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Methyltrichlorosilane

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Name

Methyltrichlorosilane

EINECS 200-902-6
CAS No. 75-79-6 Density 1.3 g/cm3
PSA 0.00000 LogP 2.27150
Solubility reacts with water Melting Point -77 °C
Formula CH3Cl3Si Boiling Point 73.5 °C at 760 mmHg
Molecular Weight 149.479 Flash Point -13 °C
Transport Information UN 1250 3/PG 1 Appearance colorless clear liquid
Safety 26-39 Risk Codes 11-14-36/37/38
Molecular Structure Molecular Structure of 75-79-6 (Methyltrichlorosilane) Hazard Symbols FlammableF,IrritantXi
Synonyms

KA13;LS 40;LS 40 (silane);Methylsilicon trichloride;Methylsilyl trichloride;Silane,trichloromethyl-;NSC 77069;TSL 8003;Trichloromethylsilane;Trichloromethylsilicon;

Article Data 184

Methyltrichlorosilane Synthetic route

4518-98-3

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

A

75-54-7

Dichloromethylsilane

B

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%
1558-25-4

(chloromethyl)trichlorosilane

789-25-3

HSiPh3

A

75-79-6

Methyltrichlorosilane

B

76-86-8

Triphenylsilyl chloride

Conditions
ConditionsYield
at 165 - 250℃; for 12h;A 87.3%
B 95.8%
at 165 - 210℃; for 12h;A 95.8%
B 87.3%
1558-25-4

(chloromethyl)trichlorosilane

776-76-1

methyldiphenylsilane

A

75-79-6

Methyltrichlorosilane

B

144-79-6

chloromethyldiphenylsilane

Conditions
ConditionsYield
at 125 - 210℃; for 12h;A 90.2%
B 95.6%
at 125 - 210℃; for 12h;A 95.6%
B 90.2%
4218-23-9

(trichloromethyl)methyldichlorosilane

75-78-5

dimethylsilicon dichloride

A

75-79-6

Methyltrichlorosilane

B

18171-30-7

(trichloromethyl)dimethylchlorosilane

Conditions
ConditionsYield
triphenylphosphine for 1h; Heating;A n/a
B 95%
56-23-5

tetrachloromethane

4518-98-3

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

A

75-79-6

Methyltrichlorosilane

B

4218-23-9

(trichloromethyl)methyldichlorosilane

Conditions
ConditionsYield
dichlorotris(triphenylphosphine)ruthenium(II) for 3h; Heating;A n/a
B 94%
triphenylphosphine for 2h; Heating;A 62%
B 62%
With triphenylphosphine at 80℃; for 2h;A n/a
B 62%
1558-24-3

trichloro(dichloromethyl)silane

776-76-1

methyldiphenylsilane

A

75-79-6

Methyltrichlorosilane

B

1558-25-4

(chloromethyl)trichlorosilane

C

144-79-6

chloromethyldiphenylsilane

Conditions
ConditionsYield
at 160 - 240℃; for 6h;A 15.6%
B 81.2%
C 93.1%
75-54-7

Dichloromethylsilane

107-05-1

3-chloroprop-1-ene

A

75-79-6

Methyltrichlorosilane

B

4518-94-9

dichloromethylpropylsilane

C

7787-93-1

dichloro(3-chloropropyl)methylsilane

Conditions
ConditionsYield
With hexachloroplatinic acid; tributyl-amine; acetic acid at 35 - 39℃; Autoclave; Inert atmosphere; Industrial scale;A 64 kg
B 70 kg
C 92.8%
at 65℃; for 12h;A 21.4%
B 16.6%
C 62%
platinum(IV) chloride In C12-olefin at 70 - 100℃; for 2h; Product distribution / selectivity;
bis(1,5-cyclooctadiene)diiridium(I) dichloride In chlorobenzene at 67.42 - 175.15℃; under 1500.15 - 1522.65 Torr; Product distribution / selectivity; Heating / reflux;
Stage #1: Dichloromethylsilane; 3-chloroprop-1-ene; platinum at -30 - 90℃; for 3h; Inert atmosphere;
Stage #2: With triphenylphosphine In toluene at 20℃; Product distribution / selectivity;
1558-25-4

(chloromethyl)trichlorosilane

766-77-8

Dimethylphenylsilane

A

75-79-6

Methyltrichlorosilane

B

768-33-2

phenyldimethylsilyl chloride

Conditions
ConditionsYield
at 125 - 210℃; for 2h;A 91.4%
B 88.6%
993-07-7

trimethylsilan

1558-25-4

(chloromethyl)trichlorosilane

A

75-77-4

chloro-trimethyl-silane

B

75-79-6

Methyltrichlorosilane

Conditions
ConditionsYield
at 500℃; for 0.00833333h;A 86.8%
B 91.2%
at 500℃; for 0.00833333h;A 91.2%
B 86.8%
13852-29-4

β-chlorovinyl(methyl)dichlorosilane

A

75-79-6

Methyltrichlorosilane

B

75-34-3

1,1-dichloroethane

C

75-01-4

chloroethylene

D

dichloro-(2,2-dichloro-ethyl)-methyl-silane

Conditions
ConditionsYield
With hydrogenchloride; iron(III) chloride at 25 - 31℃; for 4h; Product distribution; Further Variations:; Temperatures; reaction time, reagent concentration; Addition; elimination;A n/a
B n/a
C n/a
D 89%

Methyltrichlorosilane Chemical Properties

The Molecular Structure of Methyltrichlorosilane (CAS NO.75-79-6):

Empirical Formula: CH3Cl3Si
Molecular Weight: 149.479 
IUPAC Name: trichloro(methyl)silane 
Appearance: Colorless clear liquid
Nominal Mass: 148 Da
Average Mass: 149.479 Da
Monoisotopic Mass: 147.906959 Da 
Index of Refraction: 1.434
Molar Refractivity: 29.94 cm3
Molar Volume: 114.9 cm3
Surface Tension: 21.1 dyne/cm
Density: 1.3 g/cm3
Enthalpy of Vaporization: 30.17 kJ/mol
Boiling Point: 73.5 °C at 760 mmHg
Vapour Pressure: 124 mmHg at 25°C 
Storage temp: Flammables area
Water Solubility: REACTS
FreezingPoint:  -77.8°C 
Melting Point: -77°C 
Flash Point: -13°C 
Sensitive: Moisture Sensitive
Stability: Stable, but reacts violently with water. Highly flammable. Incompatible with moisture, water, strong bases, strong acids, strong oxidizing agents
InChI
InChI=1/CH3Cl3Si/c1-5(2,3)4/h1H3
Smiles
[Si](C)(Cl)(Cl)Cl 
Synonyms: Methyl silicochloroform ; Methylsilicon trichloride ; Methylsilichloroform ; Methylsilyltrichloride  
Product Categories: Chloro;Organics;Biochemistry;Functional Materials;Reagents for Oligosaccharide Synthesis;Si (Classes of Silicon Compounds);Si-Cl Compounds;Silane Coupling Agents;Silane Coupling Agents (Intermediates);Silicon Compounds (for Synthesis);Synthetic Organic Chemistry;Trichlorosilanes;Chloro Silanes

Methyltrichlorosilane Uses

 Methyltrichlorosilane (CAS NO.75-79-6) is mainly used a precursor for forming various cross-linked siloxane polymers. Methyltrichlorosilane (CAS NO.75-79-6) is mainly used to form polymers such as poly(methylsilyne). Esters and lactones can also be cleaved with methyltrichlorosilane and sodium iodide to give the corresponding carboxylic acids . Acetals convert to carbonyl compounds.Thus, Methyltrichlorosilane (CAS NO.75-79-6)can be used to remove acetal protecting groups from carbonyl compounds under mild conditions. Finally, Methyltrichlorosilane (CAS NO.75-79-6) and sodium iodide can be used as a means of converting alcohols to their corresponding iodides.

Methyltrichlorosilane Production

 Methyltrichlorosilane (CAS NO.75-79-6) results from the "direct reaction" of chloromethane with elemental silicon in the presence of a copper catalyst, usually at a temperature of at least 250 °C.
3 CH3Cl + Si → CH3SiCl3 + C2H4 + H2 
While this reaction is currently the standard in industrial silicone production and is nearly identical to the first direct synthesis of methyltrichlorosilane, the overall process is inefficient with respect to methyltrichlorosilane.

Methyltrichlorosilane Toxicity Data With Reference

1.    

skn-rbt 500 µL SEV

    JACTDZ    Journal of the American College of Toxicology. 12 (1993),571.
2.    

eye-rbt 5 mg/24H SEV

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,1219.
3.    

orl-rat LD50:1620 µL/kg

    JACTDZ    Journal of the American College of Toxicology. 12 (1993),571.
4.    

ihl-rat LC50:450 ppm/4H

    85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,1219.
5.    

ipr-rat LDLo:30 mg/kg

    JIDHAN    Journal of Industrial Hygiene. 30 (1948),332.
6.    

ihl-mus LC50:180 mg/m3/2H

    TPKVAL    Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Sciences. 3 (1961),23.
7.    

skn-rbt LD50:840 µL/kg

    JACTDZ    Journal of the American College of Toxicology. 12 (1993),571.

Poison by inhalation and intraperitoneal routes. Moderately toxic by ingestion. A severe irritant to skin, eyes, and mucous membranes. Flammable when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits toxic fumes of Cl. See also CHLOROSILANES.

Methyltrichlorosilane Consensus Reports

Methyltrichlorosilane Safety Profile

Methyltrichlorosilane Standards and Recommendations

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