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1,4-Bis(dimethylsilyl)benzene, with the molecular formula C14H22Si2, is an organosilicon compound characterized by a benzene ring with two dimethylsilyl groups attached at the 1 and 4 positions. It is recognized for its stability and compatibility with diverse reaction conditions, establishing it as a versatile building block in the realm of organic chemistry.

2488-01-9

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2488-01-9 Usage

Uses

Used in Organic Synthesis:
1,4-Bis(dimethylsilyl)benzene is utilized as a precursor in the synthesis of a variety of organic and organometallic compounds, contributing to the creation of complex molecules and novel materials.
Used in Polymer Production:
1,4-Bis(dimethylsilyl)benzene serves as a key component in the manufacturing process of polymers, where its properties can influence the polymer's characteristics, such as stability and reactivity.
Used in the Construction of Complex Organic Molecules:
1,4-Bis(dimethylsilyl)benzene is employed as a building block for constructing intricate organic molecules, playing a crucial role in advancing the field of organic chemistry and material science.

Check Digit Verification of cas no

The CAS Registry Mumber 2488-01-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,8 and 8 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 2488-01:
(6*2)+(5*4)+(4*8)+(3*8)+(2*0)+(1*1)=89
89 % 10 = 9
So 2488-01-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H16Si2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3

2488-01-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A12126)  1,4-Bis(dimethylsilyl)benzene, 97%   

  • 2488-01-9

  • 5g

  • 594.0CNY

  • Detail
  • Alfa Aesar

  • (A12126)  1,4-Bis(dimethylsilyl)benzene, 97%   

  • 2488-01-9

  • 25g

  • 2988.0CNY

  • Detail

2488-01-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,4-Bis(dimethylsilyl)benzene

1.2 Other means of identification

Product number -
Other names 1,4-Bis(Dimethylsilyl)Benzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2488-01-9 SDS

2488-01-9Synthetic route

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

1.4-dibromobenzene
106-37-6

1.4-dibromobenzene

1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

Conditions
ConditionsYield
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%
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

para-dichlorobenzene
106-46-7

para-dichlorobenzene

1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

Conditions
ConditionsYield
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; toluene86.6%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1,4-bis(hydroxydimethylsilyl)benzene
2754-32-7

1,4-bis(hydroxydimethylsilyl)benzene

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

phenylacetylene
536-74-3

phenylacetylene

C18H24Si2

C18H24Si2

Conditions
ConditionsYield
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%
Allyl glycidyl ether
106-92-3

Allyl glycidyl ether

1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1,4-bis(dimethyl(3-(oxiran-2-ylmethoxy)propyl)silyl)benzene
18715-54-3

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

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1-hexene
592-41-6

1-hexene

C22H42Si2

C22H42Si2

Conditions
ConditionsYield
With platinum on carbon nanotubes In neat (no solvent) at 20℃; for 36h;97%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

tris(pentafluorophenyl)borate
1109-15-5

tris(pentafluorophenyl)borate

pentaphenylcyclopentaphosphane
3376-52-1

pentaphenylcyclopentaphosphane

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

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

Conditions
ConditionsYield
In dichloromethane96%
In dichloromethane B(C6F5)3 added to soln. of P5Ph5, C6H4(SiMe2H)2 added, mixt. stirred overnight; elem. anal.;96%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1,4-bis(dimethylchlorosilyl)benzene
1078-97-3

1,4-bis(dimethylchlorosilyl)benzene

Conditions
ConditionsYield
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.
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

diethyl ether
60-29-7

diethyl ether

Reaxys ID: 11382155

Reaxys ID: 11382155

Conditions
ConditionsYield
tris(pentafluorophenyl)borate In toluene at 25 - 32℃; for 4h;95%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

allylsuccinic anhydride
7539-12-0

allylsuccinic anhydride

C4H4O3*C24H34O6Si2

C4H4O3*C24H34O6Si2

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

tris(dimethylvinylsiloxy)hepta(isobutyl)silsesquioxane
544692-95-7

tris(dimethylvinylsiloxy)hepta(isobutyl)silsesquioxane

C70H144O12Si16

C70H144O12Si16

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; regioselective reaction;95%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

C54H62O12Si10

C54H62O12Si10

C84H116O12Si16

C84H116O12Si16

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 95℃; regioselective reaction;95%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

Dimethylallene
598-25-4

Dimethylallene

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

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

Conditions
ConditionsYield
With (2-diphenylphosphinocyclopentene-1-(tert-butyl)imine)(allyl)palladium(II) triflate In chloroform-d1 at 20℃; for 2h; Glovebox; Inert atmosphere; regiospecific reaction;94%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1-Heptyne
628-71-7

1-Heptyne

C24H42Si2

C24H42Si2

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

1-ethynyl-3-methyl-benzene
766-82-5

1-ethynyl-3-methyl-benzene

C28H34Si2

C28H34Si2

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

dimethyldimethoxysilan
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
ConditionsYield
With tris(pentafluorophenyl)borate In toluene92%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

N,N-bis(trimethylsilyl)allylamine
7688-51-9

N,N-bis(trimethylsilyl)allylamine

1,4-bis(3-aminopropyldimethylsilyl)benzene
20152-18-5

1,4-bis(3-aminopropyldimethylsilyl)benzene

Conditions
ConditionsYield
In methanol; 5,5-dimethyl-1,3-cyclohexadiene92%
1,4-bis(dimethylsilyl)benzene
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

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

C46H102O26Si20

C46H102O26Si20

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;92%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

phenylacetylene
536-74-3

phenylacetylene

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

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

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
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

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

C102H186O26Si20

C102H186O26Si20

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;91%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

phenylacetylene
536-74-3

phenylacetylene

1,4-bis[dimethyl(phenylethynyl)silyl]benzene
1422469-27-9

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

Conditions
ConditionsYield
With pyridine; zinc trifluoromethanesulfonate; propiononitrile at 100℃; for 30h; Schlenk technique; Inert atmosphere;90%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

2-(4-vinyl-benzyloxymethyl)-oxirane
113538-80-0

2-(4-vinyl-benzyloxymethyl)-oxirane

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

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

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

cyclohexylallene
5664-17-5

cyclohexylallene

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

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

Conditions
ConditionsYield
With (2-diphenylphosphinocyclopentene-1-(tert-butyl)imine)(allyl)palladium(II) triflate In chloroform-d1 at 20℃; for 1h; Glovebox; Inert atmosphere; regiospecific reaction;89%
1,4-bis(dimethylsilyl)benzene
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

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

C74H158O26Si20

C74H158O26Si20

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 20h; Inert atmosphere; regioselective reaction;89%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

[Pt3H(PEt3)3(μ-PPh2)3]

[Pt3H(PEt3)3(μ-PPh2)3]

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

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

Conditions
ConditionsYield
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%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

phenylphosphane
638-21-1

phenylphosphane

C32H42P2Si4

C32H42P2Si4

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In benzene at 100℃; for 36h; Kinetics; Inert atmosphere; Schlenk technique; Glovebox;85%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

trimethylsilylacetylene
1066-54-2

trimethylsilylacetylene

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

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

Conditions
ConditionsYield
With cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate In dichloromethane at 20℃; for 4h; Sealed tube;84%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

dimethoxy(diphenyl)silane
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
ConditionsYield
With tris(pentafluorophenyl)borate In toluene for 3h;83%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

dimethoxy(methyl)phenylsilane
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
ConditionsYield
With tris(pentafluorophenyl)borate In toluene80%
1,4-bis(dimethylsilyl)benzene
2488-01-9

1,4-bis(dimethylsilyl)benzene

C10H11BrS

C10H11BrS

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

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

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

2488-01-9Relevant academic research and scientific papers

Preparation method of BDSB (1,4-bis(dimethyls-ilyl)benzene)

-

Paragraph 0012-0021, (2018/03/06)

The invention relates to a preparation method of BDSB (1,4-bis(dimethyls-ilyl)benzene) and relates to the technical field of chemical synthesis. Metallic sodium, TDA-1 (tris(3,6-dioxaheptyl)amine) andxylene are mixed and stirred at the temperature of 100-110 DEG C until the metallic sodium is changed into sodium sand, then, a mixture comprising p-dichlorobenzene, chlorodimethylsilane and xylene is dropwise added, the obtained mixture reacts at 100-110 DEG C, cooling is performed after the reaction ends, water is dropped, the obtain mixture is stirred and left to stand, an upper organic phaseis taken and subjected to reduced pressure rectification, and the BDSB is obtained. The yield and purity are high, the process is simpler, and the method is low in cost, easy to operate during production and suitable for industrial production.

POLYMER WITH ALTERNATING PHENYLENE SILICON AND SILOXANE STRUCTURE AND METHOD OF PRODUCING PRECURSOR OF THE SAME

-

Paragraph 0041, (2018/08/03)

A polymer with alternating phenylene silicon and siloxane structure and a method of producing a precursor of the same are introduced to develop an autonomous synthesis process for para-phenylene disilanol monomer compounds and design a technique of purifying the polymer with alternating phenylene silicon and siloxane structure easily, so as to enable mass production of the polymer with alternating phenylene silicon and siloxane structure.

With the turn of the silicon extension phenyl and elongated structure of polymer and its precursor for the preparation method (by machine translation)

-

Paragraph 0034, (2018/03/31)

The present invention provides a silicon extension with the turn of phenyl and elongated structure of polymer and its precursor for the preparation method. In this way, development of para-bis-[...] silicon alkanol monomer compound of synthesized process, and further design with the turn of the silicon extension phenyl and elongated framework purification procedure is simple method for manufacturing the same, in order to provide with the turn of the silicon extension phenyl and elongated structure can be in the production of the polymer industry use. (by machine translation)

Synthesis of heteroatomic bridged paracyclophanes

Reuter,Maas,Reuter,Kilgenstein,Asfaha,Von H?nisch

, p. 4530 - 4541 (2017/04/10)

Heteroatomic bridged paracyclophanes were obtained by two independent synthetic approaches. The required precursors consist of para R2SiCl (R = Me, iPr) substituted aromatic rings (2 and 4). They were subsequently functionalised by using NH3, [LiPH2(dme)] or LiAl(PH2)4. In the case of the Me-substituted species 2, the reaction with NH3 directly yielded the Si2N bridged paracyclophane 5. The Si2P incorporated derivative 10 was obtained by lithiation of p-C6H4(SiiPr2PH2)2 (9) and subsequent salt metathesis with the chlorosilane 4. The second approach involves the use of GaEt3 in the formation of four membered (GaPn)2 cycles (Pn = N, P). p-[C6H4{SiiPr2N(H)GaEt2}2]2 (11) and p-[C6H4{SiiPr2P(H)GaEt2}2]2 (12) represent the first examples of stable (GaPn)2cis isomers as the trans species did not appear in solution. Although 11 and 12 show a similar coordination pattern, they differ in the orientation of the aromatic systems: in the solid structure, 11 adopts a-for paracyclophanes so far unique-T-shape conformation of the phenyl rings, while 12 shows the predominant coplanar orientation. All cyclophanes were characterized by X-ray diffraction, elemental analysis, NMR and IR spectroscopy.

Silole-containing poly(silylenevinylene)s: Synthesis, characterization, aggregation-enhanced emission, and explosive detection

Zhao, Zujin,Jiang, Tao,Guo, Yanju,Ding, Liyuan,He, Bairong,Chang, Zhengfeng,Lam, Jacky W. Y.,Liu, Jianzhao,Chan, Carrie Y. K.,Lu, Ping,Xu, Liwen,Qiu, Huayu,Tang, Ben Zhong

experimental part, p. 2265 - 2274 (2012/07/14)

Hydrosilylation polymerizations of 1,1-dimethyl-2,5-bis(4-ethynylphenyl)-3, 4-diphenylsilole with aromatic silylhydrides including 1,4-bis(dimethylsilyl) benzene, 4,4'-bis(dimethylsilyl)biphenyl, 2,5-bis(dimethylsilyl)thiophene, and 2,7-bis(dimethylsilyl)-9,9-dihexylfluorene in the presence of Rh(PPh 3)3Cl catalyst in refluxed tetrahydrofuran afford a series of silole-containing poly(silylenevinylene)s. Under optimum condition, the alkyne polyhydrosilylation reactions progress efficiently and regioselectively, yielding polymers with high molecular weights (Mw up to 95,300) and good stereoregularity (E content close to 99%) in high yields (up to 92%). The polymers are processable and thermally stable, with high decomposition temperatures in the range of 420-449 °C corresponding to 5% weight loss. They are weakly fluorescent in the solution state but become emissive in the aggregate and film states, demonstrating their aggregation-enhanced emission characteristics. The explosive sensing capabilities of the polymers are examined in both solution and aggregate states. The emissions of the polymers aggregates in aqueous mixture are quenched more efficiently by picric acid in an exponential pattern with high quenching constants (up to 27,949 L mol -1), suggesting that the polymers aggregates are sensitive chemosensors for explosive detection. 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012 A series of silole-containing poly(silylenevinylene)s are synthesized regioselectively in high yields. These polymers show aggregation-enhanced emission and sensitive response to explosives in aqueous media. Copyright

PREPARATION OF ORGANOSILICON INTERMEDIATE AND THEIR DERIVATIVES IN A NOVEL GRIGNARD PROCESS

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Page 3, (2008/06/13)

A one-step process for the preparation of organosilicon intermediates. The organosilicon intermediates comprise a group which includes such intermediates as 1,4-bis(dimethylsilyl)benzene, 1,4-bis(dimethylchlorosilyl)benzene, and their derivatives. The process comprises: combining a dihalobenzene with magnesium metal in a co-solvent mixture of an ether and an organic solvent and reacting them with an organosilicon compound of the general formula, R2bHcSiXd. The resulting mixture is allowed to react to completion. The resulting mixture is passed through a filtration device. The liquid, now free of solid magnesium halide, is subjected to a separation technique to recover the subject organosilicon intermediates and their derivatives.

Preparation of bis(3-aminopropyldimethylsilyl)benzene compounds

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, (2008/06/13)

1,2-, 1,3- or 1,4-bis(3-aminopropyldimethylsilyl)benzene is prepared by effecting hydrosilylation reaction between N,N-bis(trimethylsilyl)allylamine and 1,2-, 1,3- or 1,4-bis(dimethylsilyl)benzene in the presence of a platinum catalyst, followed by detrimethylsilylation reaction. The process is simple and inexpensive to synthesize the end compound in high yields without forming isomers.

Phenyldimethylsilyl-substituted ketenes and bisketenes

Liu, Ronghau,Marra, Romeo M.,Tidwell, Thomas T.

, p. 6227 - 6232 (2007/10/03)

The phenyldimethylsilyl-substituted monoketene PhMe2SiCH=C=O (1) and bisketene (PhMe2-SiC=C=O)2 (3) have been prepared and compared to the corresponding Me3Si- and t-BuMe2Si-substituted species. The 13C, 17O, and 29Si NMR spectra fit the pattern shown by other silylketenes and provide no evidence for transmission of a substituent effect of the Ph group through the silicon to the ketenyl group, as has been proposed for PhMe2Si-substituted radicals. The UV spectrum of 1 does show a longer λ and greater ∈ than for t-BuMe2SiCH=C=O, and this may indicate some interaction of the phenyl group with the ketene chromophore, while the greater reactivity of 1 in hydration compared to t-BuMe2SiCH=C=O is ascribed to the inductive effect of the phenyl. The very similar ring-opening reactivity of the bis(phenyldimethylsilyl)cyclobutenedione (6) to form 3 compared to the bis(Me3Si) analogues also provides no evidence of a significant interaction of the phenyl with the ketene. A new type of stabilized 1,8-bisketene based on the arylbis(dimethylsilyl) grouping, namely, 1,4-bis(ketenyldimethylsilyl)benzene (12), has been prepared for the first time.

Polycylopentadienyls: synthesis of arylsilylcyclopentadienyl compounds and their η5-complexes with tungsten

Plenio, Herbert

, p. 21 - 28 (2007/10/02)

A general route to arylsilylcyclopentadienyl compounds starting from 1,4-C6H4Br2, 2,6-C5NH3Br2 and 1,3,5-C6H3Br3 is described.The aryl bromides were treated with Mg/ClSiMe2H to give the aryldimethylsilanes 1,4-C6H4(SiMe2H)2, 2,6-C5NH3(SiMe2H)2, and 1,3,5-C6H3(SiMe2H)3 which after reaction with Cl2 or Br2 yielded the aryldimethylsilyl halides 1,4-C6H4(SiMe2Br)2, 2,6-C5NH3(SiMe2Br)2, 1,3,5-C6H3(SiMe2X)3 (X=Br or Cl) in excellent yields.The halide can be replaced by various cyclopentadienides to give aryldimethylsilylcyclopentadienes of the general type 1,4-C6H4(SiMe2Cp)2 and 1,3,5-C6H3(SiMe2Cp)3 (Cp=C5H5 (8,11), C5H3(t-C4H9)2 (9, 12), C5HMe4 (10, 13)).Compounds C6H5(SiMe2(C5H5)), 1,4-C6H4(SiMe2(C5H5))2 (8) and 1,3,5-C6H3(SiMe2(C5H5))3 (11) were in turn treated with NaH, (MeCN)3W(CO)3, and MeI to give the η5-bound complexes C6H5(SiMe2(C5H4)W(CO)3Me) (14), 1,4-C6H4(SiMe2(C5H4)W(CO)3Me)2 (15), 1,3,5-C6H3(SiMe2(C5H4)W(CO)3Me)3 (16), which contain up to three half-sandwich units within one molecule.

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