Product Name

  • Name

    TRIS(DIMETHYLAMINO)ANTIMONY

  • EINECS
  • CAS No. 7289-92-1
  • Article Data4
  • CAS DataBase
  • Density 1.325 g/mL at 25 °C(lit.)
  • Solubility
  • Melting Point
  • Formula C6H18N3Sb
  • Boiling Point 32-34 °C at 0.45 mm Hg
  • Molecular Weight 253.979
  • Flash Point 7 °F
  • Transport Information UN 3398 4.3/PG 1
  • Appearance Yellow liquid
  • Safety 16-26-36/37/39-45-61
  • Risk Codes 10-14-20/22-34-51/53
  • Molecular Structure Molecular Structure of 7289-92-1 (TRIS(DIMETHYLAMINO)ANTIMONY)
  • Hazard Symbols CorrosiveC,DangerousN
  • Synonyms N,N',N''-Stibinetriyltris(N-methylmethanamine);N,N',N''-Stibantriyltris(N-methylmethanamin);N-Bis(dimethylamino)stibanyl-N-methyl-methanamine;
  • PSA 9.72000
  • LogP 0.03690

Synthetic route

antimony(III) chloride
10025-91-9

antimony(III) chloride

lithium dimethylamide
3585-33-9

lithium dimethylamide

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

Conditions
ConditionsYield
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
463-51-4

Ketene

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

tris(dimethylcarbamoylmethyl)stibine
113359-20-9

tris(dimethylcarbamoylmethyl)stibine

Conditions
ConditionsYield
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%
tri(n-butyl)aluminium
1116-70-7

tri(n-butyl)aluminium

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

{(C4H9)2AlN(CH3)2}2

{(C4H9)2AlN(CH3)2}2

B

tributylstibine
2155-73-9

tributylstibine

Conditions
ConditionsYield
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;;
triisobutylaluminum
100-99-2

triisobutylaluminum

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

[(C4H9)2Al(N(CH3)2)2Al(C4H9)2]

[(C4H9)2Al(N(CH3)2)2Al(C4H9)2]

B

triisobutylantimony
42966-06-3

triisobutylantimony

Conditions
ConditionsYield
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
75-24-1

trimethylaluminum

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

tetramethylbis[μ-(N-mrthylmethanaminato)]dialuminum
22450-81-3

tetramethylbis[μ-(N-mrthylmethanaminato)]dialuminum

B

trimethylantimony
594-10-5

trimethylantimony

Conditions
ConditionsYield
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
1121-53-5

benzyl sodium

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

cyclohexylphosphine
822-68-4

cyclohexylphosphine

Sb7Na3((CH3)2NCH2CH2N(CH3)2)3(C4H8O)3

Sb7Na3((CH3)2NCH2CH2N(CH3)2)3(C4H8O)3

Conditions
ConditionsYield
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%
tri-n-propylaluminum
102-67-0

tri-n-propylaluminum

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

{(C3H7)2AlN(CH3)2}2

{(C3H7)2AlN(CH3)2}2

B

tripropylstibine
5613-69-4

tripropylstibine

Conditions
ConditionsYield
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
124-38-9

carbon dioxide

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

tris(N,N-dimethylcarbamato)antimony(III)
473302-00-0

tris(N,N-dimethylcarbamato)antimony(III)

Conditions
ConditionsYield
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%
triethylaluminum
97-93-8

triethylaluminum

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

[(C2H5)2Al(N(CH3)2)2Al(C2H5)2]

[(C2H5)2Al(N(CH3)2)2Al(C2H5)2]

B

triethylantimony
617-85-6

triethylantimony

Conditions
ConditionsYield
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
110-54-3

hexane

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

5,11,17,23,29-penta-tert-butyl-31-n-benzoxy-32,33,34,35-tetrahydroxycalix<5>arene
166302-06-3

5,11,17,23,29-penta-tert-butyl-31-n-benzoxy-32,33,34,35-tetrahydroxycalix<5>arene

[Sb2O(monobenzyl-para-t-butylcalix[5]arene(4-))]*1.5(hexane)

[Sb2O(monobenzyl-para-t-butylcalix[5]arene(4-))]*1.5(hexane)

Conditions
ConditionsYield
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%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

cyclohexylamine
108-91-8

cyclohexylamine

Li[(((CH3)2N)Sb(NC6H11)2)2Sb]

Li[(((CH3)2N)Sb(NC6H11)2)2Sb]

Conditions
ConditionsYield
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
7289-92-1

tris(dimethylamino)stibine

2,2'-((4-bromophenyl)methylene)bis(3-methyl-1H-indole)
620177-71-1

2,2'-((4-bromophenyl)methylene)bis(3-methyl-1H-indole)

Di-(3-methylindol-2-yl)dimethylamidoantimony-4-bromophenylmethane
1401085-50-4

Di-(3-methylindol-2-yl)dimethylamidoantimony-4-bromophenylmethane

Conditions
ConditionsYield
In toluene at -78 - 25℃; for 3h;88%
tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

HSeSi(Si(CH3)3)3
148808-60-0

HSeSi(Si(CH3)3)3

Sb(3+)*3SeSi(Si(CH3)3)3(1-)=Sb[SeSi(Si(CH3)3)3]3

Sb(3+)*3SeSi(Si(CH3)3)3(1-)=Sb[SeSi(Si(CH3)3)3]3

Conditions
ConditionsYield
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%
2.6-dimethylphenol
576-26-1

2.6-dimethylphenol

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

Sb(OC6H3Me2-2,6)3

Sb(OC6H3Me2-2,6)3

Conditions
ConditionsYield
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
7289-92-1

tris(dimethylamino)stibine

(2,6-iPr2C6H3)N(SiMe3)Si(OH)3
163631-37-6

(2,6-iPr2C6H3)N(SiMe3)Si(OH)3

[Sb(SiO3((2,6-iPr2C6H3)NSiMe3))]4
934165-80-7

[Sb(SiO3((2,6-iPr2C6H3)NSiMe3))]4

Conditions
ConditionsYield
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%
tetrahydrofuran
109-99-9

tetrahydrofuran

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

calix[6]arene
96107-95-8

calix[6]arene

[Sb2(calix[6]arene(6-))]*1.5THF*1.5pentane

[Sb2(calix[6]arene(6-))]*1.5THF*1.5pentane

Conditions
ConditionsYield
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
109-99-9

tetrahydrofuran

H2(CH2C6H2(C(CH3)3)O)5(CH2C6H5)Si(CH3)2
1192283-08-1

H2(CH2C6H2(C(CH3)3)O)5(CH2C6H5)Si(CH3)2

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

Sb(N(CH3)2)(CH2C6H2(C(CH3)3)O)5(CH2C6H5)Si(CH3)2*OC4H8

Sb(N(CH3)2)(CH2C6H2(C(CH3)3)O)5(CH2C6H5)Si(CH3)2*OC4H8

Conditions
ConditionsYield
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
10025-91-9

antimony(III) chloride

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

dimethylaminochloroethoxostibane

dimethylaminochloroethoxostibane

Conditions
ConditionsYield
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%
antimony(III) chloride
10025-91-9

antimony(III) chloride

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

dimethylaminodichlorostibane

dimethylaminodichlorostibane

Conditions
ConditionsYield
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%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

cyclohexylamine
108-91-8

cyclohexylamine

((C6H11NLi)3Sb)2

((C6H11NLi)3Sb)2

Conditions
ConditionsYield
In hexane; toluene 20°C; filtering, pptn. on concg. (vac.);80%
antimony(III) chloride
10025-91-9

antimony(III) chloride

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

bis(dimethylamino)chlorostibane

bis(dimethylamino)chlorostibane

Conditions
ConditionsYield
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
7289-92-1

tris(dimethylamino)stibine

tris(trimethylsilyl)silyltellurol
133100-98-8

tris(trimethylsilyl)silyltellurol

Sb(3+)*3TeSi(Si(CH3)3)3(1-)=Sb[TeSi(Si(CH3)3)3]3

Sb(3+)*3TeSi(Si(CH3)3)3(1-)=Sb[TeSi(Si(CH3)3)3]3

Conditions
ConditionsYield
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
10025-91-9

antimony(III) chloride

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

dimethylaminochloromethoxostibane

dimethylaminochloromethoxostibane

Conditions
ConditionsYield
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%
((CH3)3SiNHC6H4)2NH
205517-60-8

((CH3)3SiNHC6H4)2NH

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

C18H26N3SbSi2

C18H26N3SbSi2

Conditions
ConditionsYield
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
189832-67-5

5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41-hexakis(hydroxy)calix[6]arene

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

[Sb2(para-tert-butylcalix[6]arene(6-))]
1185419-79-7

[Sb2(para-tert-butylcalix[6]arene(6-))]

Conditions
ConditionsYield
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
109-72-8, 29786-93-4

n-butyllithium

tert-butylphosphine
2501-94-2

tert-butylphosphine

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

A

Sb7(3-)

Sb7(3-)

(((CH3)3CP)3Sb)2
511242-27-6

(((CH3)3CP)3Sb)2

Conditions
ConditionsYield
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
113748-54-2

(2,6-diisopropylphenylimino)(2,2,6,6-tetramethylpiperidino)borane

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

{(2,6-diisopropylphenyl)(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane
117499-86-2

{(2,6-diisopropylphenyl)(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane

Conditions
ConditionsYield
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)]
317322-17-1

[Ga(2-((2,6-diisoproylphenyl)amino)-4-((2,6-diisopropylphenyl)imino)-2-pentene)]

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

C62H94Ga2N6Sb2

C62H94Ga2N6Sb2

Conditions
ConditionsYield
In toluene at 75℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox;64%
[((2,6-(isopropyl)2C6H3)NC(CH3)CHC(CH3)N(2,6-(isopropyl)2C6H3))Al(methyl)OH]

[((2,6-(isopropyl)2C6H3)NC(CH3)CHC(CH3)N(2,6-(isopropyl)2C6H3))Al(methyl)OH]

tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

[HC(CMeN(C6H3(i-Pr)2))2Al(Me)(μ-O)]2Sb(NMe2)

[HC(CMeN(C6H3(i-Pr)2))2Al(Me)(μ-O)]2Sb(NMe2)

Conditions
ConditionsYield
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%
tris(dimethylamino)stibine
7289-92-1

tris(dimethylamino)stibine

cyclohexylamine
108-91-8

cyclohexylamine

benzyl rubidium

benzyl rubidium

[Sb3(NC6H11)4(NHC6H11)2Rb(C4H8O)2]

[Sb3(NC6H11)4(NHC6H11)2Rb(C4H8O)2]

Conditions
ConditionsYield
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
7289-92-1

tris(dimethylamino)stibine

(tert-butylimino)(2,2,6,6-tetramethylpiperidino)borane
89201-97-8

(tert-butylimino)(2,2,6,6-tetramethylpiperidino)borane

{t-butyl(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane
117499-82-8

{t-butyl(dimethylamino(2,2,6,6-tetramethylpiperidino)boryl)amino}bis(dimethylamino)stibane

Conditions
ConditionsYield
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%

Tris(dimethylamido)antimony Consensus Reports

Antimony and its compounds are on the Community Right-To-Know List.

Tris(dimethylamido)antimony Specification

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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