Product Name

  • Name

    DIPHENYLMETHYLSILANE

  • EINECS 212-281-9
  • CAS No. 776-76-1
  • Article Data65
  • CAS DataBase
  • Density 0.995 g/mL at 25 °C(lit.)
  • Solubility
  • Melting Point 20 °C
  • Formula C13H13Si
  • Boiling Point 266.8 °C at 760 mmHg
  • Molecular Weight 198.34
  • Flash Point 101.8 °C
  • Transport Information
  • Appearance colourless liquid
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 776-76-1 (DIPHENYLMETHYLSILANE)
  • Hazard Symbols IrritantXi
  • Synonyms Silane,methyldiphenyl- (6CI,7CI,8CI,9CI);Diphenylmethylsilane;Methyldiphenylsilane;NSC 111638;SID 4555.0;methyl(diphenyl)silane;benzene, 1,1'-(methylsilylene)bis-;Silane, methyldiphenyl-;Methyl(diphenyl)silan;
  • PSA 0.00000
  • LogP 1.65770

Synthetic route

1-aminomorpholine
4319-49-7

1-aminomorpholine

1,2-dimethyl-1,1,2,2-tetraphenyldisilane
1172-76-5

1,2-dimethyl-1,1,2,2-tetraphenyldisilane

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

1-morpholine
121667-15-0

1-morpholine

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 72h; Ambient temperature;A 96%
B 93%
...Expand
methoxy(methyl)diphenylsilane
18407-48-2

methoxy(methyl)diphenylsilane

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; ethyl bromide; tetraoctyl ammonium bromide In benzene-d6 at 20℃; for 24h; Reagent/catalyst; Solvent;92%
chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

1,2-dimethyl-1,1,2,2-tetraphenyldisilane
1172-76-5

1,2-dimethyl-1,1,2,2-tetraphenyldisilane

Conditions
ConditionsYield
Stage #1: chloromethyldiphenylsilane In tetrahydrofuran at 30℃; for 10h;
Stage #2: With hydrogenchloride In 1,4-dioxane		A 91%
B 5%
With aluminium trichloride 1) electrolysis; Yield given. Multistep reaction. Yields of byproduct given;
4-{[(E)-(Methyl-diphenyl-silanyl)-imino]-methyl}-phenol

4-{[(E)-(Methyl-diphenyl-silanyl)-imino]-methyl}-phenol

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

4-cyanophenol
767-00-0

4-cyanophenol

Conditions
ConditionsYield
With 1,3-dimethyl-2-imidazolidinone; sodium hexamethyldisilazane In tetrahydrofuran at 185℃;A n/a
B 91%
1,2-dimethyl-1,1,2,2-tetraphenyldisilane
1172-76-5

1,2-dimethyl-1,1,2,2-tetraphenyldisilane

1,1-dimethylhydrazine
57-14-7

1,1-dimethylhydrazine

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

1,1-bis(diphenylmethylsilyl)-2,2-dimethylhydrazine
121667-17-2

1,1-bis(diphenylmethylsilyl)-2,2-dimethylhydrazine

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide for 72h; Ambient temperature;A 89%
B 83%
...Expand
chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With sodium tetrahydroborate In acetonitrile at 20℃; for 0.25h; Solvent; Reagent/catalyst; Schlenk technique; Inert atmosphere;84%
Stage #1: chloromethyldiphenylsilane With N,N,N,N,N,N-hexamethylphosphoric triamide; magnesium at 90℃; for 20h; Inert atmosphere;
Stage #2: Acidic conditions;		77.9%
Stage #1: chloromethyldiphenylsilane With sodium iodide In tetrahydrofuran; benzene-d6 at 20℃; for 2h; Inert atmosphere; Schlenk technique;
Stage #2: With [N-[4-(dimethylamino)phenyl]-2-pyridinecarboxamidato](pentamethylcyclopentadienyl)iridium trifluorometanesulfonate; hydrogen; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; benzene-d6 at -196 - 60℃; under 3040.2 Torr; for 48h; Schlenk technique;		42%
With lithium aluminium tetrahydride
With water; N,N,N,N-tetraethylammonium tetrafluoroborate 1) DME, HMPA, -6 deg C, electrolysis; Yield given. Multistep reaction;
1,2-dimethyl-1,1,2,2-tetraphenyldisilane
1172-76-5

1,2-dimethyl-1,1,2,2-tetraphenyldisilane

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With [Ni2(1,3-diisopropyl-imidazolin-2-ylidene)4(μ-1,5-cyclooctadiene)]; hydrogen In toluene at 20℃; under 1350.14 Torr; for 48h; Catalytic behavior; Inert atmosphere; Schlenk technique;83%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

bromobenzene
108-86-1

bromobenzene

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at 0 - 20℃; Inert atmosphere; Schlenk technique;82%
With magnesium 2) ether; Multistep reaction;
lithium aluminium tetrahydride
16853-85-3

lithium aluminium tetrahydride

chloromethyldiphenylsilane
144-79-6

chloromethyldiphenylsilane

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
In not given78%
Benzyldimethyl<(methyldiphenylsilyl)methyl>ammonium bromide
72443-54-0

Benzyldimethyl<(methyldiphenylsilyl)methyl>ammonium bromide

A

N,N'-dimethylbenzylamine
103-83-3

N,N'-dimethylbenzylamine

B

methyldiphenylsilane
776-76-1

methyldiphenylsilane

C

1-(Diphenylmethylsilyl)-trimethylamin
54926-32-8

1-(Diphenylmethylsilyl)-trimethylamin

D

N,N-dimethyl(2-methylbenzyl)amine
4525-48-8

N,N-dimethyl(2-methylbenzyl)amine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 10h; Heating; Further byproducts given;A 3%
B 77%
C 14%
D 25%
...Expand
iodobenzene
591-50-4

iodobenzene

methylphenylsilane
766-08-5

methylphenylsilane

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With bis(tri-t-butylphosphine)palladium(0); triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;77%
With ytterbium 1.) THF, 0 deg C, 30 min, 2.) THF, r.t., 2 h; Yield given; Multistep reaction;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

phenylmagnesium chloride

phenylmagnesium chloride

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

Conditions
ConditionsYield
In tetrahydrofuran at 100℃; for 1h;A 66%
B 13.4%
In tetrahydrofuran at 100℃; for 1h;A 66%
B 13.4%
...Expand

sodium bis(1,2-benzenediolato)methylsilicate

sodium bis(1,2-benzenediolato)methylsilicate

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
In diethyl ether at 35℃; for 2h;60%
methylphenylsilane
766-08-5

methylphenylsilane

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With lithium chloride In tetrahydrofuran at 50℃; for 2h; Inert atmosphere;57%
(CO)5WC(OEt)SiPh3

(CO)5WC(OEt)SiPh3

ethyl vinyl ether
109-92-2

ethyl vinyl ether

A

tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

(CH2)C(SiPh3)(EtO)

(CH2)C(SiPh3)(EtO)

C

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With carbon monoxide In neat (no solvent) High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.;A n/a
B 45%
C n/a
...Expand
methylphenylsilane
766-08-5

methylphenylsilane

Conditions
ConditionsYield
With potassium hydride In 1,2-dimethoxyethane for 64h; Ambient temperature;41%

A

methyldiphenylsilane

methyldiphenylsilane

B

C

1,2,3-Trimethyl-1,2,3-triphenyl-trisilan
42083-74-9

1,2,3-Trimethyl-1,2,3-triphenyl-trisilan

D

C28H34Si4
84098-82-8

C28H34Si4

Conditions
ConditionsYield
With nickel; triphenylphosphine In tetrahydrofuran at 80℃; Product distribution; Irradiation;A n/a
B 20%
C 40%
D 25%
...Expand
(CO)5WC(OEt)SiPh2Me

(CO)5WC(OEt)SiPh2Me

ethyl vinyl ether
109-92-2

ethyl vinyl ether

A

tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

(CH2)C(SiPh2Me)(EtO)

(CH2)C(SiPh2Me)(EtO)

C

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
With carbon monoxide In diethyl ether High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.;A n/a
B 38%
C n/a
...Expand
Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

A

methyldiphenylsilane
776-76-1

methyldiphenylsilane

B

1,2-diphenyltetramethyldisilane
1145-98-8

1,2-diphenyltetramethyldisilane

Conditions
ConditionsYield
With ferrocenium hexafluorophosphate; [Ir(Me)2Cp*PMe3] In dichloromethane at 80℃; for 24h; Product distribution; Further Variations:; Catalysts; Temperatures; dehydrogenative coupling;A 3.4%
B 37%
With silver tetrafluoroborate; [Ir(Me)2Cp*PPh3] In dichloromethane at 80℃; for 48h; dehydrogenative coupling;A 17.5%
B 25%
(CO)5WC(OEt)SiPhMe2

(CO)5WC(OEt)SiPhMe2

ethyl vinyl ether
109-92-2

ethyl vinyl ether

A

tungsten hexacarbonyl
14040-11-0

tungsten hexacarbonyl

(CH2)C(SiPhMe2)(EtO)

(CH2)C(SiPhMe2)(EtO)

C

methyldiphenylsilane
776-76-1

methyldiphenylsilane

Conditions
ConditionsYield
under dried N2; soln. of W-complex in ethyl vinyl ether; stirred at 25° C for 6h; vacuum-evapn.; residue was solved in petrol ether/ether (20/1); eluation of all products at -30° C; vacuum evapn.; crystn. from petrol ether/ ether (10/1) at -30° C; elem. anal.;A n/a
B 34%
C n/a
With carbon monoxide In neat (no solvent) High Pressure; under dried N2; addn. of N-methylbenzimine at 25°C to a soln. of W-complex (CO-pressure: 50 atm); stirring for 2 d at room temp., then for 1-2 h at 80-100°C; vac.-evapn. until dryness; residue dissolved in petroleum ether/ether; chromy. (silica gel/petroleum ether/ether); recrystn. from petroleum ether; elem. anal.;A n/a
B 34%
C n/a
...Expand

Benzene,1,1'-(methylsilylene)bis- Specification

The Benzene,1,1'-(methylsilylene)bis-, with the CAS registry number 776-76-1 and EINECS registry number 212-281-9, has the systematic name of methyl(diphenyl)silane. It is a kind of clear colorless liquid, and belongs to the following product categories: Reduction; Si (Classes of Silicon Compounds); Si-H Compounds; Silicon Compounds (for Synthesis); Synthetic Organic Chemistry. And the molecular formula of the chemical is C13H13Si.

The characteristics of Benzene,1,1'-(methylsilylene)bis- are as followings: (1)ACD/LogP: 5.26; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.25; (4)ACD/LogD (pH 7.4): 5.25; (5)ACD/BCF (pH 5.5): 5804.32; (6)ACD/BCF (pH 7.4): 5804.32; (7)ACD/KOC (pH 5.5): 17206.21; (8)ACD/KOC (pH 7.4): 17206.21; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 0 Å2; (13)Flash Point: 101.8 °C; (14)Enthalpy of Vaporization: 48.44 kJ/mol; (15)Boiling Point: 266.8 °C at 760 mmHg; (16)Vapour Pressure: 0.0139 mmHg at 25°C.

You should be cautious while dealing with this chemical. It irritates to eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: c1(ccccc1)[SiH](c2ccccc2)C
(2)InChI: InChI=1/C13H14Si/c1-14(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11,14H,1H3
(3)InChIKey: FULSRCPEOUATID-UHFFFAOYAJ

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View