• Name

  1,4-Bis(dimethylsilyl)benzene

• EINECS 219-638-8
• CAS No. 2488-01-9
• Article Data19
• CAS DataBase
• Density 0.872
• Solubility
• Melting Point 115 °C
• Formula C10H18 Si2
• Boiling Point 218.2°Cat760mmHg
• Molecular Weight 194.424
• Flash Point 80.8°C
• Transport Information
• Appearance
• Safety Moderately toxic by ingestion. Slightly toxic by skin contact. When heated to decomposition it emits acrid smoke and irritating vapors.
• Risk Codes 22
• Molecular Structure
• Hazard Symbols
• Synonyms Silane,1,4-phenylenebis[dimethyl- (9CI); Silane, p-phenylenebis[dimethyl- (7CI,8CI);1,4-Bis(dimethylhydrogensilyl)benzene; 1,4-Bis(dimethylsilyl)benzene;p-Bis(dimethylsilyl)benzene; p-Phenylenebis[dimethylsilane]
• PSA 0.00000
• LogP 1.07400

Synthetic route

1066-35-9

dimethylmonochlorosilane

106-37-6

1.4-dibromobenzene

2488-01-9

1,4-bis(dimethylsilyl)benzene

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran at 50 - 85℃; for 16h; Inert atmosphere;	98%
Stage #1: 1.4-dibromobenzene With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: dimethylmonochlorosilane In tetrahydrofuran at 50 - 85℃;	98%
With magnesium In tetrahydrofuran for 3h; Heating;	85%

1066-35-9

dimethylmonochlorosilane

106-46-7

para-dichlorobenzene

2488-01-9

1,4-bis(dimethylsilyl)benzene

Conditions

Conditions	Yield
With Tris(3,6-dioxaheptyl)amine; sodium In 5,5-dimethyl-1,3-cyclohexadiene at 100 - 110℃; for 7h; Concentration;	95%
With magnesium In diethyl ether; toluene	86.6%

2488-01-9

1,4-bis(dimethylsilyl)benzene

2754-32-7

1,4-bis(hydroxydimethylsilyl)benzene

Conditions

Conditions	Yield
With oxygen In tetrahydrofuran; water at 20℃; under 760.051 Torr; for 1h; Green chemistry;	99%
With C20H24MnN8O2(2+)*2ClO4(1-)*2H2O; dihydrogen peroxide In acetone at 20℃; for 0.25h; Green chemistry;	98%
With water In tetrahydrofuran at 20℃; for 3h;	96%

2488-01-9

1,4-bis(dimethylsilyl)benzene

536-74-3

phenylacetylene

C18H24Si2

Conditions

Conditions	Yield
With C34H39N3O2Rh(1+)*BF4(1-) In dichloromethane-d2 at 60℃; for 4h; Inert atmosphere; Glovebox; stereoselective reaction;	99%
With [Pt(1,3-bis{2,6-bis(diphenylmethyl)-4-methoxyphenyl}imidazol-2-ylidene)(divinyltetramethyldisiloxane)] In toluene at 35℃; Inert atmosphere; Schlenk technique;	92%

106-92-3

Allyl glycidyl ether

2488-01-9

1,4-bis(dimethylsilyl)benzene

18715-54-3

1,4-bis(dimethyl(3-(oxiran-2-ylmethoxy)propyl)silyl)benzene

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene at 0 - 20℃; for 1.16667h; Inert atmosphere;	97%

2488-01-9

1,4-bis(dimethylsilyl)benzene

592-41-6

1-hexene

C22H42Si2

Conditions

Conditions	Yield
With platinum on carbon nanotubes In neat (no solvent) at 20℃; for 36h;	97%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1109-15-5

tris(pentafluorophenyl)borate

3376-52-1

pentaphenylcyclopentaphosphane

C6H4(Si(CH3)2PH(C6H5)B(C6F5)3)2

Conditions

Conditions	Yield
In dichloromethane	96%
In dichloromethane B(C6F5)3 added to soln. of P5Ph5, C6H4(SiMe2H)2 added, mixt. stirred overnight; elem. anal.;	96%

...Expand

2488-01-9

1,4-bis(dimethylsilyl)benzene

1078-97-3

1,4-bis(dimethylchlorosilyl)benzene

Conditions

Conditions	Yield
With tellurium tetrachloride In benzene for 2h; Heating;	95%
With iron(III) chloride; acetyl chloride In 1,2-dichloro-ethane at 20℃; Cooling with ice;	90%
at 0℃;	64%
With trichloroisocyanuric acid In tetrahydrofuran at -20℃; Inert atmosphere; Schlenk technique;	61%
With dichloromethane; eosin y at 20℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation; Green chemistry;	99 %Spectr.

2488-01-9

1,4-bis(dimethylsilyl)benzene

60-29-7

diethyl ether

Reaxys ID: 11382155

Reaxys ID: 11382155

Conditions

Conditions	Yield
tris(pentafluorophenyl)borate In toluene at 25 - 32℃; for 4h;	95%

2488-01-9

1,4-bis(dimethylsilyl)benzene

7539-12-0

allylsuccinic anhydride

C4H4O3*C24H34O6Si2

Conditions

Conditions	Yield
Stage #1: 1,4-bis(dimethylsilyl)benzene; allylsuccinic anhydride With dihydrogen hexachloroplatinate In ethanol; toluene at 70℃; Stage #2: 1,4-bis(dimethylsilyl)benzene In ethanol; toluene at 70 - 90℃; for 3.33333h;	95%

2488-01-9

1,4-bis(dimethylsilyl)benzene

544692-95-7

tris(dimethylvinylsiloxy)hepta(isobutyl)silsesquioxane

C70H144O12Si16

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; regioselective reaction;	95%

2488-01-9

1,4-bis(dimethylsilyl)benzene

C54H62O12Si10

C84H116O12Si16

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; regioselective reaction;	95%

2488-01-9

1,4-bis(dimethylsilyl)benzene

598-25-4

Dimethylallene

1,4-bis(dimethyl(3-methylbut-1-en-2-yl)silyl)benzene

Conditions

Conditions	Yield
With (2-diphenylphosphinocyclopentene-1-(tert-butyl)imine)(allyl)palladium(II) triflate In chloroform-d1 at 20℃; for 2h; Glovebox; Inert atmosphere; regiospecific reaction;	94%

2488-01-9

1,4-bis(dimethylsilyl)benzene

628-71-7

1-Heptyne

C24H42Si2

Conditions

Conditions	Yield
With [Pt(1,3-bis{2,6-bis(diphenylmethyl)-4-methoxyphenyl}imidazol-2-ylidene)(divinyltetramethyldisiloxane)] In toluene at 35℃; for 24h; Inert atmosphere; Schlenk technique;	94%

2488-01-9

1,4-bis(dimethylsilyl)benzene

766-82-5

1-ethynyl-3-methyl-benzene

C28H34Si2

Conditions

Conditions	Yield
With [Pt(1,3-bis{2,6-bis(diphenylmethyl)-4-methoxyphenyl}imidazol-2-ylidene)(divinyltetramethyldisiloxane)] In toluene at 35℃; for 24h; Inert atmosphere; Schlenk technique;	94%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1112-39-6

dimethyldimethoxysilan

polymer, Mw 49.1 KDa, Mw/Mn 2.24; monomer(s): 1,4-bis(dimethylsilyl)benzene; dimethyldimethoxysilane

polymer, Mw 49.1 KDa, Mw/Mn 2.24; monomer(s): 1,4-bis(dimethylsilyl)benzene; dimethyldimethoxysilane

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In toluene	92%

2488-01-9

1,4-bis(dimethylsilyl)benzene

7688-51-9

N,N-bis(trimethylsilyl)allylamine

20152-18-5

1,4-bis(3-aminopropyldimethylsilyl)benzene

Conditions

Conditions	Yield
In methanol; 5,5-dimethyl-1,3-cyclohexadiene	92%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1-ethynyldimethylsiloxy-3,5,7,9,11,13,15-hepta(ethyl)pentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane

C46H102O26Si20

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;	92%

2488-01-9

1,4-bis(dimethylsilyl)benzene

536-74-3

phenylacetylene

1,4-bis{((E)-2-phenylethenyl)dimethylsilyl}benzene

Conditions

Conditions	Yield
With [Pt(1,3-bis{2,6-bis(diphenylmethyl)-4-methoxyphenyl}imidazol-2-ylidene)(divinyltetramethyldisiloxane)] In toluene at 35℃; for 24h; Inert atmosphere; Schlenk technique;	92%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1-ethynyldimethylsiloxy-3,5,7,9,11,13,15-hepta(cyclohexyl)pentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane

C102H186O26Si20

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;	91%

2488-01-9

1,4-bis(dimethylsilyl)benzene

536-74-3

phenylacetylene

1422469-27-9

1,4-bis[dimethyl(phenylethynyl)silyl]benzene

Conditions

Conditions	Yield
With pyridine; zinc trifluoromethanesulfonate; propiononitrile at 100℃; for 30h; Schlenk technique; Inert atmosphere;	90%

2488-01-9

1,4-bis(dimethylsilyl)benzene

113538-80-0

2-(4-vinyl-benzyloxymethyl)-oxirane

1,4-bis(dimethyl(4-((oxiran-2-ylmethoxy)methyl)phenethyl)silyl)benzene

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene at 0 - 20℃; for 3.16667h; Inert atmosphere;	90%

2488-01-9

1,4-bis(dimethylsilyl)benzene

5664-17-5

cyclohexylallene

1,4-bis((3-cyclohexylprop-1-en-2-yl)dimethylsilyl)benzene

Conditions

Conditions	Yield
With (2-diphenylphosphinocyclopentene-1-(tert-butyl)imine)(allyl)palladium(II) triflate In chloroform-d1 at 20℃; for 1h; Glovebox; Inert atmosphere; regiospecific reaction;	89%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1-ethynyldimethylsiloxy-3,5,7,9,11,13,15-hepta(isobutyl)pentacyclo[9.5.1.13,9.15,15.17,13]octasiloxane

C74H158O26Si20

Conditions

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;	89%

2488-01-9

1,4-bis(dimethylsilyl)benzene

[Pt3H(PEt3)3(μ-PPh2)3]

[Pt3(SiMe2C6H4SiMe2H)(PEt3)2(μ-PPh2)3]

Conditions

Conditions	Yield
In toluene byproducts: H2; under Ar or N2 atm. using Schlenk techniques; to soln. of Pt cluster in toluene added 1,4-bis(dimethylsilyl)benzene at room temp.; mixt. stirredat room temp.; solvent removed (vac.); residue washed (hexane, -70°C); dried (vac.); elem. anal.;	87%

2488-01-9

1,4-bis(dimethylsilyl)benzene

638-21-1

phenylphosphane

C32H42P2Si4

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In benzene at 100℃; for 36h; Kinetics; Inert atmosphere; Schlenk technique; Glovebox;	85%

2488-01-9

1,4-bis(dimethylsilyl)benzene

1066-54-2

trimethylsilylacetylene

1,4-bis(dimethyl(1-(trimethylsilyl)vinyl)silyl)benzene

Conditions

Conditions	Yield
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In dichloromethane at 20℃; for 4h; Sealed tube;	84%

2488-01-9

1,4-bis(dimethylsilyl)benzene

6843-66-9

dimethoxy(diphenyl)silane

polymer, Mw 30292 Da, Mw/Mn 2.78; monomer(s): 1,4-bis(dimethylsilyl)benzene; diphenyldimethoxysilane

polymer, Mw 30292 Da, Mw/Mn 2.78; monomer(s): 1,4-bis(dimethylsilyl)benzene; diphenyldimethoxysilane

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In toluene for 3h;	83%

2488-01-9

1,4-bis(dimethylsilyl)benzene

3027-21-2

dimethoxy(methyl)phenylsilane

polymer, Mw 11.7 KDa, Mw/Mn 1.65; monomer(s): 1,4-bis(dimethylsilyl)benzene; methylphenyldimethoxysilane

polymer, Mw 11.7 KDa, Mw/Mn 1.65; monomer(s): 1,4-bis(dimethylsilyl)benzene; methylphenyldimethoxysilane

Conditions

Conditions	Yield
With tris(pentafluorophenyl)borate In toluene	80%

2488-01-9

1,4-bis(dimethylsilyl)benzene

C10H11BrS

1,4-bis((3-((4-bromophenyl)thio)-2-methylpropyl)dimethylsilyl)benzene

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)diiridium(I) dichloride In 1,4-dioxane at 20℃; Inert atmosphere;	80%

1,4-Bis(dimethylsilyl)benzene Chemical Properties

1,4-Bis(dimethylsilyl)benzene Toxicity Data With Reference

1,4-Bis(dimethylsilyl)benzene Consensus Reports

1,4-Bis(dimethylsilyl)benzene Safety Profile