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1,1,2,2-tetrachloro-1,2-dimethyldisilane
A
Dichloromethylsilane
B
Methyltrichlorosilane
Conditions | Yield |
---|---|
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% |
(chloromethyl)trichlorosilane
HSiPh3
A
Methyltrichlorosilane
B
Triphenylsilyl chloride
Conditions | Yield |
---|---|
at 165 - 250℃; for 12h; | A 87.3% B 95.8% |
at 165 - 210℃; for 12h; | A 95.8% B 87.3% |
(chloromethyl)trichlorosilane
methyldiphenylsilane
A
Methyltrichlorosilane
B
chloromethyldiphenylsilane
Conditions | Yield |
---|---|
at 125 - 210℃; for 12h; | A 90.2% B 95.6% |
at 125 - 210℃; for 12h; | A 95.6% B 90.2% |
(trichloromethyl)methyldichlorosilane
dimethylsilicon dichloride
A
Methyltrichlorosilane
B
(trichloromethyl)dimethylchlorosilane
Conditions | Yield |
---|---|
triphenylphosphine for 1h; Heating; | A n/a B 95% |
tetrachloromethane
1,1,2,2-tetrachloro-1,2-dimethyldisilane
A
Methyltrichlorosilane
B
(trichloromethyl)methyldichlorosilane
Conditions | Yield |
---|---|
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% |
trichloro(dichloromethyl)silane
methyldiphenylsilane
A
Methyltrichlorosilane
B
(chloromethyl)trichlorosilane
C
chloromethyldiphenylsilane
Conditions | Yield |
---|---|
at 160 - 240℃; for 6h; | A 15.6% B 81.2% C 93.1% |
Dichloromethylsilane
3-chloroprop-1-ene
A
Methyltrichlorosilane
B
dichloromethylpropylsilane
C
dichloro(3-chloropropyl)methylsilane
Conditions | Yield |
---|---|
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; |
(chloromethyl)trichlorosilane
Dimethylphenylsilane
A
Methyltrichlorosilane
B
phenyldimethylsilyl chloride
Conditions | Yield |
---|---|
at 125 - 210℃; for 2h; | A 91.4% B 88.6% |
trimethylsilan
(chloromethyl)trichlorosilane
A
chloro-trimethyl-silane
B
Methyltrichlorosilane
Conditions | Yield |
---|---|
at 500℃; for 0.00833333h; | A 86.8% B 91.2% |
at 500℃; for 0.00833333h; | A 91.2% B 86.8% |
β-chlorovinyl(methyl)dichlorosilane
A
Methyltrichlorosilane
B
1,1-dichloroethane
C
chloroethylene
Conditions | Yield |
---|---|
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% |
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 (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 (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.
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.
Reported in EPA TSCA Inventory. EPA Extremely Hazardous Substances List.
Hazard Codes: FXi
Risk Statements: 11-14-36/37/38
R11: Highly flammable
R14: Reacts violently with water
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
Safety Statements: 26-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S39: Wear eye / face protection
RIDADR: UN 1250 3/PG 1
WGK Germany: 1
RTECS: VV4550000
F: 10-21
F 10: Keep under argon
F 11: Keep under inert gas
HazardClass: 3
PackingGroup: I
DOT Classification: 3; Label: Flammable Liquid, Corrosive