2-Methyl-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 2-Methyl-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1612-65-3
• Molecular Formula: C10H13 N
• Molecular Weight: 147.22
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00167086
• Nikkaji Number: J265.018E
• Wikidata: Q83036404
• Metabolomics Workbench ID: 127223
• ChEMBL ID: CHEMBL22053
• Mol file: 1612-65-3.mol

Synonyms:2-methyl-1,2,3,4-tetrahydroisoquinoline;2-methyl-1,2,3,4-tetrahydroisoquinoline hydrochloride

Chemical Property of 2-Methyl-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.138mmHg at 25°C
• Melting Point: 122-123 °C
• Boiling Point: 216.7°Cat760mmHg
• PKA: 8.80±0.20(Predicted)
• Flash Point: 76.9°C
• PSA: 3.24000
• Density: 0.999g/cm³
• LogP: 1.61240
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 147.104799419
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

95% ^*data from raw suppliers

2-Methyl-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC=CC=C2C1

Technology Process of 2-Methyl-1,2,3,4-tetrahydroisoquinoline

There total 63 articles about 2-Methyl-1,2,3,4-tetrahydroisoquinoline 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: 100.0%

3,4-dihydroisoquinoline (3230-65-7) + methyl iodide (74-88-4) → 2-methyl-1,2,3,4-tetrahydroisoquinoline (1612-65-3)

Guidance literature:

3,4-dihydroisoquinoline; methyl iodide; In dichloromethane; at 20 ℃;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 4h;

DOI:10.1039/c4gc01321b

Reference yield: 97.0%

methanol (67-56-1) + 1,2,3,4-tetrahydroisoquinoline (91-21-4) → 2-methyl-1,2,3,4-tetrahydroisoquinoline (1612-65-3)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; hydrogen; at 110 ℃; under 7600.51 Torr; Autoclave;

DOI:10.1021/acs.orglett.8b02080

Reference yield: 92.0%

2-methyl-3,4-dihydroisoquinolin-2-ium iodide (3947-78-2) → 2-methyl-1,2,3,4-tetrahydroisoquinoline (1612-65-3)

Guidance literature:

With tri-n-butyl-tin hydride; In methanol; for 0.0833333h; Ambient temperature;

DOI:10.1055/s-1985-31434

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

formaldehyd

2-methylisoquinolinium iodide

N-methylisoquinolinium

Downstream raw materials:

1-benzyl-2-methyl-1,2,3,4-tetrahydroisoquinoline

N-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxamide

N-propyl-N'-tetrahydroisoquinolinylurea

2-methyl-2-(2-ethoxy-2-oxoethyl)-1,2,3,4-tetrahydroisoquinolinium chloride

Refernces

• 1、 Rodriguez-Mata, Maria,Frank, Annika,Wells, Elizabeth,Leipold, Friedemann,Turner, Nicholas J.,Hart, Sam,Turkenburg, Johan P.,Grogan, Gideon. "Structure and activity of NADPH-dependent reductase Q1EQE0 from streptomyces kanamyceticus, which catalyses the R-selective reduction of an imine substrate". . p. 1372 - 1379. Retrieved 2013.
• 2、 Neumeyer,Dafeldecker. "-". . p. 751,752. Retrieved 1977.
• 3、 Morphy, J. Richard,Rankovic, Zoran,Rees, David C.. "A novel linker strategy for solid-phase synthesis". . p. 3209 - 3212. Retrieved 1996.
• 4、 K?ring, Laura,Paradies, Jan,Sitte, Nikolai A.. "Towards the Development of Frustrated Lewis Pair (FLP) Catalyzed Hydrogenations of Tertiary and Secondary Carboxylic Amides". supporting information. p. 1287 - 1300. Retrieved 2022/01/20.
• 5、 Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo. "Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations". supporting information. p. 7738 - 7744. Retrieved 2021/05/07.