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Cas Database |
| Name |
2,3-Dihydro-1H-quinolin-4-one |
EINECS | 275-428-6 |
| CAS No. | 4295-36-7 | Density | 1.142 g/cm3 |
| PSA | 29.10000 | LogP | 1.82290 |
| Solubility | N/A | Melting Point |
44 °C |
| Formula | C9H9NO | Boiling Point | 301 °C at 760 mmHg |
| Molecular Weight | 147.177 | Flash Point | 142.8 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 45 | Risk Codes | 25 |
| Molecular Structure |
|
Hazard Symbols | T |
| Synonyms |
4(1H)-Quinolone,2,3-dihydro- (6CI,7CI,8CI);1,2,3,4-Tetrahydro-4-quinolinone;1,2,3,4-Tetrahydro-4-quinolone;2,3-Dihydro-4(1H)-quinolinone;2,3-Dihydro-4(1H)-quinolone;2,3-Dihydroquinolin-4-one; |
Article Data | 46 |
2,3-Dihydro-1H-quinolin-4-one Synthetic route
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid In dichloromethane at 0 - 18℃; for 1h; Fries rearrangement; Inert atmosphere; | 98% |
| With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 0 - 20℃; for 0.25h; | 96% |
| With trifluorormethanesulfonic acid In 1,2-dichloro-ethane at 0 - 20℃; for 0.25h; | 96% |
- 179898-00-1
1-tert-butyloxycarbonyl-1,2,3,4-tetrahydro-4-quinolinone
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| In acetonitrile at 300℃; under 75007.5 Torr; | 95% |
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride In toluene at 130℃; for 3h; Inert atmosphere; Sealed tube; | 90% |
- 14278-37-6
1-tosyl-2,3-dihydroquinolin-4(1H)-one
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With hydrogenchloride; acetic acid for 3.5h; Heating; | 83% |
| With hydrogenchloride; water; acetic acid |
- 68165-36-6
1-(2-nitrophenyl)-2-propen-1-one
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| Stage #1: 1-(2-nitrophenyl)prop-2-en-1-one With hydrogenchloride at 80 - 85℃; Inert atmosphere; Stage #2: With iron at 100℃; for 1h; Inert atmosphere; | 83% |
- 665033-49-8
N-(2-(3-hydroxyprop-1-yn-1-yl)phenyl)-4-methylbenzenesulfonamide
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid; α,α,α-trifluorotoluene for 8h; Meyer-Schuster Rearrangement; Reflux; | 82% |
| Conditions | Yield |
|---|---|
| With Acide polyphosphorique at 120 - 130℃; for 1h; | 70% |
| With polyphosphoric acid at 50℃; for 3.5h; | 49% |
| Stage #1: N-phenyl-β-alanine With Eaton's reagent at 70℃; Friedel Crafts Acylation; Stage #2: With sodium hydroxide; water at 0℃; | 46.3% |
- 62750-11-2
ethyl 3-phenylaminopropionate
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With methanesulfonic acid; phosphorus pentoxide at 130℃; for 5h; Inert atmosphere; | 68% |
| Multi-step reaction with 2 steps 1: ethylmagnesium bromide / tetrahydrofuran / 14 h 2: 80 percent / trifluoroacetic acid / 1 h / 100 °C View Scheme |
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With tin(ll) chloride In water; tert-butyl alcohol for 1h; Reagent/catalyst; Meyer-Schuster Rearrangement; Reflux; Sealed tube; | 66% |
- 64142-63-8
1-acetyl-1,2,3,4-tetrahydroquinolin-4-one
A
- 146943-76-2
6-Acetyl-2,3-dihydro-4(1H)-quinolinone
B
- 4295-36-7
2,3-dihydroquinolin-4(1H)-one
| Conditions | Yield |
|---|---|
| With PPA at 120℃; for 0.166667h; | A 11.7% B 51.2% |
| With PPA In acetonitrile at 120℃; for 0.5h; Mechanism; Irradiation; | A 11.7% B 51.2% |
2,3-Dihydro-1H-quinolin-4-one Specification
The 2,3-Dihydro-1H-quinolin-4-one with the cas number 4295-36-7 is also called 4(1H)-Quinolinone, 2,3-dihydro-. The systematic name is 2,3-dihydroquinolin-4(1H)-one. The molecular formula of this chemical is C9H9NO. Its product category is pharmacetical.
The properties of the chemical are: (1)ACD/LogP: 2.35; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.35; (4)ACD/LogD (pH 7.4): 2.35; (5)ACD/BCF (pH 5.5): 36.15; (6)ACD/BCF (pH 7.4): 36.21; (7)ACD/KOC (pH 5.5): 453.69; (8)ACD/KOC (pH 7.4): 454.37; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.564; (14)Molar Refractivity: 41.9 cm3; (15)Molar Volume: 128.7 cm3; (16)Polarizability: 16.61×10-24cm3; (17)Surface Tension: 41 dyne/cm; (18)Enthalpy of Vaporization: 54.11 kJ/mol ; (19)Vapour Pressure: 0.00108 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C2c1c(cccc1)NCC2
(2)InChI: InChI=1/C9H9NO/c11-9-5-6-10-8-4-2-1-3-7(8)9/h1-4,10H,5-6H2
(3)InChIKey: BUWPZNOVIHAWHW-UHFFFAOYAQ
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