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[ CAS No. 956631-90-6 ]

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3d Animation Molecule Structure of 956631-90-6
Chemical Structure| 956631-90-6
Chemical Structure| 956631-90-6
Structure of 956631-90-6 * Storage: {[proInfo.prStorage]}
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Product Details of [ 956631-90-6 ]

CAS No. :956631-90-6 MDL No. :MFCD26399738
Formula : C10H4ClF2NO Boiling Point : -
Linear Structure Formula :- InChI Key :NHFLCHHJWIUYNO-UHFFFAOYSA-N
M.W :227.60 Pubchem ID :57861250
Synonyms :

Calculated chemistry of [ 956631-90-6 ]

Physicochemical Properties

Num. heavy atoms : 15
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 1
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 52.06
TPSA : 29.96 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.94
Log Po/w (XLOGP3) : 2.81
Log Po/w (WLOGP) : 3.82
Log Po/w (MLOGP) : 2.52
Log Po/w (SILICOS-IT) : 4.03
Consensus Log Po/w : 3.02

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.45
Solubility : 0.081 mg/ml ; 0.000356 mol/l
Class : Soluble
Log S (Ali) : -3.1
Solubility : 0.182 mg/ml ; 0.000801 mol/l
Class : Soluble
Log S (SILICOS-IT) : -4.83
Solubility : 0.00336 mg/ml ; 0.0000148 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 2.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.79

Safety of [ 956631-90-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 956631-90-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 956631-90-6 ]

[ 956631-90-6 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 956631-90-6 ]
  • [ 196929-78-9 ]
  • [ 1256280-09-7 ]
YieldReaction ConditionsOperation in experiment
82% In tetrahydrofuran at 20℃; for 17.1667h; Inert atmosphere; 16 INTERMEDIATE 16(E)-iV-[(2-Chloro-5J-difluoroquinolin-3-yl)methylene]-(i?')-2-methylpropane-2- sulfinamide To a solution of 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde (7.9 g, 34.7 mmol) in dry THF (200 mL) under nitrogen was added titanium isopropoxide (20 g, 70 mmol). The mixture was stirred at r.t. for 10 minutes and treated with (i?)-(+)-2-methyl- 2-propanesulfinamide (4.3 g, 34.7 mmol). Stirring at r.t. continued for 72 h. The mixture was treated with water (60 mL), and the resulting precipitate was filtered through Kieselguhr and washed extensively with DCM. The filtrate was extracted with DCM (2 x 150 mL). The combined organic layers were dried (MgSO4) and concentrated, to afford the title compound (9.35 g, 82%) as a pale yellow solid. δH (CDCl3) 9.09 (IH, s), 9.02 (IH, s), 7.55 (IH, d, J9.6 Hz), 7.14 (IH, t, J9.6 Hz), 1.32 (9H, s).
82% Stage #1: 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: (R)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 20℃; for 72h; 12 To a solution of 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde (7.9 g, 34.7 rnmol) in dry THF (200 niL) under nitrogen was added titanium(IV) isopropoxide (20 g, 70 rnmol). The mixture was stirred at r.t. for 10 minutes and treated with (i?)-(+)-2- methyl-2-propanesulfinamide (4.3 g, 34.7 rnmol). The reaction mixture was stirred at r.t. for 72 h. The mixture was treated with water (60 mL), and the resulting precipitate was filtered through Kieselguhr and washed extensively with DCM. The filtrate was extracted with DCM (2 x 150 mL). The combined organic layers were dried (MgS04) and concentrated, to afford the title compound (9.35 g, 82%) as a pale yellow solid. 6H (CDCI3) 9.09 (IH, s), 9.02 (IH, s), 7.55 (IH, d, J9.6 Hz), 7.14 (IH, t, J 9.6 Hz), 1.32 (9H, s).
82% Stage #1: 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (R)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 20℃; for 72h; Inert atmosphere; INTERMEDIATE 9(E)-N- (2-Chloro-5J-difluoroquinolin-3-yl methylidene1-(i? -2-methylpropane-2- sulfmamideTo a solution of 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde (7.9 g, 34.7 mmol) in dry THF (200 mL) under nitrogen was added titanium isopropoxide (20 g, 70 mmol). The mixture was stirred at r.t. for 10 minutes and treated with (i?)-(+)-2-methyl- 2-propanesulfinamide (4.3 g, 34.7 mmol). Stirring at r.t. was continued for 72 h. The mixture was treated with water (60 mL), and the resulting precipitate was filtered through Kieselguhr and washed extensively with DCM. The filtrate was extracted with DCM (2 x 150 mL). The combined organic layers were dried (MgS04) and concentrated, to afford the title compound (9.35g, 82%) as a pale yellow solid. δΗ (CDC13) 9.09 (IH, s), 9.02 (IH, s), 7.55 (IH, d, J 9.6 Hz), 7.14 (IH, t, J 9.6 Hz), 1.32 (9H, s).
82% Stage #1: 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Stage #2: (R)-2-methylpropane-2-sulfinamide In tetrahydrofuran at 20℃; for 72h; Stage #3: Inert atmosphere; 10 INTERMEDIATE 10(E)-N-|Y2-Chloro-5 J-difluoroquinolin-3-yl)methylidene]-(i?)-2-methylpropane-2- sulfinamideTo a solution of 2-chloro-5,7-difluoroquinoline-3-carboxaldehyde (7.9 g, 34.7 mmol) in dry THF (200 mL) under nitrogen was added titanium(IV) isopropoxide (20 g, 70 mmol). The mixture was stirred at r.t. for 10 minutes and treated with (i?)-(+)-2- methyl-2-propanesulfmamide (4.3 g, 34.7 mmol). The reaction mixture was stirred at r.t. for 72 h. The mixture was treated with water (60 mL), and the resulting precipitate was filtered through Kieselguhr and washed extensively with DCM. The filtrate was extracted with DCM (2 x 150 mL). The combined organic layers were dried (MgS04) and concentrated, to afford the title compound (9.35 g, 82%) as a pale yellow solid. 5H (CDC13) 9.09 (IH, s), 9.02 (IH, s), 7.55 (IH, d, J 9.6 Hz), 7.14 (IH, t, J 9.6 Hz), 1.32 (9H, s).

  • 2
  • [ 956631-90-6 ]
  • [ 1256280-10-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C
Multi-step reaction with 2 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere
Multi-step reaction with 2 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C
  • 3
  • [ 956631-90-6 ]
  • [ 1256280-11-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 3.2: 16 h / 20 °C
Multi-step reaction with 4 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C
Multi-step reaction with 4 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C
  • 4
  • [ 956631-90-6 ]
  • [ 1256280-17-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 3.2: 16 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 48 h / 120 °C 4.2: 1 h / 20 °C
Multi-step reaction with 6 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 48 h / 120 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
  • 5
  • [ 956631-90-6 ]
  • [ 1256280-18-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 3.2: 16 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 4.2: 1 h / 20 °C
Multi-step reaction with 6 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
Multi-step reaction with 6 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C
  • 6
  • [ 956631-90-6 ]
  • [ 1307256-15-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 3.2: 16 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 48 h / 120 °C 4.2: 1 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / 120 °C
  • 7
  • [ 956631-90-6 ]
  • [ 1307256-16-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C 1.2: 72 h / 20 °C 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 3.2: 16 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 4.2: 1 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / 120 °C
  • 8
  • [ 956631-90-6 ]
  • C11H9ClF2N2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C
Multi-step reaction with 3 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C
  • 9
  • [ 956631-90-6 ]
  • C22H28F2N4O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C
Multi-step reaction with 5 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C
  • 10
  • [ 956631-90-6 ]
  • [ 1306687-86-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C / Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / water; methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 7.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 18 h / 120 °C
  • 11
  • [ 956631-90-6 ]
  • C20H24F2N4O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 48 h / 120 °C
  • 12
  • [ 956631-90-6 ]
  • [ 1305350-31-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 72 h / 100 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 7.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / 120 °C
  • 13
  • [ 956631-90-6 ]
  • [ 1305350-28-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1.1: titanium(IV) isopropylate / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere 1.2: 72 h / 20 °C 1.3: Inert atmosphere 2.1: toluene; diethyl ether / 18.5 h / 20 °C 3.1: hydrogenchloride; water / methanol / 2 h / 20 °C 4.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C 5.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 48 h / 120 °C 6.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C 7.1: N-ethyl-N,N-diisopropylamine / butan-1-ol / 16 h / 120 °C
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