779385
3,4-Dihydroisoquinoline
≥97.5% (GC)
Synonym(s):
3,4-Dihydroisoquinoline
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About This Item
Empirical Formula (Hill Notation):
C9H9N
CAS Number:
Molecular Weight:
131.17
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
221-769-0
MDL number:
Assay:
≥97.5% (GC), 97.5-102.5% (T)
Form:
solid
InChI key
NKSZCPBUWGZONP-UHFFFAOYSA-N
InChI
1S/C9H9N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-4,7H,5-6H2
SMILES string
C1Cc2ccccc2C=N1
assay
≥97.5% (GC), 97.5-102.5% (T)
form
solid
suitability
complies for identity (IR)
Quality Level
Related Categories
Application
3,4-Dihydroisoquinoline can be used as a reactant to synthesize:
- 5,6-Dihydro-8H-isoquino[1,2-b]quinazolin-8-one by decarboxylative cyclization reaction with isatoic anhydride using tetrabutylammonium iodide (TBAI).
- 1-naphtholyl tetrahydroisoquinoline by aza-Friedel-Crafts reaction with various naphthols.
- 3,4-dihydroisoquinoline pseudo bases, which are employed as starting materials for the preperation of 3-benzazepine derivatives.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Electrosynthesis of polycyclic quinazolinones and rutaecarpine from isatoic anhydrides and cyclic amines
Chen Xingyu, et al.
Royal Society of Chemistry Advances, 10(72), 44382-44386 (2020)
Solvent-free direct aza-Friedel-Crafts reactions between 3, 4-dihydroisoquinoline and 1-or 2-naphthols
MacLeod PD, et al.
Tetrahedron Letters, 47(38), 6791-6794 (2006)
A facile, one pot method for the synthesis of 4-acyl-1, 2-dihydro-3-benzazepines, based on the ring expansion of natural and synthetic 3, 4-dihydroisoquinoline pseudo bases
Kartsev VG, et al.
Tetrahedron Letters, 56(50), 6988-6993 (2015)
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