369655-84-5

Basic information

• Product Name: 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI)
• Synonyms: 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI);8-quinoline,5,6,7,8-tetrhydro-,(8R)-;8-Quinolinamine, 5,6,7,8-tetrahydro-, (8R)-;(8R)-5,6,7,8-Tetrahydro-8-quinolinamine;(R)-(-)-8-Amino-5,6,7,8-tetrahydroquinoline;(R)-5,6,7,8-tetrahydroquinolin-8-aMine;(R)-5,6,7,8-tetrahydroquinolin-8-aMine hydrochloride;(R)-5,6,7,8-Tetrahydro-quinolin-8-ylamine
• CAS NO: 369655-84-5
• Molecular Formula: C9H12N2
• Molecular Weight: 148.21
• Product Categories: PYRIDINE;AMINEPRIMARY;Quinoline Derivertives;Heterocycle-other series
• Mol File: 369655-84-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 277.3 °C at 760 mmHg
• Flash Point: 146 °C
• Appearance: /
• Density: 1.081
• Vapor Pressure: 0.00456mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.93±0.20(Predicted)
• CAS DataBase Reference: 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI)(369655-84-5)
• EPA Substance Registry System: 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI)(369655-84-5)

Safety Data

• Hazardous Substances Data: 369655-84-5(Hazardous Substances Data)

Usage

General Description

8-Quinolinamine, 5,6,7,8-tetrahydro-,(8R)-(9CI) is a chemical compound with the molecular formula C9H11N. It is also known as (R)-5,6,7,8-tetrahydroquinoline and is a member of the quinoline family. 8-Quinolinamine,5,6,7,8-tetrahydro-,(8R)-(9CI) is a chiral molecule, meaning it has a non-superimposable mirror image, and the (8R) designation refers to its stereochemistry. 8-Quinolinamine, 5,6,7,8-tetrahydro-,(8R)-(9CI) is used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its structure and properties make it suitable for a variety of applications in organic chemistry and drug development.

InChI:InChI=1/C9H12N2/c10-8-5-1-3-7-4-2-6-11-9(7)8/h2,4,6,8H,1,3,5,10H2/t8-/m1/s1

Upstream product

• 14631-46-0 5,6,7,8-tetrahydroquinoline-8-ol 
• 298181-83-6 5,6,7,8-tetrahydroquinolin-8-yl amine 
• 502612-35-3 (R)-N-(5,6,7,8-tetrahydroquinolin-8-yl)acetamide 

Downstream Products

• 298181-83-6 5,6,7,8-tetrahydroquinolin-8-yl amine 

Relevant articles and documents

Spontaneous enzymatically mediated dynamic kinetic resolution of 8-amino-5,6,7,8-tetrahydroquinoline

A spontaneous dynamic kinetic resolution of 8-amino-5,6,7,8- tetrahydroquinoline 1 was observed in the presence of Candida antarctica Lipase B, in which a >60% yield of (R)-acetamide [(R)-2] was isolated from the racemic amine. The spontaneous formation of ketone 3, followed by a condensation/hydrolysis sequence with the remaining (S)-amine 1, via enamine 4, provides the necessary racemization pathway.

Enzymatic resolution of bicyclic 1-heteroarylamines using Candida antarctica lipase B

Candida antarctica lipase B has been used to kinetically resolve a structurally diverse series of bicyclic 1-heteroaryl primary amines by enantioselective acetylation. High yields of either enantiomer could be obtained with excellent enantioselectivity (90-99% ee), while the undesired enantiomer could, in some cases, be recycled by thermal racemization. The absolute stereochemistry of the products was confirmed by an X-ray crystal structure.