14990-40-0

Basic information

• Product Name: 2-methyl-1,2-dihydroisoquinoline
• CAS NO: 14990-40-0
• Molecular Formula: C₁₀H₁₁N
• Molecular Weight: 145.201
• Mol File: 14990-40-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 258°C at 760 mmHg
• Flash Point: 100.4°C
• Density: 1.032g/cm³
• Vapor Pressure: 0.0141mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: 2-methyl-1,2-dihydroisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-1,2-dihydroisoquinoline(14990-40-0)
• EPA Substance Registry System: 2-methyl-1,2-dihydroisoquinoline(14990-40-0)

Safety Data

• Hazardous Substances Data: 14990-40-0(Hazardous Substances Data)

Upstream product

• 119-65-3 isoquinoline 
• 3947-77-1 2-methylisoquinolinium iodide 
• 17750-24-2 1-propyl-1,4-dihydronicotinamide 
• 33718-23-9 N-methylisoquinolinium 
• 952-92-1 1-Benzyl-1,4-dihydronicotinamide 
• 60-29-7 diethyl ether 

Downstream Products

• 104860-96-0 (3aS,4S,9bS)-4-Methyl-1,3-diphenyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 
• 104860-97-1 (3aS,4S,9bS)-4-Methyl-3-phenyl-1-p-tolyl-3a,4,5,9b-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline 

Relevant articles and documents

13C Spin-Lattice Relaxation Times and Molecular Motion in N-alkyltetrahydroisoquinoline Derivatives

13 C Spin-lattice relaxation times have been measured for N-methyl-1,2,3,4-tetrahydroisoquinoline and several quaternary N-methyl-N-alkyl-1,2,3,4-tetrahydroisoquinolinium salts, and have been analysed in terms of an anisotropic molecular motion.The calculated orientations of the major axes of molecular overall rotation reflect well the delicate differences in conformation of these derivatives.In quaternary salts, the longer alkyl chain restricts the rotational motion about the major axis more than that about the perpendicular axis, and brings the molecular motion close to the isotropic rotational one.Internal rotations of N-methyl groups are also discussed.In these derivatives, the values of the barrier to methyl rotation, Vo, resemble one another, as well as the rotational diffusion rates, Di, and are quite large owing to steric hindrance by the lone pair or by the N-alkyl groups.

STEREOCHIMIE DE LA CYCLOADDITION DES DIARYLNITRILIMINES SUR LES N-ALKYL ET LES DIALKYL-1,2 DIHYDRO-1,2 ISOQUINOLEINES

The PMR spectroscopic properties (60 MHz) of cycloadducts of diarylnitrilimins towards 1,2-dihydroisoquinolines mono alkylated at the N-atom or dialkylated at the C1-carbon and N-atoms have been studied.Date allow us to determine the stereochemistry of th

Kinetics of the Reduction of Isoquinolinium Cations by 1,4-Dihydronicotinamides

The kinetics of the reduction of a series of 2-methyl-4-X-isoquinolinium cations and 2-methyl-5-X-phthalazinium cations by 1-benzyl-1,4-dihydronicotinamide (5) have been measured in 20percent CH3CN-80percent H2O (v/v) at pH 7, 25 deg C, and an ionic strength of 1.0.Pseudo-first-order rate constants (kobsd) show kinetic saturation at high concentrations of 4 (X = H and Br), and association constants of 2.1 and 1.5 M-1, respectively, have been evaluated for 1:1 complex formation.Interpretation of these data and earlier data for the reduction of the 2-methyl-5-nitroisoquinolinium cation (3) in terms of nonproductive complex formation leads to a linear free-energy relationship between the second-order rate constant (k2) for reduction and pKR+ for pseudobase formation by these cations: log k2 = -0.50pKR+ + 4.9.Substituent effects upon k2 for the reduction of 3 and 4 (X = CONH2, CN) by 1-benzyl-3-W-1,4-dihydropyridines (W = CN, CONH2, CONHCH3, CON(CH3)2) are similar to the substituent effects for cyanide ion dissociation from the corresponding 1-benzyl-4-cyano-3-W-1,4-dihydropyridines.The current study indicates that the relatively strong 1:1 complexes observed in the reduction of 5-nitroisoquinolinium cations by 1,4-dihydronicotinamides are nonproductive and also provides further evidence in support of a one-step hydride-transfer mechanism for these reactions.