Bis(trimethylsilyl)selenide supplier

Name
[BIS(TRIMETHYLSILYL)]SELENIDE
EINECS
CAS No. 4099-46-1
Article Data14
CAS DataBase
Density 0,9 g/cm3
Solubility
Melting Point -7 °C
Formula C₆H₁₈SeSi₂
Boiling Point 175 °C at 760 mmHg
Molecular Weight 225.34
Flash Point 59.6 °C
Transport Information
Appearance clear colourless to yellow liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Bis(trimethylsilyl)selenide,98%;[BIS(TRIMETHYLSILYL)]SELENIDE;
PSA 0.00000
LogP 2.36040

Synthetic route

: 75-77-4
chloro-trimethyl-silane

: 4099-46-1
bis(trimethylsilyl)selenide

Conditions

Conditions	Yield
With selenium; lithium triethylborohydride In tetrahydrofuran for 2h; Ambient temperature;	95%
With dilithium diselenide In tetrahydrofuran	80%
With lithium selenide; boron trifluoride diethyl etherate In tetrahydrofuran for 4h; Ambient temperature;	78%

: 2857-97-8
trimethylsilyl bromide

: 4099-46-1
bis(trimethylsilyl)selenide

Conditions

Conditions	Yield
With seleno-aluminate for 3h; Ambient temperature;	62%

: 75-77-4
chloro-trimethyl-silane

: 576-83-0
2,4,6-trimethylphenyl bromide

A: 4099-46-1
bis(trimethylsilyl)selenide

B: 2,4,6-Trimethylphenyl-trimethylsilyl-selenid

Conditions

Conditions	Yield
Yield given. Multistep reaction;

...Expand

: 75-77-4
chloro-trimethyl-silane

: phenylmagnesium bromide

A: 33861-17-5
phenyl trimethylsilyl selenide

B: 4099-46-1
bis(trimethylsilyl)selenide

Conditions

Conditions	Yield
With selenium 1.) ether, r.t., 12 h; 2.) ether, r.t., 24 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

A: 33861-17-5
phenyl trimethylsilyl selenide

B: 4099-46-1
bis(trimethylsilyl)selenide

Conditions

Conditions	Yield
With selenium; phenylmagnesium bromide 1.) ether, r.t., 12 h; 2.) ether, r.t., 24 h; Yield given. Multistep reaction. Yields of byproduct given;

: 42491-33-8
tert-butylbis(trimethylsilyl)phosphine

A: 4099-46-1
bis(trimethylsilyl)selenide

B: 122631-90-7
t-butyl-perselenophosphonic anhydride

Conditions

Conditions	Yield
With selenium

: phenylmagnesium bromide

A: 4099-46-1
bis(trimethylsilyl)selenide

B: 1132-39-4
diphenylselenide

C: 1666-13-3
diphenyl diselenide

Conditions

Conditions	Yield
With selenium; chloro-trimethyl-silane 1.) diethyl ether, 12 h, 2.) diethyl ether, 24 h; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 75-77-4
chloro-trimethyl-silane

: 55163-69-4
lithium n-butylselenolate

A: 14835-66-6
Di-n-butyl selenide

B: 34044-18-3
butyl(trimethylsilyl)selane

C: 4099-46-1
bis(trimethylsilyl)selenide

Conditions

Conditions	Yield
In tetrahydrofuran; hexane at 20℃; Product distribution; Substitution;

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

A: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

B: Natrium-trimethylsilylselanolat

Conditions

Conditions	Yield
With ammonia; sodium	A n/a B 100%
With ammonia; sodium

: {WCl4(NCl)}2

: 4099-46-1
bis(trimethylsilyl)selenide

: {CH3CN-WCl4(μ-dinitridoselenato)Cl4W-NCCH3}

Conditions

Conditions	Yield
With acetonitrile In acetonitrile byproducts: (CH3)3SiCl; W-complex added to (Me3Si)2Se in CH3CN, refluxed for 4 h; solvent removed under vacuum; elem. anal., IR;	100%

: 109-99-9
tetrahydrofuran

: gallium(I) bromide

: 4099-46-1
bis(trimethylsilyl)selenide

: Ga24Se2Br18*12C4H8O

Conditions

Conditions	Yield
In tetrahydrofuran; toluene byproducts: BrSiMe3; Se-compd. in THF added dropwise to GaBr in toluene/THF (3:1) at room temp., heated at reflux for 2 h; separated, concentrated in vac., kept at 50°C for a few days;	99%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 557-20-0
diethylzinc

: zinc(II) selenide

Conditions

Conditions	Yield
In 1,1,1-trichloroethane byproducts: Si(C2H5)(CH3)3; stirred at 75°C for 45 min; filtered, annealed (400°C, 18 h);	97%

: 2234-97-1
tris-n-propylphosphine

: 4099-46-1
bis(trimethylsilyl)selenide

: 598-54-9, 142-71-2, 4180-12-5, 24381-58-6, 66760-61-0, 66760-62-1
copper (I) acetate

: 265668-67-5
[Cu(P((CH2)2CH3)3)3SeSi(CH3)3]

Conditions

Conditions	Yield
In diethyl ether; hexane byproducts: CH3CO2Si(CH3)3; 4 equiv of P(C3H7)3 were added to a soln. of CuO2CH3 in hexane-Et2O, cooled to -45°C, ((CH3)3Si)2Se was added, the mixt. was allowed to warm slowly with stirring to -15°C, stirredfor 2 h (N2); the mother liquor was removed, the crystals were dried under vac. at 0°C for 2 h, recrystd. from cold Et2O; elem. anal.;	97%
In diethyl ether CuOAc dissolved in ether with 4 equiv. propylphosphane, cooled to -40°C, 1 equiv Se(SiMe3)2 was added, warmed to -5°C with stirring for 3 h, solvent evapd.;	80%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 7304-91-8
diphenylselenoxide

A: 107-46-0
Hexamethyldisiloxane

B: 1132-39-4
diphenylselenide

Conditions

Conditions	Yield
In tetrahydrofuran for 1h; Product distribution; Ambient temperature; var. selenium, tellurium and sulfur oxides, other solvents;	A n/a B 96%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 563-63-3
silver(I) acetate

: 607-01-2
ethyl-diphenyl-phosphane

: 935681-91-7
(diphenyl(ethyl)phosphine)3Ag(trimethylsilylselenolato)

Conditions

Conditions	Yield
In diethyl ether byproducts: CH3C(O)OSi(CH3)3; (N2); Ag salt and P(C6H5)2C2H5 dissolved in Et2O, cooled to -70°C, Se(Si(CH3)3)2 added, stirred for ca 1 h; pptd. with cold hexane, sepd., washed (hexane), dried (vac.);	96%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 598-54-9, 142-71-2, 4180-12-5, 24381-58-6, 66760-61-0, 66760-62-1
copper (I) acetate

: 607-01-2
ethyl-diphenyl-phosphane

: 935681-85-9
(diphenyl(ethyl)phosphine)3Cu(trimethylsilylselenolato)

Conditions

Conditions	Yield
In hexane; chloroform byproducts: CH3C(O)OSi(CH3)3; (N2); Cu salt dissolved with P(C6H5)2C2H5 in CHCl3 and hexane, cooled to-60°C, Se(Si(CH3)3)2 added, warmed slowly to -10°C; crystd. at -80°C for 4 d;	96%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 1,3-dimethylimidazolium tert-butylthiolate

: 1,3-dimethylimidazolium trimethylsilylselenolate

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h; Schlenk technique;	96%

: 4099-46-1
bis(trimethylsilyl)selenide

: 1124-19-2
phenyltin trichloride

: C24H20Se6Sn4

Conditions

Conditions	Yield
In toluene at 20℃; for 0.0833333h; Schlenk technique;	96%

: 4099-46-1
bis(trimethylsilyl)selenide

: 16029-98-4
trimethylsilyl iodide

Conditions

Conditions	Yield
With iodine In m-xylene	94%

: 15492-24-7
Cl2Sn{Co(CO)4}2

: 4099-46-1
bis(trimethylsilyl)selenide

: ((CO)4Co)4Sn2Se2

Conditions

Conditions	Yield
In tetrahydrofuran Ar or N2 atmosphere; addn. of Sn-org. compd. to soln. of Co-compd. in THF, stirring (12 h, room temp.); removal of volatiles, repeated washing (n-heptane), recrystn. (toluene/n-hexane); elem. anal.;	93%

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

: 4099-46-1
bis(trimethylsilyl)selenide

: 557-34-6
zinc diacetate

: 499106-44-4
[(N,N'-tetramethylethylenediamine)Zn(SeSiMe3)2]

Conditions

Conditions	Yield
In tetrahydrofuran under N2 atm. to soln. Zn(OAc)2 in THF TMEDA and Se(SiMe3)2 were added at 0°C and stirred for 15 min; THF was removed in vacuo, residue was washed with pentane and dried for 2 h at 0°C, crystn. from hexane-THF (3:1) at -80°C;	92%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 506-82-1
dimethylcadmium

: cadmium(II) selenide

Conditions

Conditions	Yield
In dichloromethane byproducts: Si(CH3)4; stirred at 25°C for 4 h; filtered, powder annealed in vacuo (400°C, 4 h); X-ray powder diffraction;	91%
In toluene byproducts: Si(CH3)4; stirred at 25°C, reaction is fairly slow, taked days to go compled; proton NMR;
In further solvent(s) under argon, soln. of Me2Cd in (n-C8H17)3P and soln. of ((CH3)3Si)2Se in (n-C8H17)3P are combined and added under vigorous stirring to (n-C8H17)3PO at 300°C, heat removed (180°C) then gradually raised to 230-260°C; cooled to 60°C, methanol added, centrifugated, dispersed (1-butanol), centrifugated, precipitate discarded, methanol added to the supernatant, flocculate rinsed (methanol), dried (vacuum);

: tetrachloro(η-pentamethylcyclopentadienyl)tungsten(V)

: 4099-46-1
bis(trimethylsilyl)selenide

A: anti-[(η(5)-pentamethyl-cyclopentadienyl)W(Se)(μ-Se)]2

B: (η(5)-pentamethyl-cyclopentadienyl)W(Se)(μ-Se)Cl2

Conditions

Conditions	Yield
In chloroform all manipulations under dry, O2-free Ar; soln. of compds. reacted at room temp. for 24 h; solvent evapd. in vac., separated by chromy., both compds. recrystd. from CHCl3/CHCl2/hexane at -78°C;	A 90.9% B 7.4%

...Expand

: [(AuCl)2(bis(diphenylphosphanyl)ethane)]

: 4099-46-1
bis(trimethylsilyl)selenide

: [Au18Se8(bis(diphenylphosphanyl)ethane)6]Cl2

Conditions

Conditions	Yield
In dichloromethane byproducts: Me3SiCl, bis(diphenylphosphanyl)ethane; room temp.; stirred, 4 h; layered with n-heptane; crystd., 1 d; elem. anal.;	90%

: [Fe(η-cyclopentadienyl)(CO)2(SnCl3)]

: 4099-46-1
bis(trimethylsilyl)selenide

: {C5H5(CO)2Fe}4Sn4Se6

Conditions

Conditions	Yield
In tetrahydrofuran addn. of a soln. of (Me3Si)2Se in THF to a soln. of (Cp(CO)2Fe)SnCl3 in THF under Ar, color changes from deep brown to light red;; after 24 h evapn. (vac.), recrystn. from THF; elem. anal.;;	88.8%

: (Me3Si)2C(Ph)C(Me3Si)NGaCl2

: 4099-46-1
bis(trimethylsilyl)selenide

: [(Me3Si)2C(Ph)C(Me3Si)NGa(μ-Se)]2

Conditions

Conditions	Yield
In toluene under N2 atm. (Me3Si)2Se was added at room temp. to soln. (Me3Si)2C(Ph)C(Me3Si)NGaCl2 in toluene and stirred for 2 h; solvent was removed in vacuo, residue was crystd. from toluene; elem. anal.;	88%

: 64-17-5
ethanol

: 4099-46-1
bis(trimethylsilyl)selenide

: 598-54-9, 142-71-2, 4180-12-5, 24381-58-6, 66760-61-0, 66760-62-1
copper (I) acetate

: 1605-53-4
diethyl-phenyl-phosphine

: 935681-92-8
(diethyl(phenyl)phosphine)3CuSeH

Conditions

Conditions	Yield
In diethyl ether (N2); Cu salt and P(C2H5)2C6H5 dissolved in Et2O, cooled to -60°C, Se(Si(CH3)3)2 added, stirred for 2 h with warming to ca -10°C; EtOH added, crystd. at -80°C for 12 h;	88%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: C11H13Cl3O2Sn

: C44H52O8Se6Sn4

Conditions

Conditions	Yield
In toluene at 20℃; for 16h; Schlenk technique;	88%

: 4099-46-1
bis(trimethylsilyl)selenide

: Cu(1+)*C2H3O2(1-)*2C9H21P

: [(Me2Ga)6Se(SeSiMe3)4]

: [(iPr3PCu)4(MeGa)4Se6]

Conditions

Conditions	Yield
With water In tetrahydrofuran at -35 - 20℃;	87%

...Expand

: 109-99-9
tetrahydrofuran

: indium(III) chloride

: 109-72-8, 29786-93-4
n-butyllithium

: 4099-46-1
bis(trimethylsilyl)selenide

: Li[In(SeSiMe3)4]*0.5THF

Conditions

Conditions	Yield
Stage #1: tetrahydrofuran; n-butyllithium; bis(trimethylsilyl)selenide at 0 - 20℃; for 1.5h; Schlenk technique; Stage #2: indium(III) chloride In diethyl ether at -78 - 20℃; for 18h; Schlenk technique;	87%

...Expand

: 591-22-0
3,5-Lutidine

: 4099-46-1
bis(trimethylsilyl)selenide

: 557-34-6
zinc diacetate

: 810667-24-4
[(3,5-lutidine)2zinc(SeSiMe3)2]

Conditions

Conditions	Yield
In chloroform under N2 atm. Zn(OAc)2 was dissolved in CHCl3 and 3,5-lutidine, CHCl3 was removed in vacuo and replaced with THF after cooling to -78°C, Se(SiMe3)2 was added; soln. was concd. in vacuo at 0°C THF was removed in vacuo, cold pentane was added, ppt. was washed with pentane and dried in vacuo (0°C) for 30 min, recrystn. from CHCl3-pentane at -80°C for 2 days;	86%
In dichloromethane Se(SiMe3)2 added to soln. of Zn(CH3COO)2 solublized by 3,5-lutidine in CH2Cl2 at -78°C;

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 598-54-9, 142-71-2, 4180-12-5, 24381-58-6, 66760-61-0, 66760-62-1
copper (I) acetate

: 1605-53-4
diethyl-phenyl-phosphine

: 935681-84-8
(diethyl(phenyl)phosphine)3Cu(trimethylsilylselenolato)

Conditions

Conditions	Yield
In diethyl ether; hexane byproducts: CH3C(O)OSi(CH3)3; (N2); Cu salt dissolved in Et2O and hexane, P(C2H5)2C6H5 added, cooled to -60°C, Se(Si(CH3)3)2 added, warmed slowly to -10°C; crystd. at -80°C;	86%

...Expand

: 4099-46-1
bis(trimethylsilyl)selenide

: 185522-84-3
P-(2,6-bis-(2,4,6-trimethylphenyl)phenyl)-P,P-dichlorophosphane

A: C48H50P2Se2

B: C72H75P3Se3

Conditions

Conditions	Yield
In tetrahydrofuran Inert atmosphere;	A 86% B 10%

...Expand

: bis(η5-cyclopentadienyldicarbonyliron)stannane dichloride

: 4099-46-1
bis(trimethylsilyl)selenide

A: {(C5H5)(CO)2Fe}4Sn2Se2

B: {C5H5(CO)2Fe}4Sn4Se6

Conditions

Conditions	Yield
In tetrahydrofuran addn. of a soln. of (Me3Si)2Se in THF to a soln. of (Cp(CO)2Fe)2SnCl2 in THF under Ar, color changed from dark red to deep brown;; after 24 h evapn. (vac.), fractionated recrystn. from THF; elem. anal.;;	A 85% B 3%

...Expand

Bis(trimethylsilyl)selenide Specification

The Bis(trimethylsilyl)selenide is an organic compound with the formula C₆H₁₈SeSi₂. The systematic name of this chemical is hexamethyldisilaselenane. With the CAS registry number 4099-46-1, it is also named as 1,1,1,3,3,3-Hexamethyldisilaselenane.

Physical properties about Bis(trimethylsilyl)selenide are: (1)ACD/LogP: 3.79; (2)ACD/LogD (pH 5.5): 3.79; (3)ACD/LogD (pH 7.4): 3.79; (4)ACD/BCF (pH 5.5): 443.22; (5)ACD/BCF (pH 7.4): 443.22; (6)ACD/KOC (pH 5.5): 2729.33; (7)ACD/KOC (pH 7.4): 2729.33; (8)#Freely Rotating Bonds: 2; (9)Flash Point: 59.6 °C; (10)Enthalpy of Vaporization: 39.44 kJ/mol; (11)Boiling Point: 175 °C at 760 mmHg; (12)Vapour Pressure: 1.58 mmHg at 25°C.

Preparation: this chemical can be prepared by chloro-trimethyl-silane. This reaction will need reagent bis(bromomagnesium) selenide and solvent diethyl ether. The reaction time is 2 hours by heating. The yield is about 27%.

Uses of Bis(trimethylsilyl)selenide: it can be used to produce iodo-trimethyl-silane. It will need reagent iodine and solvent m-xylene. The yield is about 94%.

You can still convert the following datas into molecular structure:
(1)SMILES: [Se]([Si](C)(C)C)[Si](C)(C)C
(2)InChI: InChI=1/C6H18SeSi2/c1-8(2,3)7-9(4,5)6/h1-6H3
(3)InChIKey: FKIZDWBGWFWWOV-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C6H18SeSi2/c1-8(2,3)7-9(4,5)6/h1-6H3
(5)Std. InChIKey: FKIZDWBGWFWWOV-UHFFFAOYSA-N

Product Name

[BIS(TRIMETHYLSILYL)]SELENIDE

Synthetic route

Bis(trimethylsilyl)selenide Specification

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