Name: 14243-64-2|Chloro(triphenylphosphine)gold(I)|98+%
Brand: Ambeed
SKU: A1233009
Price: 20.0 USD
Availability: InStock
Rating: 94 (26 reviews)

1
[ 103987-81-1 ]
[ 14243-64-2 ]
8-quinolylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With sodium ethanolate; In ethanol; at 20.0℃; for 17.0h;	Under an argon atmosphere, Au(PPh3)Cl (0.20 g, 0.40 mmol), <strong>[103987-81-1]8-quinolylethyne</strong> (92 mg, 0.60 mmol) and ethanol (8 ml) were added to a Schlenk tube (25 mL) and sodium ethoxide (165 mul, 0.42 mmol; 2.55 M, ethanol solution) was added dropwise thereto, followed by stirring of the mixture at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and washed with ethanol (5 ml×three times), water (5 ml×four times) and ethanol (5 ml×three times) and dried under vacuum to give 0.23 g of the desired compound as a pale yellow powder (yield: 96%). 1H-NMR (400MHz, CDCl3) delta: 9.07 (dd, 1H), 8.12 (dd, 1H), 7.99 (dd, 1H), 7.68 (dd, 1H), 7.62-7.36 (m, 17H) 31P-NMR (160 MHz, CDCl3): 42.8 FAB-MS (M/Z) : 612 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 380, 526, 567 Elemental analysis: Found C: 57.06, H: 3.45, N: 2.33 Theoretical C: 56.97, H: 3.46, N: 2.29

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 36

2
[ 14243-64-2 ]
[ 869208-52-6 ]
5-fluoro-8-quinolylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (0.20 g, 0.40 mmol), 5-fluoro-8-quinolylethyne (102 mg, 0.60 mmol) and ethanol (8 ml) were added to a 25 ml Schlenk tube, and then sodium ethoxide (165 µl, 0.42 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto, followed by stirring of the mixture at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (5 ml×three times), water (5 ml×four times) and ethanol (5 ml×three times), followed by drying under vacuum to give 0.22 g of the desired compound as a pale yellow powder (yield: 88%). 1H-NMR (400 MHz, CDCl3) δ: 9.11 (dd, 1H), 8.40 (dd, 1H), 7.91 (dd, 1H), 7.62-7.42 (m, 16H), 7.13 (dd, 1H) 31P-NMR (160 MHz, CDCl3): 42.8 FAB-MS (M/Z): 630 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 392, 534 Elemental analysis: Found C: 55.26, H: 3.34, N: 2.31 Theoretical C: 55.34, H: 3.20, N: 2.23

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 37

3
[ 14243-64-2 ]
[ 869208-54-8 ]
5-chloro-8-quinolylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With sodium t-butanolate; In pentan-1-ol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (0.20 g, 0.40 mmol), 5-chloro-8-quinolylethyne (113 mg, 0.60 mmol) and amyl alcohol (8 ml) were added to a Schlenk tube (20 mL), and then sodium t-butoxide (40 mg, 0.42 mmol) was added thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with amyl alcohol (5 mlxthree times), hot water (5 mlxfour times) and ethanol (5 mlxthree times), followed by drying under vacuum to give 0.24 g of the desired compound as a pale yellow powder (yield: 91%). 1H-NMR (400MHz, CDCl3) δ: 9.10 (dd, 1H), 8.55 (dd, 1H), 7.89 (d, 1H), 7.62-7.42 (m, 17H) 31P-NMR (160 MHz, CDCl3): 41.8 FAB-MS (M/Z): 646 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 390, 547 Elemental analysis: Found C: 53.82, H: 3.08, N: 2.26 Theoretical C: 53.93, H: 3.12, N: 2.17

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 38

4
[ 2510-23-8 ]
[ 14243-64-2 ]
3-pyridylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
69%	With sodium ethanolate; In ethanol; at 20℃; for 19h;	Under an argon atmosphere, Au(PPh3)Cl (297 mg, 0.60 mmol), 3-pyridylethyne (92.8 mg, 0.90 mmol) and ethanol (12 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (250 µl, 0.63 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 19 hours. The precipitated white precipitate was filtered and successively washed with ethanol (12 mlxthree times), water (12 mlxthree times) and ethanol (6 mlxthree times), followed by drying under vacuum to give 0.23 g of the desired compound as a white powder (yield: 69%) . 1H-NMR (400 MHz, CDCl3) δ: 8.75-8.74 (m, 1H), 8.43-8.41 (m, 1H), 7.78-7.74 (m, 1H), 7.60-7.43 (m, 15H), 7.20-7.15 (m, 1H) (FAB-MS) (M/Z): 562 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 422, 447 Elemental analysis: Found C: 53.20, H: 3.38, N: 2.50 Theoretical C: 53.49, H: 3.41, N: 2.50

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 39

5
[ 14243-64-2 ]
[ 884494-34-2 ]
5-fluoro-2-pyridylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (474 mg, 0.96 mmol), <strong>[884494-34-2]5-fluoro-2-pyridylethyne</strong> (174 mg, 1.44 mmol) and ethanol (19 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (395 mul, 1.01 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlxthree times), water (12 mlxthree times) and ethanol (6 mlxthree times), followed by drying under vacuum to give 0.48 g of the desired compound as a yellow powder (yield: 86%). 1H-NMR (400 MHz, CDCl3) delta: 8.37 (d, 1H), 7.23-7.59 (m, 18H), (FAB-MS) (M/Z): 580 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 418, 446, 457 Elemental analysis: Found C: 51.51, H: 3.02, N: 2.47 Theoretical C: 51.83, H: 3.13, N: 2.42

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 40

6
[ 14243-64-2 ]
[ 853909-08-7 ]
6-fluoro-3-pyridylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (488 mg, 0.99 mmol), <strong>[853909-08-7]6-fluoro-3-pyridylethyne</strong> (179 mg, 1.48 mmol) and ethanol (20 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (408 mul, 1.04 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 ml .x. three times), water (12 ml .x. three times) and ethanol (6 ml .x. three times), followed by drying under vacuum to give 0.42 g of the desired compound as a yellow powder (yield: 73percent). 1H-NMR (400 MHz, CDCl3) delta: 8.35 (s, 1H), 7.81-7.87 (m, 1H), 6.80-6.84 (m, 1H) (FAB-MS) (M/Z): 580 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 413, 433, 442, 452 Elemental analysis: Found C: 51.76, H: 3.05, N: 2.51 Theoretical C: 51.83, H: 3.13, N: 2.42

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 40-41

7
[ 14243-64-2 ]
[ 29079-00-3 ]
4-phenylphenylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium ethanolate; In ethanol; for 1.5h;Heating / reflux;	Under an argon atmosphere, Au(PPh3)Cl (1.0 g, 2.02 mmol), 4-phenylphenylethyne (540 mg, 3.03 mmol) and ethanol (35 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (0.83 ml, 2.12 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was heated under reflux for 1.5 hours. The reaction mixture was cooled to room temperature and the resulting white precipitate was filtered and successively washed with ethanol (20 ml×three times), water (20 ml×three times) and ethanol (20 ml×three times), followed by drying under vacuum to give 1.26 g of the desired compound as a white powder (yield: 98%). 1H-NMR (400 MHz, CDCl3) δ: 7.60-7.40 (m, 23H), 7.34-7.29 (m, 1H) (FAB-MS) (M/Z): 637 (M+H)+ Elemental analysis: Found C: 59.96, H: 3.86 Theoretical C: 60.39, H: 3.80

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 41

8
[ 14243-64-2 ]
[ 937-31-5 ]
2-(4-nitrophenyl)acetylenyl gold triphenylphosphine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With sodium ethanolate; In ethanol; for 1.5h;Heating / reflux;	Under an argon atmosphere, Au(PPh3)Cl (1.0 g, 2.02 mmol), 4-nitrophenylethyne (446 mg, 3.03 mmol) and ethanol (35 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (0.83 ml, 2.12 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was heated under reflux for 1.5 hours. The reaction mixture was cooled to room temperature and the resulting white precipitate was filtered and successively washed with ethanol (20 ml×three times), water (20 ml×three times) and ethanol (20 ml×three times), followed by drying under vacuum to give 0.95 g of the desired compound as a white powder (yield: 78%). 1H-NMR (400 MHz, CDCl3) δ: 8.14-8.10 (m, 2H), 7.62-7.44 (m, 17H) (FAB-MS) (M/Z): 606 (M+H)+ Elemental analysis: Found C: 51.39, H: 3.10, N: 2.31 Theoretical C: 51.58, H: 3.16, N: 2.31

Reference： [1]Organometallics,1996,vol. 15,p. 5738 - 5745
[2]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 41
[3]Journal of the American Chemical Society,2003,vol. 125,p. 16081 - 16088

9
[ 14243-64-2 ]
[ 302912-34-1 ]
(2,4-difluorophenylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With sodium ethanolate; In ethanol; at 20℃; for 23h;	Under an argon atmosphere, Au(PPh3)Cl (1.0 g, 2.02 mmol), 2,4-difluorophenylethyne (431 mg, 3.03 mmol) and ethanol (35 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (0.83 ml, 2.12 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 23 hours. The reaction mixture was concentrated and the resulting white solid was successively washed with diethyl ether (20 ml×three times), water (20 ml×three times) and diethyl ether (20 ml×three times), followed by drying under vacuum to give 1.04 g of the desired compound as a white powder (yield: 86%). 1H-NMR (400 MHz, CDCl3) δ: 7.61-7.42 (m, 16H), 6.82-6.74 (m, 2H) (FAB-MS) (M/Z) : 597 (M+H)+ Elemental analysis: Found C: 52.04, H: 3.04 Theoretical C: 52.36, H: 3.04

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 41-42

10
[ 14243-64-2 ]
[ 15727-65-8 ]
(1-naphthylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65.5%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (650 mg, 1.31 mmol), 1-naphthylethyne (300 mg, 1.97 mmol) and 26.0 mL of ethanol were added to a 30 ml Schlenk tube, and then sodium ethoxide (800 µl, 2.07 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 20 mL of ethanol three times, 20 mL of water four times and 20 mL of ethanol three times, followed by drying under vacuum to give 789 mg of the desired compound as a pale yellow powder (yield: 65.5%). 1H-NMR (300 MHz, CDCl3) δ: 8.65-8.63 (m, 1H), 7.82-7.70 (m, 2H), 7.63-7.37 (m, 19H) [MS] FAB (m/z): 611 (MH+) Elemental analysis: Found C: 58.74, H: 3.64 Theoretical C: 59.03, H: 3.63

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 42-43

11
[ 14243-64-2 ]
[ 904694-35-5 ]
4-fluoro-1-naphthylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
58.3%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (582 mg, 1.18 mmol), 4-fluoro-1-naphthylethyne (300 mg, 1.77 mmol) and 23.0 mL of ethanol were added to a 30 ml Schlenk tube, and then sodium ethoxide (725 µl, 1.85 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 20.0 mL of ethanol three times, 20.0 mL of water three times and 20.0 mL of ethanol three times, followed by drying under vacuum to give 647 mg of the desired compound as a pale yellow powder (yield: 58.3%). 1H-NMR (300 MHz, CDCl3) δ: 8.64-8.60 (m, 1H), 8.08-8.05 (m, 1H), 7.67-7.44 (m, 18H), 7.08-7.18 (m, 1H) [MS] FAB (m/z): 629(MH+) Elemental analysis: Found C: 57.00, H: 3.35 Theoretical C: 57.34, H: 3.37

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 43

12
[ 14243-64-2 ]
[ 13752-40-4 ]
9-anthrylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	With sodium ethanolate; In ethanol; at 20℃; for 18.5h;	Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 9-anthrylethyne (273 mg, 1.35 mmol) and ethanol (18 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (371 µl, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 18.5 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 ml× three times), water (12 mlx three times) and ethanol (6 ml× three times), followed by drying under vacuum to give 0.57 g of the desired compound as a yellow powder (yield: 96%). 1H-NMR (400 MHz, CDCl3) δ: 8.56-8.89 (m, 2H), 8.56-8.89 (m, 2H), 8.30 (s, 1H), 7.94-7.97 (m, 2H), 7.43-7.67 (m, 19H) (FAB-MS) (M/Z) : 660 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 435, 450, 477 Elemental analysis: Found C: 61.73, H: 3.58 Theoretical C: 61.83, H: 3.66

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 44

13
[ 14243-64-2 ]
[ 32870-98-7 ]
9-phenanthrylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 9-anthnylethyne (273 mg, 1.35 mmol) and ethanol (18 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (371 mul, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlx three times), water (12 ml× three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.59 g of the desired compound as a pale yellow powder (yield: 99%). 1H-NMR (400 MHz, CDCl3) delta: 8.76-8.79 (d, 1H), 8.61-8.67 (m, 2H), 8.05 (s, 1H), 7.67-7.82 (m, 1H), 7.45-7.67 (m, 19H) (FAB-MS) (M/Z): 661 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 380, 522, 532, 568 Elemental analysis: Found C: 61.64, H: 3.53 Theoretical C: 61.83, H: 3.66

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 45

14
[ 14243-64-2 ]
[ 34993-56-1 ]
1-pyrenylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 1-pyrenylethyne (305 mg, 1.35 mmol) and ethanol (18 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (371 µl, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlx three times), water (12 mlx three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.62 g of the desired compound as a yellow powder (yield: 99%). 1H-NMR (400 MHz, CDCl3) δ: 8.87 (d, 1H), 7.95-8.23 (m, 8H), 7.46-7.66 (m, 15H) (FAB-MS) (M/Z): 684 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 319, 404 Elemental analysis: Found C: 62.84, H: 3.51 Theoretical C: 63.17, H: 3.53

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 46

15
[ 14243-64-2 ]
[ 57700-19-3 ]
2-fluorenylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With sodium ethanolate; In ethanol; at 20℃; for 18h;	Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 2-fluorenylethyne (257 mg, 1.35 mmol) and ethanol (18 ml) were added to a 30 ml Schlenk tube, and then sodium ethoxide (371 µl, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 18 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 ml× three times), water (12 mlx three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.58 g of the desired compound as a yellow powder (yield: 99%). 1H-NMR (400 MHz, CDCl3) δ: 7.22-7.74 (m, 22H), 3.86 (s, 2H), (FAB-MS) (M/Z): 649 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 479, 498, 508, 518 Elemental analysis: Found C: 61.34, H: 3.83 Theoretical C: 61.12, H: 3.73

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 46-47

16
[ 14243-64-2 ]
[ 904694-45-7 ]
(5-fluoro-7-propyl-8-quinolylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41.3%	With sodium t-butanolate; In tert-Amyl alcohol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (107 mg, 0.216 mmol), 8-ethynyl-5-fluoro-7-propyl-quinoline (69.0 mg, 0.323 mmol) and 5.0 mL of tert-amyl alcohol were added to a 30 mL Schlenk tube, and then sodium tert-butoxide (22.8 mg, 0.227 mmol) was added thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 5.0 mL of amyl alcohol, 10.0 mL of water and 20.0 mL of ethanol, followed by drying under vacuum to give 60.0 mg of the desired compound as a pale yellow powder (yield: 41.3%) . 1H-NMR (300 MHz, CDCl3) δ: 9.08-9.06 (m, 1H), 8.35-8.32 (m, 1H), 7.62-7.35 (m, 16H), 7.09 (d, 1H), 3.21-3.15 (m, 2H), 1.87-1.79 (m, 2H), 1.05(t, 3H) [MS] FAB (m/z): 672 (MH+) Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 360, 399, 541 Elemental analysis: Found C: 54.56, H: 3.47, N: 1.71 Theoretical C: 57.24, H: 3.90, N: 2.09

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 48

17
[ 14243-64-2 ]
[ 904694-72-0 ]
(5-fluoro-3-butyl-8-quinolylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
39.7%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Dimethylhydroxymethyl-5-fluoro-3-butyl-8-quinolylacetylene (788 mg, 2.76 mmol) and NaOH (121 mg, KISHIDA CHEMICAL CO., Ltd., 0.7 mm granular, 98% article, 3.03 mmol) were placed in a 30 mL two-neck flask equipped with a reflux condenser and the air inside the flask was replaced with Ar. 18.0 mL of toluene was added thereto and the mixture was refluxed at 120C for 30 minutes. Diethyl ether was added to the reaction mixture, and then the mixture was washed with a saturated aqueous ammonium chloride solution and dried over magnesium sulfate, followed by distilling off of the solvent under reduced pressure by an evaporator. The crude reaction product was purified by column chromatography (Hexane/AcOEt=100/0->1/10) using silica gel to give 449 mg of 5-fluoro-3-butyl-8-quinolylethyne as a yellow solid. This was immediately dissolved in 11.0 mL of ethanol, under an argon atmosphere, in a 30 mL Schlenk tube, and Au(PPh3)Cl (290 mg, 0.587 mmol) was added thereto, and then sodium ethoxide (243 µl, 0.620 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto, followed by stirring of the mixture at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 5 mL of water four times and 5 mL of ethanol twice, followed by drying under vacuum to give 751 mg of the desired compound as a pale yellow powder (yield: 39.7%). 1H-NMR (300 MHz, CDCl3) δ: 8.94 (d, 1H), 8.15-8.12 (m, 1H), 7.86-7.80 (m, 1H), 7.63-7.41 (m, 15H), 7.13-7.06 (m, 1H), 2.82(t, 2H), 1.76-1.64 (m, 2H), 1.45-1.32 (m, 2H), 0.94 (t, 3H) [MS] FAB (m/z): 686 (MH+) Elemental analysis: Found C: 57.00, H: 4.10, N: 1.99 Theoretical C: 57.12, H: 4.12, N: 2.04

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 49

18
[ 14243-64-2 ]
[ 904694-54-8 ]
(5-fluoro-3-methyl-8-quinolylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60.5%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (178 mg, 0.360 mmol), 8-ethynyl-5-fluoro-3-methyl-quinoline (100 mg, 0.540 mmol) and 8.00 mL of ethanol were added to a 30 mL Schlenk tube, and then sodium ethoxide (149 µl, 0.380 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 5 mL of ethanol three times, 5 mL of water four times and 5 mL of ethanol three times, followed by drying under vacuum to give 140 mg of the desired compound as a pale yellow powder (yield: 60.5%). 1H-NMR (300 MHz, CDCl3) δ: 8.94 (d, 1H), 8.16-8.13 (m, 1H), 7.85-7.80 (m, 1H), 7.61-7.42 (m, 15H), 7.12-7.06 (m, 1H), 2.54 (s, 3H) [MS] FAB (m/z): 644 (MH+) Elemental analysis: Found C: 55.97, H: 3.41, N: 2.16 Theoretical C: 56.00, H: 3.45, N: 2.18

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 50

19
[ 14243-64-2 ]
[ 904694-60-6 ]
(5-fluoro-2-methyl-8-quinolylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73.6%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (356 mg, 0.720 mmol), 5-fluoro-2-methyl-quinolylethyne (200 mg, 1.08 mmol) and 16.0 mL of ethanol were added to a 30 mL Schlenk tube, and then sodium ethoxide (300 µl, 0.765 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 10 mL of ethanol three times, 10 mL of water four times and 10 mL of ethanol three times, followed by drying under vacuum to give 353 mg of the desired compound as a pale yellow powder (yield: 73.6%). 1H-NMR (300 MHz, CDCl3) δ: 8.27 (d, 1H), 7.89-7.84 (m, 1H), 7.89-7.45 (m, 15H), 7.32 (d, 1H), 7.08-7.02 (m, 1H), 2.84 (s, 3H) [MS] FAB (m/z): 644 (MH+) Elemental analysis: Found C: 55.98, H: 3.42, N: 2.15 Theoretical C: 56.00, H: 3.45, N: 2.18

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 51-52

20
[ 14243-64-2 ]
[ 904694-64-0 ]
(5-fluoro-2-propyl-8-quinolylethynyl)(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84.2%	With sodium ethanolate; In ethanol; at 20℃; for 15h;	Under an argon atmosphere, Au(PPh3)Cl (386 mg, 0.782 mmol), 5-fluoro-2-propyl-quinolylethyne (250 mg, 1.17 mmol) and 14.5 mL of ethanol were added to a 30 mL Schlenk tube, and then sodium ethoxide (321 µl, 0.819 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with 10 mL of water four times and 10 mL of ethanol, followed by drying under vacuum to give 442 mg of the desired compound as a pale yellow powder (yield: 84.2%). 1H-NMR (300 MHz, CDCl3) δ: 8.28 (d, 1H), 7.89-7.84 (m, 1H), 7.71-7.41 (m, 15H), 7.34 (d, 1H) 7.07-7.02 (m, 1H), 3.10-3.05 (m, 2H), 1.96-1.84 (m, 2H) 1.05 (t, 3H) [MS] FAB (m/z): 672 (MH+) Elemental analysis: Found C: 57.01, H: 4.12, N: 2.01 Theoretical C: 57.07, H: 4.19, N: 2.08

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 53

21
[ 14243-64-2 ]
[ 119754-17-5 ]
4-benzoylphenylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With sodium ethanolate; In ethanol; at 20℃; for 23h;	Under an argon atmosphere, Au(PPh3)Cl (445 mg, 0.90 mmol), 4-benzoylphenylethyne (278 mg, 1.35 mmol) and ethanol (18 ml) were added to a 30 mL Schlenk tube, and then sodium ethoxide (371 µl, 0.945 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 23 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlx three times), water (12 mlx three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.56 g of the desired compound as a yellow powder (yield: 94%). 1H-NMR (400 MHz, CDCl3) δ: 7.71-7.80 (m, 4H), 7.43-7.61 (m, 20H) (FAB-MS) (M/Z): 665 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 468, 502 Elemental analysis: Found C: 59.63, H: 3.44 Theoretical C: 59.65, H: 3.64

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 53-54

22
[ 14243-64-2 ]
[ 42472-69-5 ]
4-acetylphenylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With sodium ethanolate; In ethanol; at 20℃; for 17h;	Under an argon atmosphere, Au(PPh3)Cl (297 mg, 0.60 mmol), 4-acetylphenylethyne (130 mg, 0.9 mmol) and ethanol (12 ml) were added to a 30 mL Schlenk tube, and then sodium ethoxide (247 µl, 0.63 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (12 mlx three times), water (12 ml× three times) and ethanol (6 mlx three times), followed by drying under vacuum to give 0.32 g of the desired compound as a white powder (yield: 89%). 1H-NMR (300 MHz, CDCl3) δ: 7.84-7.88 (m, 2H), 7.43-7.61 (m, 17H), 2.57 (s, 3H) FAB-MS (M/Z): 603 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 465, 499 Elemental analysis: Found C: 55.86, H: 3.67 Theoretical C: 55.83, H: 3.68

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 55

23
[ 1945-84-2 ]
[ 14243-64-2 ]
[Au(2-pyridylacetylide)(triphenylphosphine)] [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With sodium ethanolate; In ethanol; at 20℃; for 19h;	Under an argon atmosphere, Au(PPh3)Cl (297 mg, 0.60 mmol), 2-pyridylethyne (92.8 mg, 0.90 mmol) and ethanol (12 ml) were added to a 20 ml Schlenk tube, and then sodium ethoxide (250 µl, 0.63 mmol: 2.55 mol/l (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 19 hours. The reaction mixture was concentrated to approximately 1 ml, and then 40 ml of diethyl ether was added thereto. The resulting white precipitate was successively washed with water (12 mlxthree times) and diethyl ether (6 mlxthree,times) and dried under vacuum to give 0.21 g of the desired compound as a white powder (yield: 64%). 1H-NMR (400MHz, CDCl3) δ: 8.52 (m, 1H): 7.59-7.40 (m, 17H), 7.09 (m, 1H) (FAB-MS) (M/Z): 562 (M+H)+ Luminescence analysis: (CHCl3, 77K, Ex250nm) λ (nm): 416, 436, 443, 456 Elemental analysis: Found C: 51.58, H: 3.42, N: 2.47 Theoretical C: 53.49, H: 3.41, N: 2.50

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 38-39
[2]Journal of the Chemical Society, Dalton Transactions,1997,p. 4167 - 4174

24
[ 14243-64-2 ]
[ 153800-11-4 ]
pyrazinylethynyl(triphenylphosphine)gold [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium ethanolate; In ethanol; at 20.0℃; for 17.0h;	Under an argon atmosphere, Au(PPh3)Cl (297 mg, 0.6 mmol), <strong>[153800-11-4]pyrazylethyne</strong> (94 mg, 0.9 mmol) and ethanol (12 ml) were added to a 20 mL Schlenk tube, and then sodium ethoxide (247 mul, 0.63 mmol: 2.55 mol/L (liter) in ethanol solution) was added dropwise thereto and the mixture was stirred at room temperature for 17 hours. After completion of the reaction, the resulting white precipitate was filtered and successively washed with ethanol (8 mlx three times), water (8 mlx three times) and ethanol (6 mlx twice), followed by drying under vacuum to give 0.27 g of the desired compound as a white powder (yield: 81%). 1H-NMR (400 MHz, CDCl3) delta: 8.65 (d, 1H), 8.47 (dd, 1H), 8.33 (d, 1H), 7.57-7.45 (m, 15H) (FAB-MS) (M/Z) : 563 (MH+) Luminescence analysis: (CHCl3, 77K, Ex250nm) lambda (nm): 449, 471 Elemental analysis: Found C: 51.18, H: 2.93, N: 4.97 Theoretical C: 51.26, H: 3.23, N: 4.98

Reference： [1]Patent: EP1847545,2007,A1 .Location in patent: Page/Page column 54

25
gold(III) tetrachloride trihydrate [ No CAS ]
[ 14243-64-2 ]

Reference： [1]Canadian Journal of Chemistry,1987,vol. 65,p. 1568 - 1575

26
chloroauric acid [ No CAS ]
[ 14243-64-2 ]

Reference： [1]Chemische Berichte,1980,vol. 113,p. 1646 - 1653
[2]Polyhedron,1993,vol. 12,p. 2705 - 2710
[3]Journal of the Chemical Society, Dalton Transactions,1983,p. 1661 - 1666

27
chloroauric acid [ No CAS ]
[ 603-35-0 ]
[ 14243-64-2 ]

Reference： [1]Dalton Transactions,2009,p. 10446 - 10456
[2]Russian Journal of Inorganic Chemistry,2011,vol. 56,p. 524 - 529
[3]Inorganica Chimica Acta,2005,vol. 358,p. 4301 - 4306
[4]Angewandte Chemie - International Edition,2007,vol. 46,p. 1638 - 1640
[5]Organic Letters,2014,vol. 16,p. 3736 - 3739
[6]European Journal of Medicinal Chemistry,2018,vol. 155,p. 418 - 427

28
[ 14243-64-2 ]
[ 917-92-0 ]
[ 91884-26-3 ]

Reference： [1]Australian Journal of Chemistry,1984,vol. 37,p. 1163 - 1170
[2]Organometallics,1997,vol. 16,p. 5628 - 5636
[3]Australian Journal of Chemistry,1984,vol. 37,p. 1163 - 1170
[4]Organometallics,2007,vol. 26,p. 183 - 186

29
[ 29892-37-3 ]
[ 603-35-0 ]
[ 14243-64-2 ]

Yield	Reaction Conditions	Operation in experiment
56.9%	In dichloromethane; for 0.25h;	A sample of PPh3 (80mg, 0.303mmol) was combined with SMe2AuCl (89mg, 0.303mmol) in a scintillation vial. Dichloromethane (10mL) was added and the mixture was stirred for 15min. The solvent was removed via rotary evaporation and the remaining solid was rinsed with pentane and dried. Yield: 85.4 mg, 0.290mmol, 56.9 %.

Reference： [1]Journal of Organometallic Chemistry,1998,vol. 551,p. 313 - 330
[2]Chemical Communications,2015,vol. 51,p. 16053 - 16056
[3]European Journal of Organic Chemistry,2022,vol. 2022
[4]Organic Letters,2018,vol. 20,p. 7380 - 7383
[5]Journal of Inorganic Biochemistry,2020,vol. 206
[6]Polyhedron,2003,vol. 22,p. 1349 - 1354
[7]Inorganic Chemistry,2004,vol. 43,p. 7516 - 7531
[8]Gold Bulletin,2013,vol. 46,p. 13 - 18
[9]Chemistry - A European Journal,2015,vol. 21,p. 2319 - 2323
[10]Chemistry - A European Journal,2016,vol. 22,p. 3985 - 3990
[11]Angewandte Chemie - International Edition,2016,vol. 55,p. 9253 - 9258
Angew. Chem.,2016,vol. 128,p. 9399 - 9404
[12]Organometallics,2017,vol. 36,p. 1867 - 1872
[13]Chemical Communications,2018,vol. 54,p. 13802 - 13804

30
[ 39929-21-0 ]
[ 603-35-0 ]
[ 14243-64-2 ]

Yield	Reaction Conditions	Operation in experiment
82%	In dichloromethane; for 18h;	To [ClAu(THT)] (0.78 g, 2.44 mmol)in CH2Cl2 (15 mL) was added PPh3 (0.72 g, 2.75mmol) and the mixture stirred for 18 h. EtOH (10 mL) was added and the CH2Cl2slowly removed under reduced pressure to give [ClAuPPh3] which wasfiltered and washed with hexane (2 x 10 mL). Yield 0.98 g, 82 %. 1H NMR (400 MHz, CDCl3, δ ppm): 7.49-7.44 (m, 6H, Ph-H);7.44-7.37 (m, 9H, Ph-H). 13C{1H}NMR (100 MHz, CDCl3, δ ppm) 134.17 (d, JCP= 13.8, Ph-C); 132 (d, JCP= 2.8, Ph-C); 129.25 (d, JCP= 11.1, Ph-C); 128.42 (d, JCP= 62, Ph-C). 31P{1H}NMR (162 MHz, CDCl3, δ ppm): 33.19. Calculated for C18H15AuClP: C,43.68; H, 3.06; P, 6.26; Found: C, 43.67; H, 2.67; P, 6.00.
	In dichloromethane; at 20℃; for 0.333333h;	In 100 ml singleneckflask with methylene chloride as the solvent, followed by adding 1mmol white sediment after saiddrained, with stirring 1mmol R 1 substituted starting material triphenylphosphine and 20 ml CH 2 Cl 2, room temperature for20 minutes, spin dryness and recrystallized from ethanol, drained after a white solid

Reference： [1]Organic Letters,2015,vol. 17,p. 3502 - 3505
[2]Tetrahedron Letters,2014,vol. 55,p. 151 - 154
[3]Chemistry - A European Journal,2017,vol. 23,p. 6048 - 6055
[4]Journal of Organometallic Chemistry,2011,vol. 696,p. 1244 - 1247
[5]Inorganica Chimica Acta,2011,vol. 374,p. 171 - 174
[6]Dalton Transactions,2011,vol. 40,p. 9810 - 9820
[7]New Journal of Chemistry,2003,vol. 27,p. 1466 - 1469
[8]European Journal of Inorganic Chemistry,2009,p. 137 - 146
[9]Journal of the American Chemical Society,2009,vol. 131,p. 7411 - 7420
[10]Dalton Transactions,2010,vol. 39,p. 3509 - 3520
[11]Tetrahedron,2012,vol. 68,p. 10586 - 10591,6
[12]Australian Journal of Chemistry,2014,vol. 67,p. 481 - 499
[13]European Journal of Inorganic Chemistry,2015,vol. 2015,p. 2216 - 2221
[14]Chemistry - A European Journal,2016,vol. 22,p. 11587 - 11592
[15]Patent: CN104262396,2016,B .Location in patent: Paragraph 0030; 0054
[16]ACS Chemical Biology,2017,vol. 12,p. 1524 - 1537

31
[ 14243-64-2 ]
[ 932-72-9 ]
[ 14243-66-4 ]

Reference： [1]Journal of the American Chemical Society,2009,vol. 131,p. 7411 - 7420
[2]Journal of the American Chemical Society,2003,vol. 125,p. 11925 - 11935

32
[ 14243-64-2 ]
[ 76041-72-0 ]
(F₃C)C₅H₃NSAu(P(C₆H₅)3)*0.5H₂O [ No CAS ]

Reference： [1]Journal of Organometallic Chemistry,1988,vol. 344,p. 119 - 136

33
[ 14243-64-2 ]
[ 17902-23-7 ]
[ 121860-52-4 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1989,vol. 62,p. 1078 - 1080

34
[ 21324-40-3 ]
[ 14243-64-2 ]
(cyclopentadienyl)bis(trimethylphosphine)cobalt [ No CAS ]
[ 104738-59-2 ]

Reference： [1]Chemische Berichte,1986,vol. 119,p. 3866 - 3869

35
[ 21324-40-3 ]
[ 14243-64-2 ]
(η(5)-cyclopentadienyl)Rh(trimethylphosphane)2 [ No CAS ]
[ 104738-61-6 ]
C₅H₅Rh(P(CH₃)3)2Cl⁽¹⁺⁾*PF₆^(1-) = C₅H₅Rh(P(CH₃)3)2ClPF₆ [ No CAS ]

Reference： [1]Chemische Berichte,1986,vol. 119,p. 3866 - 3869

36
[ 1450-85-7 ]
[ 14243-64-2 ]
[ 132461-11-1 ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999),1990,p. 3457 - 3464
[2]Journal of the Chemical Society, Dalton Transactions,1993,p. 259 - 264

37
[ 14243-64-2 ]
[ 25596-24-1 ]
[ 111800-89-6 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1987,vol. 60,p. 1189 - 1191

38
[ 21324-40-3 ]
[ 14243-64-2 ]
[ 69277-85-6 ]
[ 104738-64-9 ]

Reference： [1]Chemische Berichte,1986,vol. 119,p. 3866 - 3869

39
[ 14243-64-2 ]
[ 442-51-3 ]
[ 153514-77-3 ]

Reference： [1]Gazzetta Chimica Italiana,1993,vol. 123,p. 487 - 494

40
[ 14104-20-2 ]
[ 14243-64-2 ]
[ 442-51-3 ]
[ 153514-74-0 ]

Reference： [1]Gazzetta Chimica Italiana,1993,vol. 123,p. 487 - 494

41
[ 14243-64-2 ]
2K⁽¹⁺⁾*Rh₁₂C₂^(2-)*24CO*2C₄H₈O=K₂{Rh₁₂C₂(CO)24}*2C₄H₈O [ No CAS ]
[ 429-06-1 ]
[N(C₂H₅)4]⁽¹⁺⁾*[Rh₁₂C₂(CO)23(Au(P(C₆H₅)3))]^(1-) [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,1994,p. 1777 - 1782

42
[ 14243-64-2 ]
K₂[Rh₆C(CO)15] * 3 tetrahydrofuran [ No CAS ]
[ 429-06-1 ]
[N(C₂H₅)4]⁽¹⁺⁾*[Rh₁₂C₂(CO)23(Au(P(C₆H₅)3))]^(1-) [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,1994,p. 1777 - 1782

43
[ 14243-64-2 ]
[ 134-58-7 ]
(NH₂(C₄HN₅O))Au(P(C₆H₅)3)*0.5H₂O [ No CAS ]

Reference： [1]Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie,1985,vol. 40,p. 1749 - 1752

44
[ 288-16-4 ]
[ 14243-64-2 ]
[ 167637-13-0 ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,1995,p. 2067 - 2072

45
[ 14243-64-2 ]
(NEt₄)2[Fe₅MoC(CO)17] [ No CAS ]
[ 28625-02-7 ]
thallium chloride [ No CAS ]
(NEt₄)[Fe₅MoAuC(CO)17(PPh₃)] [ No CAS ]
[ 429-06-1 ]

Reference： [1]Organometallics,2001,vol. 20,p. 1575 - 1579

46
[ 17084-13-8 ]
[ 14243-64-2 ]
[ 23593-75-1 ]
[ 393828-29-0 ]

Reference： [1]Inorganic Chemistry,2001,vol. 40,p. 6879 - 6884

47
[ 14243-64-2 ]
[ 77123-56-9 ]
[ 380498-56-6 ]

Reference： [1]Journal of Organometallic Chemistry,2001,vol. 633,p. 114 - 124

48
[ 14243-64-2 ]
[ 638-16-4 ]
[ 255901-24-7 ]

Reference： [1]Chemical Communications,1997,p. 1771 - 1772

49
[ 14243-64-2 ]
[ 38215-38-2 ]
[ 408495-46-5 ]

Reference： [1]Journal of Organometallic Chemistry,2005,vol. 690,p. 5036 - 5048
[2]Journal of Organometallic Chemistry,2002,vol. 642,p. 259 - 267

50
[ 75-15-0 ]
[ 14243-64-2 ]
[ 33229-89-9 ]
[ 582323-08-8 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2003,vol. 58,p. 311 - 317

51
[ 14243-64-2 ]
[ 67-64-1 ]
[ 2274-42-2 ]
[ 864160-26-9 ]

Reference： [1]Zeitschrift fur Naturforschung, B: Chemical Sciences,2005,vol. 60,p. 169 - 174

52
[ 1072-52-2 ]
[ 14243-64-2 ]
[ 2923-28-6 ]
[ 852989-12-9 ]

Reference： [1]Journal of Organometallic Chemistry,2005,vol. 690,p. 1986 - 1993

53
[ 14243-64-2 ]
[ 324-27-6 ]
[ 171823-76-0 ]

Reference： [1]Russian Chemical Bulletin,1995,vol. 44,p. 1513 - 1519
Izvestiya Akademi Nauk, Seriya Khimicheskaya,1995,p. 1574 - 1580

54
[ 4344-84-7 ]
[ 14243-64-2 ]
[ 916737-26-3 ]

Reference： [1]Inorganic Chemistry Communications,2006,vol. 9,p. 355 - 359

55
[ 14243-64-2 ]
[ 75867-46-8 ]
[ 1022900-89-5 ]

Yield	Reaction Conditions	Operation in experiment
70%	With sodium methylate; In tetrahydrofuran; methanol;Inert atmosphere;	To a suspension of <strong>[75867-46-8]2,6-diethynylpyridine</strong> 9 (127 mg, 1.00 mmol) and PPh3AuCl (988 mg, 2.00 mmol) in dry THF (10 mL) and MeOH (10 mL), a 2.46 M solution NaOMe (0.97 mL, 2.39 mmol, 2.4 equiv.) was added dropwise while the residue was slowly dissolved. The reaction mixture was allowed to stir overnight and the resulting cloudy reaction mixture was concentrated to ca. half volume by blowing a stream of nitrogen gas over the reaction mixture. The resulting precipitate was collected by careful centrifugation which gave 10 (728 mg, 0.698 mmol, 70%) as a white or grey powder which was washed several times with MeOH.

Reference： [1]Dalton Transactions,2008,p. 1635 - 1646
[2]Tetrahedron,2016,vol. 72,p. 5831 - 5842

56
[ 64394-45-2 ]
[ 14243-64-2 ]
[ 1050357-64-6 ]

Reference： [1]Inorganic Chemistry,2008,vol. 47,p. 7483 - 7492

57
[ 92361-49-4 ]
[Au(C_.ident.CC₆F₅)(PPh₃)] [ No CAS ]
[ 14243-64-2 ]
Cp*Ru(CCC6F5)(η2-O2)(PPh3)*0.25C6H14 [ No CAS ]

Reference： [1]Dalton Transactions,2009,p. 610 - 620

58
[ 14243-64-2 ]
[ 62306-80-3 ]
[ 1137088-26-6 ]

Reference： [1]Journal of Organometallic Chemistry,2009,vol. 694,p. 592 - 597

59
[ 13351-73-0 ]
[ 14243-64-2 ]
[ 2923-28-6 ]
[ 1186016-23-8 ]

Reference： [1]Angewandte Chemie - International Edition,2017,vol. 56,p. 6994 - 6998
Angew. Chem.,2017,vol. 129,p. 7098 - 7102,5
[2]Journal of the American Chemical Society,2009,vol. 131,p. 12100 - 12102

60
[ 14243-64-2 ]
[ 4706-43-8 ]
[ 2923-28-6 ]
[ 1186016-25-0 ]

Reference： [1]Journal of the American Chemical Society,2009,vol. 131,p. 12100 - 12102

61
[ 14243-64-2 ]
[ 5331-91-9 ]
[ 1205687-30-4 ]

Reference： [1]Dalton Transactions,2009,p. 10446 - 10456

62
[ 14243-64-2 ]
[ 442-51-3 ]
{(CH₃OC₁₁H₅N₂CH₃)(AuP(C₆H₅)3)2}⁽¹⁺⁾*{BF₄}^(1-)={(CH₃OC₁₁H₅N₂CH₃)(AuP(C₆H₅)3)2}{BF₄} [ No CAS ]

Reference： [1]Gazzetta Chimica Italiana,1993,vol. 123,p. 487 - 494

63
[ 14243-64-2 ]
[ 766-99-4 ]
[ 1349835-47-7 ]

Reference： [1]Dalton Transactions,2011,vol. 40,p. 12595 - 12606

64
[ 14243-64-2 ]
[ 17999-93-8 ]
[ 2923-28-6 ]
[ 1401422-43-2 ]

Yield	Reaction Conditions	Operation in experiment
80%		General procedure: To an acetone solution (20 mL) of [AuCl(PR3)] (84 mg, 0.17 mmol) was added Ag(CF3SO3) (44 mg, 0.17 mmol), and the reaction stirred for 90 min protected from the light. AgCl was filtered off, and the corresponding biisoquinoline (44 mg, 0.17 mmol) was added to the solution. After stirring for 1 h, the suspension was concentrated to ca. 5 mL. Addition of hexane afforded compounds 1b as a white solid. Yield of 1b: 118 mg, 80%. Anal. Calc. for C, 51.40; H, 3.15; N, 3.24. Found: C, 51.08; H, 3.27; N, 2.92%. 1H NMR: delta 6.9-7.6 (m, 17H, Ph + H8), 7.63 (t, JHH = 7.9 Hz, 2H, H7), 7.87 (t, JHH = 7.6 Hz, 2H, H6), 8.05 (d, JHH = 8.0 Hz, 2H, H5), 8.10 (d, JHH = 6.2 Hz, 2H, H4), 8.75 (d, JHH = 6.2 Hz, 2H, H3). 19F NMR: delta -78.3 (s). 31P{1H} NMR: delta 29.7 (s). IR (KBr): 1266, 639 (CF3SO3) cm-1

Reference： [1]Inorganica Chimica Acta,2012,vol. 392,p. 91 - 98

65
[ 14243-64-2 ]
[ 17999-93-8 ]
[ 2923-28-6 ]
[Au2(μ-1,1'-biisoquinoline)(PPh3)2](CF3SO3)2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%		General procedure: To an acetone solution (20 mL) of [AuCl(PRR?2)] (0.17 mmol; R = R? = Me 52 mg, Ph 84 mg; R = Me, R? = Ph 74 mg) was added Ag(CF3SO3) (44 mg, 0.17 mmol), and the reaction stirred for 60 min protected from the light. AgCl was filtered off, and the corresponding biisoquinoline (22 mg, 0.085 mmol) was added to the solution. After stirring for 1 h, the suspension was concentrated to ca. 5 mL. Addition of diethyl ether afforded compounds 2a-2c as white solids. Yield of 2a: 61 mg, 65%. Anal. Calc. for C, 28.38; H, 2.75; N, 2.55. Found: C, 28.65; H, 2.67; N, 2.83%. 1H NMR: delta 1.45 (d, JHP = 10.5 Hz, 18H, Me), 7.48 (d, JHH = 8.6 Hz, 2H, H8), 7.65 (t, JHH = 7.8 Hz, 2H, H7), 8.11 (t, JHH = 7.5 Hz, 2H, H6), 8.13 (d, JHH = 8.3 Hz, 2H, H5), 8.20 (d, JHH = 5.7 Hz, 2H, H4), 8.95 (d, JHH = 5.7 Hz, 2H, H3). 19F NMR: delta -78.3 (s). 31P{1H} NMR: delta -11.2 (s). IR (KBr): 1274, 638 (CF3SO3) cm-1. Yield of 2b: 81 mg, 65%. Anal. Calc. for C, 45.66; H, 2.87; N, 1.90. Found: C, 45.32; H, 2.77; N, 1.80%. 1H NMR: delta 7.0-7.5 (m, 32H, Ph + H8), 7.75 (t, JHH = 7.9 Hz, 2H, H7), 8.11 (t, JHH = 7.6 Hz, 2H, H6), 8.08 (d, JHH = 8.0 Hz, 2H, H5), 8.27 (d, JHH = 6.1 Hz, 2H, H4), 9.15 (d, JHH = 6.1 Hz, 2H, H3). 19F NMR: delta -78.3 (s). 31P{1H} NMR: delta 28.5 (s). IR (KBr): 1260, 640 (CF3SO3) cm-1. Yield of 2c: 79 mg, 69%. Anal. Calc. for C, 40.96; H, 2.84; N, 2.08. Found: C, 40.61; H, 2.89; N, 2.0%. 1H RMN: delta 2.04 (d, JHP = 11.3 Hz, 6H, Me), 7.1-7.5 (m, 22H, Ph + H8), 7.70 (t, JHH = 7.6 Hz, 2H, H7), 7.95 (t, JHH = 7.8 Hz, 2H, H6), 8.08 (d, JHH = 8.4 Hz, 2H, H5), 8.26 (d, JHH = 6.2 Hz, 2H, H4), 9.2 (d, JHH = 6.2 Hz, 2H, H3). 19F NMR: delta -78.3 (s). 31P{1H} NMR: delta 13.9 (s). IR (KBr): 1260, 637 (CF3SO3) cm-1.

Reference： [1]Inorganica Chimica Acta,2012,vol. 392,p. 91 - 98

66
[ 14243-64-2 ]
[ 189114-61-2 ]
[ 866395-16-6 ]

Reference： [1]Advanced Synthesis and Catalysis,2016,vol. 358,p. 380 - 385
[2]Organic Letters,2015,vol. 17,p. 1982 - 1985
[3]Angewandte Chemie - International Edition,2013,vol. 52,p. 4239 - 4242
Angew. Chem.,2013,vol. 125,p. 4333 - 4336,4
[4]Chemistry - A European Journal,2014,vol. 20,p. 3113 - 3119
[5]Advanced Synthesis and Catalysis,2014,vol. 356,p. 2794 - 2800
[6]Advanced Synthesis and Catalysis,2016,vol. 358,p. 1392 - 1397
[7]Organic Letters,2016,vol. 18,p. 2114 - 2117
[8]Advanced Synthesis and Catalysis,2017,vol. 359,p. 1522 - 1528
[9]Advanced Synthesis and Catalysis,2017,vol. 359,p. 1996 - 2000
[10]Synthesis,2017,vol. 49,p. 4151 - 4162
[11]Chemical Communications,2018,vol. 54,p. 13802 - 13804

67
[ 616-47-7 ]
[ 37822-98-3 ]
[ 14243-64-2 ]
[ 434-90-2 ]
[ 1244039-16-4 ]

Yield	Reaction Conditions	Operation in experiment
85%	In 1,2-dichloro-ethane; at 150℃; for 22h;Inert atmosphere; Schlenk technique;	General procedure: To a mixture of arene-gold(III) (1 equiv) and the nucleophile (1.5 equiv), 1,2-dichloroethane (0.05 M) was added. The reaction mixtures were heated at 150C for 22h. The analysis of the reaction products were performed by 1H, 31Pand 19F NMR. The product ratios were determined by integration of the 1H and 19F NMR signals of the crude NMR spectrum. For isolation, the solvent was evaporated under reduced pressure and the crude was purified by column chromatography (hexane/CH2Cl2 1:1) to give compounds 11, 12, 13, and 14.

Reference： [1]Tetrahedron,2013,vol. 69,p. 5751 - 5757

68
cis-chloro(bis-pentafluorophenyl)triphenylphosphine gold(III) [ No CAS ]
[ 14243-64-2 ]
[ 434-90-2 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,2,3-trimethoxybenzene; In 1,2-dichloro-ethane; at 150℃; for 22h;Inert atmosphere; Schlenk technique;	General procedure: To a mixture of arene-gold(III) (1 equiv) and the nucleophile (1.5 equiv), 1,2-dichloroethane (0.05 M) was added. The reaction mixtures were heated at 150C for 22h. The analysis of the reaction products were performed by 1H, 31Pand 19F NMR. The product ratios were determined by integration of the 1H and 19F NMR signals of the crude NMR spectrum. For isolation, the solvent was evaporated under reduced pressure and the crude was purified by column chromatography (hexane/CH2Cl2 1:1) to give compounds 11, 12, 13, and 14.

Reference： [1]Tetrahedron,2013,vol. 69,p. 5751 - 5757

69
[ 37822-98-3 ]
[ 14243-64-2 ]
[ 434-90-2 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,2,4-trimethoxy-benzene; In 1,2-dichloro-ethane; at 150℃; for 22h;Inert atmosphere; Schlenk technique;	General procedure: To a mixture of arene-gold(III) (1 equiv) and the nucleophile (1.5 equiv), 1,2-dichloroethane (0.05 M) was added. The reaction mixtures were heated at 150C for 22h. The analysis of the reaction products were performed by 1H, 31Pand 19F NMR. The product ratios were determined by integration of the 1H and 19F NMR signals of the crude NMR spectrum. For isolation, the solvent was evaporated under reduced pressure and the crude was purified by column chromatography (hexane/CH2Cl2 1:1) to give compounds 11, 12, 13, and 14.

Reference： [1]Tetrahedron,2013,vol. 69,p. 5751 - 5757

70
[ 14243-64-2 ]
[ 140681-55-6 ]
C₁₈H₁₅AuClFP [ No CAS ]

Reference： [1]European Journal of Organic Chemistry,2013,p. 7366 - 7371

71
gallium(III) trichloride [ No CAS ]
[ 14243-64-2 ]
[ 1172-76-5 ]
C₄₄H₄₁AuPSi₂⁽¹⁺⁾*Cl₄Ga^(1-) [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2014,vol. 53,p. 747 - 751
Angew. Chem.,2013,vol. 126,p. 766 - 770,5

72
[ 14243-64-2 ]
[ 75-09-2 ]
[ 19362-77-7 ]
C₄₈H₃₈Au₂P₂S₃*0.5CH₂Cl₂ [ No CAS ]

Reference： [1]Dalton Transactions,2014,vol. 43,p. 6212 - 6220

73
[ 1554512-06-9 ]
[ 182482-25-3 ]
[ 14243-64-2 ]
[ 41860-46-2 ]

Reference： [1]Organometallics,2014,vol. 33,p. 1328 - 1332

74
[ 14243-64-2 ]
[ 52-67-5 ]
[Au(PPh₃)(D-Hpen)]*1.5H₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In ethanol; at 20℃; for 1.5h;	To a whitesuspension containing 1.00 g (2.02mmol) of [Au(PPh3)Cl]10 in30mL of ethanol was added 0.30 g (2.0mmol) of D-H2pen. Themixture was stirred at room temperature for 1.5 h, which gave acolorless solution. After the addition of 20mL (2.0mmol) ofan aqueous NaOH solution (0.10 M), the colorless solution wasevaporated to dryness. The residue was washed with water togive a white powder that was collected by filtration. Yield:1.14 g (89%). Anal. Found: C, 43.75; H, 4.29; N, 2.22%.Calcd for [Au(PPh3)(D-Hpen)]¢1.5H2O = C23H28NO3.5PSAu:C, 43.54; H, 4.45; N, 2.21%. IR spectrum (cm1): 1626 (COO).1HNMR spectrum (ppm from TMS, methanol-d4): delta 1.38 (s,3H), 1.84 (s, 3H), 3.56 (s, 1H), 7.527.60(m, 15H). 31PNMRspectrum (ppm from H3PO4, methanol-d4): delta 38.5 (s).

Reference： [1]Bulletin of the Chemical Society of Japan,2015,vol. 88,p. 1144 - 1146

75
[ 14243-64-2 ]
[ 189114-61-2 ]
[ 866395-16-6 ]

Reference： [1]Angewandte Chemie - International Edition,2018,vol. 57,p. 2419 - 2422
Angew. Chem.,2018,vol. 130,p. 2443 - 2446,4
[2]Organic and Biomolecular Chemistry,2017,vol. 15,p. 7841 - 7852

76
[ 14243-64-2 ]
[ 3883-86-1 ]
[ 90635-28-2 ]

Reference： [1]Organometallics,2017,vol. 36,p. 4727 - 4740

77
[ 14243-64-2 ]
[ 3883-86-1 ]
cis-(Ph₃P)Au(octafluorobiphenyl)Cl₂_*CH₂Cl₂ [ No CAS ]

Reference： [1]Organometallics,2017,vol. 36,p. 4727 - 4740

78
ammonium hexafluorophosphate [ No CAS ]
[ 14243-64-2 ]
[ 65277-42-1 ]
[AuPPh₃(cis-1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine)]PF₆ [ No CAS ]

Reference： [1]New Journal of Chemistry,2018,vol. 42,p. 13641 - 13650

79
ammonium hexafluorophosphate [ No CAS ]
[ 14243-64-2 ]
[ 23593-75-1 ]
[AuPPh₃(1-[(2-chlorophenyl)-diphenylmethyl]-1H-imidazole)]PF₆ [ No CAS ]

Reference： [1]New Journal of Chemistry,2018,vol. 42,p. 13641 - 13650

80
[ 14243-64-2 ]
[ 955575-53-8 ]
silver perchlorate [ No CAS ]
triphenylphosphine(5-amino-4-(4-bromophenyl)pyrazole) gold(I) perchlorate [ No CAS ]

Reference： [1]Dalton Transactions,2018,vol. 47,p. 15338 - 15343

81
[ 14243-64-2 ]
[ 1203507-02-1 ]
[ 189114-61-2 ]
C₃₇H₃₅AuN₂PS⁽¹⁺⁾*C₂F₆NO₄S₂^(1-) [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019,vol. 25,p. 1064 - 1075

82
[ 14243-64-2 ]
[ 950194-37-3 ]
[ 189114-61-2 ]
[Au(PPh₃){(S)-BTM}][NTf₂] [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019,vol. 25,p. 1064 - 1075

83
[ 14104-20-2 ]
[ 14243-64-2 ]
[ 1203507-02-1 ]
C₃₇H₃₅AuN₂PS⁽¹⁺⁾*BF₄^(1-) [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019,vol. 25,p. 1064 - 1075

84
[ 14104-20-2 ]
[ 14243-64-2 ]
[ 950194-37-3 ]
[Au(PPh₃){(S)-BTM}][BF₄] [ No CAS ]

Reference： [1]Chemistry - A European Journal,2019,vol. 25,p. 1064 - 1075

85
[ 10544-50-0 ]
[ 14243-64-2 ]
[ 25717-80-0 ]
((6-ethoxycarbonyl-3-morpholinyl-sydnone imine-4-yl)thio)(triphenylphosphine)gold(I) [ No CAS ]

Reference： [1]RSC Advances,2019,vol. 9,p. 4781 - 4788

86
[ 14243-64-2 ]
[ 2923-28-6 ]
[ 4967-77-5 ]
C₂₂H₂₀AuN₃O₂P⁽¹⁺⁾*CF₃O₃S^(1-) [ No CAS ]

Reference： [1]Inorganic Chemistry Communications,2019,vol. 109

87
[ 14243-64-2 ]
[ 183321-74-6 ]
[(3-((6,7-bis(2-methoxyethoxy)quinazolin-4-yl)amino)phenyl)ethynyl](triphenylphosphane)gold(I) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
56%		To a suspension of <strong>[183321-74-6]Erlotinib</strong> (78.89 mg, 0.2 mmol) in MeOH (10 mL) was added KOH (112.22 mg, 2.0 mmol) and stirred for 5 min to obtain a solution. Then, [Au(PPh3)Cl] (100 mg, 0.2 mmol) was added and the reaction mixture was stirred at RT for 24h. The white precipitate was filtered and washed with MeOH (2 mL). The solid was treated with CH2Cl2 (20 mL) and filtered through a short pad of Celite. The solvent of the filtrate was evaporated to 2 mL and treated with diethyl ether to give a white solid, which was collected by filtration and air-dried. Yield: 56%. Anal. calcd. for C40H37AuN3O4P: C 56.41, H 4.38, N 4.93. Found: C 56.29, H 4.43, N, 4.84%. Mp: 210C. 1H NMR (600MHz, DMSO-d6) delta (ppm): 9.38 (s, 1H, NH), 8.47 (s, 1H), 7.88 (s, 1H), 7.86 (s, 1H), 7.65-7.53 (m, 16H), 7.29 (t, J=7.8Hz, 1H), 7.21 (s, 1H), 7.05 (d, J=7.2Hz, 1H), 4.28 (m, 4H), 3.75 (m, 4H), 3.36 (s, 3H), 3.34 (s, 3H). 31P NMR (242.94MHz, DMSO-d6) delta (ppm): 42.12. 13C{1H} NMR (150.92MHz, DMSO-d6) delta (ppm): 156.17, 153.70, 152.86, 148.04, 146.93, 139,44, 133.89 (d, JCP=13.2Hz, Cortho of PPh3), 131.94, 129.61 (d, JCP=11.0Hz, Cmeta of PPh3), 129.25 (d, JCP=55.7Hz, Cipso of PPh3), 128.45, 126.23, 125.21, 124.78, 120.54, 108.90, 108.20, 103.23, 70.11, 70.03, 68.35, 68.01, 58.37, 58.32. ESI+ mass spectra (DMF) m/z observed: 852.227, 100%; calculated for [M+H]+: 852.226

Reference： [1]Journal of Inorganic Biochemistry,2020,vol. 203

88
[ 14243-64-2 ]
[ 121-44-8 ]
[ 599-79-1 ]
C₁₈H₁₃N₄O₅S^(1-)*Au⁽¹⁺⁾*C₁₈H₁₅P*C₆H₁₅N [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In methanol; chloroform; for 24h;Reflux;	Subsequently, a freshly prepared solution of [(Ph3P)AuCl] (1.25×10-4mol, 0.0616g) in 3.0mL of chloroform was added to a solution of sulfasalazine (1.25×10-4mol, 0.0498g) and triethylamine (0.25mL) in methanol (4mL). The synthesis was carried out under reflux for 24h. After slow evaporation an orange solid was obtained. Elemental analysis led to a 1:1:1 Au/ssz/Ph3P composition, plus one triethylamine molecule. Anal. Calcd. for AuPC36H28N4O5SN(CHCH) (%): C, 52.7; H, 4.53; N, 7.31. Found (%): C, 51.8; H, 4.74; N, 7.45. The [(Ph3P)Au(ssz)] complex is soluble in dimethylsulfoxide (DMSO) and chloroform and low soluble in water, ethanol, methanol, acetonitrile and acetone. Again, no single crystals were obtained for a detailed X-ray crystallographic study.

Reference： [1]Journal of Molecular Structure,2020,vol. 1214

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	14243-64-2	MDL No. :	MFCD00009588
Formula :	C₁₈H₁₅AuClP	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	IFPWCRBNZXUWGC-UHFFFAOYSA-M
M.W :	494.71	Pubchem ID :	10874691
Synonyms :	Chloro(triphenylphosphine)gold(I)

Num. heavy atoms :	21
Num. arom. heavy atoms :	18
Fraction Csp3 :	0.0
Num. rotatable bonds :	3
Num. H-bond acceptors :	0.0
Num. H-bond donors :	0.0
Molar Refractivity :	91.0
TPSA :	13.59 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-4.71 cm/s

Log Po/w (iLOGP) :	0.0
Log Po/w (XLOGP3) :	6.49
Log Po/w (WLOGP) :	4.13
Log Po/w (MLOGP) :	5.4
Log Po/w (SILICOS-IT) :	5.5
Consensus Log Po/w :	4.3

[ CAS No. 14243-64-2 ] {[proInfo.proName]}

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[ 14243-64-2 ] Synthesis Path-Downstream 1~88

Precautionary Statements-General

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Inquiry

Lipinski :	1.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Log S (ESOL) :	-7.43
Solubility :	0.0000183 mg/ml ; 0.000000037 mol/l
Class :	Poorly soluble
Log S (Ali) :	-6.57
Solubility :	0.000133 mg/ml ; 0.000000268 mol/l
Class :	Poorly soluble
Log S (SILICOS-IT) :	-7.54
Solubility :	0.0000141 mg/ml ; 0.0000000286 mol/l
Class :	Poorly soluble

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	2.0
Synthetic accessibility :	4.27

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P403+P233-P405-P501	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
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P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
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P241	Use explosion-proof electrical/ventilating/lighting/equipment.
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Code	Phrase
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P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling