AldrichCPR;AM20061846;CS-0006090;FT-0649740;EN300-1666698;J-521584;Z1079182762

Chemical Property of Isoquinoline-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000675mmHg at 25°C
• Melting Point: 47 °C
• Refractive Index: 1.687
• Boiling Point: 308.6°Cat760mmHg
• PKA: 2.94±0.30(Predicted)
• Flash Point: 148.4°C
• PSA: 29.96000
• Density: 1.223g/cm³
• LogP: 2.04730
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.052763847
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Isoquinoline-3-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=NC(=CC2=C1)C=O

Technology Process of Isoquinoline-3-carbaldehyde

There total 13 articles about Isoquinoline-3-carbaldehyde 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: 98.0%

3-(diethoxymethyl)isoquinoline → 3-formylisoquinoline (5470-80-4)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; for 1.16667h; Reflux;

DOI:10.1002/ejoc.200900014

Reference yield: 89.0%

3-Hydroxymethylisoquinoline (76884-34-9) → 3-formylisoquinoline (5470-80-4)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃;

DOI:10.1016/S0957-4166(01)00178-1

Reference yield: 68.0%

methyl isoquinoline-3-carboxylate (27104-73-0) → 3-formylisoquinoline (5470-80-4)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 - 0 ℃; for 0.833333h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.inorgchem.0c01663

upstream raw materials:

3-methylisoquinoline

methyl isoquinoline-3-carboxylate

3-Hydroxymethylisoquinoline

ethyl isoquinoline-3-carboxylate

Downstream raw materials:

(1S,2R,10aS)-2-benzyloxy-1-hydroxy-1,5,10,10a-tetrahydro-2H-pyrrolo[1,2-b]isoquinolin-3-one

phenyl (2R,3R)-2-benzyloxy-3-hydroxy-3-(2-oxyisoquinolin-3-yl)propionate

3-Hydroxymethylisoquinoline

2-(3,4-dimethoxy-phenyl)-3c-[3]isoquinolyl-acrylonitrile

Refernces

• 1、 -. "TARGETED RADIOPHARMACEUTICALS FOR THE DIAGNOSIS AND TREATMENT OF PROSTATE CANCER". Page/Page column 319. . Retrieved 2021/01/29.
• 2、 Korsager, Signe,Taaning, Rolf H.,Lindhardt, Anders T.,Skrydstrup, Troels. "Reductive carbonylation of aryl halides employing a two-chamber reactor: A protocol for the synthesis of aryl aldehydes including 13C- and D-isotope labeling". . p. 6112 - 6120. Retrieved 2013/07/26.