1745-07-9

Basic information

• Product Name: 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE
• Synonyms: TIMTEC-BB SBB005551;1,2,3,4-tetrahydro-6,7-dimethoxy-isoquinolin;1,2,3,4-tetrahydro-6,7-dimethoxyisoquinoline;6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE;6-METHOXY-1,2,3,4-TETRAHYDRO-7-ISOQUINOLINYL METHYL ETHER;AKOS BC-0705;AKOS BBS-00006335;AKOS 236-89
• CAS NO: 1745-07-9
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• EINECS: -0
• Mol File: 1745-07-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 262 °C
• Boiling Point: 314.94 °C at 760 mmHg
• Flash Point: 124.732 °C
• Appearance: /
• Density: 1.072 g/cm³
• Vapor Pressure: 0.000451mmHg at 25°C
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 9.01±0.20(Predicted)
• CAS DataBase Reference: 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE(1745-07-9)
• EPA Substance Registry System: 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE(1745-07-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 1745-07-9(Hazardous Substances Data)

Usage

Occurrence

A simple isoquinoline alkaloid, heliamine has been isolated from Pachycereus pectenaboriginum.

Uses

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline is a useful reactant in organic reactions and synthesis.

InChI:InChI=1/C11H15NO2.ClH/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2;/h5-6,12H,3-4,7H2,1-2H3;1H

Upstream product

• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 493-49-2 6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one 
• 110098-01-6 (1S,4R)-2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene; hydrochloride 
• 126424-25-7 2-[2-(3,4-Dimethoxy-phenyl)-ethyl]-2-aza-bicyclo[2.2.1]hept-5-ene 

Downstream Products

• 42887-47-8 6,7‐dihydroxy‐1,2,3,4‐tetrahydroisoquinolin‐2‐ium chloride 
• 31756-14-6 2-benzyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 1745-12-6 6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline; picrate 
• 90402-41-8 2-[1-(6,7-Dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-eth-(E)-ylideneamino]-4,5-dimethoxy-benzonitrile 
• 95639-96-6 N-(2-hydroxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 101041-07-0 Cyclohexylidene-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)-amine 
• 152436-73-2 6,7-Dimethoxy-2-(3-nitro-benzyl)-1,2,3,4-tetrahydro-isoquinoline 
• 103143-17-5 6,7-dimethoxy-2-(4-nitrobenzyl)-1,2,3,4-tetrahydroisoquinoline 
• 152436-72-1 2-(4-Chloro-2-nitro-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline 
• 15248-39-2 6,7-dimethoxyisoquinoline 
• 91-01-0 1,1-Diphenylmethanol 
• 464-72-2 tetraphenylethane-1,2-diol 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 24456-59-5 6,7-dimethoxy-3,4-dihydroisoquinoline-1(2H)-thione 

Relevant articles and documents

Easy Access to 2,4-Disubstituted Cyclopentenones by a Gold(III)-Catalyzed A3-Coupling/Cyclization Cascade

An efficient and convenient synthesis of 2,4-disubstituted cyclopentenones has been achieved through a Au(III)-catalyzed isomerization-A3-coupling/cyclization cascade. A possible mechanism involving an initial Au(III)-catalyzed isomerization, A3-type coupling, and cyclization via an enol intermediate is postulated.

Light-Driven Intramolecular C?N Cross-Coupling via a Long-Lived Photoactive Photoisomer Complex

Reported herein is a visible-light-driven intramolecular C?N cross-coupling reaction under mild reaction conditions (metal- and photocatalyst-free, at room temperature) via a long-lived photoactive photoisomer complex. This strategy was used to rapidly prepare the N-substituted polycyclic quinazolinone derivatives with a broad substrate scope (>50 examples) and further exploited to synthesize the natural products tryptanthrin, rutaecarpine, and their analogues. The success of gram-scale synthesis and solar-driven transformation, as well as promising tumor-suppressing biological activity, proves the potential of this strategy for practical applications. Mechanistic investigations, including control experiments, DFT calculations, UV-vis spectroscopy, EPR, and X-ray single-crystal structure of the key intermediate, provides insight into the mechanism.

Retro Aza Diels-Alder Reactions: Acid-Catalyzed Heterocycloreversion of 2-Azanorbornnenes in Water at Ambient Temperature

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