Name: 7550-35-8|Lithium bromide|99+%
Brand: Ambeed
SKU: A492126
Price: 26.0 USD
Availability: InStock
Rating: 95 (29 reviews)

1
[ 260561-75-9 ]
[ 3277-26-7 ]
[ 7550-35-8 ]
[ 260561-74-8 ]

Yield	Reaction Conditions	Operation in experiment
92%	With chloro-trimethyl-silane In water; N,N-dimethyl-formamide; acetonitrile	12.A (Step A) (Step A) Synthesis of 2-.(2,2-dimethyl-7-methoxy-1,3-benzodioxol-4-yl)acetonitrile (Compound 12a) To a solution of 2,2-dimethyl-7-methoxy-1,3-benzodioxole-4-carbaldehyde (9.3 g, 45 mmol) obtained by the method mentioned in the Japanese Published Unexamined Patent Application No. 98/147585 and by a method similar thereto in acetonitrile (47 mL) was added lithiumbromide (8.9 g, 85 mmol), and then trimethylsilyl chloride (8.5 mL, 67 mmol) was added dropwise. After 15 minutes, the mixture was ice-cooled, and 1,1,3,3-tetramethyldisiloxane (13 mL, 76 mmol) was added dropwise, followed by stirring at room temperature for 2 hours. The resulting mixture was diluted with toluene and filtered through Celite. The solvent was evaporated in vacuo from the filtrate to give a pale yellow oil. To a solution of this crude 7-bromomethyl-2,2-dimethyl-4-methoxy-1,3-benzodioxole in DMF (73 mL) was added sodium cyanide (5.0 g, 102 mmol), and the mixture was stirred at room temperature for 18hours. Under ice-cooling, water was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate, and the solvent was evaporated in vacuo. The residue was purified by silica gel column chromatography (eluted with hexane/ethyl acetate=5/1) to give Compound 12a (9.1 g, 92%) as an ash-colored solid. Melting Point: 58 - 59° C. 1H-NMR (CDCl3, δ, ppm) 1.71 (s, 6H), 3.60 (s, 2H), 3.88 (s, 3H), 6.50 (d, J 9 Hz, 1H), 6.76 (d, J=9 Hz, 1H).

Reference： [1]Current Patent Assignee: KIRIN HOLDINGS CO., LTD.; Kyowa Kirin (in: Kirin Holdings) - US2001/56117, 2001, A1

2
4-(2-amino-6-chloropurin-9-yl)-2-fluorobutyric acid ethyl ester [ No CAS ]
[ 7550-35-8 ]
4-(2-amino-6-chloropurin-9-yl)-2-fluorobutanol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	With hydrogenchloride In chloroform methanol; 3,6,9-trioxaundecane	8 Preparation of 4-(2-amino-6-chloropurin-9-yl)-2-fluorobutanol STR36 Example 8 Preparation of 4-(2-amino-6-chloropurin-9-yl)-2-fluorobutanol STR36 Sodium borohyride (15 mg) was dissolved in dry diethyleneglycoldiethylether (0.9 ml) and stirred. Finely powdered and dry lithiumbromide (34 mg) was added, followed after 1/2 hour by 4-(2-amino-6-chloropurin-9-yl)-2-fluorobutyric acid ethyl ester (100 mg). The reaction mixture was heated at 100° C. for 3 hours, then poured onto crushed ice (10 g) with added concentrated hydrochloric acid (0.5 ml) and stirred. The pH was adjusted to 6.5 by sodium hydrogen carbonate, the solution was evaporated in vacuo and the residue was redissolved in methanol-chloroform (40-60, 10 ml) and filtered. The solution was purified by chromatography on a silica gel column eluted with a methanol-chloroform gradient, to give the desired product (52 mg, 60%) TLC (silica gel, methanol-chloroform 40-60): Rf =0.66. UV (ethanol)λmax: 310 and 247 nm.

Reference： [1]Current Patent Assignee: ASTRAZENECA PLC - US4495190, 1985, A

3
[ 7550-35-8 ]
[ 7726-95-6 ]

Yield	Reaction Conditions	Operation in experiment
70%	With {Py₃Co₃O(OAc)5OH}PF₆ or {Py₃Co₃O(OAc)6}PF₆ In chlorobenzene refluxing;

Reference： [1]Sumner, Charles E.; Steinmetz, Guy R. [Journal of the American Chemical Society, 1985, vol. 107, p. 6124 - 6126]

4
[ 16940-66-2 ]
[ 7550-35-8 ]
lithium borohydride [ No CAS ]
[ 7647-15-6 ]

Yield	Reaction Conditions	Operation in experiment
92%	With 1,3-dioxolane In further solvent(s) (N2); salts mixt. (1/1 molar ratio) stirred at 25-74°C for 1-48 h in 1,3-dioxolane; heated (vac.);
>99	With 1,2-dimethoxyethane In 1,2-dimethoxyethane (N2); salts mixt. (1/1 molar ratio) stirred at 25-85°C for 1-36 h in monoglyme; heated (vac.);
	With C₄H₈O In tetrahydrofuran (N2); salts mixt. (1/1 molar ratio) stirred at 25-67°C for 1-48 h in THF; heated (vac.);

6-100

With diethyl ether In diethyl ether (N2); salts mixt. (1/1 molar ratio) stirred at 25-35°C for 1-32 h in Et2O; heated (vac.);

Reference： [1]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1982, vol. 21, # 10, p. 3657 - 3661]
[2]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1982, vol. 21, # 10, p. 3657 - 3661]
[3]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1982, vol. 21, # 10, p. 3657 - 3661]
[4]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1982, vol. 21, # 10, p. 3657 - 3661]

5
[ 16940-66-2 ]
[ 7550-35-8 ]
lithium borohydride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
100%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withglass beads at 67°C (refluxed) for 8 h;
99%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withmagnetic stirrer at 67°C (refluxed) for 16 h;
99%	In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr in Et2O stirred with magnetic stirrer for 2 min, 1 equiv of NaBH4 introduced, maintained at 35°C with stirring for 32 h;

98%	In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in Et2O stirred with glass beads at 35°C for 12 h;
97%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withglass beads at 25°C for 32 h;
97%	In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr in Et2O stirred with magnetic stirrer for 2 min, 1 equiv of NaBH4 introduced, maintained at 25°C with stirring for 48 h, kept at 34°C with stirring for 30 min; ppt. sepd., soln. heated to distill off Et2O;
81%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withmagnetic stirrer at 25°C for 48 h;
68%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withoverhead mechanical stirrer at 67°C (refluxed) for 8 h;
14%	In tetrahydrofuran byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in THF stirred withoverhead mechanical stirrer at 25°C for 24 h;
6%	In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr in Et2O stirred with overhead mechanical stirrer for 2 min, 1 equiv of NaBH4 introduced, maintained at 35°C withstirring for 48 h;
	In diethyl ether byproducts: sodium bromide; under N2, soln. of LiBr and NaBH4 (molar ratio 1:1) in Et2O stirred with glass beads at 25°C for 18 h and at 35°C for 0.5 h; ppt. sepd., soln. refluxed with stirring for 15 min, cooled, extd. fromppt. with ether, solns. collected;

Reference： [1]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[2]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[3]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[4]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[5]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[6]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[7]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[8]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[9]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[10]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]
[11]Brown, Herbert C.; Choi, Yong Moon; Narasimhan [Inorganic Chemistry, 1981, vol. 20, # 12, p. 4454 - 4456]

6
[ 1112-48-7 ]
[ 7439-93-2 ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
	With ethylamine In further solvent(s) byproducts: (C2H5)3SiNC2H5, H2; reaction of Li with Et3SiBr in EtNH2;;
	With ethylamine

Reference： [1]Kraus, C. A.; Nilson, W. K. [Journal of the American Chemical Society, 1934, vol. 56, p. 195 - 202]
[2][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: SVol., 35, page 212 - 214]

7
[ 12258-64-9 ]
[ 554-13-2 ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
	With ammonia In water byproducts: NH4 compounds; solving pure Li2CO3 in small excess of HBr in platinum crucible, neutralization with NH3 gas, vaporization;; melting of residue, drying with electrolyte hydrogen;;
	In water reaction of Li2CO3 with HBr in aq. soln.;; 50% soln. of LiBr;;
	In water slow vaporization of sats. soln. of Li2CO3 in HBr;; crystal crust;;

	In water solving Li2CO3 in pure HBr, filtration, heating in oil bath at 180°C in stream of H2, then in stream of HBr, cooling and crystn. in stream of dry N2;;
	In water solving purified Li2CO3 (transformation into nitrate, 3 fold recrystn. pptn. with (NH4)2CO3) in HBr;; 3 fold recrystn.;;
	In water treatment of purified Li2CO3 (solving Li2CO3 in CO2 containing water, vaporization in platinum crucible, 2 fold repeated) with HBr;;
	With NH₃ In water byproducts: NH4 compounds; solving pure Li2CO3 in small excess of HBr in platinum crucible, neutralization with NH3 gas, vaporization;; melting of residue, drying with electrolyte hydrogen;;
	In water solving Li2CO3 in pure HBr, filtration, heating in oil bath at 180°C in stream of H2, then in stream of HBr, cooling and crystn. in stream of dry N2;;
	In water formation on neutralizing Li2CO3 with HBr-soln.;; recrystallization from water;;
	In water

Reference： [1][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 68, page 168 - 169]
[2]Hader, R. N.; Nielsen, R. L.; Herre, M. G. [Lithium and its compounds, Ind. engg. Chem. 43 (1951) S. 2645]
[3]Troost [Annales de Chimie et de Physique, 1857, vol. 51, p. 127 - 127] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 68, page 168 - 169]
[4]Bonnefoi [Annales de Chimie et de Physique, 1901, vol. 23, p. 353 - 353]
[5]Baxter; Boylston; Mueller; Black; Goode [Journal of the American Chemical Society, 1911, vol. 33, p. 905 - 905] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 68, page 168 - 169]
[6]Wartenberg, H. v.; Schulz, H. [Zeitschrift fur Elektrochemie, 1921, vol. 27, p. 568] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 68, page 168 - 169]
[7]Baxter [American Chemical Journal, 1904, vol. 31, p. 558 - 558]
[8][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 76, page 185 - 186]
[9]Coates, J. E.; Taylor, E. G. [Journal of the Chemical Society][Journal of the Chemical Society, 1936, p. 1245 - 1256] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: SVol., 115, page 410 - 412]
[10][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: SVol., 5, page 136 - 139]

8
[ 3375-31-3 ]
[ 7550-35-8 ]
[ 2396-60-3 ]
2C₆H₅N₂C₆H₃OCH₃^(1-)*2Pd⁽²⁺⁾*2Br^(1-)={(C₆H₅N₂C₆H₃OCH₃)PdBr}2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; methanol; dichloromethane PhN2C6H4OMe dissolved in THF, filtered, Pd(OAc)2 added, ppt. filtered off after 3 days, dissolved in CH2Cl2, MeOH soln. of LiBr added, shaken for 5 h; evapd. in vac., residue shaken with water, filtered, powder washed with water, MeOH; elem. anal.;

Reference： [1]Wakatsuki, Yasuo; Yamazaki, Hiroshi; Grutsch, Paul A.; Santhanam, Mahalingam; Kutal, Charles [Journal of the American Chemical Society, 1985, vol. 107, # 26, p. 8153 - 8159]

9
[ 14871-92-2 ]
[ 7550-35-8 ]
PdBrCl(2,2'-bipyridine) [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,1981,p. 1722 - 1725

10
lithium hydride [ No CAS ]
[ 7789-59-5 ]
[ 13967-14-1 ]
[ 1333-74-0 ]
[ 7550-35-8 ]
[ 1310-65-2 ]

Reference： [1]Zeitschrift fur anorganische Chemie,1961,vol. 308,p. 352 - 368

11
[ 17933-16-3 ]
[ 111-74-0 ]
[ 6063-64-5 ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
63%	With n-butyllithium In diethyl ether; hexane byproducts: butane; under N2, diamine in petroleum ether and diethyl ether cooled to 0°C, dropwise addn. of n-BuLi in hexane, warmed to room temp., stirred for 10 h, boiled for 6 h under reflux, cooled to -78°C, addn. of CH3BBr2 in petroleum ether, warmed; solvent distd. off, volatiles condensed into a trap (-196°C) at 80°C, distn.;

Reference： [1]Schmid, Günter; Polk, Michael; Boese, Roland [Inorganic Chemistry, 1990, vol. 29, # 22, p. 4421 - 4429]

12
[ 54678-23-8 ]
[ 59473-45-9 ]
copper [ No CAS ]
[ 7550-35-8 ]
CH₂ClC₆H₄BrCu^(1-)*Li⁽¹⁺⁾ = CH₂ClC₆H₄BrCuLi [ No CAS ]

Reference： [1]Synthetic Communications,1990,vol. 20,p. 761 - 772

13
[ 54678-23-8 ]
[ 128638-81-3 ]
copper [ No CAS ]
[ 7550-35-8 ]
(CH₃)3CSi(CH₃)2OCH₂CH₂C₆H₃(CH₂Cl)BrCu^(1-)*Li⁽¹⁺⁾ = (CH₃)3CSi(CH₃)2OCH₂CH₂C₆H₃(CH₂Cl)BrCuLi [ No CAS ]

Reference： [1]Synthetic Communications,1990,vol. 20,p. 761 - 772

14
[ 7732-18-5 ]
[ 7550-35-8 ]
lithium bromide trihydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In water crystn. from soln. of 1 mol LiBr in ca. 4 mol H2O, various conditions;;
	In water crystn. from soln. of 1 mol LiBr in ca. 4 mol H2O, various conditions;;
	at -20.16℃; for 2h;	2.1. Synthesis and crystallization Lithium chloride dihydrate was crystallized from anaqueous solution of 39.1 wt% LiCl, stored in a cryostat at258 K. After one month, a glass splinter was added to thesupercooled solution and within 1 h crystals could beobserved. Crystals of LiCl3.H2O were picked from a solutionof 38.4 wt% LiCl and 0.61 wt% Li2SO4 cooled to 233 K for1 h. The purpose of the experiment was to prove whether atsuch a low temperature a dihydrate of the sulfate couldcrystallize. But instead, good quality crystals of LiCl.3H2Owere obtained. For the crystallization of lithium chloride pentahydrate, an aqueous solution of 28.0 wt% LiCl wasstored in a refrigerator at 199 K. Despite the addition of glasssplinters, no crystallization occurred until, after one month,some LiBr.5H2O crystals were added as nucleating agents.With this addition, crystallization was observed within 2 h. Forthe preparation of solutions, anhydrous lithium chloride (LiCl,Alfa Aesar, >98%) was used. For the crystallization of lithium bromide dihydrate, an aqueous solution of 65.0 wt% LiBr was prepared at 313 K. After 1 h at room temperature, crystalscould be observed. Lithium bromide trihydrate crystallized within 2 h from an aqueous solution of 59.0 wt% LiBr placedin a cryostat at 253 K. Lithium bromide pentahydrate crystallized from a solution of 47.0 wt% LiBr stored in a refrigerator at 199 K. Crystallization took place after one week. For the preparation of the solutions, anhydrous lithium bromide(LiBr, Fluka, >98%) was used. Lithium iodide trihydrate crystallized at room temperature from a 70 wt% solutionprepared at 353 K from anhydrous lithium iodide (LiI, Merck-Schuchard, >99%).

Reference： [1]Bogorodski [Zhurnal Russkogo Fiziko-Khimicheskogo Obshchestva, Chast Khimicheskaya, 1893, vol. 25, p. 331 - 331][C. II, 1893, p. 910] Bogorodski [Zhurnal Russkogo Fiziko-Khimicheskogo Obshchestva, Chast Khimicheskaya, 1894, vol. 26, p. 210 - 210][C. II, 1894, p. 514]
[2][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 70, page 172 - 174]
[3]Sohr, Julia; Schmidt, Horst; Voigt, Wolfgang [Acta Crystallographica Section C: Structural Chemistry, 2018, vol. 74, # 2, p. 194 - 202]

15
[ 7732-18-5 ]
[ 7550-35-8 ]
lithium bromide dihydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen bromide In water passing dry HBr through soln. of LiBr satd. at 15°C;;
	With HBr In water passing dry HBr through soln. of LiBr satd. at 15°C;;
	at 19.84 - 39.84℃; for 1h;	2.1. Synthesis and crystallization Lithium chloride dihydrate was crystallized from anaqueous solution of 39.1 wt% LiCl, stored in a cryostat at258 K. After one month, a glass splinter was added to thesupercooled solution and within 1 h crystals could beobserved. Crystals of LiCl3.H2O were picked from a solutionof 38.4 wt% LiCl and 0.61 wt% Li2SO4 cooled to 233 K for1 h. The purpose of the experiment was to prove whether atsuch a low temperature a dihydrate of the sulfate couldcrystallize. But instead, good quality crystals of LiCl.3H2Owere obtained. For the crystallization of lithium chloride pentahydrate, an aqueous solution of 28.0 wt% LiCl wasstored in a refrigerator at 199 K. Despite the addition of glasssplinters, no crystallization occurred until, after one month,some LiBr.5H2O crystals were added as nucleating agents.With this addition, crystallization was observed within 2 h. Forthe preparation of solutions, anhydrous lithium chloride (LiCl,Alfa Aesar, >98%) was used. For the crystallization of lithium bromide dihydrate, an aqueous solution of 65.0 wt% LiBr was prepared at 313 K. After 1 h at room temperature, crystalscould be observed. Lithium bromide trihydrate crystallized within 2 h from an aqueous solution of 59.0 wt% LiBr placedin a cryostat at 253 K. Lithium bromide pentahydrate crystallized from a solution of 47.0 wt% LiBr stored in a refrigerator at 199 K. Crystallization took place after one week. For the preparation of the solutions, anhydrous lithium bromide(LiBr, Fluka, >98%) was used. Lithium iodide trihydrate crystallized at room temperature from a 70 wt% solutionprepared at 353 K from anhydrous lithium iodide (LiI, Merck-Schuchard, >99%).

Reference： [1]Bogorodski [Zhurnal Russkogo Fiziko-Khimicheskogo Obshchestva, Chast Khimicheskaya, 1893, vol. 25, p. 335 - 335]
[2][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Li: MVol., 70, page 172 - 174]
[3]Sohr, Julia; Schmidt, Horst; Voigt, Wolfgang [Acta Crystallographica Section C: Structural Chemistry, 2018, vol. 74, # 2, p. 194 - 202]

16
lithium hydride [ No CAS ]
[ 7789-59-5 ]
H(x)P(x) [ No CAS ]
[ 1333-74-0 ]
[ 7550-35-8 ]
[ 1310-65-2 ]

Reference： [1]Zeitschrift fur Anorganische und Allgemeine Chemie,
Zeitschrift fuer Anorganische und Allgemeine Chemie,1961,vol. 308,p. 352 - 368
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: P: MVol.C, 28, page 54 - 56

17
[ 17933-16-3 ]
[ 4013-94-9 ]
[ 129920-20-3 ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
69%	With n-butyllithium In diethyl ether; hexane byproducts: butane; under N2, diamine in petroleum ether and diethyl ether cooled to 0°C, dropwise addn. of n-BuLi in hexane, warmed to room temp., stirred for 10 h, boiled for 6 h under reflux, cooled to -78°C, addn. of CH3BBr2 in petroleum ether, warmed; solvent distd. off, volatiles condensed into a trap (-196°C) at 80°C, distn.; elem. anal.;

Reference： [1]Schmid, Günter; Polk, Michael; Boese, Roland [Inorganic Chemistry, 1990, vol. 29, # 22, p. 4421 - 4429]

18
rhodium(III) chloride trihydrate [ No CAS ]
[ 603-35-0 ]
[ 7550-35-8 ]
[ 14973-89-8 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol in boiling soln. with excess PPh3;
	In ethanol in boiling soln. with excess PPh3;

Reference： [1]Bennett, M. A.; Longstaff, P. A. [Chemistry and industry][Chemistry and Industry (London, United Kingdom), 1965, p. 846]
[2][Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Rh: SVol.B3, 4.24.3.2, page 135 - 138]

19
[ 1835-65-0 ]
[ 7550-35-8 ]
[ 25566-73-8 ]

Reference： [1]Journal of the Chemical Society C: Organic,
Journal of the Chemical Society [Section] C: Organic,1970,p. 456 - 462
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: F: PerFHalOrg.9, 7, page 50 - 101

20
[ 773-82-0 ]
[ 7550-35-8 ]
[ 17823-40-4 ]

Reference： [1]Journal of the Chemical Society C: Organic,
Journal of the Chemical Society [Section] C: Organic,1971,p. 1343 - 1348
[2]Gmelin Handbuch der Anorganischen Chemie,Gmelin Handbook: F: PerFHalOrg.9, 7, page 50 - 101

21
[ 1450-85-7 ]
[ 7550-35-8 ]
palladium dichloride [ No CAS ]
{palladium(II)(pyrimidine-2-thione)Br₂}2 [ No CAS ]

Reference： [1]Polyhedron,1991,vol. 10,p. 1507 - 1512

22
[ 14973-89-8 ]
[ 459-44-9 ]
[ 7550-35-8 ]
Rh(PPh₃)2(N=NAr)Br₂ Ar=p-C₆H₄CH₃ [ No CAS ]

Reference： [1]Laing, K. L.; Robinson, S. D.; Uttley, M. F. [Journal of the Chemical Society, Dalton Transactions][Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1973, p. 2713 - 2722] [Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Rh: SVol.B3, 4.24.13.7, page 158 - 160]

23
[ 295-64-7 ]
bromopentaaminecobalt(III) bromide [ No CAS ]
[ 7550-35-8 ]
γ-bromo(1,4,7,10,13-pentaazacyclopentadecane)cobalt(III) bromide monohydrate [ No CAS ]

Reference： [1]Australian Journal of Chemistry,1987,vol. 40,p. 811 - 828

24
[ 930-62-1 ]
[ 13820-81-0 ]
[ 7550-35-8 ]
pentamminecobalt(III)(2,4-dimethyl-3H-imidazole)*2H₂O [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,1991,p. 3031 - 3042

25
[Cr(CO)2(η-C6Me6)(NO)][PF6] [ No CAS ]
[ 7550-35-8 ]
{CrBr(CO)2(NO)(P(C₆H₅)3)2} [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With triphenylphosphine In ethanol under N2, LiBr in abs. EtOH, addn. of complex, mixt. stirred at room temp. for 10 min, addn. of PPh3, mixt. stirred at room temp. for 2h, briefly heated to reflux, cooled to 0°C; pptn., filtered, washed (ethanol), recrystn. from CH2Cl2 by addn. of EtOH, washed (n-pentane), elem. anal.;

Reference： [1]Hillhouse, Gregory L.; Haymore, Barry L. [Inorganic Chemistry, 1987, vol. 26, # 12, p. 1876 - 1885]

26
[ 7787-70-4 ]
[ 7550-35-8 ]
lithium copper bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran LiBr in THF mixed with equimolar amt. of CuBr;
	In tetrahydrofuran CuBr and LiBr mixed in THF for 30 min on ice in Ar;
	In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;

	In tetrahydrofuran at 20℃; Schlenk technique;
	In diethyl ether at 20℃; for 0.75h; Inert atmosphere;
	In tetrahydrofuran at 20℃; for 0.25h; Inert atmosphere;

Reference： [1]Westmijze, H.; Kleijn, H.; Vermeer, P. [Journal of Organometallic Chemistry, 1984, vol. 276, # 3, p. 317 - 324]
[2]Nishimura, Hiroshi; Sasaki, Midori; Seike, Hirofumi; Nakamura, Masaharu; Watanabe, Takashi [Organic and Biomolecular Chemistry, 2012, vol. 10, # 31, p. 6432 - 6442]
[3]Kim, Mi Jung; Sohn, Te-Ik; Kim, Deukjoon; Paton, Robert S. [Journal of the American Chemical Society, 2012, vol. 134, # 49, p. 20178 - 20188]
[4]Putau, Aliaksei; Wilken, Mona; Koszinowski, Konrad [Chemistry - A European Journal, 2013, vol. 19, # 33, p. 10992 - 10999]
[5]Yoshimura, Fumihiko; Okada, Taku; Tanino, Keiji [Organic Letters, 2019, vol. 21, # 2, p. 559 - 562]
[6]Mao, Biming; Xu, Yi; Chen, Yuehua; Dong, Jipan; Zhang, Junya; Gu, Kejia; Zheng, Bing; Guo, Hongchao [Organic Letters, 2019, vol. 21, # 12, p. 4424 - 4427]

27
[ 1450-85-7 ]
[ 7550-35-8 ]
palladium dichloride [ No CAS ]
{palladium(II)(pyrimidine-2-thione)2Br}2Br₂ [ No CAS ]

Reference： [1]Polyhedron,1991,vol. 10,p. 1507 - 1512

28
sodium tetrachloroaurate(III) [ No CAS ]
[ 19845-69-3 ]
[ 7550-35-8 ]
[ 72476-70-1 ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999),1979,p. 1730 - 1735

29
sodium tetrachloroaurate(III) [ No CAS ]
[ 41625-30-3 ]
[ 7550-35-8 ]
[ 72476-72-3 ]

Yield	Reaction Conditions	Operation in experiment
	In not given treatment of Au-complex with 4-5 equiv. of LiBr, then addn. of equimolaramt. of ligand; elem. anal.;

Reference： [1]McAuliffe, Charles A.; Parish, R. V. (Dick); Randall, P. David [Journal of the Chemical Society, Dalton Transactions][Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999), 1979, p. 1730 - 1735]

30
[ 93708-89-5 ]
[ 7550-35-8 ]
[ 102614-95-9 ]

Yield	Reaction Conditions	Operation in experiment
74%	With silver nitrate In acetone byproducts: AgI; stirring of Pt-complex with AgNO3, filtration off of AgI, LiBr addn.; elem. anal.;

Reference： [1]Scott, John D.; Puddephatt, Richard J. [Organometallics, 1986, vol. 5, # 8, p. 1538 - 1544]

31
[ 108234-41-9 ]
[ 7550-35-8 ]
[ 84107-84-6 ]

Yield	Reaction Conditions	Operation in experiment
71%	With lithium methanolate; hydrogen bromide In ethanol; water byproducts: CO; under N2, complex soln. stirred and cooled to 10°C, addn. of anhydrous LiBr followed by addn. of LiOCH3 (CO evoln.), color change, further stirred for 10 min after gas evoln. had stopped, dropwise addn. of 48% aq. soln. of HBr, stirred for 5 min; pptn., addn. of further HBr, stirred for 1h at room temp. for complete pptn., mixt. filtered, washed (ethanol, hexane), elem. anal.;

Reference： [1]Hillhouse, Gregory L.; Haymore, Barry L. [Inorganic Chemistry, 1987, vol. 26, # 12, p. 1876 - 1885]

32
[ 98481-40-4 ]
[ 7550-35-8 ]
[ReBr(OCH₃)(CO)(NO)(P(C₆H₅)3)2]*0.5CH₂Cl₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
72%	With CH₂Cl₂ In methanol; dichloromethane dissolving freshly prepared monohydride and LiBr in CH2Cl2-methanol (1:1) under N2; stirring for 1 h; evapn. of CH2Cl2 in vacuum;; pptn.;;

Reference： [1]Grundy, Kevin R.; Robertson, Katherine N. [Inorganic Chemistry, 1985, vol. 24, # 23, p. 3898 - 3903]

33
[ 91312-98-0 ]
[ 425-75-2 ]
[ 7550-35-8 ]
[ 91312-96-8 ]
[ 91312-91-3 ]

Yield	Reaction Conditions	Operation in experiment
1: 85% 2: 7%	In diethyl ether under N2, soln. of Os complex in Et2O treated with EtOSO2CF3 (1.27 M inEt2O) at 25°C, stirred for 60 h at 25°C; evapd., chromd. (SiO2, petroleum ether, CH2Cl2);

Reference： [1]Jensen,C.M.; Knobler,C.B.; Kaesz,H.D. [Journal of the American Chemical Society, 1984, vol. 106, p. 5926]

34
[ 19845-69-3 ]
[ 7550-35-8 ]
palladium dichloride [ No CAS ]
Pd(1,6-bis(diphenylphosphino)hexane)Br₂ [ No CAS ]

Reference： [1]Inorganica Chimica Acta,1980,vol. 38,p. 273 - 278

35
[ 41625-30-3 ]
[ 7550-35-8 ]
palladium dichloride [ No CAS ]
[Pd(1,8-bis(diphenylphosphino)octane)Br₂]2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol; toluene slow addn. of stoich. amt. of ligand (in toluene) to PdCl2 and excess LiBr (in EtOH) with stirring, then stirring for 3 h (pptn.); filtration, washing (EtOH, ether), drying (vac.); elem. anal.;

Reference： [1]Hill, W. E.; McAuliffe, Charles A.; Niven, Ian E.; Parish, R. V. [Inorganica Chimica Acta, 1980, vol. 38, p. 273 - 278]

36
W(P(CH₃)3)4H₂Cl₂ [ No CAS ]
[ 7550-35-8 ]
W(P(CH₃)3)4H₂Br₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
84%	In benzene room temp., 1 d, filtration of supernatant soln., stirring with addnl. LiBr (room temp., 15 h); filtration, removement of solvent (reduced pressure), washing (pentane), drying (vacuum); elem. anal.;

Reference： [1]Murphy, Vincent J.; Rabinovich, Daniel; Hascall, Tony; Klooster, Wim T.; Koetzle, Thomas F.; Parkin, Gerard [Journal of the American Chemical Society, 1998, vol. 120, # 18, p. 4372 - 4387]

37
[ 1295-35-8 ]
[ 108-47-4 ]
[ 220347-51-3 ]
[ 7550-35-8 ]
[NiBr(C₈H₁₁N)(C₁₅H₁₀F₄N)] [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999),1998,p. 1047 - 1052

38
[ 1295-35-8 ]
[ 220347-51-3 ]
[ 672-66-2 ]
[ 7550-35-8 ]
[NiBr(P(CH₃)2C₆H₅)2(C₁₅H₁₀F₄N)] [ No CAS ]

Reference： [1]Journal of the Chemical Society, Dalton Transactions,
Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1972-1999),1998,p. 1047 - 1052

39
ruthenium carbene complex <Cl2(PCy3)2RuCHCHCPh2> [ No CAS ]
[ 7550-35-8 ]
Ru(P(C₆H₁₁)3)2(Br)2(CHCHC(C₆H₅)2) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	In tetrahydrofuran; dichloromethane (Ar); stirring (room temp., 3-4 h); solvent removal (vac.), extn. (benzene), freeze drying; elem. anal.;

Reference： [1]Dias, Eric L.; Nguyen, SonBinh T.; Grubbs, Robert H. [Journal of the American Chemical Society, 1997, vol. 119, # 17, p. 3887 - 3897]

40
[ 97210-29-2 ]
[ 7550-35-8 ]
[ 554-70-1 ]
[ 199943-25-4 ]

Yield	Reaction Conditions	Operation in experiment
73%	In tetrahydrofuran; diethyl ether (N2); color change, pptn., stirring (10 min); removal of volatile materials (reduced pressure), extn. (pentane/diethylether), filtration, concn., hexamethyldisiloxane (vapor diffusion, room temp.);

Reference： [1]Holland, Patrick L.; Smith, Michael E.; Andersen, Richard A.; Bergman, Robert G. [Journal of the American Chemical Society, 1997, vol. 119, # 52, p. 12815 - 12823]

41
[ 54678-23-8 ]
[ 2973-86-6 ]
[ 7550-35-8 ]
CuBr*S(CH₃)2*LiBr*LiSC₆H₅=Li₂CuBr₂S(CH₃)2S(C₆H₅) [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1997,vol. 119,p. 2125 - 2133

42
[ 29786-93-4 ]
[ 141120-24-3 ]
[ 31239-06-2 ]
bis[bis(trimethylsilyl)methyl]-imidotetraphenyldiphosphinato-O,O'-gallium [ No CAS ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
48%	In diethyl ether; hexane; pentane Ar atm.; molar ratio (Ph2PO)2NH:BuLi 1:1, stirring (-50°C), heating (2 h, room temp.), stirring (2 h), cooling (-20°C), stirring (1 h, room temp.); evapn. (vac.), drying (vac.), extraction (n-pentane), filtn., concn., crystn. (-50°C);

Reference： [1]Uhl, Werner; Spies, Thomas; Saak, Wolfgang [Zeitschrift fur Anorganische und Allgemeine Chemie, 1999, vol. 625, # 12, p. 2095 - 2102]

43
(1,3-bis(tert-butyl)imidazol-2-ylidene)gold(I) chloride [ No CAS ]
[ 7550-35-8 ]
(1,3-bis(tert-butyl)imidazol-2-ylidene)gold(I) bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	In acetone soln. of Au carbene complex and LiBr in acetone was stirred for 16 h; solvent removed (vac.); residue dissolved (partially) in CH2Cl2; soln. passed through a short plug of silica; solvent evapd; elem. anal.;
85%	In acetone at 20℃; for 24h;
73%	In acetone byproducts: LiCl; stirring soln. of gold compd. and lithium bromide in acetone at room temp. for 24 h; evapn., addn. of CH2Cl2, drying over MgSO4, filtration over silica gel, concn., addn. of pentane, filtration, washing with cold pentane, drying,elem. anal.;

Reference： [1]Baker, Murray V.; Barnard, Peter J.; Brayshaw, Simon K.; Hickey, James L.; Skelton, Brian W.; White, Allan H. [Dalton Transactions, 2005, # 1, p. 37 - 43]
[2]Reeds, Jonathan P.; Whitwood, Adrian C.; Healy, Mark P.; Fairlamb, Ian J. S. [Organometallics, 2013, vol. 32, # 10, p. 3108 - 3120]
[3]De Fremont, Pierre; Singh, Rohit; Stevens, Edwin D.; Petersen, Jeffrey L.; Nolan, Steven P. [Organometallics, 2007, vol. 26, # 6, p. 1376 - 1385]

44
[ 13469-98-2 ]
[ 7550-35-8 ]
Li₃YBr₆ [ No CAS ]

Reference： [1]Zeitschrift fur Anorganische und Allgemeine Chemie,1997,vol. 623,p. 1352 - 1356

45
[ 109-99-9 ]
[ 321527-61-1 ]
[ 7550-35-8 ]
[ 868164-37-8 ]

Yield	Reaction Conditions	Operation in experiment
34%	With KC₈ In tetrahydrofuran byproducts: KSiMe(t-Bu)2, KBr; (Ar); glovebox; THF was vac. transferred to mixt. of diene and KC8; stirred at room temp. for 30 min; THF was replaced with hexane; centrifuged;evapd.; LiBr was added; THF was vac. transferred; stirred at room temp. for 1 d in sealed tube; THF replaced with hexane; centrifuged; recrystd. (pentane);
23%	With KC₈ In tetrahydrofuran byproducts: Me(t-Bu)2SiK, KBr; Ge-Si compd. treated with KC8 (2 equiv.) in THF; treated with dry LiBr (excess) in THF; recrystd. from hexane;

Reference： [1]Lee, Vladimir Ya.; Takanashi, Kazunori; Kato, Risa; Matsuno, Tadahiro; Ichinohe, Masaaki; Sekiguchi, Akira [Journal of Organometallic Chemistry, 2007, vol. 692, # 13, p. 2800 - 2810]
[2]Lee, Vladimir Ya.; Kato, Risa; Ichinohe, Masaaki; Sekiguchi, Akira [Journal of the American Chemical Society, 2005, vol. 127, # 38, p. 13142 - 13143]

46
[ 301224-40-8 ]
[ 7550-35-8 ]
RuBr₂(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)(CH-2-(2-PrO)C₆H₄) [ No CAS ]

Reference： [1]Organometallics,2006,vol. 25,p. 5696 - 5698

47
[ 888015-49-4 ]
[ 14024-58-9 ]
[ 7550-35-8 ]
bromo[N,N'-bis(2-amino-5-nitro-benzylidene-1,2-ethanediamino)]manganese(III) * H₂O * 0.5LiBr [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
51%	With air In tetrahydrofuran; ethanol soln. of Mn compd. in EtOH was added to soln. of ligand in THF; mixt. was stirred for 1 h; LiBr (5 equiv.) was added; stirred for 1 h; kept overnight; concd. (vac.); filtered; washed (Et2O); recrystd. (EtOH/Et2O, 1/1); dried in vac. over P2O5; elem. anal.;

Reference： [1]Gakias, Samantha; Rix, Colin; Fowless, Alan; Hobday, Malcolm [Inorganica Chimica Acta, 2006, vol. 359, # 7, p. 2291 - 2295]

48
[ 887279-82-5 ]
[ 7550-35-8 ]
[ 887279-84-7 ]

Yield	Reaction Conditions	Operation in experiment
99%	In tetrahydrofuran
99%	In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;

Reference： [1]Nawara, Agnieszka J.; Shima, Takanori; Hampel, Frank; Gladysz [Journal of the American Chemical Society, 2006, vol. 128, # 15, p. 4962 - 4963]
[2]Nawara-Hultzsch, Agnieszka J.; Stollenz, Michael; Barbasiewicz, Michal; Szafert, Slawomir; Lis, Tadeusz; Hampel, Frank; Bhuvanesh, Nattamai; Gladysz, John A. [Chemistry - A European Journal, 2014, vol. 20, # 16, p. 4617 - 4637]

49
[ 1022083-45-9 ]
[ 7550-35-8 ]
[ 887279-85-8 ]

Yield	Reaction Conditions	Operation in experiment
75%	In tetrahydrofuran
75%	In tetrahydrofuran at 20℃; for 27h; Inert atmosphere;

Reference： [1]Nawara, Agnieszka J.; Shima, Takanori; Hampel, Frank; Gladysz [Journal of the American Chemical Society, 2006, vol. 128, # 15, p. 4962 - 4963]
[2]Nawara-Hultzsch, Agnieszka J.; Stollenz, Michael; Barbasiewicz, Michal; Szafert, Slawomir; Lis, Tadeusz; Hampel, Frank; Bhuvanesh, Nattamai; Gladysz, John A. [Chemistry - A European Journal, 2014, vol. 20, # 16, p. 4617 - 4637]

50
[IrCl₂(P(C₆H₅)3)2(C(SCH₃)C₄H₄)] [ No CAS ]
[ 39416-48-3 ]
[ 7550-35-8 ]
[IrBr₂(P(C₆H₅)3)2(C(SCH₃)C₄H₃Br)] [ No CAS ]

Reference： [1]Organometallics,2008,vol. 27,p. 451 - 454

51
copper(l) cyanide [ No CAS ]
[ 7550-35-8 ]
copper cyanide di(lithium bromide) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran at 20 - 25℃; for 0.5h;	62.i Copper (I) cyanide (5.71 g, 63.72 mmol) and lithium bromide (11.07 g, 127.44 mmol) were dissolved in THF (40 mL) and stirred for 30 min at r.t. Then the mixture was cooled to -78° C. and (2-cyanopyridin-3-yl)zinc(II) bromide (0.33 M in THF) (193 mL, 63.72 mmol) was added. The mixture was stirred at room temperature for 40 min and then cooled to -78° C. A solution of 3-bromo-4-methoxybenzoyl chloride (15.90 g, 63.72 mmol) in THF (50 mL) was added. The reaction mixture was stirred at room temperature over night. The mixture was quenched with sat.aq. NH4Cl (15 mL) and concentrated. DCM (200 mL) and water (50 mL) was added. A precipitate was filtered off, the organic layer separated and the aqueous layer was extracted with DCM (×2). The combined organics were dried (Na2SO4), filtered and concentrated. Purification on a silica gel column eluted with 0-60% EtOAc in heptane gave 3-(3-bromo-4-methoxybenzoyl)picolinonitrile (6.03 g, 30% yield): MS (CI) m/z 317, 319 [M+1]+.
	In tetrahydrofuran at 20℃; Schlenk technique;

Reference： [1]Current Patent Assignee: ASTRAZENECA PLC - US2010/125081, 2010, A1 Location in patent: Page/Page column 30
[2]Putau, Aliaksei; Wilken, Mona; Koszinowski, Konrad [Chemistry - A European Journal, 2013, vol. 19, # 33, p. 10992 - 10999]

52
[Ir(C₇H₅O(OCH₃))(CO)(P(C₆H₅)3)2]⁽¹⁺⁾*O₃SCF₃^(1-)=[Ir(C₇H₅O(OCH₃))(CO)(P(C₆H₅)3)2]O₃SCF₃ [ No CAS ]
[ 39416-48-3 ]
[ 7550-35-8 ]
[Ir(C₇H₃O(OCH₃)Br₂)(Br)(P(C₆H₅)3)2]*CH₂Cl₂ [ No CAS ]

Reference： [1]Organometallics,2011,vol. 30,p. 129 - 138

53
lithium sulfide [ No CAS ]
phosphorous (V) sulfide [ No CAS ]
[ 7550-35-8 ]
Li₆PS₅Br [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In neat (no solvent, solid phase) under Ar atm.: powders mechanical milled, ground for 20 h, annealed at 550 °C for 5 h, pressed into pellets for annealing;
	In neat (no solvent, solid phase) at 600℃;	2.1 Synthesis of Li₆PS₅X General procedure: The Li6PS5X (X=Cl, Br, I) compounds were synthesized using a solid-state sintering method [44,45]. Li2S (Alfa Aesar, 99.9%), P2S5 (Aladdin, 99%), and LiX (X=Cl, Br, I; Alfa Aesar, 99.9%) powders were typically mixed according to the stoichiometric ratio followed by hand-grinding in an agate mortar. The mixture was loaded into a glassy carbon crucible, which was vacuum-sealed in a carbon-coated quartz tube. The mixture was then slowly heated to 600°C at 0.3°C/min to avoid extensive exothermal reaction and cooled down naturally in the furnace. The resultant ingot was ground in an agate mortar for further use. Additionally, Li6PS5X with 2wt% excess Li2S was prepared with the same procedure to evaluate the effect of Li loss due to volatilization at high temperatures [46].

Reference： [1]Rao; Adams [Physica Status Solidi (A) Applications and Materials, 2011, vol. 208, # 8, p. 1804 - 1807]
[2]Zhang, Zhixia; Zhang, Long; Liu, Yanyan; Yu, Chuang; Yan, Xinlin; Xu, Bo; Wang, Li-min [Journal of Alloys and Compounds, 2018, vol. 747, p. 227 - 235]

54
[ 14592-56-4 ]
[ 603-35-0 ]
[ 7550-35-8 ]
[ 22180-53-6 ]

Yield	Reaction Conditions	Operation in experiment
1.73 g	Stage #1: dichloro bis(acetonitrile) palladium(II); triphenylphosphine In acetone at 20℃; for 18h; Inert atmosphere; Stage #2: lithium bromide In acetone for 3.5h; Inert atmosphere; Stage #3: lithium bromide In acetone for 504h;

Reference： [1]Autschbach, Jochen; Sutter, Kiplangat; Truflandier, Lionel A.; Brendler, Erica; Wagler, Joerg [Chemistry - A European Journal, 2012, vol. 18, # 40, p. 12803 - 12813]

55
[ 1428451-88-0 ]
[ 7550-35-8 ]
[ 1428451-90-4 ]

Yield	Reaction Conditions	Operation in experiment
85%	In ethanol; water at 78℃; for 8h;

Reference： [1]Gopi, Kanniyappan; Saxena, Priya; Nethaji, Munirathinam; Thirupathi, Natesan [Polyhedron, 2013, vol. 52, p. 1041 - 1052]

56
[ 7647-01-0 ]
cis-dichlorobis(ethylenediamine)cobalt(III) chloride monohydrate [ No CAS ]
[ 107-15-3 ]
[ 7550-35-8 ]
cis-[Co(ethylenediamine-N,N')₂(ethylenediamineH-N)₂]Br₅·H₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
19%	In water	Synthesis of [Co(en-N,N′)₂(enH-N)₂]Br₅·H₂O Finely powdered cis-[Co(en-N,N′)2Cl2]Cl·H2O (5.0 g) was rapidly added to neat ethylenediamine (50 g) with vigorous stirring to ensure complete dissolution. After 1 min, 1.0 M HCl (833 mL) was rapidly added, with cooling and stirring (CARE: this must be carried out in a fumehood, as copious fumes are produced), followed by water (500 mL), and the resulting solution was loaded onto a column containing Dowex 50 W × 2 cation exchange resin. The column was washed with 1.0 M HCl (2.0 L) and 2.0 M HCl (2.0 L), and the products were removed on elution with 4.0 M HCl. The initial fractions consisted of orange-yellow [Co(en-N,N′)3]3+ and were discarded. The desired product was contained in an orange-red band which was subsequently eluted. The eluate was reduced to dryness (rotavap), and the solid was crystallised from the minimum volume of warm water to which was added LiBr. The product was washed with ice-cold MeOH and dried in air. Yield = 2.2 g (19%). Anal. Calc. for CoC8H36N8OBr5: C, 13.37; H, 5.05; N, 15.59; Br, 55.57. Found: C, 13.17; H, 4.97; N, 15.27; Br, 55.13. 1H NMR (D2O) δ 3.41 (4H, t), 2.86 (12 H, br m) ppm. 13C NMR (D2O) δ 45.2, 44.0, 40.6, 38.9 ppm. UV-Vis (H2O) [λmax, nm (ε, mol-1 L cm-1)]: 480 (95), 348 (85).

Reference： [1]Cordes, David B.; Tarak, Ryan R.; McDonald, Shay M.; Cameron, Scott A.; Clark, Charles R.; Blackman, Allan G. [Polyhedron, 2013, vol. 52, p. 1227 - 1230]

57
[ 143493-93-0 ]
[ 7550-35-8 ]
[ 1448681-77-3 ]

Yield	Reaction Conditions	Operation in experiment
92%	With 18-crown-6 ether In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; Glovebox; Schlenk technique;

Reference： [1]Haines, Daniel E.; O'Hanlon, Daniel C.; Manna, Joseph; Jones, Marya K.; Shaner, Sarah E.; Sun, Jibin; Hopkins, Michael D. [Inorganic Chemistry, 2013, vol. 52, # 16, p. 9650 - 9658]

58
C₄₈H₄₄F₆N₆O₄Pd₂*C₇H₈ [ No CAS ]
[ 7550-35-8 ]
[ 1448258-89-6 ]

Yield	Reaction Conditions	Operation in experiment
94%	In ethanol; water at 80℃;	3.2.3 Palladacycle 3 Palladacycle 3 was prepared from 1 (500 mg, 0.420 mmol) and excess of LiBr (198 mg, 2.280 mmol) in ethanol: water (27/3, v/v) mixture following the procedure previously published for the related palladacycle [11]. Yield: 94% (405 mg, 0.393 mmol). FT-IR (KBr, cm-1): ν(NH) 3404 (br); ν(C=N) 1625 (vs). 1H NMR (CDCl3, 400 MHz): δ 2.22, 2.30, 2.34 (each s, 3×3H, CH3), 6.15 (s, 1H, NH), 6.18 (d, JHH=7.8Hz, 1H, ArH), 6.34 (s, 1H, ArH), 6.69 (d, JHH=7.8Hz, 1H, ArH), 6.90 (d, JHH=8.0Hz, 2H, ArH), 7.13 (br s, 2H, ArH), 7.17 (d, JHH=8.3Hz, 2H, ArH), 7.27 (br, 3H, ArH and NH). 13C NMR (100.5 MHz, CDCl3): δ 20.9, 21.1, 21.2 (CH3), 113.6, 113.7 124.4, 125.4, 125.6, 127.1, 127.5, 129.7, 130.1, 130.8, 132.0, 133.5, 133.9, 135.4, 135.7, 137.3, 140.1, 143.4, 147.2 (ArC/ArCH, and C=N). MS (TOF-ES+), m/z (intensity %), [ion]: 516 (97) [(C,N)PdBr+H]+; 475 (77), [(C,N)Pd+K]+; 329 (100), [LH24-tolyl]+. Anal. Calcd for C44H44N6Br2Pd2 (Mw: 1029.52): C, 51.33; H, 4.31; N, 8.16%. Found: C, 51.32; H, 4.34; N, 8.12. Greenish yellow crystals of 3·2CHCl3 suitable for X-ray diffraction were grown from chloroform/toluene mixture at ambient temperature over a period of several days.

Reference： [1]Elumalai, Palani; Thirupathi, Natesan; Nethaji, Munirathinam [Journal of Organometallic Chemistry, 2013, vol. 741-742, # 1, p. 141 - 147]

59
[ 1310-66-3 ]
[ 7550-35-8 ]
Li₃OBr [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 150℃; for 48h; Inert atmosphere;	Li3OBr was synthesized by the direct reaction of a stoichiometric ratio of Li(OH)·H2O (Aldrich, >98% ACS Grade) and LiBr (Aldrich, >99%). As previously done by the authors in Ref. [14], the starting materials were ground together using a mortar and pestle and dried under an Argon atmosphere at 150°C for 48h. The sample was then heated to 400°C over a 2-h period to liquefy the materials, held for 15min, and quenched onto a copper block. It was noted that samples slow cooled in the furnace tended to be difficult to remove from the alumina crucible used. The sample was ground to a fine powder using a laboratory coffee-type grinder.

Reference： [1]Schroeder; Hubaud; Vaughey [Materials Research Bulletin, 2014, vol. 49, # 1, p. 614 - 617]

60
lithium amide [ No CAS ]
[ 7550-35-8 ]
7Li⁽¹⁺⁾*6H₂N^(1-)*Br^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With magnesium hydride at 190℃; Milling;
	Stage #1: lithium amide; lithium bromide In neat (no solvent) Milling; Stage #2: In neat (no solvent) at 250℃; for 12h; Inert atmosphere; Glovebox;	General procedure: Lithium amide (Sigma-Aldrich, 95%) was used without further purification. Anhydrous lithium halides (Sigma-Aldrich, P98%) were dried at 300 C under high vacuum (1*10-6 mbar) for 24 h prior to use. All manipulations were performed inan argon-atmosphere glove box. Amide halides were synthesised by grinding the appropriate halide with LiNH2 in the desired molar ratio, placing the reaction mixture into a quartz tube, and heating under an argon flow (1 bar) at the required temperature for the specified reaction time.

Reference： [1]Li, Bo; Liu, Yongfeng; Li, Chao; Gao, Mingxia; Pan, Hongge [Journal of Materials Chemistry A, 2014, vol. 2, # 9, p. 3155 - 3162]
[2]Davies, Rosalind A.; Hewett, David R.; Korkiakoski, Emma; Thompson, Stephen P.; Anderson, Paul A. [Journal of Alloys and Compounds, 2015, vol. 645, # S1, p. S343 - S346]

61
[ 1592601-49-4 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-methyl-3-[4-methyl-1-(1H,1H,2H,2H-perfluororoctyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094] Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

62
[ 1592601-50-7 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dichloro[1-ethyl-3-[4-methyl-1-(1H,1H,2H,2H-perfluororoctyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094] Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

63
[ 1592601-54-1 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-methyl-3-[4-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole] imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094] Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

64
[ 1592601-56-3 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-ethyl-3-[4-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094] Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

65
[ 1592601-58-5 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-vinyl-3-[4-methyl-1-(4-nitrophenyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094] Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

66
[ 1592601-59-6 ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-ethyl-3-[4-methyl-1-(4-cyanophenyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, # 12, p. 2088 - 2094]

67
[ 16971-33-8 ]
[ 7550-35-8 ]
3,3'-[pyridine-2,6-diylbis(methylene)]bis(1-mesityl-1H-imidazol-3-ium) bromide [ No CAS ]
C₃₂H₃₄BrN₅ORu [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In tetrahydrofuran at 70℃;

Reference： [1]Filonenko, Georgy A.; Cosimi, Elena; Lefort, Laurent; Conley, Matthew P.; Copéret, Christophe; Lutz, Martin; Hensen, Emiel J.M.; Pidko, Evgeny A. [ACS Catalysis, 2014, vol. 4, # 8, p. 2667 - 2671]

68
[ 16971-33-8 ]
[ 7550-35-8 ]
3,3'-[pyridine-2,6-diylbis(methylene)]bis[1-(2,6-diisopropylphenyl)-1H-imidazol-3-ium] bromide [ No CAS ]
C₃₈H₄₆BrN₅ORu [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In tetrahydrofuran at 70℃;

Reference： [1]Filonenko, Georgy A.; Cosimi, Elena; Lefort, Laurent; Conley, Matthew P.; Copéret, Christophe; Lutz, Martin; Hensen, Emiel J.M.; Pidko, Evgeny A. [ACS Catalysis, 2014, vol. 4, # 8, p. 2667 - 2671]

69
C₁₃H₁₄NO⁽¹⁺⁾*Br^(1-) [ No CAS ]
[ 33454-82-9 ]
C₁₃H₁₄NO⁽¹⁺⁾*CF₃O₃S^(1-) [ No CAS ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
85%	In water at 20℃; for 1h;	General Procedure for Metathesis Reaction: Preparation of Ionic Liquids 3-8 General procedure: 1-Methoxy/1,6-dimethoxy pyridinium bromide (1.0 equiv./1.784x10-3 mmol) and 1.03 equiv. inorganic salt (NaBF4, K4PF6, and LiCF3SO3) are mixed with 10 mL of deionized water at room temperature with stirring for about 1 h to give anion exchanged products 3-8.

Reference： [1]Manikandan, Chitrarasu; Ganesan, Kilivelu [Synthetic Communications, 2014, vol. 44, # 23, p. 3362 - 3367]

70
C₁₄H₁₆NO₂⁽¹⁺⁾*Br^(1-) [ No CAS ]
[ 33454-82-9 ]
C₁₄H₁₆NO₂⁽¹⁺⁾*CF₃O₃S^(1-) [ No CAS ]
[ 7550-35-8 ]

Yield	Reaction Conditions	Operation in experiment
87%	In water at 20℃; for 1h;	General Procedure for Metathesis Reaction: Preparation of Ionic Liquids 3-8 General procedure: 1-Methoxy/1,6-dimethoxy pyridinium bromide (1.0 equiv./1.784x10-3 mmol) and 1.03 equiv. inorganic salt (NaBF4, K4PF6, and LiCF3SO3) are mixed with 10 mL of deionized water at room temperature with stirring for about 1 h to give anion exchanged products 3-8.

Reference： [1]Manikandan, Chitrarasu; Ganesan, Kilivelu [Synthetic Communications, 2014, vol. 44, # 23, p. 3362 - 3367]

71
[ 13965-03-2 ]
[ 603-35-0 ]
[ 7550-35-8 ]
[ 25044-96-6 ]

Yield	Reaction Conditions	Operation in experiment
96%	In chloroform; isopropyl alcohol; at 20℃; for 2h;	To a suspension of trans-[PdCl2L2] (0.10mmol) in 5mL of iPrOH/CHCl3 (1/1) a solution of LiBr (2.4mmol) and PPh3 (0.2mmol) in 5mL of iPrOH was added under stirring at room temperature. After two hours, the solution was concentrated to half the volume and 5mL of Et2O was added. The microcrystalline solid was filtered off, washed several times with iPrOH and Et2O and dried under vacuum. Yield: 96%. Elem. anal. calcd for C36H30Br2P2Pd: C, 54.68; H, 3.82; found: C, 53.61; H 3.92. NMR: 1H 7.75-7.41 (m, 30H, Ph), 31P{1H} 23.2 (s).

Reference： [1]Journal of Organometallic Chemistry,2014,vol. 767,p. 72 - 77

72
[ 7732-18-5 ]
[ 147-85-3 ]
[ 7550-35-8 ]
L-proline lithium bromide monohydrate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	at 20℃; for 72h;	Synthesis L-Proline lithium bromide monohydrate salt was synthesized by dissolving analar grade lithium bromide (LiBr - LOBA Chemie) and L-proline (C5H9NO2 - LOBA Chemie) in stoichiometric ratio in double distilled water at room temperature and continuously stirred well using magnetic stirrer. Slow evaporation of the solvent at room temperature yielded LPLBM salt in about three days. The purity of the synthesized salt was improved by successive recrystallization process. The reaction mechanism of the synthesis of LPLBM material is shown in Scheme 1.
	at 20℃; enantioselective reaction;

Reference： [1]Sathiskumar; Balakrishnan; Ramamurthi; Thamotharan [Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2015, vol. 138, p. 187 - 194]
[2]Shemchuk, Oleksii; Tsenkova, Boryana K.; Braga, Dario; Duarte, M. Teresa; André, Vânia; Grepioni, Fabrizia [Chemistry - A European Journal, 2018, vol. 24, # 48, p. 12564 - 12573]

73
[ 59831-02-6 ]
[ 67-66-3 ]
[ 1620843-64-2 ]
[ 7550-35-8 ]
[(1,3-bis(diphenylphosphino)propane)₄Pd₄-μ-κ⁴S-{1,2,4,5-(SCH₂)₄C₆H₂}]Br₃Cl·1.6(chloroform) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25%	at 20℃; for 2h;

Reference： [1]Azizpoor Fard, Mahmood; Willans, Mathew J.; Khalili Najafabadi, Bahareh; Levchenko, Tetyana I.; Corrigan, John. F. [Dalton Transactions, 2015, vol. 44, # 17, p. 8267 - 8277]

74
1-ethyl-3-[4-methyl-1-(4-cyanophenyl)-1H-1,2,3-triazole]imidazolium bromide [ No CAS ]
[ 3375-31-3 ]
[ 603-35-0 ]
[ 7550-35-8 ]
dibromo[1-ethyl-3-[4-methyl-1-(4-cyanophenyl)-1H-1,2,3-triazole]imidazol-2-ylidene]triphenylphosphine palladium(II) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With triethylamine In acetonitrile at 70℃; for 12h; Inert atmosphere; Schlenk technique;

Reference： [1]Gogolieva, Ganna; Bonin, Hélène; Durand, Jérôme; Dechy-Cabaret, Odile; Gras, Emmanuel [European Journal of Inorganic Chemistry, 2014, vol. 2014, # 12, p. 2088 - 2094]

75
(C<SUB>4</SUB>HN(adamantyl)Me<SUB>2</SUB>(2,6-diisopropylphenyl))AuCl [ No CAS ]
[ 7550-35-8 ]
C₂₇H₃₉AuBrN [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	With air In acetone at 20℃; for 24h;

Reference： [1]Romanov, Alexander S.; Bochmann, Manfred [Organometallics, 2015, vol. 34, # 11, p. 2439 - 2454]

76
[ 12107-56-1 ]
[ 7550-35-8 ]
[ 12145-47-0 ]

Reference： [1]Inorganic Chemistry,2015,vol. 54,p. 9914 - 9923

77
(1,3-bis(3'-butylimidazol-2'-ylidene)benzene)disilver(I) dichloride [ No CAS ]
[ 7550-35-8 ]
bis(μ-1,3-bis(3'-butylimidazol-2'-ylidene)benzene-k-C)tetra-μ₃-bromotetrasilver(I) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	In acetone Inert atmosphere;	Formation of 2b from (1,3-bis(3′-butylimidazol-2′-ylidene)benzene)disilver(I) dichloride (2a) General procedure: The complex 2a (0.66g, 1.09mmol), LiBr (0.19g, 2.19mmol) and dry acetone were combined and stirred for 18h under inert atmosphere. The solvent was evaporated and the solid was dissolved in CH2Cl2. The solution was filtered through Celite and concentrated under reduced pressure. The complex 2b was isolated (0.75g, 0.54mmol) upon precipitation with pentane. Yield: 98%

Reference： [1]Charra, Valentine; De Frémont, Pierre; Breuil, Pierre-Alain R.; Olivier-Bourbigou, Hélène; Braunstein, Pierre [Journal of Organometallic Chemistry, 2015, vol. 795, p. 25 - 33]

78
(4E,8E)-4,8-dimethyl-10-((tetrahydro-2H-pyran-2-yl)oxy)deca-4,8-dien-1-ol [ No CAS ]
[ 7550-35-8 ]
2-(((2E,6E)-10-bromo-3,7-dimethyldeca-2,6-dien-1-yl)oxy)tetrahydro-2H-pyran [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With methanesulfonyl chloride; triethylamine In tetrahydrofuran at -45 - 20℃; for 0.5h;

Reference： [1]Gonzalez, Veronica; Touchet, Sabrina; Grundy, Daniel J.; Faraldos, Juan A.; Allemann, Rudolf K. [Journal of the American Chemical Society, 2014, vol. 136, # 41, p. 14505 - 14512]

79
[ 1295-35-8 ]
[ 1431330-25-4 ]
[ 7550-35-8 ]
[ 2622-14-2 ]
trans-bomo[4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl][bis(tricyclohexylphosphine)]nickel(II) [ No CAS ]