antimony(III) chloride
lithium dimethylamide
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
In diethyl ether under Ar; from a 1:3 stoich. react. of SbCl3 and Me2NLi in Et2O; according to A. Kiennemann et al., J. Organomet. Chem., 1972, 35, 143; purifn. by distn.; |
Ketene
tris(dimethylamino)stibine
tris(dimethylcarbamoylmethyl)stibine
Conditions | Yield |
---|---|
In diethyl ether under N2 or Ar, ketene passed into ethereal soln. of Sb(NMe2)3 at -20°C; after removal of solvent residue dried under reduced pressure (ca. 1E-2 Pa) for 4 h; | 98% |
Conditions | Yield |
---|---|
In neat (no solvent) under N2; Al-compd. added slowly over a period of 2 h to Sb-compd. at 0°C with stirring, warmed slowly to room temp., stirred for 4 h, heated for 12 h at 120°C;; monitored by NMR, fractional distn., Al-compd. isolated by distn.;; | A 95% B 87% |
In benzene-d6 addn. of Al-compd. to soln. of Sb-compd. in a NMR tube;; not isolated, monitored by 1H-, 13C-NMR spectroscopy;; |
Conditions | Yield |
---|---|
In neat (no solvent) under N2; Al-compd. added slowly over a period of 2 h to Sb-compd. at 0°C with stirring, warmed slowly to room temp., stirred for 4 h, heated for 12 h at 120°C;; monitored by NMR, fractional distn., Al-compd. isolated by sublimation; elem. anal.;; | A 95% B 63% |
In benzene-d6 addn. of Al-compd. to soln. of Sb-compd. in a NMR tube;; not isolated, monitored by 1H-, 13C-NMR spctroscopy;; |
trimethylaluminum
tris(dimethylamino)stibine
A
tetramethylbis[μ-(N-mrthylmethanaminato)]dialuminum
B
trimethylantimony
Conditions | Yield |
---|---|
In neat (no solvent) under N2; Al-compd. added slowly over a period of 2 h to Sb-compd. at 0°C with stirring, warmed slowly to room temp., stirred for 4 h, heated for 12 h at 120°C;; monitored by NMR, fractional distn., Al-compd. isolated by sublimation;; | A 93% B 82% |
In benzene-d6 addn. of Al-compd. to soln. of Sb-compd. in a NMR tube;; not isolated, monitored by 1H-, 13C-NMR spectroscopy;; |
benzyl sodium
N,N,N,N,-tetramethylethylenediamine
tris(dimethylamino)stibine
cyclohexylphosphine
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane; toluene under Ar; Sb(NMe2)3 in toluene added to chilled soln. of C6H11PH2 (1:1)in hexane; warmed to room temp.; stirred for 10 min; added to soln. prepared from PhCH2Na and CyPH2 in hexane-THF at -20°C; excess TMEDAadded; warmed to 25°C; reflux; filtered while warm; stored at -35°C; | 93% |
Conditions | Yield |
---|---|
In neat (no solvent) under N2; Al-compd. added slowly over a period of 2 h to Sb-compd. at 0°C with stirring, warmed slowly to room temp., stirred for 4 h, heated for 12 h at 120°C;; monitored by NMR, fractional distn., Al-compd. isolated by distn.;; | A 91% B 83% |
In benzene-d6 addn. of Al-compd. to soln. of Sb-compd. in a NMR tube;; not isolated, monitored by 1H-, 13C-NMR spectroscopy;; |
carbon dioxide
tris(dimethylamino)stibine
tris(N,N-dimethylcarbamato)antimony(III)
Conditions | Yield |
---|---|
In hexane through soln. Sb(NMe2)3 in hexane CO2 was bubbled for 30 min; solvent was removed in vacuo, residue was recrystd. from toluene at -20°C; elem. anal.; | 91% |
Conditions | Yield |
---|---|
In neat (no solvent) under N2; Al-compd. added slowly over a period of 2 h to Sb-compd. at 0°C with stirring, warmed slowly to room temp., stirred for 4 h, heated for 12 h at 120°C; monitored by NMR, fractional distn., Al-compd. isolated by distn.;; | A 89% B 83% |
In benzene-d6 addn. of Al-compd. to soln. of Sb-compd. in a NMR tube; not isolated, monitored by 1H-, 13C-NMR spectroscopy;; |
hexane
tris(dimethylamino)stibine
5,11,17,23,29-penta-tert-butyl-31-n-benzoxy-32,33,34,35-tetrahydroxycalix<5>arene
Conditions | Yield |
---|---|
In benzene (N2) soln. Sb(NMe2)3 in benzene was added dropwise to soln. t-BuC5(Bn)(H)4 in benzene and stirred for 48 h at room temp.; soln. was evapd., residue was crystd. by hexane diffusion into soln. in benzene; elem. anal.; | 89% |
Conditions | Yield |
---|---|
With ((CH3)2CH)2NH In hexane; toluene under Ar; adding n-BuLi in hexanes to soln. of i-Pr2NH in hexane, heating briefly to reflux, cooling to room temp., adding this to mixt. of Sb(NMe2)3 (in toluene) and C6H11NH2 (previously briefly refluxed and cooledto room temp.); filtration, reducing filtrate under vac. until ppt. appeared, warming ppt. back into soln., crystn. by storage at 25°C (24 h); | 88% |
tris(dimethylamino)stibine
2,2'-((4-bromophenyl)methylene)bis(3-methyl-1H-indole)
Di-(3-methylindol-2-yl)dimethylamidoantimony-4-bromophenylmethane
Conditions | Yield |
---|---|
In toluene at -78 - 25℃; for 3h; | 88% |
tris(dimethylamino)stibine
HSeSi(Si(CH3)3)3
Conditions | Yield |
---|---|
In hexane N2-atmosphere; stirring Sb-compd. with 3 equiv. of Se-compd. (-78°C, 10 min), warming to room temp., stirring for 2 h; evapn. (reduced pressure), extn. into O(SiMe3)2, filtration, concn., crystn. (-40°C, several d), filtration; elem. anal.; | 87% |
Conditions | Yield |
---|---|
In hexane 2,6-dimethylphenol in hexane was added slowly to soln. tris(dimethylamino)antimony(III) in hexane and stirred overnight; solvent was removed in vacuo, residue was dissolved in toluene; elem. anal.; | 84% |
tris(dimethylamino)stibine
(2,6-iPr2C6H3)N(SiMe3)Si(OH)3
[Sb(SiO3((2,6-iPr2C6H3)NSiMe3))]4
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane byproducts: HNMe2; under dry oxygen-free N2; metal compd. added dropwise to suspn. of Si compd. (1:1) at room temp., stirred for 24 h at room temp., refluxed for 1h, coooled, concd.; crystd. in 4 d, elem. anal.; | 83% |
Conditions | Yield |
---|---|
In toluene (N2) soln. Sb(NMe2)3 in toluene was added dropwise to suspn. HC6(H)6 in toluene and stirred for 48 h; ppt. was centrifugated and washed with toluene; elem. anal.; | 83% |
tetrahydrofuran
H2(CH2C6H2(C(CH3)3)O)5(CH2C6H5)Si(CH3)2
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
In toluene (N2) soln. Sb(NMe2)3 in toluene was added dropwise to soln. ligand in tiluene, stirred for 24 h at room temp.; solvent was removed in vacuo, residue was dissolved in pentane and centrifuged, THF was added and placed in freezer at -35°C for 4 days; elem. anal.; | 83% |
antimony(III) chloride
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
With ethanol In diethyl ether exclusion of air and moisture; dropwise addn. of SbCl3 in ether to a soln. of Sb(NMe2)3 in ether (molar ratio amide:chloride = 2:1) at -78°C with stirring; after 2 h dropwise addn. of EtOH in ether, stirring for 12 h; ppt. is filtd. at -78°C, dried in vac.; elem. anal.; | 82% |
Conditions | Yield |
---|---|
In diethyl ether; hexane exclusion of air and moisture; dropwise addn. of Sb(NMe2)3 in hexane toa soln. of SbCl3 (molar ratio amide:chloride = 1:2) in ether at -78°C with stirring; mixt. stirred for 12 h at this temp.; solid is filtd. at -78°C, washed (ether); elem. anal.; | 81% |
Conditions | Yield |
---|---|
In hexane; toluene 20°C; filtering, pptn. on concg. (vac.); | 80% |
antimony(III) chloride
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
In diethyl ether; hexane exclusion of air and moisture; dropwise addn. of SbCl3 in ether to a soln. of Sb(NMe2)3 in hexane (molar ratio amide:chloride = 2:1) at -78°C with stirring, reaction time 24 h; solid is filtd. at -78°C; elem. anal.; | 77% |
tris(dimethylamino)stibine
tris(trimethylsilyl)silyltellurol
Conditions | Yield |
---|---|
In hexane N2-atmosphere; stirring Sb-compd. with 3 equiv. of Te-compd. (-78°C, 15 min), warming to room temp., stirring for 60 min; evapn. (reduced pressure), extn. into O(SiMe3)2, filtration, concn., crystn. (-40°C, 24 h), filtration; elem. anal.; | 75% |
antimony(III) chloride
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
With methanol In diethyl ether exclusion of air and moisture; dropwise addn. of SbCl3 in ether to a soln. of Sb(NMe2)3 in ether (molar ratio amide:chloride = 2:1) at -78°C with stirring; after 2 h dropwise addn. of MeOH in ether, stirring for 12 h; ppt. is filtd. at -78°C, dried in vac.; elem. anal.; | 74% |
Conditions | Yield |
---|---|
Stage #1: ((CH3)3SiNHC6H4)2NH; tris(dimethylamino)stibine In hexane at -30 - 20℃; for 24h; Schlenk technique; Glovebox; Inert atmosphere; Stage #2: In hexane under 0.00750075 Torr; for 20h; Schlenk technique; Glovebox; Inert atmosphere; | 72% |
5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene
tris(dimethylamino)stibine
[Sb2(para-tert-butylcalix[6]arene(6-))]
Conditions | Yield |
---|---|
In benzene (N2) soln. Sb(NMe2)3 in benzene was added dropwise to suspn. t-BuC6(H)6 in benzene and stirred for 48 h; ppt. was filtered and washed with benzene; elem. anal.; | 71% |
n-butyllithium
tert-butylphosphine
tris(dimethylamino)stibine
(((CH3)3CP)3Sb)2
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane; toluene byproducts: Sb; (Ar); react. of a soln. of phosphine in THF with a soln. of lithium compd. in hexanes at 0°C, addn. of a soln. of antimony compd. in toluene, warming to room temp., refluxing for 10 min; storage at room temp. for 7 d; elem. anal.; | A 0% B 69% |
(2,6-diisopropylphenylimino)(2,2,6,6-tetramethylpiperidino)borane
tris(dimethylamino)stibine
{(2,6-diisopropylphenyl)(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane
Conditions | Yield |
---|---|
In hexane; pentane (N2 or Ar); to suspn. of borane in pentane was dropped soln. of As(OCH3)3 in hexane with stirring, after stirring for 12 h solvents were removed in vac.; residue was recrystd. from hexane; elem. anal.; | 68% |
[Ga(2-((2,6-diisoproylphenyl)amino)-4-((2,6-diisopropylphenyl)imino)-2-pentene)]
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
In toluene at 75℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox; | 64% |
tris(dimethylamino)stibine
Conditions | Yield |
---|---|
In toluene toluene soln. of Al compd. added dropwise to toluene soln. of Sb compd. (2:1 molar ratio) at 0°C, react. mixt. warmed to room temp., stirred overnight; evapd., extd. (n-hexane), elem. anal.; | 60% |
Conditions | Yield |
---|---|
In tetrahydrofuran; toluene byproducts: toluene, dimethylamine; (argon); addn. of cyclohexylamine in toluene at -78°C to RbCH2C6H5 in toluene, warming to room temp. and stirring 5 min, cooling to -78°C, addn. of Sb(NMe2)3 in THF, stirring (20 min), warming to room temp.; filtration (Celite), removal of solvents (vac.), addn. of Et2O and THF, crystn. upon storage (-15°C, 12 h); elem. anal.; | 59% |
tris(dimethylamino)stibine
(tert-butylimino)(2,2,6,6-tetramethylpiperidino)borane
{t-butyl(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane
Conditions | Yield |
---|---|
In hexane (N2 or Ar); to soln. of borane was dropped Sb(NMe2)3 soln. with stirring, after stirring for 12 h solvent was removed in vac.; residue was recrystd. from hexane; elem. anal.; | 58% |
Antimony and its compounds are on the Community Right-To-Know List.
The Tris(dimethylamido)antimony, with the CAS registry number 7289-92-1, is also known as N,N',N''-Stibantriyltris(N-methylmethanamin). This chemical's molecular formula is C6H18N3Sb and molecular weight is 253.99. What's more, its systematic name is N-bis(dimethylamino)stibanyl-N-methyl-methanamine. It should be sealed and stored in a cool and dry place.
When you are using this chemical, please be cautious about it as the following:
This chemical is flammable, so you should keep it away from sources of ignition - No smoking. It will react violently with water. It is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. It can cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label whenever possible). You should avoid releasing it to the environment just refering to special instructions / safety data sheets.
You can still convert the following datas into molecular structure:
(1)SMILES: CN(C)[Sb](N(C)C)N(C)C
(2)Std. InChI: InChI=1S/3C2H6N.Sb/c3*1-3-2;/h3*1-2H3;/q3*-1;+3
(3)Std. InChIKey: ZUSRFDBQZSPBDV-UHFFFAOYSA-N
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