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Diphenyldimethoxysilane

Diphenyldimethoxysilane structure

CAS No:
6843-66-9
Formula:
C14H16O2Si
Chemical Name:
Diphenyldimethoxysilane
Synonyms:
Benzene,1,1′-(dimethoxysilylene)bis-;Silane,dimethoxydiphenyl-;1,1′-(Dimethoxysilylene)bis[benzene];Diphenyldimethoxysilane;Dimethoxydiphenylsilane;Z 6074;KBM 202;KBM 202LS5300;TSL 8172;AY 43-047;LS 5300;D 6010;NSC 93509;KBM 202SS;OF 1;OF 1 (silane);AZ 6183;KBM 202S;ZH 1106;D 1731;KBM 200SS;CG-P 213;SID 4535.0;SCA-P 62M;111116-25-7;288156-07-0;155684-42-7
Categories:
Chemical Reagents > Organic Reagents

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Description

Colorless clear liquid

Liquid

Diphenyldimethoxysilane Basic Attributes

Molecular Weight：

244.36100

Exact Mass：

244.36

EC Number：

229-929-1

UNII：

02QB6788GC

NSC Number：

93509

DSSTox ID：

DTXSID2044717

HScode：

2931900090

Characteristics

PSA：

18.46000

XLogP3：

1.53580

Appearance：

Liquid

Density：

1.077 g/cm³

Melting Point：

<0ºC

Boiling Point：

161 °C @ Press: 15 Torr

Flash Point：

121ºC

Refractive Index：

1.5410-1.5450

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R38

safety instructions：

S26-S36

RTECS Number：

VV3643332

Marks：

Precautionary statement(s)：

P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (99.04%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P273, P280, P302+P352, P321, P332+P313, P362, P391, and P501|Aggregated GHS information provided by 104 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

dimethoxydiphenylsilane

Diphenyldimethoxysilane Use and Manufacturing

Methods of Manufacturing

General procedure: Catalyzed CDC reactions were carried out using the following standard protocol. In the glove box, the chosen pre-catalyst (0.05 mmol) was loaded into a Schlenk tube, and subsequently the alcohol (n x 0.05 mmol, n equiv.) followed by silane (n' x 0 0.05 mmol, n' equiv.) were added. The reaction mixture was stirred at the desired temperature (30°C), which was controlled by an oil bath. After the required period, the reaction was quenched by adding CDClIn a nitrogen-filled drybox, aryl manganese compound represented by the followingformula into a glass vial (30.0 mg, 0.039 mmol) and the internal standard eicosane (10.0 mg, 0.035 mmol) was charged and added toluene 1mL and the. It was prepared in a separate vial Si(OEt) 4 and (16.0mg, 0.077mmol) was added thereto using a toluene 1 mL. The reaction wascarried out with stirring for 24 hours at 100 ° C. By Shimadzu GC-2010 gas chromatograph, SiPh (OEt) 3 is 80percent, SiPh 2 (OEt) 2, it was confirmed that have generated 11percent.[0048] Practical 24.3 g (1.0 mol) of flake-like magnesium produced by Wako Pure Chemical Industries, Ltd. (1.74 specific gravity), 54.0 g (0.75 mol) of tetrahydrofuran produced by Tokyo Chemical Industry Co., Ltd., 92.1 g (1.0 mol) of toluene produced by Tokyo Chemical Industry Co., Ltd., and 198.3 g (1.0 mol) of phenyltrimethoxysilane (Z-6126 SILANE) produced by Dow Corning were loaded into a 1 L 4-neck flask equipped with a nitrogen gas feed tube, thermometer, Dimroth type condenser, and dripping funnel. While the mixture was stirred, the mixture was heated to 60°C. Thereafter, 157.0 g (1.0 mol) of phenyl bromide produced by Sigma-Aldrich was added dropwise at 60 to 70°C. After completion of trickling addition, the mixture was further stirred for 1 h, and then was cooled to 30°C. The generated slurry was suction filtered using glass filter paper GC90 manufactured by Advantec, and the byproduct methoxymagnesium bromide was removed by filtration. The tetrahydrofuran was removed by distillation using an evaporator to obtain 232.0 g of the product. The product was confirmed by GC-MS to be diphenyldimethoxysilane (86.8percent purity).[0047] Comparative 500 mL of a phenyl magnesium chloride solution (produced by Sigma-Aldrich, 32 percent by weight tetrahydrofuran solution, 2 mol/L, 1.0 mol equivalents of phenyl magnesium chloride) was loaded into a 1 L 4-neck flask equipped with a nitrogen gas feed tube, thermometer, Dimroth type condenser, and dripping funnel. While the mixture was stirred, the mixture was heated to 60°C. Thereafter, 193.8 g (1.0 mol) of phenyltrimethoxysilane was added dropwise at 60 to 70°C. After completion of trickling addition, the mixture was further stirred for 1 h at 70°C, and then was cooled to 30°C. The generated slurry was suction filtered using glass filter paper GC90 manufactured by Advantec, and the byproduct methoxymagnesium bromide was removed by filtration. The tetrahydrofuran was removed by distillation using an evaporator to obtain 200.2 g of the product. The product was confirmed by MS-GC to be diphenyldimethoxysilane(66.1 percent purity).

Uses

Intermediates

Production

500,000 - 1,000,000 lb

Manufacturing Info：

All other basic organic chemical manufacturing|Benzene, 1,1'-(dimethoxysilylene)bis-: ACTIVE

Computed Properties

Molecular Weight:244.36
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:244.091956283
Monoisotopic Mass:244.091956283
Topological Polar Surface Area:18.5
Heavy Atom Count:17
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Methanol

Benzene

Downstream Products

Phthalic anhydride

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