6,7-Dimethoxyisoquinoline

Base Information

• Chemical Name: 6,7-Dimethoxyisoquinoline
• CAS No.: 15248-39-2
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933499090
• European Community (EC) Number: 691-346-7
• UNII: U7Z274S93H
• DSSTox Substance ID: DTXSID50165032
• Nikkaji Number: J690.640K
• Wikidata: Q27105903
• Metabolomics Workbench ID: 52990
• Mol file: 15248-39-2.mol

Synonyms:6,7-dimethoxyisoquinoline;15248-39-2;Backebergine;isoquinoline, 6,7-dimethoxy-;U7Z274S93H;6,7-dimethoxy-isoquinoline;C09348;UNII-U7Z274S93H;CHEBI:2971;SCHEMBL1271246;DTXSID50165032;HMS1715O23;MFCD00666134;AKOS001041934;AS-43814;CS-0207427;D4089;FT-0692839;Dimethyl(2-hydroxy-5-nitrobenzyl)sulfoniumbromide;A809316;J-008924;Q27105903;Z57008877

Chemical Property of 6,7-Dimethoxyisoquinoline

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 0.000614mmHg at 25°C
• Melting Point: 92.0 to 96.0 °C
• Refractive Index: 1.589
• Boiling Point: 319.9°Cat760mmHg
• PKA: 6.25±0.10(Predicted)
• Flash Point: 117.2°C
• PSA: 31.35000
• Density: 1.148g/cm³
• LogP: 2.25200
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

6,7-Dimethoxyisoquinoline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=NC=CC2=C1)OC
• Uses: 6,7-Dimethoxyisoquinoline is used as an organocatalyst in the chemoselective O-tert-butoxycarbonylation of phenols.

Technology Process of 6,7-Dimethoxyisoquinoline

There total 59 articles about 6,7-Dimethoxyisoquinoline 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: 88.0%

6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (1745-07-9) → 6,7-dimethoxyisoquinoline (15248-39-2)

Guidance literature:

With 1 wt % Rh⁰ photodeposited TiO₂ nanoparticles; In dichloromethane; isopropyl alcohol; at 20 ℃; for 48h; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acscatal.0c00556

Reference yield: 87.0%

6,7-dimethoxy-3,4-dihydro-isoquinoline (3382-18-1) → 6,7-dimethoxyisoquinoline (15248-39-2)

Guidance literature:

With hexagonal boron carbon nitride; In water; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201800319

Reference yield: 86.0%

N-(3,4-dimethoxybenzyl)-N-(2,2-dimethoxyethyl)-4-methylbenzenesulfonamide (39964-92-6) → 6,7-dimethoxyisoquinoline (15248-39-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 22h; Reflux; Inert atmosphere;

DOI:10.1021/ol7030697

upstream raw materials:

6,7-dimethoxy-3,4-dihydro-isoquinoline

6,7-dimethoxy-isoquinoline-1-carboxylic acid

dimethoxy-3,4 benzylideneaminoacetal diethylique

N-(3,4-dimethoxybenzyl)aminoacetaldehyde diethyl acetal

Downstream raw materials:

6,7-dimethoxy-2-(4-methoxy-benzoyl)-1,2-dihydro-isoquinoline-1-carbonitrile

(+/-)-2-trans-cinnamoyl-6,7-dimethoxy-1,2-dihydro-isoquinoline-1-carbonitrile

6,7-Dimethoxy-3'-methoxy-4'-hydroxyoxobenzylisoquinoline

6,7-Dimethoxy-3'-hydroxy-4'-methoxyoxobenzylisoquinoline

Refernces

• 1、 Bahnemann, Detlef W.,Balayeva, Narmina O.,Dillert, Ralf,Mamiyev, Zamin,Zheng, Nan. "Rh/TiO2-Photocatalyzed Acceptorless Dehydrogenation of N-Heterocycles upon Visible-Light Illumination". . p. 5542 - 5553. Retrieved 2020/08/25.
• 2、 Davis, Holly Jane,H?ussinger, Daniel,Ward, Thomas R.,Okamoto, Yasunori. "A Visible-Light Promoted Amine Oxidation Catalyzed by a Cp*Ir Complex". . p. 4512 - 4516. Retrieved 2020/07/27.