trioctylaluminum
A
n-octyltin trichloride
B
di-n-octyltin dichloride
C
trioctyltin chloride
Conditions | Yield |
---|---|
With tert-butyl methyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 98% B 98% C 98% |
With 1,3-dioxane; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 97.3% B 97.3% C 97.3% |
With diethyl ether; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 96.8% B 96.8% C 96.8% |
With tetrahydrofuran; tin(IV) chloride at 50℃; for 0.75h; Product distribution / selectivity; | A 95.6% B 95.6% C 95.6% |
With dibutyl ether; tin(IV) chloride at 50 - 100℃; for 0.75h; Product distribution / selectivity; | A 89% B 89% C 89% |
tin
1-Chlorooctane
A
di-n-octyltin dichloride
B
trioctyltin chloride
Conditions | Yield |
---|---|
With catalyst: dibenzo-18-crown-6 In N,N-dimethyl-formamide 160°C; excess KI;; analyzed by GLC;; | A 95% B 5% |
With catalyst: {(n-C4H9)4N}I/n-C8H17I analyzed by GLC;; | A 70% B 30% |
1-Chlorooctane
tin(IV) chloride
A
tetraoctyltin
B
di-n-octyltin dichloride
C
trioctyltin chloride
Conditions | Yield |
---|---|
With sodium In Petroleum ether (Ar); vigorous stirred suspn. of Na was maintained at 115°C for 0.5 h, one drop of SnCl4 was added and ClC4H9 was added dropwise within 3 h at 30-40°C, after 1 h stirring SnCl4 (4:1 mol) was dropped into mixt. (same temp.) within 75 min; after stirring for a further h at 30-40°C mixt. was filtered off and residue treated with tBuOH, solvents were distd. off from filtrate; identification by GC after methylation; | A 54.3% B 3.7% C 15.2% |
With sodium In Petroleum ether (Ar); vigorous stirred suspn. of Na was maintained at 115°C for 0.5 h, one drop of SnCl4 was added and ClC4H9 was added dropwise within 3 h at 40°C, mixt. was added portionswise to soln. of SnCl4 (2:1 mol) over 2 h at 20-40°C; mixt. was filtered off and residue treated with tBuOH, solvents were distd. off from filtrate; identification by GC after methylation; | A 14% B 22% C 46% |
oct-1-ene
tin(IV) chloride
A
zirconocene dichloride
B
n-octyltin trichloride
C
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In hexane; benzene a mixt. of Cp2ZrHCl and 1-octene in benzene was stirred for ca. 2 h at room temp. under N2, a soln. of anhyd. SnCl4 in n-hexane was added dropwise (Cp2ZrHCl/SnCl4 ratio 4:1), stirred for a further 1 h 30 min; hexane was added, ppt. of Cp2ZrCl2 was filtered off, filtrate concd., residue extd. with hexane, exts. concd., dild. with methanol; (octyl)SnCl3 content was detd. by titrn. with EDTA, yield of (octyl)2SnCl2 was estimated by conversion into (octyl)2SnO; | A n/a B 35% C 35% |
Conditions | Yield |
---|---|
With (η5-C5H5)2Zr(H)Cl In hexane; benzene mixt. of Cp2ZrHCl and 1-octene in benzene was stirred for ca. 2 h at room temp. under nitrogen, hexane soln. of (n-octyl)SnCl3 was added, mixt. was refluxed in the presence of added solvents such as n-Bu2O and DMF; | 0% |
Conditions | Yield |
---|---|
With copper(l) iodide In sulfolane stoich. amount of CuI. 0°C; | 0% |
tetraoctyltin
A
octylmercury (1+); chloride
B
di-n-octyltin dichloride
C
trioctyltin chloride
Conditions | Yield |
---|---|
With mercury dichloride In ethanol boiling ethanol;; | |
With HgCl2 In ethanol boiling ethanol;; |
Conditions | Yield |
---|---|
With mercury dichloride In ethanol reflux; | |
With HgCl2 In ethanol reflux; |
boron trichloride
tetraoctyltin
A
(n-octyl)dichloroborane
B
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In acetone molar ratio 1:2, under CO2 atmosphere; |
tin(IV) chloride
tetraoctyltin
A
n-octyltin trichloride
B
di-n-octyltin dichloride
Conditions | Yield |
---|---|
240°C; | |
240°C; | |
240°C; |
Conditions | Yield |
---|---|
With AlCl3 130°C; | |
With aluminium trichloride 130°C; |
diethyldioctylstannate
A
(C8H17)2CH3CH2SnCl
B
ethylmercury(II) chloride
C
di-n-octyltin dichloride
Conditions | Yield |
---|---|
With mercury dichloride In ethanol boiling ethanol;; | |
With HgCl2 In ethanol boiling ethanol;; |
dimethyl-dioctyl stannane
tin(IV) chloride
A
dimethyltin dichloride
B
di-n-octyltin dichloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,2,4-trimethylpentane View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 2,2,4-trimethylpentane 2: AlCl3 View Scheme | |
Multi-step reaction with 2 steps 1: 2,2,4-trimethylpentane 2: HgCl2 / ethanol View Scheme |
Conditions | Yield |
---|---|
With Na | 98% |
With sodium | 98% |
methylmagnesium chloride
di-n-octyltin dichloride
dimethyl-dioctyl stannane
Conditions | Yield |
---|---|
In diethyl ether | 97% |
In diethyl ether | 97% |
Conditions | Yield |
---|---|
In neat (no solvent) byproducts: CH3Cl; heating to 120°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 94% |
zinc(II) chloride In dimethyl sulfoxide; chlorobenzene byproducts: CH3Cl; addn. of ZnCl2 to Sn-compd. and phosphonate in chlorobenzene/DMSO, heating to 120-140°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 94% |
In water byproducts: CH3Cl; heating to 90°C (4 h); pptn. by cooling; | 94% |
Conditions | Yield |
---|---|
In chloroform Sn-compd. added to soln. of ligand, refluxed on a water-bath for about 2h; solvent removed under reduced pressure, crystd. from EtOH; elem. anal.; | 92% |
Conditions | Yield |
---|---|
zinc(II) chloride In dimethyl sulfoxide; chlorobenzene byproducts: C2H5Cl; addn. of ZnCl2 to Sn-compd. and phosphonate in chlorobenzene/DMSO, heating to 120-140°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 91% |
In water byproducts: C2H5Cl; heating to 90°C (4 h); pptn. by cooling; | 91% |
In neat (no solvent) byproducts: C2H5Cl; heating to 120°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 91% |
di-n-octyltin dichloride
A
(C8H17)2Sn((CH2NH(CH2COO)2)2)
Conditions | Yield |
---|---|
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.; | A 89% B n/a |
Conditions | Yield |
---|---|
zinc(II) chloride In dimethyl sulfoxide; chlorobenzene byproducts: (i-Pr)Cl; addn. of ZnCl2 to Sn-compd. and phosphonate in chlorobenzene/DMSO, heating to 120-140°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 88% |
In water byproducts: (i-Pr)F; heating to 90°C (4 h); pptn. by cooling; | 88% |
In neat (no solvent) byproducts: (i-Pr)Cl; heating to 120°C (4 h); distn. in vac., mixing residue (ether or MeOH/H2O 1:1), filtration, drying in vac.; elem. anal.; | 88% |
2,2',2''-triaminotriethylamine
5-methyl-4-formylimidazole
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In methanol mixt. of 4-Me-5-ImH (4.5 mmol) and tren (1.5 mmol) in MeOH stirred underN2 and refluxed for 1 h, cooled to room temp., hot n-Oct2SnCl2 (1.5 mmo l) soln. added with stirring, heated with stirring for 48 h at 60-65°C; filtered, excess of solvent removed under vac., solid recrystd. from CH2Cl2/MeOH (2:1 v/v); elem. anal.; | 88% |
ammonium saccharin
di-n-octyltin dichloride
(CH3(CH2)7)2Sn(NCOSO2C6H4)2
Conditions | Yield |
---|---|
In methanol byproducts: ammonium chloride; ammonium saccharin was added to a soln. of n-Oct2SnCl2 in anhyd. methanol, mixt. was refluxed for 1 h; filtered, filtrate evapd. in vacuo, NH4Cl was removed by washing several times with distilled water, recrystd. twice from methanol; elem. anal.; | 85% |
Conditions | Yield |
---|---|
In methanol; water a soln. of molybdate in warm aq. MeOH was added to a MeOH soln. of stannane, a white ppt. formed rapidly;; ppt. filtered, washed with water and dried in air; elem. anal.; | 82% |
Conditions | Yield |
---|---|
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.; | 80% |
di-n-octyltin dichloride
Natriumsalz des Thiophosphorsaeure-O,O-dimethylesters
bis(O,O'-dimethylmonothiophosphato)di-n-octyltin(IV)
Conditions | Yield |
---|---|
In ethanol byproducts: NaCl; 1 h, reflux; filtration, washing with distilled water, elem. anal.; | 80% |
N-(p-bromophenyl)maleamic acid
di-n-octyltin dichloride
Conditions | Yield |
---|---|
With triethylamine In toluene byproducts: N(C2H5)3*HCl; 4-bromomaleanilic acid and triethylamine added to toluene, refluxed for 2-3 h, organotin compound added under stirring, mixt. refluxed for 8-10 h; N(C2H5)3*HCl filtered off, solvent removed (vac.), solid recrystd. (CHCl3/n-C6H14); elem. anal.; | 80% |
di-n-octyltin dichloride
A
((C8H17)2Sn)3((OOCCH2)2NCH2CH2NH(CH2COO)2)2
Conditions | Yield |
---|---|
In ethanol addn. of Sn-compd. soln. to EDTA salt soln. (molar ratio 3:2), refluxing (water bath, 4 h); filtration, washing (ethanol), filtrate distn., drying (vac.), recrystn. (ethanol); elem. anal.; | A 76% B n/a |
1,4-bis(5-hydroxy-1-phenyl-3-methyl-1H-pyrazol-4-yl)butane-1,4-dione
di-n-octyltin dichloride
Conditions | Yield |
---|---|
With KOH In methanol byproducts: H2O, KCl; (N2); stirred overnight; ppt. filtered off, washed (MeOH), recrystd. (CHCl3/MeOH); elem. anal.; | 75% |
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In toluene for 8h; Reflux; | 75% |
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In toluene for 8h; Reflux; | 73% |
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In ethanol byproducts: NaCl; elem. anal., IR-, Moessbauer spectroscopy;; | 72% |
di-n-octyltin dichloride
bis(tetramethylenedithiocarbamato)di-n-octyltin(IV)
Conditions | Yield |
---|---|
In methanol byproducts: ammonium chloride; n-Oct2SnCl2 was added to a methanol soln. of (CH2)4NS2NH4, mixt. was refluxed for 3 h; ppt. was removed by filtration, excess solvent removed under reduced pressure; elem. anal.; | 72% |
N'1,N'4-bis(2-hydroxybenzylidene)succinohydrazide
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In toluene Reflux; | 72% |
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In benzene addn. of Sn-salt to suspn. (benzene) of disodium-salt of ligand, refluxing (5 h); elem. anal.; | 70% |
di-n-octyltin dichloride
Conditions | Yield |
---|---|
In benzene addn. of Sn-salt to susp. (benzene) of disodium-salt of ligand, refluxing (5 h); elem. anal.; | 68% |
di-n-octyltin dichloride
A
((C8H17)2Sn)2((CH2N(CH2COO)2)2)
Conditions | Yield |
---|---|
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.; | A 65% B n/a |
Conditions | Yield |
---|---|
In methanol byproducts: NH4Cl; ligand and Sn-complex dissolved in MeOH, stirred and refluxed; soln. kept in refrigerator, filtered, crystd., recrystd. from hexane or MeOH; elem. anal.; | 64% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 20℃; | 55% |
lithium aluminium tetrahydride
di-n-octyltin dichloride
dioctylstannane
Conditions | Yield |
---|---|
In diethyl ether boiling on reflux for 2.5 h;; | 45% |
In diethyl ether boiling on reflux for 2.5 h;; | 45% |
2-Methylthiophene
di-n-octyltin dichloride
bis(5-methyl-2-thienyl)dioctyltin(IV)
Conditions | Yield |
---|---|
With n-C4H9Li In not given stirring (4 h, room temp.); | 40% |
Reported in EPA TSCA Inventory.
OSHA PEL: TWA 0.1 mg(Sn)/m3 (skin)
ACGIH TLV: TWA 0.1 mg(Sn)/m3; STEL 0.2 mg/m3 (skin)
NIOSH REL: (Organotin Compound): TWA 0.1 mg(Sn)/m3
For occupational chemical analysis use NIOSH: Organotin compounds 5504.
The Di-n-Octyltindichloride, with the CAS registry number 3542-36-7 and EINECS registry number 222-583-2, has the systematic name of dioctyltin dichloride. It is a kind of moisture sensitive chemical, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C16H34Cl2Sn.
The physical properties of Di-n-Octyltindichloride are as followings: (1)H-Bond Donor: 0; (2)H-Bond Acceptor: 0; (3)Rotatable Bond Count: 14; (4)Exact Mass: 416.105953; (5)MonoIsotopic Mass: 416.105953; (6)Topological Polar Surface Area: 0; (7)Heavy Atom Count: 19; (8)Formal Charge: 0; (9)Complexity: 166; (10)Isotope Atom Count: 0; (11)Defined Atom StereoCenter Count: 0; (12)Undefined Atom StereoCenter Count: 0; (13)Defined Bond StereoCenter Count: 0; (14)Undefined Bond StereoCenter Count: 0; (15)Covalently-Bonded Unit Count: 1.
You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin, and it has dangers of serious damage to health by prolonged exposure through inhalation and in contact with skin. 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; This material and its container must be disposed of in a safe way.
You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].[Cl-].[Sn+2](CCCCCCCC)CCCCCCCC
(2)InChI: InChI=1/2C8H17.2ClH.Sn/c2*1-3-5-7-8-6-4-2;;;/h2*1,3-8H2,2H3;2*1H;/q;;;;+2/p-2/rC16H34Sn.2ClH/c1-3-5-7-9-11-13-15-17-16-14-12-10-8-6-4-2;;/h3-16H2,1-2H3;2*1H/q+2;;/p-2
(3)InChIKey: SBOSGIJGEHWBKV-CHVMOOPGAX
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 18mg/kg (18mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02188, | |
rabbit | LDLo | oral | 250mg/kg (250mg/kg) | Sangyo Igaku. Japanese Journal of Industrial Health. Vol. 15, Pg. 3, 1973. | |
rat | LD50 | oral | 5500mg/kg (5500mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 934, 1969. | |
rat | LD50 | unreported | 7gm/kg (7000mg/kg) | Tin and Its Uses. Vol. 107, Pg. 1, 1976. | |
rat | LDLo | intravenous | 10mg/kg (10mg/kg) | British Journal of Industrial Medicine. Vol. 15, Pg. 15, 1958. |
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