36556-06-6

Basic information

• Product Name: 5,6,7,8-TETRAHYDROISOQUINOLINE
• Synonyms: 3,4-CYCLOHEXENOPYRIDINE;5,6,7,8-TETRAHYDROISOQUINOLINE;5,6,7,8-TETRAHYDROISOQUINOLINE 98+%;Isoquinoline,5,6,7,8-tetrahydro-;5,6,7,8-Tetrahydroisoquinoline 95%
• CAS NO: 36556-06-6
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.19
• EINECS: 253-098-4
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Isoquinolines
• Mol File: 36556-06-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 146.5°C
• Boiling Point: 106-108 °C13 mm Hg(lit.)
• Flash Point: 212 °F
• Appearance: Clear pale yellow/Liquid
• Density: 1.03 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: n20/D 1.545(lit.)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.37±0.20(Predicted)
• CAS DataBase Reference: 5,6,7,8-TETRAHYDROISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-TETRAHYDROISOQUINOLINE(36556-06-6)
• EPA Substance Registry System: 5,6,7,8-TETRAHYDROISOQUINOLINE(36556-06-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 36556-06-6(Hazardous Substances Data)

Usage

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.

Synthesis Reference(s)

Tetrahedron, 39, p. 2869, 1983 DOI: 10.1016/S0040-4020(01)92154-4

General Description

Reduction of 5,6,7,8-tetrahydroisoquinoline with sodium in ethanol gives trans-decahydroquinolines. 5,6,7,8-Tetrahydroisoquinoline is also referred as Bz-tetrahydroisoquinoline.

InChI:InChI=1/C9H11N/c1-2-4-9-7-10-6-5-8(9)3-1/h5-7H,1-4H2

Upstream product

• 855647-80-2 4-chloro-5,6,7,8-tetrahydro-isoquinoline 
• 26862-56-6 5,6,7,8-tetrahydroisoquinoline-3-carboxylic acid 
• 2744-08-3 decahydroisoquinoline 
• 21917-88-4 6, 7-dihydro-5H-isoquinolin-8-one 
• 119-65-3 isoquinoline 
• 875249-44-8 5,6,7,8-tetrahydro-isoquinoline-3-carboxylic acid-(2-propionyl-anilide) 
• 63177-18-4 2-carboxy-1-cyclohexeneacetic acid 
• 858194-24-8 1-ethoxy-5,6,7,8-tetrahydro-[4]isoquinolylamine 
• 59050-59-8 4-bromo-1-ethoxy-isoquinoline 
• 59050-62-3 1-ethoxy-[4]isoquinolylamine 
• 855651-19-3 1-ethoxy-5,6,7,8-tetrahydro-isoquinoline 
• 36556-02-2 5,6,7,8-tetrahydro-isoquinoline-1,3-diol 
• 3749-21-1 4-bromoisoquinoline N-oxide 
• 66728-98-1 4-bromo-1-chloroisoqionoline 

Downstream Products

• 97112-10-2 5-Phenyl-5,6,7,8-tetrahydro-isoquinolin-5-ol 
• 97112-12-4 3,5-Diphenyl-5,6,7,8-tetrahydro-isoquinolin-5-ol 
• 97112-11-3 1,5-Diphenyl-5,6,7,8-tetrahydro-isoquinolin-5-ol 
• 139484-28-9 5,6-epoxy-5,6-dihydroisoquinoline 
• 139484-36-9 7,8-epoxy-7,8-dihydroisoquinoline 
• 139484-34-7 7,8-epoxy-5,6,7,8-tetrahydroisoquinoline 
• 139484-26-7 5,6-epoxy-5,6,7,8-tetrahydroisoquinoline 
• 87707-13-9 trans-5,6-dihydroisoquinoline-5,6-diol 
• 139484-27-8 8-bromo-5,6-epoxy-5,6,7,8-tetrahydroisoquinoline 
• 2439-04-5 5-hydroxyisoquinoline 
• 38969-64-1 1-(4-methoxy-benzyl)-2-methyl-1,2,5,6,7,8-hexahydro-isoquinoline 
• 150492-72-1 2-phenethyl-1,2,3,4,5,6,7,8-octahydroisoquinoline 
• 103441-65-2 7,8-dihydro-5(6H)-isoquinolinone hydrochloride 
• 167504-25-8 5,5-bis(4'-fluorophenethyl)-5,6,7,8-tetrahydroisoquinoline 

Relevant articles and documents

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Ru-Catalyzed Transfer Hydrogenation of Nitriles, Aromatics, Olefins, Alkynes and Esters

This paper reports the preparation of new ruthenium(II) complexes supported by a pyrazole-phosphine ligand and their application to transfer hydrogenation of various substrates. These Ru complexes were found to be efficient catalysts for the reduction of nitriles and olefins. Heterocyclic compounds undergo transfer hydrogenation with good to moderate yields, affording examples of unusual hydrogenation of all-carbon-rings. Internal alkynes with bulky substituents show selective reduction to olefins with the unusual E–selectivity. Esters with strong electron-withdrawing groups can be reduced to the corresponding alcohols, if ethanol is used as the solvent. Possible mechanisms of hydrogenation and olefin isomerization are suggested on the basis of kinetic studies and labelling experiments.

COMPOSITIONS AND METHODS FOR THE TREATMENT OF RESPIRATORY DISORDERS

The invention relates to the compounds of formula (I) or its pharmaceutical acceptable salts, as well as polymorphs, solvates, enantiomers, stereoisomers and hydrates thereof. The pharmaceutical compositions comprising an effective amount of compounds of formula (I), and methods for the treatment of respiratory disorders may be formulated for oral, buccal, rectal, topical, transdermal, transmucosal, intravenous, parenteral administration, syrup, or injection. Such compositions may be used to treatment of cough caused by minor throat and bronchial irritation (such as commonly accompanies the flu and common cold), as well as those resulting from inhaled particle irritants, upper respiratory infections, (pseudobulbar affect) in patients with amyotrophic lateral sclerosis and multiple sclerosis, neuropathic pain and pain associated with fibromyalgia.