tetra-n-butyltin(IV)
tin(IV) chloride
A
Trichlorbutylstannan
B
dibutyltin chloride
Conditions | Yield |
---|---|
molar ratio of Sn(C4H9)4:SnCl4 = 1:3, 8 h, 203°C; | A 96% B n/a |
molar ratio of Sn(C4H9)4:SnCl4 = 1:3, 8 h, 203°C; | A 96% B n/a |
molar ratio of Sn(C4H9)4:SnCl4 = 1:2, 3 h, 100°C; |
Conditions | Yield |
---|---|
cis-dichlorobis(triphenylphosphine)platinum(II) In toluene stirred for 2 h at 110°C, catalyst added stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried, filtrate evapd. (vac.), distilled (90°C/11 mm Hg); | A 83% B 3.7% |
cis-dichlorobis(triphenylphosphine)platinum(II) In toluene stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried, filtrate evapd. (vac.), distilled (90°C/11 mm Hg); elem. anal.; | A 80% B 13% |
cis-dichlorobis(triphenylphosphine)platinum(II) In o-xylene stirred for 12 h at 110°C; cooled to room temp., filtered, ppt. (SnCl2) washed (toluene), dried; NMR; | A n/a B 19% |
Conditions | Yield |
---|---|
In diethyl ether; dichloromethane at -78 - 20℃; for 12.5h; | 80% |
In diethyl ether; dichloromethane at -78 - 20℃; for 12.5h; | 80% |
Conditions | Yield |
---|---|
With stannous chloride; iodine; magnesium In tetrahydrofuran; toluene | 55% |
2-Phenylbutyryl chloride
butyltriphenyltin
A
1,2-diphenyl-butan-1-one
B
Trichlorbutylstannan
Conditions | Yield |
---|---|
With indium In neat (no solvent) at 80℃; for 0.25h; Inert atmosphere; Sonication; regioselective reaction; | A 25% B n/a |
tetra-n-butyltin(IV)
tin(IV) chloride
A
Trichlorbutylstannan
B
dibutyltin chloride
C
tributyltin chloride
Conditions | Yield |
---|---|
With aluminium trichloride 6 h, 100°C; | |
200°C, 10 Torr; | |
molar ratio of educts = 1:1, 0-20°C; | |
With aluminium trichloride 6 h, 100°C; | |
200°C, 10 Torr; |
Conditions | Yield |
---|---|
6 h, 160°C; |
tetra-n-butyltin(IV)
tin(IV) chloride
A
Trichlorbutylstannan
B
tributyltin chloride
Conditions | Yield |
---|---|
molar ratio of educts = 1:1, 0-50°C; |
Trichlorbutylstannan
tetramethylstannane
A
dimethyltin dichloride
B
butyl-methyl-tin dichloride
Conditions | Yield |
---|---|
2-fold excess of C4H9SnCl3, 180°C, 2h; | A n/a B 99.4% |
2-fold excess of C4H9SnCl3, 180°C, 2h; | A n/a B 99.4% |
ammonium hydroxide
Trichlorbutylstannan
sodium carbonate
n-butylstannoic acid
Conditions | Yield |
---|---|
In water at 60℃; for 2.5h; Temperature; | 99.4% |
Trichlorbutylstannan
sodium O,O-diisopropyl dithiophosphate
Conditions | Yield |
---|---|
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (Pr-i-O)2PS2Na in benzene (molar ratio 1:2) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In diethyl ether room temp.; filtration, washing (Et2O); elem. anal.; | 99% |
thiobenzoic acid potassium salt
Trichlorbutylstannan
(butyl)Sn(Cl)2(thiobenzoate)
Conditions | Yield |
---|---|
In dichloromethane byproducts: KCl; soln. of butyltin trichloride added to suspn. of potassium thiobenzoate at room temp., stirred for 1 h; ppt. filtered off, solvent evapd. under reduced pressure, dried at 0.05 Torr and 28 °C; elem. anal.; | 99% |
Conditions | Yield |
---|---|
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (Pr-i-O)2PS2Na in benzene (molar ratio 1:3) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.; | 98% |
ammonium O,O-(2,2-dimethyltrimethylene)dithiophosphate
Trichlorbutylstannan
CH3(CH2)3SnCl[S2(POCH2C(CH3)2CH2O)]2
Conditions | Yield |
---|---|
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:2 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.; | 97% |
ammonium tetramethylethylene dithiophosphate
Trichlorbutylstannan
CH3(CH2)3Sn[S2(POC(CH3)2C(CH3)2O)]3
Conditions | Yield |
---|---|
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:3 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.; | 97% |
methanol
2-[[(2-hydroxyphenyl)imino]methyl]phenol
Trichlorbutylstannan
[Sn(n-Bu)Cl(2-([(2-hydroxyphenyl)imino]methyl)phenolato)(methanol)]
Conditions | Yield |
---|---|
In methanol (N2); Sn compd. added to a hot ligand soln., stirred for 8 h; ppt. filtered off, washed (MeOH); elem. anal.; | 96% |
Conditions | Yield |
---|---|
In methanol byproducts: NaCl; mixing organic compounds, refluxing for about 2 h, addn. of tin compound, refluxing for 6 h; filtn., evapn. of filtrate under reduced pressure, recrystn. (chloroform-hexane), elem. anal.; | 95% |
1-methyl-1H-imidazole
Trichlorbutylstannan
trichlorobutylbis(1-methylimidazole)tin(IV)
Conditions | Yield |
---|---|
In diethyl ether N2-atmosphere; stirring Sn-compd. with excess of ligand (room temp., pptn.); filtration (after 3 h), washing (Et2O); elem. anal.; | 95% |
1H-imidazole
Trichlorbutylstannan
trichlorobutylbis(imidazole)tin(IV)
Conditions | Yield |
---|---|
In diethyl ether N2-atmosphere; stirring (room temp., 6 h); filtering, washing (Et2O), drying (vac., 20°C, 0.1 Torr); elem. anal.; | 95% |
thiobenzoic acid potassium salt
Trichlorbutylstannan
(butyl)Sn(Cl)(thiobenzoate)2
Conditions | Yield |
---|---|
In dichloromethane byproducts: KCl; soln. of butyltin trichloride added to suspn. of potassium thiobenzoate at room temp., stirred for 1 h; ppt. filtered off, solvent evapd. under reduced pressure, dried at 0.05 Torr and 28 °C, recrystd. from diethyl ether/n-hexane mixture; elem. anal.; | 95% |
Trichlorbutylstannan
sodium O,O-diisopropyl dithiophosphate
Conditions | Yield |
---|---|
In benzene byproducts: sodium chloride; BuSnCl3 in benzene added to suspn. (i-PrO)2PS2Na in benzene (molar ratio 1:1) and mixt. refluxed for 3 h; NaCl filtered off, solvent removed under reduced pressure; elem. anal.; | 94% |
sodium O,O'-di(3,5-dimethylphenyl)dithiophosphate
Trichlorbutylstannan
Conditions | Yield |
---|---|
In toluene at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 94% |
Conditions | Yield |
---|---|
With sodium In ethanol under Ar atm. 2-mercaptoethanol and metallic sodium were mixed in ethanol with stirring, soln. was refluxed for 1 h, soln. was cooled and BuSnCl3 was added and mixt. was refluxed for another 4 h; ppt. was filtered off in vac., washed with ethanol, stirred with water for 1 h and recrystd. from CH2Cl2; elem. anal.; | 93.3% |
Trichlorbutylstannan
aluminum isopropoxide
[(C4H9)Sn(Al(OCH(CH3)2)4)2Cl]
Conditions | Yield |
---|---|
With potassium In benzene byproducts: KCl; K and Al(OCH(CH3)2)3 (2 equiv.) were reacted in isopropyl/benzene; obtained soln. was added to soln. of Sn compd. in benzene; mixt. was refluxedfor 5 h; filtered; volatiles removed (vac.); distd. at 132°C/0.15 mm; elem. anal.; | 93% |
1,1'-bis(imidazolyl)methane
Trichlorbutylstannan
Conditions | Yield |
---|---|
In diethyl ether; ethanol soln. of Sn compd. and ligand in Et2O/EtOH (1/1) was stirred at room temp. for 48 h under N2; filtered; dried (vac.); washed (Et2O); recrystd. (EtOH); elem. anal.; | 93% |
Conditions | Yield |
---|---|
In methanol byproducts: NaCl; mixing organic compounds, refluxing for about 2 h, addn. of tin compound, refluxing for 6 h; filtn., evapn. of filtrate under reduced pressure, recrystn. (chloroform-hexane), elem. anal.; | 92% |
1,5-diphenylpentane-1,3,5-trione
Trichlorbutylstannan
Sn(C4H9)(C6H5C(O)CHC(O)CHC(O)C6H5)Cl(C5H5N)
Conditions | Yield |
---|---|
With pyridine; sodium In isopropyl alcohol; benzene byproducts: C5H5N*HCl; exclusion of moisture; addn. of Na to solvent mixt., set aside 6 h, refluxed for 1 h, addn. of ligand in benzene followed by addn. of Sn-compd.in benzene, ppt. of NaCl; ratio 1:1:3; filtered, evapd. (vac.), recrystd. (benzene); elem. anal.; | 92% |
Trichlorbutylstannan
disodium 1,2-ethanedithiolate
tetraethylammonium chloride
tetraethylammonium bis(ethane-1,2-dithiolato)-n-butylstannate
Conditions | Yield |
---|---|
In acetone byproducts: NaCl; Et4NCl and BuSnCl3 stirred at room temp. for 0.5h under N2; dithiolate dropwise added; heated for 3h at 50 °C and stirred at room temp. overnight;; filtration; evapn.; crystn. from acetonitrile/ether at 7 °C; elem. anal.;; | 91% |
ammonium O,O-(2,2-dimethyltrimethylene)dithiophosphate
Trichlorbutylstannan
Conditions | Yield |
---|---|
In benzene byproducts: NH4Cl; a soln. of monoorganotin(IV) chloride is added to a suspn. of ammonium O,O-alkylenedithiophosphate in 1:3 molar ratio (room temp.); mixt. stirred (3-4 h); filtered; solvent removed (reduced pressure); elem. anal.; | 91% |
Trichlorbutylstannan
silver cyclohexanecarboxylate
Conditions | Yield |
---|---|
With H2O In tetrachloromethane byproducts: AgCl, HCl; addn. of Ag-compd to a stirred soln. of n-BuSnCl3 in CCl4, 2 h reflux, filtration of AgCl, evapn., standing of oil for 3 days in a stoppered flask at 25°C; washing of crystals with 100% ethanol; more crystals by recrystn. of oil in CHCl3/hexane, CH2Cl2/hexane and diethyl ether; hydrolysis of oil with 50% ethanol gives a white powder, filtration under suction, washing with 100% ethanol, drying; elem. anal.; | 91% |
With H2O In chloroform byproducts: AgCl, HCl; addn. of Ag-compd to a soln. of n-BuSnCl3 in CHCl3, 2 h reflux, addn. of Na2SO4 as drying agent; filtration, evapn., dissoln. of oil in hexane, addn. of n-butylamine, 1week in the refrigerator, washing of crystals in cold hexane, drying; | 90% |
Conditions | Yield |
---|---|
In benzene equimolar amts., refluxing for 10 h; collection (filtration), recrystn. (CH2Cl2/hexane); elem. anal.; | 91% |
Pyridine-2,6-dicarboxylic acid
Trichlorbutylstannan
[Sn(butyl)Cl(2,6-pyridinedicarboxylato)]
Conditions | Yield |
---|---|
With N(C2H5)3 In ethanol byproducts: N(C2H5)3HCl; (N2); using Schlenk techniques; addn. of NEt3 and SnBuCl3 in EtOH to soln. of 2,6-pyridinedicarboxylic acid in EtOH; stirring for 12 h; removal of solvent under reduced pressure, washing with hot water; recrystn. in mixt. of MeOH/H2O (14:1); elem. anal.; | 91% |
o-hydroxyacetophenone-n-butylimine
Trichlorbutylstannan
Conditions | Yield |
---|---|
In hexane absence of moisture, varying educt ratio; elem. anal.; | 91% |
o-hydroxyacetophenone-n-propylimine
Trichlorbutylstannan
Conditions | Yield |
---|---|
In hexane absence of moisture, varying educt ratio; pptn. or crystn.; elem. anal.; | 91% |
sodium O,O'-di(4-chloro-3-methylphenyl)dithiophosphate
Trichlorbutylstannan
Conditions | Yield |
---|---|
In toluene at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
In dibutyl ether reaction at 0°C;; | 90% |
The Butyl trichloro stannane, with the CAS registry number 1118-46-3 and EINECS registry number 214-263-6, has the systematic name of butyl(trichloro)stannane. It is a kind of clear yellow liquid which is also moisture sensitive. And the molecular formula of the chemical is C4H9Cl3Sn. What's more, it is always used as intensifier of glasses.
The physical properties of Butyl trichloro stannane are as followings: (1)ACD/LogP: 0.50; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.5; (4)ACD/LogD (pH 7.4): 0.5; (5)ACD/BCF (pH 5.5): 1.42; (6)ACD/BCF (pH 7.4): 1.42; (7)ACD/KOC (pH 5.5): 44.74; (8)ACD/KOC (pH 7.4): 44.74; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 0 Å2; (13)Flash Point: 91 °C; (14)Enthalpy of Vaporization: 44.46 kJ/mol; (15)Boiling Point: 226.8 °C at 760 mmHg; (16)Vapour Pressure: 0.12 mmHg at 25°C.
You should be cautious while dealing with this chemical. It is harmful by inhalation, in contact with skin and if swallowed, and may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; After contact with skin, take off immediately all contaminated clothing and wash imediately with plenty of.... (to be specified by the manufacturer); In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: Cl[Sn](Cl)(Cl)CCCC
(2)InChI: InChI=1/C4H9.3ClH.Sn/c1-3-4-2;;;;/h1,3-4H2,2H3;3*1H;/q;;;;+3/p-3/rC4H9Cl3Sn/c1-2-3-4-8(5,6)7/h2-4H2,1H3
(3)InChIKey: YMLFYGFCXGNERH-YHJCLRPYAB
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
rat | LD50 | oral | 2140mg/kg (2140mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1245, 1986. |
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