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75-54-7

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75-54-7 Usage

Description

Methyl dichlorosilane, is a colorless liquid with a sharp irritating odor. It is a dangerous fire risk, corrosive, and water reactive. The flammable range is wide, from 6% on the lower end to 55% on the upper end. Boiling point is 107°F (41°C), flash point is 15°F (?9°C), and ignition temperature is more than 600°F (315°C). Specific gravity is 1.11, which is heavier than water. Vapors are heavier than air and will travel to ignition sources. It is immiscible in water and decomposes on contact to release hydrogen chloride gas. Methyl dichlorosilane is toxic by inhalation and skin absorption; it is irritating to the skin, eyes, and respiratory system. Contact with the material may cause burns to the eyes and skin. The four-digit UN identification number is 1242. The NFPA 704 designation is health 3, flammability 3, and reactivity 2. The white space at the bottom of the diamond has a W with a slash through it, indicating water reactivity. The primary use is in the manufacture of siloxanes, which are straight-chained compounds similar to paraffin hydrocarbons.

Chemical Properties

Methyl dichlorosilane is a clear, straw-colored liquid.

Uses

Dichloromethylsilane is a monomer ('building block') in the production of silicone polymers. An intermediate (starting material) in the production of other organic and inorganic chemicals. In the electronics industry for the production of ultra-pure polysilicon and in the manufacture of semiconductors and photovoltaics.

Application

Provides better diastereoselective reductive aldol reactionbetween an aldehyde and an acrylate ester than othersilanes. Forms high-boiling polymeric by-products uponaqueous work-up.

General Description

A colorless fuming liquid with a pungent odor. Flash point: -26°F; Boiling point: 41°C (106°F) . Vapors heavier than air. Vapor and liquid may cause burns. Denser than water and decomposed by water to form hydrochloric acid, a corrosive material.

Reactivity Profile

Chlorosilanes, such as Dichloromethylsilane, are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases. Impact of dichlorosilane causes mixtures to burst into flame. This is the case, when the dichlorosilane and most likely related substances are mixed with oxidants such as potassium permanganate, lead oxide, copper oxide, or silver oxide, even under inert gas atmosphere [Bretherick, 1995, pg. 193]. With Dichloromethylsilane, toxic hydrogen chloride and phosgene gases may be formed when burned.

Hazard

Flammable, dangerous fire risk. Very toxic.

Health Hazard

Inhalation causes irritation of respiratory tract; heavy exposure can cause pulmonary edema. Contact of liquid with skin or eyes causes severe burns. Ingestion causes burns of mouth and stomach.

Chemical Reactivity

Reactivity with Water Reacts violently to form hydrogen chloride (hydrochloric acid); Reactivity with Common Materials: Reacts with surface moisture to evolve hydrogen chloride, which is corrosive to common metals; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flood with water, rinse with sodium bicarbonate or lime solution; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic by inhalation. Corrosive. A severe irritant to skin, eyes, and mucous membranes. Ignites spontaneously in air. A very dangerous fire hazard when exposed to heat or flame. Forms impact-sensitive explosive mixtures with potassium permanganate, lead(Ⅱ) oxide, lead(Ⅳ) oxide, copper oxide, silver oxide. To fight fire, use water, foam, CO2, mist. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROSILANE.

Potential Exposure

This material is used to make siloxanes and other silicone polymer (polysiloxane) materials. Incompatibilities: May form explosive mixture with air. Reacts violently with water producing heat, corrosive hydrochloric acid and flammable hydrogen. Methyl dichlorosilane may spontaneously ignite on contact with air (even under inert gas) and on contact with potassium permanganate, lead(II) oxide; copper oxide; silver oxide. Violent reaction with oxidizers. Decomposes on contact with hot surfaces or flames producing toxic and corrosive fumes including silicon oxides, hydrogen chloride, and phosgene. Decomposes on contact with alkaline compounds producing highly flammable hydrogen gas. Corrodes many metals in presence of water. Attacks some plastics, rubber and coatings.

Shipping

UN1242 Methyldichlorosilane Hazard Class: 4.3; Labels: 4.3-Dangerous when wet material; 8-Corrosive material, 3-Flammable liquid.

Purification Methods

Impurities are generally other chloromethyl silanes. Distil it through a conventional Stedman column (p 11) of 20 theoretical plates or more. It should be protected from H2O by storing over P2O5. [Stck & Somieski Chem Ber 52 695 1919, Sauer J Am Chem Soc 68 962 1946, Beilstein 4 IV 4096.]

Waste Disposal

See “Spill Handling.”

Check Digit Verification of cas no

The CAS Registry Mumber 75-54-7 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 5 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 75-54:
(4*7)+(3*5)+(2*5)+(1*4)=57
57 % 10 = 7
So 75-54-7 is a valid CAS Registry Number.
InChI:InChI=1/CH4Cl2Si/c2-1(3)4/h1H,4H3

75-54-7 Well-known Company Product Price

  • Brand
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  • Alfa Aesar

  • (14079)  Dichloromethylsilane, 97+%   

  • 75-54-7

  • 100g

  • 309.0CNY

  • Detail
  • Alfa Aesar

  • (14079)  Dichloromethylsilane, 97+%   

  • 75-54-7

  • 500g

  • 1288.0CNY

  • Detail
  • Aldrich

  • (440248)  Dichloromethylsilane  ≥97%

  • 75-54-7

  • 440248-100ML

  • 342.81CNY

  • Detail
  • Aldrich

  • (440248)  Dichloromethylsilane  ≥97%

  • 75-54-7

  • 440248-1L

  • 1,173.51CNY

  • Detail

75-54-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Dichloromethylsilane

1.2 Other means of identification

Product number -
Other names dichloro(methyl)silane

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:75-54-7 SDS

75-54-7Synthetic route

1,1,2,2-tetrachloro-1,2-dimethyldisilane
4518-98-3

1,1,2,2-tetrachloro-1,2-dimethyldisilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

Conditions
ConditionsYield
silica gel; 3,5-Dimethyl-1-<(2-triethoxysilyl)ethyl>-1H-pyrazol Product distribution; Mechanism; Heating; var. of catalyst, also with HCl;A 0.4%
B 99.6%
methylsilane
992-94-9

methylsilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether at 80℃; for 36h; Temperature; Solvent; Reagent/catalyst;A 7%
B 87%
With hydrogenchloride In 1,4-dioxane at 100℃; for 49.33h; Time;A 87%
B 9%
With HCl In neat (no solvent) heating of CH3SiH3 and HCl in a closed tube at 100°C in presence of AlCl3 for several hours;;
With hydrogenchloride; diethyl ether In benzene-d6 at 80℃; Reagent/catalyst; Schlenk technique; Inert atmosphere;A 7 %Spectr.
B 87 %Spectr.
methylene chloride
74-87-3

methylene chloride

silicon
7440-21-3

silicon

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

C

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
tin; aluminum silicide; zinc(II) oxide; copper dichloride at 280 - 300℃; for 6h; Rochow reaction;A 1.7%
B n/a
C 83.8%
zinc(II) oxide; copper dichloride at 280 - 300℃; for 6h; Rochow reaction;A 4.5%
B n/a
C 83.7%
zinc(II) oxide; aluminium; copper dichloride at 280 - 300℃; for 6h; Rochow reaction;A 2.8%
B n/a
C 82.1%
With PdSi at 400℃; for 6h;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

1,1,2,2-tetrachloro-1,2-dimethyldisilane
4518-98-3

1,1,2,2-tetrachloro-1,2-dimethyldisilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With tetra-n-butylphosphonium chloride; lithium hydride In diethylene glycol dimethyl ether at -196 - 160℃; for 35h; Reagent/catalyst; Sealed tube;A 64%
B 24%
With tetra-n-butylphosphonium chloride; lithium hydride In diethylene glycol dimethyl ether at -196 - 160℃; Temperature; Reagent/catalyst; Sealed tube;A 64 %Spectr.
B 24 %Spectr.
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With tetra-n-butylphosphonium chloride; lithium hydride In diethylene glycol dimethyl ether at -196 - 160℃; for 62h; Temperature; Reagent/catalyst; Sealed tube;A 63%
B 19%
With lithium hydride; triphenylphosphine In diethylene glycol dimethyl ether at -196 - 160℃; for 62h; Time; Reagent/catalyst; Temperature; Sealed tube;A 62%
B 23%
With Dichlorosilane; Aliquat 336 at 70℃; under 1650.17 Torr; Product distribution / selectivity;
With Dichlorosilane; 1-butyl-3-methylimidazolium chloride at 80℃; under 1500.15 Torr; Product distribution / selectivity;
With tetra-n-butylphosphonium chloride; lithium hydride at -196 - 120℃; for 2.5h; Time; Temperature; Sealed tube;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

methylsilane
992-94-9

methylsilane

C

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With Tetraethylene glycol dimethyl ether; tetra-n-butylphosphonium chloride; lithium hydride In 1,4-dioxane at -196 - 120℃; for 70.75h; Temperature; Reagent/catalyst; Sealed tube;A 60%
B 5%
C 32%
With tri-n-butyl-tin hydride; [2,2]bipyridinyl In diethylene glycol dimethyl ether for 1h; Ambient temperature;A n/a
B n/a
C 55%
With Tetraethylene glycol dimethyl ether; tetra-n-butylphosphonium chloride; lithium hydride In 1,4-dioxane at -196 - 120℃; for 70.75h; Sealed tube;A 40%
B 15%
C 44%
dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

D

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With aluminium trichloride at 140℃; for 15h;A 0.092 mol
B 59%
C 0.01 mol
D 0.055 mol
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With Tetraethylene glycol dimethyl ether; tetra-n-butylphosphonium chloride; lithium hydride In 1,4-dioxane at -196 - 160℃; for 26h; Reagent/catalyst; Sealed tube;57%
With hydrogen; aluminium at 450℃;
With trichlorosilane; chlorosilane; Dichlorosilane; tetra-n-butylphosphonium chloride at 78℃; under 1425.14 Torr; Product distribution / selectivity;
methylene chloride
74-87-3

methylene chloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

C

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With silicon; zinc at 325℃; for 24h; Reagent/catalyst; Inert atmosphere;A n/a
B n/a
C 41.1%
With copper(II) oxide; silicon; zinc at 325℃; for 24h; Reagent/catalyst; Inert atmosphere;A n/a
B n/a
C 17.5%
With silicon; bronze; cesium chloride; copper(l) chloride at 200 - 360℃; for 8h; Product distribution / selectivity;
methane
34557-54-5

methane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

Conditions
ConditionsYield
With Si-Cu; HCl In neat (no solvent) Si-Cu (10:2) and a mixt. of CH4 and HCl at 350°C;;A 38.8%
B 9.4%
With hydrogenchloride; copper; silicon In neat (no solvent) Si-Cu (10:2) and a mixt. of CH4 and HCl at 350°C;;A 38.8%
B 9.4%
trimethylsilyl(dimethylchlorosilyl)methane
13683-11-9

trimethylsilyl(dimethylchlorosilyl)methane

bis(chlorodimethylsilyl)methane
5357-38-0

bis(chlorodimethylsilyl)methane

dichloro[(chlorodimethylsilyl)methyl]methylsilane
4519-04-4

dichloro[(chlorodimethylsilyl)methyl]methylsilane

bis(methyldichlorosilyl)methane
4519-03-3

bis(methyldichlorosilyl)methane

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

C

methylsilane
992-94-9

methylsilane

D

dimethylsilane
1111-74-6

dimethylsilane

E

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With tetra-n-butylphosphonium chloride; lithium hydride In diethylene glycol dimethyl ether at -196 - 220℃; for 31h; Sealed tube;A 7%
B 34%
C 9%
D 5%
E 7%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

C

trichlorosilane
10025-78-2

trichlorosilane

Conditions
ConditionsYield
With hydrogen; Rh/C at 700℃; Product distribution / selectivity;A 5.5%
B 28.2%
C 22.9%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

C

methylsilane
992-94-9

methylsilane

D

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With Tetraethylene glycol dimethyl ether; tetra-n-butylphosphonium chloride; lithium hydride at 80 - 120℃; for 86.25h;A 17%
B 19%
C 11%
D 23%
1,1,1,2,2,2-hexamethyldisilane
1450-14-2

1,1,1,2,2,2-hexamethyldisilane

pentamethylchlorodisilane
1560-28-7

pentamethylchlorodisilane

1,2-dichlorotetramethylsilane
4342-61-4

1,2-dichlorotetramethylsilane

1,1,2-trichloro-1,2,2-trimethyldisilane
13528-88-6

1,1,2-trichloro-1,2,2-trimethyldisilane

1,1,2,2-tetrachloro-1,2-dimethyldisilane
4518-98-3

1,1,2,2-tetrachloro-1,2-dimethyldisilane

1,1-dichlorotetramethyldisilane
4518-99-4

1,1-dichlorotetramethyldisilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

D

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

E

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With hydrogenchloride at 430 - 750℃; for 72h; Conversion of starting material;A 4 %Chromat.
B 12 %Chromat.
C 7 %Chromat.
D 6 %Chromat.
E 21%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

tetrachlorosilane
10026-04-7, 53609-55-5

tetrachlorosilane

Conditions
ConditionsYield
With hydrogen; Rh/C at 600℃; Product distribution / selectivity;A 6.4%
B 5.1%
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

methylsilane
992-94-9

methylsilane

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With aluminium trichloride at 100℃;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

methylsilane
992-94-9

methylsilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-methyl-silane
993-00-0

chloro-methyl-silane

Conditions
ConditionsYield
With aluminium trichloride
With triphenylphosphine In diethylene glycol dimethyl ether at -196 - 120℃; Reagent/catalyst; Solvent; Temperature; Sealed tube;
methylene chloride
74-87-3

methylene chloride

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With copper; silicon at 300℃;
With hydrogenchloride; copper-doped silicon at 300℃;
With hydrogen; copper; silicon at 390℃;
methylsilane
992-94-9

methylsilane

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride at 100℃;
methylmagnesium chloride
676-58-4

methylmagnesium chloride

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With dibutyl ether; trichlorosilane
methylene chloride
74-87-3

methylene chloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

C

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

Conditions
ConditionsYield
With trichlorosilane; silicon; copper In chloroform at 324.9℃; under 760 Torr; Product distribution; variation of catalists;
chloro-methyl-silane
993-00-0

chloro-methyl-silane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

Conditions
ConditionsYield
at 100℃; Equilibrium constant; Thermodynamic data; -ΔG;
allyldichloromethylsilane
1873-92-3

allyldichloromethylsilane

benzaldehyde
100-52-7

benzaldehyde

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

styrene
292638-84-7

styrene

C

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

D

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

E

toluene
108-88-3

toluene

Conditions
ConditionsYield
at 725℃; for 0.00277778h; Product distribution;
C33H75ClSi8
117776-14-4

C33H75ClSi8

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

C32H72Cl2Si8
117776-19-9

C32H72Cl2Si8

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate; trichlorosilane Yield given. Yields of byproduct given;
C34H78Si8
117917-85-8

C34H78Si8

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

C32H72Cl2Si8
117776-19-9

C32H72Cl2Si8

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate; trichlorosilane Yield given. Yields of byproduct given;
methylene chloride
74-87-3

methylene chloride

buta-1,3-diene
106-99-0

buta-1,3-diene

A

1,1-Dichloro-2,5-dihydro-1H-silole
872-46-8

1,1-Dichloro-2,5-dihydro-1H-silole

B

Dichloromethylsilane
75-54-7

Dichloromethylsilane

C

1-chloro-1-methyl-silacyclopent-3-ene
24429-73-0

1-chloro-1-methyl-silacyclopent-3-ene

D

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

E

but-2-enyl-dichloro-methyl-silane
18163-65-0

but-2-enyl-dichloro-methyl-silane

F

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With silicon powder with ca. 4percent copper loading at 291.9℃; Product distribution; Mechanism;
Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

C

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With aluminium trichloride; titanium(II) hydride at 300℃; for 20h; Product distribution; var. reaction partners and times; other silicon compounds;A 0.001 mol
B 0.002 mol
C 0.02 mol
methylene chloride
74-87-3

methylene chloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

C

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

D

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With copper(l) chloride; zinc(II) chloride; silicon at 399.9℃; under 720.06 Torr; Further byproducts given;
methylene chloride
74-87-3

methylene chloride

A

Dichloromethylsilane
75-54-7

Dichloromethylsilane

B

Methyltrichlorosilane
75-79-6

Methyltrichlorosilane

C

dimethylmonochlorosilane
1066-35-9

dimethylmonochlorosilane

D

dimethylsilicon dichloride
75-78-5

dimethylsilicon dichloride

Conditions
ConditionsYield
With copper(l) chloride; zinc(II) chloride; silicon at 399.9℃; under 720.06 Torr; Further byproducts given;
methane
34557-54-5

methane

Dichloromethylsilane
75-54-7

Dichloromethylsilane

Conditions
ConditionsYield
With trichlorosilane at 647.9℃; under 8.5 Torr; Product distribution; Rate constant; Mechanism; other pressures;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

1-hexene
592-41-6

1-hexene

n-hexylmethyldichlorosilane
14799-94-1

n-hexylmethyldichlorosilane

Conditions
ConditionsYield
at 90℃; for 5h; Inert atmosphere;100%
at 90℃; for 5h; Inert atmosphere;100%
Stage #1: 1-hexene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h;
Stage #2: Dichloromethylsilane at 60℃; for 4h; Catalytic behavior; Temperature; Reagent/catalyst;
99.6%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

1-Heptene
592-76-7

1-Heptene

dichloro-heptyl-methyl-silane
18395-93-2

dichloro-heptyl-methyl-silane

Conditions
ConditionsYield
Pt-thiourea Product distribution; Ambient temperature; various catalysts;100%
Pt-thiourea100%
Stage #1: 1-Heptene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h;
Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst;
98.9%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tert.-butyl lithium
594-19-4

tert.-butyl lithium

tert-butylmethylsilyl chloride
41879-33-8

tert-butylmethylsilyl chloride

Conditions
ConditionsYield
In hexane at -5℃;100%
In pentane at 0 - 20℃; Inert atmosphere;90%
In pentane at -30 - 20℃; for 24h; Inert atmosphere;87%
In diethyl ether
Inert atmosphere;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

(4S,5S)-4-<(allyloxy)methyl>-2-methyl-5-phenyloxazol-2-ine
173094-49-0

(4S,5S)-4-<(allyloxy)methyl>-2-methyl-5-phenyloxazol-2-ine

(4S,5S)-4-<<3-(dichloromethylsilyl)propyloxy>methyl>-2-methyl-5-phenyloxazolin-2-ine

(4S,5S)-4-<<3-(dichloromethylsilyl)propyloxy>methyl>-2-methyl-5-phenyloxazolin-2-ine

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate; isopropyl alcohol for 5h; Heating;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tetravinylsilane
1112-55-6

tetravinylsilane

tetra-2-(dichloromethylsilyl)ethylsilane
67776-45-8

tetra-2-(dichloromethylsilyl)ethylsilane

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In tetrahydrofuran at 20℃;100%
bis(tetrabutylammonium) hexachloroplatinate(IV) In ethanol97%
platinum Addition;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

bis-allyloxy-dimethyl-silane
18269-92-6

bis-allyloxy-dimethyl-silane

1-(dichloro-methyl-silanyl)-3-{[3-(dichloro-methyl-silanyl)-propoxy]-dimethyl-silanyloxy}-propane

1-(dichloro-methyl-silanyl)-3-{[3-(dichloro-methyl-silanyl)-propoxy]-dimethyl-silanyloxy}-propane

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In diethyl ether at 25℃; for 1.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tris-allyloxy-methyl-silane
17984-91-7

tris-allyloxy-methyl-silane

C13H30Cl6O3Si4
394737-64-5

C13H30Cl6O3Si4

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In diethyl ether at 25℃; for 3.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

C31H60O9Si4
394737-65-6

C31H60O9Si4

C37H84Cl12O9Si10

C37H84Cl12O9Si10

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In diethyl ether at 25℃; for 3.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

C73H144O21Si10

C73H144O21Si10

C85H192Cl24O21Si22

C85H192Cl24O21Si22

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In diethyl ether at 25℃; for 3.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

C106H212O30Si15

C106H212O30Si15

C122H276Cl32O30Si31

C122H276Cl32O30Si31

Conditions
ConditionsYield
dihydrogen hexachloroplatinate In diethyl ether at 25℃; for 1.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

3-[allyloxy-(3-{[3-(bis-allyloxy-methyl-silanyl)-propoxy]-dimethyl-silanyloxy}-propyl)-methyl-silanyloxy]-propene
394737-60-1

3-[allyloxy-(3-{[3-(bis-allyloxy-methyl-silanyl)-propoxy]-dimethyl-silanyloxy}-propyl)-methyl-silanyloxy]-propene

1-{bis-[3-(dichloro-methyl-silanyl)-propoxy]-methyl-silanyl}-3-[(3-{bis-[3-(dichloro-methyl-silanyl)-propoxy]-methyl-silanyl}-propoxy)-dimethyl-silanyloxy]-propane

1-{bis-[3-(dichloro-methyl-silanyl)-propoxy]-methyl-silanyl}-3-[(3-{bis-[3-(dichloro-methyl-silanyl)-propoxy]-methyl-silanyl}-propoxy)-dimethyl-silanyloxy]-propane

Conditions
ConditionsYield
dihydrogen hexachloroplatinate at 25℃; for 1.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

3-{allyloxy-[3-([3-(bis-allyloxy-methyl-silanyl)-propoxy]-{3-[(3-{bis-[3-(bis-allyloxy-methyl-silanyl)-propoxy]-methyl-silanyl}-propoxy)-dimethyl-silanyloxy]-propyl}-methyl-silanyloxy)-propyl]-methyl-silanyloxy}-propene

3-{allyloxy-[3-([3-(bis-allyloxy-methyl-silanyl)-propoxy]-{3-[(3-{bis-[3-(bis-allyloxy-methyl-silanyl)-propoxy]-methyl-silanyl}-propoxy)-dimethyl-silanyloxy]-propyl}-methyl-silanyloxy)-propyl]-methyl-silanyloxy}-propene

C58H132Cl16O14Si15

C58H132Cl16O14Si15

Conditions
ConditionsYield
dihydrogen hexachloroplatinate at 25℃; for 1.25h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tetrakis[2-(trivinylsilyl)ethyl]silane
151626-10-7

tetrakis[2-(trivinylsilyl)ethyl]silane

C44H100Cl24Si17

C44H100Cl24Si17

Conditions
ConditionsYield
bis(tetrabutylammonium) hexachloroplatinate(IV) In ethanol100%
{tris-[3-(diallyl-methyl-silanyl)-propyl]-silanyl}-benzene

{tris-[3-(diallyl-methyl-silanyl)-propyl]-silanyl}-benzene

Dichloromethylsilane
75-54-7

Dichloromethylsilane

[tris-(3-{bis-[3-(dichloro-methyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-benzene

[tris-(3-{bis-[3-(dichloro-methyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-benzene

Conditions
ConditionsYield
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In benzene at 55℃; for 16h;100%
[tris-(3-{bis-[3-(diallyl-methyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-benzene

[tris-(3-{bis-[3-(diallyl-methyl-silanyl)-propyl]-methyl-silanyl}-propyl)-silanyl]-benzene

Dichloromethylsilane
75-54-7

Dichloromethylsilane

C90H194Cl24Si22

C90H194Cl24Si22

Conditions
ConditionsYield
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In benzene at 55℃; for 16h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tri(allyl)phenylsilane
2633-57-0

tri(allyl)phenylsilane

{tris-[3-(dichloro-methyl-silanyl)-propyl]-silanyl}-benzene
231936-31-5

{tris-[3-(dichloro-methyl-silanyl)-propyl]-silanyl}-benzene

Conditions
ConditionsYield
chloroplatinic acid 1,1,3,3-tetramethyl-1,3-divinyldisiloxane complex In benzene at 55℃; for 16h;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tris[(ethynyl)dimethylsilyl](trimethylsilyl)methane

tris[(ethynyl)dimethylsilyl](trimethylsilyl)methane

tris({2-[dichloro(methyl)silyl]ethenyl}dimethylsilyl)(trimethylsilyl)methane

tris({2-[dichloro(methyl)silyl]ethenyl}dimethylsilyl)(trimethylsilyl)methane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether at 40℃; for 72h; regioselective reaction;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

tris[dimethyl(vinyl)silyl](trimethylsilyl)methane

tris[dimethyl(vinyl)silyl](trimethylsilyl)methane

tris({2-[dichloro(methyl)silyl]ethyl}dimethylsilyl)(trimethylsilyl)methane

tris({2-[dichloro(methyl)silyl]ethyl}dimethylsilyl)(trimethylsilyl)methane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether at 40℃; for 72h; regioselective reaction;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

methylsilane
992-94-9

methylsilane

Conditions
ConditionsYield
With lithium aluminium tetrahydride; calcium hydride In diethylene glycol dimethyl ether at 50℃; for 7h; Inert atmosphere;100%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

acetylene
74-86-2

acetylene

(E)-1,2-bis[dichloro(methyl)silyl]ethene
65899-10-7

(E)-1,2-bis[dichloro(methyl)silyl]ethene

Conditions
ConditionsYield
PtCl2*(III)2 In octane at 40 - 45℃; for 8h; Product distribution; examination of regio- and stereo-selectivity of products by catalytic activity;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

2,4,6,8-tetramethyl-2,4,6,8-tetrakis-[2-(methyl-bis-prop-2-ynyloxy-silanyl)-ethyl]-[1,3,5,7,2,4,6,8]tetroxatetrasilocane

2,4,6,8-tetramethyl-2,4,6,8-tetrakis-[2-(methyl-bis-prop-2-ynyloxy-silanyl)-ethyl]-[1,3,5,7,2,4,6,8]tetroxatetrasilocane

C48H96Cl16O12Si16

C48H96Cl16O12Si16

Conditions
ConditionsYield
platinum on activated charcoal In diethyl ether for 2.5h; Addition; Heating;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

C96H144O28Si16

C96H144O28Si16

C112H208Cl32O28Si32

C112H208Cl32O28Si32

Conditions
ConditionsYield
platinum on activated charcoal In diethyl ether for 2.5h; Addition; Heating;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

diethynyldiphenylsilane
1675-57-6

diethynyldiphenylsilane

bis((dichloro(methyl)silyl)vinyl)diphenylsilane

bis((dichloro(methyl)silyl)vinyl)diphenylsilane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In toluene at 20℃; for 2h;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

(3-chloropropyl)methyldivinylsilane
123229-38-9

(3-chloropropyl)methyldivinylsilane

C12H27Cl5Si3

C12H27Cl5Si3

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In hexane at 60℃; for 4h; Inert atmosphere;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

1,3,5-Triethynylbenzene
7567-63-7

1,3,5-Triethynylbenzene

1,3,5-tris((dichloro(methyl)silyl)vinyl)benzene

1,3,5-tris((dichloro(methyl)silyl)vinyl)benzene

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex In 5,5-dimethyl-1,3-cyclohexadiene at 20℃; for 48h;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

1,1,1,4,4,4-hexafluoro-2(Z)-butene
692-49-9

1,1,1,4,4,4-hexafluoro-2(Z)-butene

dichloro(1,1,1,4,4,4-hexafluorobut-2-yl)(methyl)silane

dichloro(1,1,1,4,4,4-hexafluorobut-2-yl)(methyl)silane

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride In neat (no solvent) at 120℃; for 10h;99%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

styrene
292638-84-7

styrene

(2-phenylethyl)methyldichlorosilane
772-65-6

(2-phenylethyl)methyldichlorosilane

Conditions
ConditionsYield
Stage #1: styrene With Pt loaded on nitrolotriacetic acid-functionalized silica gel at 60℃; for 0.5h;
Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst;
98.8%
With tetrakis(triphenylphosphine)platinum at 90 - 130℃; for 2h; Reagent/catalyst; Large scale; regiospecific reaction;93%
With N-heterocyclic carbene fuctionalized with methyl(trimethylsilane) and methoxypolyethylene glycol Pt(II) complex at 90℃; for 10h;93.7%
Dichloromethylsilane
75-54-7

Dichloromethylsilane

oct-1-ene
111-66-0

oct-1-ene

dichloro-methyl-octyl-silane
14799-93-0

dichloro-methyl-octyl-silane

Conditions
ConditionsYield
Stage #1: oct-1-ene With diethylenetriaminepentaacetic acid (DTPA)-functionalized silica supported Pt at 60℃; for 0.5h;
Stage #2: Dichloromethylsilane at 60℃; for 4h; Reagent/catalyst;
98.6%
at 300℃;
tetrakis(triphenylphosphine) palladium(0) at 120℃; for 6h;
Dichloromethylsilane
75-54-7

Dichloromethylsilane

ferrocenyldimethylallylsilane

ferrocenyldimethylallylsilane

(C5H5)(C5H4)FeSi(CH3)2(CH2)3SiCl2CH3

(C5H5)(C5H4)FeSi(CH3)2(CH2)3SiCl2CH3

Conditions
ConditionsYield
With H2PtCl698.3%

75-54-7Relevant articles and documents

Vanderwielen,Ring

, p. 421 (1972)

PROCESS FOR THE STEPWISE SYNTHESIS OF SILAHYDROCARBONS

-

Page/Page column 61; 62, (2021/12/08)

The invention relates to a process for the stepwise synthesis of silahydrocarbons bearing up to four different organyl substituents at the silicon atom, wherein the process includes at least one step a) of producing a bifunctional hydridochlorosilane by a redistribution reaction, selective chlorination of hydridosilanes with an ether/HCI reagent, or by selective chlorination of hydridosilanes with SiCI4, at least one step b) of submitting a bifunctional hydridochloromonosilane to a hydrosilylation reaction, at least one step c) of hydrogenation of a chloromonosilane, and a step d) in which a silahydrocarbon compound is obtained in a hydrosilylation reaction.

SYNTHESIS OF ORGANO CHLOROSILANES FROM ORGANOSILANES

-

Page/Page column 36; 37; 38; 39; 40; 49; 50, (2019/04/16)

The invention relates to a process for the production of chlorosilanes by subjecting one or more hydndosilanes to the reaction with hydrogen chloride in the presence of at least one ether compound, and a process for the production of such hydndosilanes serving as starting materials.

PROCESS FOR THE PRODUCTION OF ORGANOHYDRIDOCHLOROSILANES

-

Page/Page column 35; 36, (2019/04/16)

The invention relates to a process for the manufacture of organomonosilanes bearing both hydrogen and chlorine substituents at the silicon atom by subjecting a silane substrate comprising one or more silanes selected from organomonosilanes, organodisilanes and organocarbodisilanes, with the proviso that at least one of these silanes has at least one chlorine substituent at the silicon atom, to a redistribution reaction in the presence of a phosphane or amine acting as a redistribution catalyst.

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