1612-65-3

Basic information

• Product Name: Isoquinoline, 1,2,3,4-tetrahydro-2-methyl-
• Synonyms: Isoquinoline, 1,2,3,4-tetrahydro-2-methyl-;2-methyl-1,2,3,4-tetrahydroisoquinoline
• CAS NO: 1612-65-3
• Molecular Formula: C₁₀H₁₃N
• Molecular Weight: 147.22
• Mol File: 1612-65-3.mol
• Article Data: 66

Chemical Properties

• Melting Point: 122-123 °C
• Boiling Point: 216.7°Cat760mmHg
• Flash Point: 76.9°C
• Appearance: /
• Density: 0.999g/cm³
• Vapor Pressure: 0.138mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.80±0.20(Predicted)
• CAS DataBase Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Isoquinoline, 1,2,3,4-tetrahydro-2-methyl-(1612-65-3)
• EPA Substance Registry System: Isoquinoline, 1,2,3,4-tetrahydro-2-methyl-(1612-65-3)

Safety Data

• Hazardous Substances Data: 1612-65-3(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 26, p. 4603, 1985 DOI: 10.1016/S0040-4039(00)98763-X

InChI:InChI=1/C10H13N.ClH/c1-11-7-6-9-4-2-3-5-10(9)8-11;/h2-5H,6-8H2,1H3;1H

Upstream product

• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 50-00-0 formaldehyd 
• 3947-77-1 2-methylisoquinolinium iodide 
• 92885-35-3 2-methyl-3,4-dihydroisoquinolinium cation 
• 1893-57-8 1-(4-fluorobenzyl)-1,4-dihydronicotinamide 
• 78186-17-1 1-(3-fluorobenzyl)-1,4-dihydronicotinamide 
• 78186-16-0 1-(4-bromobenzyl)-1,4-dihydronicotinamide 
• 78186-19-3 1-(3-cyanobenzyl)-1,4-dihydronicotinamide 
• 17206-01-8 N-methyl-1,2,3,4-tetrahydroisoquinoline N-oxide 
• 55379-76-5 2-methyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonitrile 
• 138350-92-2 tert-butyl 1,2,3,4-tetrahydroisoquinoline-2-carboxylate 
• 74-88-4 methyl iodide 
• 3230-65-7 3,4-dihydroisoquinoline 
• 6772-65-2 2-methyl-3,4-dihydro-2H-isoquinolin-1-one 

Downstream Products

• 93405-92-6 4-Benzyl-1,2,3,4-tetrahydro-N-methyl-isochinolin 
• 76093-82-8 2-amino-2-methyl-1,2,3,4-tetrahydroisoquinolinium mesitylenesulfonate 
• 98031-49-3 (2-Methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl)-phenyl-methanol 
• 14429-09-5 N-methyl-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 6772-65-2 2-methyl-3,4-dihydro-2H-isoquinolin-1-one 
• 114640-73-2 N-methyl-1-hydroxy-1,2,3,4-tetrahydroisoquinoleine 
• 6552-61-0 2-methyl-3,4-dihydro-1(2H)-isoquinolinethione 
• 1637-45-2 2,2-dimethyl-1,2,3,4-tetrahydroisoquinolinium iodide 
• 1126441-58-4 2-methyl-2-(2-ethoxy-2-oxoethyl)-1,2,3,4-tetrahydroisoquinolinium chloride 
• 1620820-61-2 1-(3,4,5-trimethoxyphenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 22988-16-5 1-(3',4'-dimethoxybenzyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 22570-84-9 2-chloromethylstyrene 
• 22826-55-7 N,N-dimethylaminomethylstyrene 
• 1356845-31-2 2-methyl-1-(phenylethynyl)-1,2,3,4-tetrahydroisoquinoline 

Relevant articles and documents

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Soluble polymer bound cleavage reagents: A multipolymer strategy for the cleavage of tertiary amines from REM resin

(equation presented) Soluble polymer bound reagent 1 has been prepared to cleave tertiary amines from REM resin. Normally, amines cleaved from REM resin require extraction or chromatography to remove excess cleavage reagent and its byproducts. The solubility profile of non-crosslinked polystyrene (NCPS) based reagent 1 eliminates the need for such purification and allows for the direct isolation of a library of pure tertiary amines through simple filtration and concentration operations.

Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water

A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from water. This journal is

N-Methylation of Amines with Methanol in the Presence of Carbonate Salt Catalyzed by a Metal-Ligand Bifunctional Ruthenium Catalyst [(p-cymene)Ru(2,2′-bpyO)(H2O)]

A ruthenium complex [(p-cymene)Ru(2,2′-bpyO)(H2O)] was found to be a general and efficient catalyst for the N-methylation of amines with methanol in the presence of carbonate salt. Moreover, a series of sensitive substituents, such as nitro, ester, cyano, and vinyl groups, were tolerated under present conditions. It was confirmed that OH units in the ligand are crucial for the catalytic activity. Notably, this research exhibited the potential of metal-ligand bifunctional ruthenium catalysts for the hydrogen autotransfer process.