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CAS No. : | 867-36-7 | MDL No. : | MFCD00053213 |
Formula : | C6H14Cl2Sn | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | CTRHCENQKGMZLE-UHFFFAOYSA-L |
M.W : | 275.79 | Pubchem ID : | 93562 |
Synonyms : |
|
Signal Word: | Danger | Class: | 6.1 |
Precautionary Statements: | P280-P264-P270-P330-P301+P310-P501 | UN#: | 3146 |
Hazard Statements: | H300-H315-H319 | Packing Group: | Ⅱ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With thionyl chloride from 0 deg C up to room temp.; reflux, 30 min; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium hydroxide Behandeln der erhaltenen flockigen Niederschlaege mit Salzsaeure; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 190 - 200℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; sodium azide In water; acetone | 5 EXAMPLE 5 EXAMPLE 5 27.6 g (0.10 mol) of di-propyl-tin-dichloride are dissolved in 100 ml of ether and let flow into a solution of 7.15 g (0.11 mol) of NaN3 in 60 ml of water and 40 ml of acetone. After stirring for 4 hours at room temperature, 4 g of NaOH (0.1 mol) are added. The ether phase is separated in a separatory funnel and freed of ether after drying over Na2 SO4. A solid white residue of bis-(azido-di-propyl-tin)-oxide remains in 24.2 g yield: that is 91.8 % of theory. IR spectrum clearly shows the azide bands at 2080-2095 cm-1. The sample melts at 87° C but first clearly flows together only at 160° C. Analysis: C found = 28.53 (27.30%); H = 5.69 (5.69); N = 13.78 (15.93%); Sn = 45.65 (45.01%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In not given reaction in a mol-ratio of 1:1;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In not given reaction in a mol-ratio of 2:1;; | ||
In not given determination with NMR-spectroscopy;; | ||
In not given determination with NMR-spectroscopy;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium fluoride or potassium fluoride In acetone Pr2SnCl2 was heated in acetone with NaF or KF; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium thiocyanate or potassium thiocyanate In acetone Pr2SnCl2 was heated in acetone with NaSCN or KSCN; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium bromide or potassium bromide In acetone Pr2SnCl2 was heated in acetone with NaBr or KBr; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium iodide or potassium iodide In acetone Pr2SnCl2 was heated in acetone with NaI or KI; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In chloroform 25°C; not isolated, monitored by (31)P NMR; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In chloroform 25°C; not isolated, monitored by (31)P NMR; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With tetrachloromethane Irradiation (UV/VIS); 46 h; | |
45% | With CCl4 Irradiation (UV/VIS); 46 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 34.6% 2: 40.6% | With chloroform Irradiation (UV/VIS); 26 h; | |
1: 34.6% 2: 40.6% | With CHCl3 Irradiation (UV/VIS); 26 h; | |
With hydrogenchloride In benzene |
With HCl In benzene |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In not given dropwise addn. of thionyl chloride to tetraalkyltin(IV) compd. under dry N2 atmosphere under ice cooling, warming to room temp., refluxing for 30 min; distn. (removal of excess of SOCl2), cooling resulting liquids, sepn., elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74.5% | In diethyl ether; benzene byproducts: (CH3COCHCOCH3)MgCl; Grignard reagent:Gmelin educt in 2:1 molar ratio, reflux for 2-3 h; by-product filtered off, solvent distd. off, product vac. distd.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In chloroform Sn-compd. added to soln. of ligand, refluxed on a water-bath for about 2h; solvent removed under reduced pressure, crystd. from CHCl3; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene under Ar at 25°C; (31)P NMR anal., calorimetric detn.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | In benzene addn. of chloride soln. to soln. of Sn-complex (molar ratio 1:1), refluxing (3 h); vol. redn., recrystn. (hexane); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In diethyl ether reaction in N2-atmosphere on boiling for 2.5 h on reflux;; | |
72% | In diethyl ether reaction in N2-atmosphere on boiling for 2.5 h on reflux;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | In ethanol addn. of Sn-compd. soln. to EDTA salt soln. (molar ratio 2:1), refluxing (water bath, 4 h); filtration, washing (ethanol), filtrate distn., drying (vac.), recrystn. (ethanol); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | In diethyl ether boiling;; | |
76% | In diethyl ether boiling;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | In diethyl ether boiling, 2h;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In not given reaction at room temperature;; | ||
In not given reaction at room temperature;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | In ethanol addn. of Sn-compd. soln. to EDTA salt soln. (molar ratio 1:1), refluxing (water bath, 4 h); filtration, washing (ethanol), filtrate distn., drying (vac.), recrystn. (ethanol); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diethyl ether | ||
In diethyl ether |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | In methanol; acetone addn. of a soln. of (n-Pr)2SnCl2 in anhyd. acetone to a boiling suspension of the hydrazone in dry CH3OH under N2 atm.; refluxing for several minutes;; filtration; pptn. from filtrate on standing in a vac. desiccator for several days; the ppt. was filtered off, washed with CH3OH and dried undervac.; elem. anal.;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With [2,2]bipyridinyl In not given hot methanolic or dry ethereal solns. of Pr2SnCl2 and bipy were mixed in 1:1 molar ratio; the complex was collected by filtration and dried in air; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | In hexane addn. of (C5H4N)C5H7N2 in hexane to stirred hexane soln. of dipropyltindichloride; heating under reflux with stirring for 30 min; cooling;; pptn.; washing with hexane and drying under vacuum; recrystallization from C6H6/hexane; elem. anal.;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In 1,4-dioxane; water to soln. of dialkyltin dichloride and ligand in dioxane-water NaOH added till precipitation is complete (pH=10.75); separated, recrystd. from benzene/n-hexane; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene equilibrium react. in soln.; not isolated, detected by NMR; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In hexane addn. of (C3H3N2)2CH2 in hexane to stirred hexane soln. of dipropyltin dichloride; heating under reflux with stirring for 30 min; evapn. under vacuum; standing of soln. at 0°C for 18 - 24 h;; pptn.; drying under vacuum; recrystallization from hexane; elem. anal.;; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine In not given hot methanolic or dry ethereal solns. of Pr2SnCl2 and pyridine were mixed in 1:2 molar ratio; the complex was collected by filtration and dried in air; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide In 1,4-dioxane; water to soln. of dialkyltin dichloride and ligand in dioxane-water NaOH added till precipitation is complete (pH=10.55); separated, recrystd. from benzene/n-hexane; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With water In methanol byproducts: cesium chloride; Sn compd. in MeOH added dropwise to stirred MeOH soln. of equimolar amt. of Cs2CO3 at room temp.; ppt. filtered off, vigorously stirred in water for 10-15 min, filtered off, dried in air at room temp.; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In acetone byproducts: diethylammonium chloride; under N2, stoich. amt. of (n-Pr)2SnCl2 was added dropwise with stirringinto acetone soln. of thiocarbamate salt, stirred for ca. 6 h; filtered, volatiles removed under reduced pressure, dried at ca. 30°C (0.1 mmHg) for ca. 6 h; elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | In toluene; pentane Ar atmosphere, addn. of diorganotin hydride to n-pentane/toluene soln. of diorganotin dichloride at 0°C, stirring (15 min), addn. of phosphaalkyne, 20°C (14 d); removement of solvent (vacuum), dissolution (pentane), crystn. of (C3H7)2SnH2 (-20°C); |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene byproducts: NH4Cl; N2 atmosphere; vigorous stirring (room temp., 4 h, pptn.); filtration of byproduct, cocn. (vac.); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene byproducts: NH4Cl; N2 atmosphere; vigorous stirring (room temp., 4 h, pptn.); filtration of byproduct, cocn. (vac.); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | In neat (no solvent) under inert gas (N2 or Ar) atm.; equimolar amt. of tetraorganylphosphonium chloride and diorganyltin dichloride were heated at 180°C for 120 min until homogeneous liq. was obtained; recrystd. (EtOH); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | In neat (no solvent) under inert gas (N2 or Ar) atm.; equimolar amt. of tetraorganylphosphonium chloride and diorganyltin dichloride were heated at 100°C for 120 min until homogeneous liq. was obtained; recrystd. (Et2O); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In benzene byproducts: NH4Cl; N2 atmosphere; vigorous stirring (room temp., 4 h, pptn.); filtration of byproduct, cocn. (vac.); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | In neat (no solvent) under inert gas (N2 or Ar) atm.; equimolar amt. of tetraorganylphosphonium chloride and diorganyltin dichloride were heated at 200°C for 240 min until homogeneous liq. was obtained; recrystd. (EtOH); elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | In methanol byproducts: NaCl; MeOH soln. of ligand added with stirring to MeOH soln. of Sn compd. (2:1molar ratio), mixt. stirred for 2 h; ppt. filtered off, dissolved (CHCl3), layered (petroleum ether), crystd.in 2 d, septd., elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethyl ether | ||
Multi-step reaction with 2 steps 1: diethyl ether |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethyl ether 2: chloroform |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: diethyl ether 2: chloroform |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: benzene 2: NaOH / water; acetone |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | In methanol soln. of org. ligand added to soln. of Pr2SnCl2 (0.5 equiv.) (stirring, room temp.); stirred (4 h); evapd.; solid extd. with benzene; filtered; crystd. (room temp., few d);elem. anal.; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | Stage #1: pyridine-2,6-bis(monothiocarboxylic acid) With triethylamine In methanol for 0.0833333h; Stage #2: di(n-propyl)tin dichloride In methanol for 2h; | General procedure: To a solution of pyridine-2,6-bis-thiocarboxylic acid (0.200 g, 1.0 mmol) in methanol added triethylamine (0.202 g, 2.0 mmol) with stirring. After five minutes a solution of Me2SnCl2 (0.219 g, 1.0 mmol) in methanol was added and the reaction mixture was stirred for 2 h then precipitate was filtered and dried under reduced pressure. The yellow product was dissolved in toluene and kept for crystallization. After two days yellow rod shape crystals were obtained. Same procedure used as in 1, however, instead of Me2SnCl2, n-Pr2SnCl2 (0.276 g, 1.0 mmol) was taken. Yield: 0.341 g (85%). Anal. Cal. for C43H61O7N3S6Sn: C, 40.33, H, 4.80, N, 3.28. Found: C, 39.68, H, 4.59, N, 3.22. IR spectra (KBr, cm- 1): 1623, 1581 ν(CO), 1260 ν(C-Py), 938 ν(CS). 1H NMR (CDCl3, ppm) 0.91, 1.85, 2.35 [2J(119Sn,1H) 59 Hz] (n-Pr), 8.45 [t, J(H, H) 7.5 Hz], 8.59 [d, J(H, H) 7.5 Hz], 8.72 [d, J(H, H) 7.5 Hz] (Py ring).13C NMR (CDCl3, ppm) 17.80, 19.25, 21.44 [1J(119Sn,13C) 1084 Hz] (n-Pr), 125.26, 128.19, 129.00, 145.12, 149.75 (Py ring), 190.54 (COS).119Sn NMR (CDCl3, ppm) - 191 |