8-Methylisoquinoline

Base Information

• Chemical Name: 8-Methylisoquinoline
• CAS No.: 62882-00-2
• Molecular Formula: C10H9N
• Molecular Weight: 143.188
• Hs Code.: 2933499090
• European Community (EC) Number: 263-747-3
• DSSTox Substance ID: DTXSID40978633
• Nikkaji Number: J307.142A
• Wikidata: Q72492272
• Mol file: 62882-00-2.mol

Synonyms:8-Methylisoquinoline;62882-00-2;8-Methyl-isoquinoline;ISOQUINOLINE, 8-METHYL-;EINECS 263-747-3;8-Methyl-isochinolin;SCHEMBL256939;DTXSID40978633;IEZFKBBOGATCFW-UHFFFAOYSA-N;AMY13889;MFCD08752600;AKOS006290291;MB06665;BS-28957;FT-0692996;D87678;EN300-111833;A834066;J-519464

Chemical Property of 8-Methylisoquinoline

Chemical Property:

• Vapor Pressure: 0.0218mmHg at 25°C
• Melting Point: 205°C
• Refractive Index: 1.6125 (estimate)
• Boiling Point: 258.7°Cat760mmHg
• PKA: 5?+-.0.23(Predicted)
• Flash Point: 107.7°C
• PSA: 12.89000
• Density: 1.076g/cm³
• LogP: 2.54320
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 143.073499291
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98%min ^*data from raw suppliers

8-methylisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=NC=CC2=CC=C1

Technology Process of 8-Methylisoquinoline

There total 14 articles about 8-Methylisoquinoline 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: 49.0%

2-methylphenyl aldehyde (529-20-4) + 2,2-dimethoxyethylamine (22483-09-6) → 8-methylisoquinoline (62882-00-2)

Guidance literature:

2-methylphenyl aldehyde; 2,2-dimethoxyethylamine; In toluene; at 125 ℃; for 3h; Dean-Stark; Inert atmosphere;

With chloroformic acid ethyl ester; In tetrahydrofuran; at -5 - 20 ℃; Inert atmosphere;

With phosphorous acid trimethyl ester; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1055/s-0037-1610223

Reference yield: 25.0%

o-methylbenzylideneaminoethanaldiethoxyacetal (109245-75-2) → 8-methylisoquinoline (62882-00-2)

Guidance literature:

With sulfuric acid; In methanol; at 160 ℃; for 2h;

DOI:10.1016/0957-4166(96)00107-3

Reference yield: 15.0%

2,4,6-Trimethyl-benzenesulfonate2-amino-8-methyl-isoquinolinium; (84900-35-6) → 8-methylisoquinoline (62882-00-2) + 9-Methyl-3H-benzo[d][1,2]diazepine

Guidance literature:

With potassium hydroxide; In methanol; Irradiation;

DOI:10.1248/cpb.30.3764

upstream raw materials:

2,2-diethoxy-ethanamine

2-methylphenyl aldehyde

4-methyl-1H-indene

2,4,6-Trimethyl-benzenesulfonate2-amino-8-methyl-isoquinolinium;

Downstream raw materials:

2,4,6-Trimethyl-benzenesulfonate2-amino-8-methyl-isoquinolinium;

1-chloro-8-methylisoquinoline

1-(3,4-dimethoxy-benzyl)-8-methyl-isoquinoline

2-benzoyl-1-cyano-8-methyl-1,2-dihydroisoquinoline

Refernces

• 1、 Pearson, Stuart E.,Fillery, Shaun M.,Goldberg, Kristin,Demeritt, Julie E.,Eden, Jonathan,Finlayson, Jonathan,Patel, Anil. "Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions". . p. 4963 - 4981. Retrieved 2018/12/13.
• 2、 Tsue, Hirohito,Fujinami, Hideyuki,Itakura, Takeshi,Tsuchiya, Ryuta,Kobayashi, Kimiko,Takahashi, Hiroki,Hirao, Ken-Ichi. "8,8′-Dialkyl-1,1′-biisoquinolines: Preparation, absolute configuration and unexpected racemization behaviour". . p. 3677 - 3683. Retrieved 2007/10/03.