Name | Chlorotrimethylsilane |
Synonyms | TMCS TMSCL SILANE M3 (CH3)3SiCl CHLOROTRIMETHYLSILANE Trimethylchlorosilane Chlorotrimethylsilane Trimethylchlorsosilane Trimethylsilyl chloride TRIMETHYLSILYL CHLORIDE TRIMETHYL SILICON CHLORIDE DOW CORNING(R) PRODUCT Z-1224 TMS chloride~Trimethylchlorosilane~Trimethylsilyl chloride |
CAS | 75-77-4 |
EINECS | 200-900-5 |
InChI | InChI=1/C3H9Si.ClH/c1-4(2)3;/h1-3H3;1H/q+1;/p-1 |
InChIKey | IJOOHPMOJXWVHK-UHFFFAOYSA-N |
Molecular Formula | C3H9ClSi |
Molar Mass | 108.64 |
Density | 0.857g/mLat 25°C |
Melting Point | −40°C(lit.) |
Boling Point | 57°C(lit.) |
Flash Point | 104°F |
Water Solubility | REACTS |
Solubility | Miscible with ether, benzene, diethylether and perchloroethylene. |
Vapor Presure | 100 mm Hg ( 25 °C) |
Vapor Density | 3.7 (vs air) |
Appearance | Liquid |
Specific Gravity | 0.8536 (27℃) |
Color | Clear colorless |
BRN | 1209232 |
Storage Condition | Store below +30°C. |
Stability | Stable. Highly flammable - note low flash point. Reacts violently with water. Incompatible with water, moisture, strong oxidizing agents, strong acids, strong bases, aldehydes, alcohols, amines, ester |
Sensitive | 8: reacts rapidly with moisture, water, protic solvents |
Explosive Limit | 1.5-46%(V) |
Refractive Index | n20/D 1.500 |
Physical and Chemical Properties | Colorless volatile flammable liquid. melting point -57.7 ℃ boiling point 57.7 ℃ relative density 0.8580 refractive index 1.3885 flash point 27.8 ℃ solubility, ethyl ether and perchloroethylene. |
Use | Can be used to produce a variety of organic silicon compounds, is the main raw material for the production of hexamethyldisilazane (amine) and hexamethyldisiloxane |
Risk Codes | R20/21 - Harmful by inhalation and in contact with skin. R36/38 - Irritating to eyes and skin. R34 - Causes burns R21 - Harmful in contact with skin R14 - Reacts violently with water R11 - Highly Flammable R37 - Irritating to the respiratory system R35 - Causes severe burns R19 - May form explosive peroxides R40 - Limited evidence of a carcinogenic effect R10 - Flammable R67 - Vapors may cause drowsiness and dizziness R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R52 - Harmful to aquatic organisms |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S16 - Keep away from sources of ignition. S36/37 - Wear suitable protective clothing and gloves. S7/9 - |
UN IDs | UN 2924 3/PG 2 |
WGK Germany | 2 |
RTECS | VV2710000 |
FLUKA BRAND F CODES | 10-21 |
TSCA | Yes |
HS Code | 29310095 |
Hazard Note | Highly Flammable/Corrosive/Moisture Sensitive |
Hazard Class | 3 |
Packing Group | II |
Toxicity | LD50 orally in Rabbit: 4868 mg/kg LD50 dermal Rabbit 1530 mg/kg |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | trimethylchlorosilane (trimethylchlorosilane) is a colorless transparent liquid with irritating odor and exposure in the air, easy and moisture reaction to produce hydrogen chloride, soluble in benzene, ether and perchloroethylene, is an excellent reagent in the introduction of trimethylsilyl in organic molecules. Due to the reaction of linking and removing trimethylsilyl groups, trimethylsilyl groups can be said to be protective groups of functional groups such as hydroxyl groups, carboxyl groups, and amino groups. |
Application | chlorotrimethylsilane has the advantages of high yield, mild conditions and wide application range, it is widely used in the synthesis of spices and organic drugs, and its demand is increasing. Trimethylchlorosilane is mainly converted from trimethylsilyl ether. This product is mainly used as an intermediate for the production of silicone polymers and other products, and also used as a raw material for polymer compound head agent, desiccant, dehydrating agent, high temperature adhesive and resin. In the pharmaceutical production for the synthesis of cephalosporin I, cephalosporin V. This product can be used to produce a variety of organic silicon compounds, is the main raw material for the production of hexamethyldisilazane and hexamethyldisiloxane. This product can be used to prepare alkylating agent, also can be used as a group protective agent in the production of pharmaceutical and chemical industry. can be used to produce a variety of organic silicon compounds, is the main raw material for the production of hexamethyldisilazane and hexamethyldisiloxane organic synthesis intermediates, the preparation of silicone resin, silicone rubber, high temperature adhesive and other raw materials, sealant, desiccant, dehydrating agent. The production of a variety of organosilicon compounds, is the main raw material for the production of hexamethyldisilazane (amine) and hexamethyldisiloxane. This product can be used to prepare alkylating agent, also can be used as a group protective agent in the production of pharmaceutical and chemical industry. It is used as an intermediate for the production of silicone oil, a hydrophobic agent, a reagent for analysis, a polysilicone liquid intermediate, a methyl silicone oil capping agent, and a water repellent. |
Application | chlorotrimethylsilane is widely used in chemical synthesis and drug synthesis to protect hydroxyl, Amino, carboxyl and other functional groups, it can also be used as a sealing agent for silicone polymer in petroleum production and other processes to adjust the molecular weight of the polymer. In the chemical synthesis, the chlorotrimethylsilane is dissociated after completion of the protective action to obtain the by-product hexamethylsiloxane. Therefore, how to convert hexamethylsiloxane into trimethylchlorosilane for repeated use is an important measure to reduce the production cost. |
preparation | to a reaction flask with a reflux condenser was added 20ml of dichloromethane, 20ml of hexamethyldisiloxane, 12. 5gbtc and 0.2g of tetrabutylammonium bromide, dissolve with stirring; Cool down to 0~10 ℃, add 8ml DMF Dropwise to the reaction flask for 20min; Heat up to 32±2 ℃ and react for 17 hours; The conversion rate of hexamethyldisiloxane is> 99% as determined by GC; the reflux condenser was changed to a rectification column, and rectification was performed under reduced pressure at 30 to 35 ° C. To obtain ~ 20ml of dichloromethane and 23.3ml of trimethylchlorosilane. The content of trimethylchlorosilane was 99.5% by GC. |
production method | The next step of direct synthesis of methyl chloride and silicon powder catalyzed by cuprous chloride, trimethylchlorosilane and other monomers can be obtained by distillation and purification. Laboratory preparations tetramethylsilane may be reacted with acetyl chloride in the presence of aluminum trichloride. |
category | flammable liquid |
toxicity grade | poisoning |
Acute toxicity | inhalation-mouse LCL0: 100 mg/m3; Abdominal cavity-mouse LDL0: 750 mg/kg |
flammability hazard characteristics | in case of fire, high temperature, oxidant flammable; toxic chloride smoke in water or high temperature |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; Stored separately from oxidants and acids |
extinguishing agent | dry powder, dry sand, carbon dioxide, foam |
spontaneous combustion temperature | 752 ° F. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
colorless volatile flammable liquid, when water is hydrolyzed, release away hydrochloric acid, relative density of 0. 8580. Melting Point -57.7 °c. Boiling point 57.7 °c. Flash point -27.8 °c. Refractive index 3885. Soluble in benzene, ether and perchloroethylene.
There are several methods for detecting the presence of chlorotrimethylsilane in a sample:
1. Gas Chromatography (GC): Gas chromatography can be used to separate and analyze the components of a mixture. Chlorotrimethylsilane can be detected based on its retention time compared to known standards.
2. Infrared Spectroscopy (IR): IR spectroscopy can be used to identify functional groups in a compound. Chlorotrimethylsilane has characteristic peaks in the IR spectrum that can be used for identification.
3. Nuclear Magnetic Resonance (NMR) Spectroscopy: NMR spectroscopy can provide detailed structural information about a compound. The NMR spectrum of chlorotrimethylsilane will show peaks corresponding to the protons and carbons in the molecule.
4. Mass Spectrometry: Mass spectrometry can be used to determine the molecular weight of a compound. The mass spectrum of chlorotrimethylsilane will show a peak corresponding to its molecular weight.
5. Chemical Tests: Chlorotrimethylsilane can react with certain reagents to produce color changes or precipitates, which can be used for qualitative analysis.
These are some common methods used for detecting chlorotrimethylsilane in a sample. The choice of method will depend on the specific requirements of the analysis and the instrumentation available.
The reaction of chlorotrimethylsilane with water can be represented by the following chemical equation:
(C3H9ClSi) + H2O → (CH3)3SiOH + HCl
In this reaction, chlorotrimethylsilane reacts with water in a hydrolysis reaction. The oxygen and hydrogen atoms replace the chlorine atom, resulting in the formation of trimethylsilanol and hydrochloric acid. Hydrochloric acid is a strong acid, so proper precautions should be taken when handling the generated hydrochloric acid gas.
When chlorotrimethylsilane reacts with water, this process typically takes place in a laboratory setting. Firstly, water is slowly added to the reaction vessel containing chlorotrimethylsilane. As water is added, bubbles are observed to form and a small amount of heat is released. This is because water reacts with chlorotrimethylsilane to produce trimethylsilanol and hydrochloric acid, accompanied by heat generation.
After the reaction is complete, two layers of products may be observed. The upper layer consists of the formed trimethylsilanol, while the lower layer contains the generated hydrochloric acid. Hydrochloric acid is a gas with an irritating odor that can disperse into the surrounding area, so the reaction should be conducted in a well-ventilated space to ensure proper air circulation. Moreover, since hydrochloric acid is a strong acid, the generated hydrochloric acid should be handled carefully to prevent any risks to laboratory personnel.
Therefore, when performing the reaction of chlorotrimethylsilane with water in a laboratory, safety precautions should be taken, such as wearing chemical-resistant goggles, gloves, and a lab coat, ensuring good ventilation in the laboratory, and appropriately managing the generated hydrochloric acid.