Tetrahydroisoquinoline

Tetrahydroisoquinoline

Chembox new
ImageFile = Tetrahydroisoquinoline.png ImageSize =
IUPACName =
OtherNames = 1,2,3,4-Tetrahydroisoquinoline
Section1 = Chembox Identifiers
CASNo = 91-21-4
PubChem =
SMILES = c1ccc2CCNCc2c1
RTECS = NX4900000
Section2 = Chembox Properties
Formula = C9H11N
MolarMass = 133.19 g/mol
Appearance = Deep yellow liquid
Density = 1.05 g/mL
MeltingPt = -30 °C
BoilingPt = 235-239 °C
Solubility =
Section3 = Chembox Hazards
MainHazards =
FlashPt = 99 °C (closed cup)
Autoignition =
RPhrases = R36/37/38
SPhrases = S26 S36
EUClass = Irritant (Xi)

Tetrahydroisoquinoline is a secondary amine with the chemical formula C9H11N.

Reactions

Like other secondary amines, tetrahydroisoquinoline can be oxidized to the corresponding nitrone using hydrogen peroxide, catalyzed by selenium dioxide. [cite journal | author = S.-I. Murahashi and T. Shiota | title = Selenium dioxide catalyzed oxidation of secondary amines with hydrogen peroxide. Simple synthesis of nitrones from secondary amines | year = 1987 | journal = Tetrahedron Letters | volume = 28 | issue = 21 | pages = 2383–2386 | doi = 10.1016/S0040-4039(00)96130-6]

Tetrahydroisoquinolines

The tetrahydroisoquinoline skeleton is commonly encountered in quaternary ammonium muscle relaxants.

References


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