indoline

CAS No. 496-15-1

Formula: C8H9N
Basic Info

Indoline is an aromatic heterocyclic organic compound with the chemical formula C8H9N. It has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. The compound is based on the indole structure, but the 2-3 bond is saturated. By oxidation/dehydrogenation it can be converted to indoles.

Formula
C8H9N
Molecular Weight
119.164
Exact Mass
119.073
LogP
1.7926
PSA
12.03
Synonyms

Indoline

2,3-dihydro-1H-1-indole

1-Azaindan

Dihydroindole

2,3-DIHYDROINDOLE

2,3-dihydro-1H-indole

trans-dihydroindole

IDN

1H-Indole, 2,3-dihydro-

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Properties
Appearance & Physical State
clear to yellow liquid
Density
1.063
Boiling Point
228-230ºC
Melting Point
-21ºC
Flash Point
92ºC
Refractive Index
1.592-1.594
Water Solubility
5 g/L (20 ºC)
Stability
Stable under normal temperatures and pressures.
Storage Condition
2-8ºC
Vapor Pressure
0.0783mmHg at 25°C
Safety Info
RTECS
NL6906300
Safety Statements
S26-S37/39
WGK Germany
3
Risk Statements
R36/37/38
HS Code
2933990090
Hazard Codes
Spectrum
NMR Spectrum 1H NMR : 90 MHz in CDCl3
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IR Spectrum IR : liquid film
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Mass Spectrum Mass spectrum (electron ionization)
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Analysis Methods
Van Den Dool and Kratz RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
DB-5
Retention index
1195.8
Temperature Control
Method
temperature ramp
Comments
30. m/0.25 mm/0.25 μm, He, 2. K/min; T<sub>start</sub>: 40. C; T<sub>end</sub>: 310. C
Reference
Song, C.Lai, W.-C.Madhusudan Reddy, K.Wei, B.Chapter 7. Temperature-programmed retention indices for GC and GC-MS of hydrocarbon fuels and simulated distillation GC of heavy oilsAnalytical advances for hydrocarbon researchHsu,C.S., ed(s)., Kluwer Academic/Plenum Publishers, New York, 2003, 147-193.
Van Den Dool and Kratz RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
DB-5
Retention index
1195.8
Temperature Control
Method
temperature ramp
Comments
30. m/0.25 mm/0.25 μm, He, 2. K/min; T<sub>start</sub>: 40. C; T<sub>end</sub>: 310. C
Reference
Lai, W.-C.Song, C.Temperature-programmed retention indices for g.c. and g.c.-m.s. analysis of coal- and petroleum-derived liquid fuelsFuel1995, 74, 10, 1436-1451.
Normal alkane RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
Ultra-1
Retention index
1166.
Temperature Control
Method
temperature ramp
Comments
25. m/0.32 mm/0.25 μm, He, 3. K/min; T<sub>start</sub>: 80. C; T<sub>end</sub>: 260. C
Reference
Okumura, T.retention indices of environmental chemicals on methyl silicone capillary columnJournal of Environmental Chemistry (Japan)1991, 1, 2, 333-358.
Lee's RI, non-polar column, temperature ramp
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Column Shape
Capillary
Active Phase(℃)
SE-52
Retention index
204.74
Temperature Control
Method
temperature ramp
Comments
12. m/0.3 mm/0.34 μm, He, 2. K/min; T<sub>start</sub>: 50. C; T<sub>end</sub>: 250. C
Reference
Lee, M.L.Vassilaros, D.L.White, C.M.Novotny, M.Retention Indices for Programmed-Temperature Capillary-Column Gas Chromatography of Polycyclic Aromatic HydrocarbonsAnal. Chem.1979, 51, 6, 768-773.
Synthesis Route
1.Synthesis Route
2.Synthesis Route
3.Synthesis Route

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