5,6,7,8-Tetrahydroisoquinoline

Base Information

• Chemical Name: 5,6,7,8-Tetrahydroisoquinoline
• CAS No.: 36556-06-6
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Hs Code.: 29334900
• European Community (EC) Number: 253-098-4
• DSSTox Substance ID: DTXSID40190050
• Nikkaji Number: J28.303G
• Wikidata: Q63408733
• Pharos Ligand ID: TH6PGHGG4K4P
• ChEMBL ID: CHEMBL121919
• Mol file: 36556-06-6.mol

Synonyms:5,6,7,8-Tetrahydroisoquinoline;36556-06-6;5,6,7,8-Tetrahydro-isoquinoline;Isoquinoline, 5,6,7,8-tetrahydro-;EINECS 253-098-4;SCHEMBL28211;CHEMBL121919;DTXSID40190050;5,6,7,8-tetra-hydro-isoquinoline;AMY12325;BDBM50369456;MFCD00012168;AKOS000121445;SB36851;5,6,7,8-Tetrahydroisoquinoline, 95%;AS-38564;CS-0114104;FT-0649653;T1230;EN300-21119;Q63408733;Z104492180

Chemical Property of 5,6,7,8-Tetrahydroisoquinoline

Chemical Property:

• Vapor Pressure: 0.172mmHg at 25°C
• Melting Point: 146.5°C
• Refractive Index: n20/D 1.545(lit.)
• Boiling Point: 219.9 °C at 760 mmHg
• PKA: 6.37±0.20(Predicted)
• Flash Point: 100 °C
• PSA: 12.89000
• Density: 1.028 g/cm³
• LogP: 1.96040
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.089149355
• Heavy Atom Count: 10
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,6,7,8-Tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CN=C2
• Uses: 5,6,7,8-Tetrahydroisoquinoline was used in total synthesis of (±)-desoxycodeine-D. It was also used in the synthesis of 7,8-dihydroisoquinolin-5(6H)-one.

Technology Process of 5,6,7,8-Tetrahydroisoquinoline

There total 37 articles about 5,6,7,8-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: 94.0%

isoquinoline (119-65-3) → 5,6,7,8-tetrahydroisoquinoline (36556-06-6)

Guidance literature:

With trifluorormethanesulfonic acid; cyclohexane; antimony pentafluoride; at 25 ℃; for 2h;

DOI:10.1021/jo070875x

Reference yield: 90.0%

6, 7-dihydro-5H-isoquinolin-8-one (21917-88-4) → 5,6,7,8-tetrahydroisoquinoline (36556-06-6)

Guidance literature:

With hydrazine hydrate; sodium hydroxide; In methanol; at 200 ℃; under 37503.8 Torr; Microwave irradiation;

DOI:10.1021/acs.oprd.9b00336

Reference yield: 66.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + 1,2,4-triazine (290-38-0) → 5,6,7,8-tetrahydroisoquinoline (36556-06-6)

Guidance literature:

With pyrrolidine; 4 A molecular sieve; In chloroform; at 45 ℃; for 32h;

DOI:10.1021/jo00344a031

upstream raw materials:

3-chloro-5,6,7,8-tetrahydroisoquinoline

4-chloro-5,6,7,8-tetrahydro-isoquinoline

1,3-dichloro-5,6,7,8-tetrahydro-isoquinoline

5,6,7,8-tetrahydroisoquinoline-3-carboxylic acid

Downstream raw materials:

5-benzyl-5,6,7,8-tetrahydroisoquinoline

2-[2-phenyl-2-oxoethyl]-5,6,7,8-tetrahydroisoquinolinium bromide

6, 7-dihydro-5H-isoquinolin-8-one

7,8-dihydroisoquinolin-5(6H)-one

Refernces

• 1、 Znidar, Desiree,O'Kearney-Mcmullan, Anne,Munday, Rachel,Wiles, Charlotte,Poechlauer, Peter,Schmoelzer, Christoph,Dallinger, Doris,Kappe, C. Oliver. "Scalable Wolff-Kishner Reductions in Extreme Process Windows Using a Silicon Carbide Flow Reactor". . p. 2445 - 2455. Retrieved 2019/11/03.
• 2、 Konnerth, Hannelore,Prechtl, Martin H. G.. "Selective hydrogenation of N-heterocyclic compounds using Ru nanocatalysts in ionic liquids". supporting information. p. 2762 - 2767. Retrieved 2017/07/24.