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ChemicalBook >> CAS DataBase List >>Chlorotrimethylsilane

Chlorotrimethylsilane

CAS No.
75-77-4
Chemical Name:
Chlorotrimethylsilane
Synonyms
TMSCL;75-77-4;CSI;TMCS;TRIMETHYLSILYL CHLORIDE;TRIMETHYLCHLOROSILANE;(CH3)3SiCl;Trimethyl monochlorosilane;Chlorotrimethysilane;Trimethylchlorosilicane
CBNumber:
CB4375627
Molecular Formula:
C3H9ClSi
Molecular Weight:
108.64
MDL Number:
MFCD00000502
MOL File:
75-77-4.mol
MSDS File:
SDS
Last updated:2024-12-18 14:08:57

Chlorotrimethylsilane Properties

Melting point −40 °C(lit.)
Boiling point 57 °C(lit.)
Density 0.857 g/mL at 25 °C
vapor density 3.7 (vs air)
vapor pressure 100 mm Hg ( 25 °C)
refractive index n20/D 1.500
Flash point 104 °F
storage temp. Store below +30°C.
solubility Miscible with ether, benzene, diethylether and perchloroethylene.
form Liquid
Specific Gravity 0.8536 (27℃)
color Clear colorless
explosive limit 1.5-46%(V)
Water Solubility REACTS
Hydrolytic Sensitivity 8: reacts rapidly with moisture, water, protic solvents
Sensitive Moisture Sensitive
BRN 1209232
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, esters, ketones.
InChIKey IJOOHPMOJXWVHK-UHFFFAOYSA-N
CAS DataBase Reference 75-77-4(CAS DataBase Reference)
FDA UNII 62UO4690X6
NIST Chemistry Reference Silane, chlorotrimethyl-(75-77-4)
EPA Substance Registry System Trimethylchlorosilane (75-77-4)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS06
Signal word  Danger
Hazard statements  H225-H301+H331-H312-H314
Precautionary statements  P210-P233-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T,F,C,Xn
Risk Statements  20/21-36/38-34-21-14-11-37-35-19-40-10-67-20/21/22-52
Safety Statements  26-36/37/39-45-16-36/37-7/9
RIDADR  UN 2924 3/PG 2
WGK Germany  2
RTECS  VV2710000
10-21
Autoignition Temperature 752 °F
Hazard Note  Highly Flammable/Corrosive/Moisture Sensitive
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29310095
Hazardous Substances Data 75-77-4(Hazardous Substances Data)
Toxicity LD50 orally in Rabbit: 4868 mg/kg LD50 dermal Rabbit 1530 mg/kg
NFPA 704
3
3 2
W

Chlorotrimethylsilane price More Price(50)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 95541 Chlorotrimethylsilane produced by Wacker Chemie AG, Burghausen, Germany, ≥99.0% (GC) 75-77-4 500G $84.6 2024-03-01 Buy
Sigma-Aldrich 95541 Chlorotrimethylsilane produced by Wacker Chemie AG, Burghausen, Germany, ≥99.0% (GC) 75-77-4 25KG $2320 2024-03-01 Buy
Sigma-Aldrich 89595 Chlorotrimethylsilane for GC derivatization, LiChropur?, ≥99.0% (GC) 75-77-4 50ML $70.9 2024-03-01 Buy
Sigma-Aldrich 8.18737 Chlorotrimethylsilane for synthesis 75-77-4 100mL $54.8 2024-03-01 Buy
Sigma-Aldrich 8.18737 Chlorotrimethylsilane for synthesis 75-77-4 500mL $168 2024-03-01 Buy
Product number Packaging Price Buy
95541 500G $84.6 Buy
95541 25KG $2320 Buy
89595 50ML $70.9 Buy
8.18737 100mL $54.8 Buy
8.18737 500mL $168 Buy

Chlorotrimethylsilane Chemical Properties,Uses,Production

Description

Chlorotrimethylsilane is a valuable reagent for the protection of the hydroxyl function in organic synthesis. It should be distilled from calciumhydride (or tributylamine) under nitrogen before use,and stored and weighed under nitrogen. Use of the reagent without purification has been reported to lead to explosions. Chlorotrimethylsilane may contain dichlorodimethylsilane as an impurity. This may be removed before distillation by very cautious treatment with a small amount of water,which hydrolyses the dichloro compound more rapidly. Excess chlorotrimethylsilane in a reaction mixture may be destroyed by the very careful addition of aqueous sodium hydrogencarbonate solution.

Chemical Properties

Trimethylchlorosilane is a colorless fuming liquid with a pungent odor. Readily hydrolyzed with liberation of hydrogen chloride; soluble in benzene, ether and perchloroethylene. Chlorotrimethylsilane is a chloro-organosilane compound mainly used for silylation reactions.

Reactions

Related to the epoxide ring opening, TMSCl also mediates some cyclopropane ring opening reactions. For example, treatment of 1-aceto-2,2-dimethylcyclopropane with TMSCl and sodium chloride in acetonitrile at 55°C for 24 h generated 5-chloro-5-methyl-2-hexanone in 84% yield (eq 39).When sodium iodide was employed to replace sodium chloride, iodotrimethylsilane generated in situ, and the reaction completed under more facile conditions (rt and 12 h). Interestingly, the dominant product is 5-iodo-4,4-dimethyl-2-pentanone (eq 40), arising from iodide attacking at the less hindered secondary methylene carbon, instead of the quaternary dimethylmethylene carbon.
Chlorotrimethylsilane reactions

Application

Trimethylsilyl chloride(TMCS) is the most extensively used derivatization reagent for gas chromatography.The reactions are generally performed under anhydrous conditions although reactions can be performed on samples obtained from water-containing samples.There are considerable opportunities for artifacts stemming from a variety of reasons including off-target reactions with aldehydes and ketones.The rate of reaction of TMCS with nucleophilic targets is comparatively slow compared to other alkylsilyl chlorides and requires the presence of a base catalyst such as pyridine.TMCS is included as a catalyst with other trialkylsilyl reagent such N,O-bis- (trimethylsilyl)trifluroacetamide (BSA) or N-methyl-N-(trimethylsilyl)trifluoroacetamide (MSTFA).The order of functional group reactivity is alcohols>phenols>carboxylic acids>amines>amides.

Uses

Chlorotrimethylsilane is a typical Silane Blocking Agent, which can protect or deprotect functional groups selectively. It have been used in the preparation of volatile derivatives of a wide range of compounds for GC analysis, and used for silylation and as a protection group in the process of various organic synthesis. It is used in the production of trimethylsilyl halides, pseudohalides and various organic silicon compounds. It is also used to produce hexamethyldisilane by reduction.

Definition

ChEBI: Chlorotrimethylsilane is a silyl chloride consisting of a central silicon atom covalently bound to one chloro and three methyl groups. Chlorotrimethylsilane is a derivatisation agent used in gas chromatography/mass spectrometry applications. It has a role as a chromatographic reagent.

General Description

Trimethylchlorosilane appears as a colorless fuming liquid with a pungent odor. Boiling point 135° F, Flash point -18°F. Density 0.854g/cm3. The vapor and liquid may cause burns. Vapors are heavier than air.

Reactivity Profile

Chlorotrimethylsilane reacts vigorously and exothermically with water to produce hydrogen chloride.

Health Hazard

Similar to other silanes. Toxicity is rated high for inhalation, ingestion and local irritation. May cause death or permanent injury after a very short exposure to small quantities.

Fire Hazard

Violent reaction with water. Toxic and irritating hydrogen chloride and phosgene may be formed in fires. Difficult to extinguish, re-ignition may occur. Flashback along vapor trail may occur. Containers may explode in fire. Vapor may explode if ignited in enclosed area. When heated to decomposition or on contact with acids or acid fumes, chloride fumes are emitted. Reacts with surface moisture, releasing hydrogen chloride, which will corrode common metals and form flammable hydrogen gas. Avoid contact with water; Chlorotrimethylsilane readily hydrolyzes, liberating hydrochloric acid. Hazardous polymerization may not occur.

Safety Profile

Poison by ingestion and skin contact. Moderately toxic by inhalation and intraperitoneal routes. A corrosive irritant to skin, eyes, and mucous membranes. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. A flammable liquid and very dangerous fire hazard when exposed to heat or flame. Violent reaction with water or hexafluoroisopropylideneamino lithium, A preparative hazard. To fight fire, use foam, alcohol foam, fog. When heated to decomposition it emits toxic fumes of Cl-. An intermediate in the production of silicones. See also CHLOROSILASES.

Potential Exposure

Trimethylchlorosilane is used as an intermediate to make silicone products, including lubricants

Shipping

UN1298 Trimethylchlorosilane, Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material.

Purification Methods

Likely impurities are other chlorinated methylsilanes and tetrachlorosilane (b 57.6o), some of which can form azeotropes. To avoid the latter, very efficient fractional distillation is required. It has been fractionated through a 12 plate glass helices-packed column with only the heart-cut material being used. It has also been fractionated through a 90cm, 19mm diameter Stedman column (p 11). Purify it by redistilling from CaH2 before use. [Sauer et al. J Am Chem Soc 70, 4254 1948, Sauer & Hadsell J Am Chem Soc 70 4258 1948, Langer et al. J Org Chem 23 50 1958, Beilstein 4 IV 4007.] FLAMMABLE and CORROSIVE.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Chlorosilanes react vigorously with bases and both organic and inorganic acids generating toxic and/or flammable gases. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous hydrogen. Attacks metals in the presence of moisture. Vigorous reaction with aluminum powder.

Waste Disposal

Do not discharge into drains or sewers. Use a licensed disposal contractor to an approved landfill. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office for guidance on acceptable disposal practices. The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material’s impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Chlorotrimethylsilane Preparation Products And Raw materials

Raw materials

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Preparation Products

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View Lastest Price from Chlorotrimethylsilane manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Trimethylchlorosilane pictures 2024-12-16 Trimethylchlorosilane
75-77-4
US $7.98-6.93 / kg 1kg 98.86% 18000 tons per year Iota silicone oil (Anhui) Co.,ltd.
Chlorotrimethylsilane pictures 2024-11-19 Chlorotrimethylsilane
75-77-4
US $1.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
Chlorotrimethylsilane pictures 2024-10-11 Chlorotrimethylsilane
75-77-4
US $15.00 / KG 1KG 99% 50 ton Hebei Chuanghai Biotechnology Co,.LTD
DOW CORNING(R) PRODUCT Z-1224 CHLOROTRIMETHYLSILANE SILANE M3 TRIMETHYL SILICON CHLORIDE chlorotrimethyl-silan chlorotrimethyl-silican Chlorotrimethylsilicane CT2950 Monochlorotrimethylsilicon Silane, trimethylchloro- Silane,chlorotrimethyl- Silicane, chlorotrimethyl- Silylium, trimethyl-, chloride TL 1163 tl1163 trimethylchloro-silan Trimethylchlorosilane, 98+% TMSchloride Chlorotrimethylsilane, 1M solution in tetrahydrofuran CHLOROTRIMETHYLSILANE, 98+% Trimethylchlorosilane,min.97% chlorotrimethylsilane solution dow corning z-1224 CHLOROTRIMETHYLSILANE GC 99+% CHLOROTRIMETHYLSILANE (TRIMETHYLCHLOROSILANE) Chlorotrimethylsilane, 1M solution in dichloromethane TRIMETHYLCHLOROSILANE (99+%) TMCS (TriMethylchlorosilane) ChlorotriMethylsilane, J&KSeal ChlorotriMethylsilane, 1.0 M in CH2Cl2, J&Kseal ChlorotriMethylsilane, 99%, SpcSeal ThreeMethyl chlorosilane ChlorotriMethylsilane >=98.0% (GC) ChlorotriMethylsilane produced by Wacker CheMie AG, Burghausen, GerMany, >=99.0% (GC) ChlorotriMethylsilane purified by redistillation, >=99% ChlorotriMethylsilane puriss., >=99.0% (GC) ChlorotriMethylsilane, 1.0 M solution in Methylene chloride, SpcSeal rimethylchlorosilane+Pyridine Sylon? HTP Chlorotrimethylsilane solution 1.0 M in THF ChlorotriMethylsilane, 1.0 M solution in THF, SpcSeal trimethyl-silyliuchloride TMS chloride~Trimethylchlorosilane~Trimethylsilyl chloride Trimethylchlorsosilane CHLOROTRIMETHYLSILANESOLUTION ~1 M IN THF CHLOROTRIMETHYLSILANE, 1.0M SOLUTION IN DICHLOROMETHANE CHLOROTRIMETHYLSILANE, REDISTILLED, 99+% CHLOROTRIMETHYLSILANE, WACKER QUALITY CHLOROTRIMETHYLSILANE, 97+% CHLOROTRIMETHYLSILANE, 1.0M SOLUTION IN TETRAHYDROFURAN CHLOROTRIMETHYLSILANE FOR GAS CHROMATOGRAPHY TMCS, Derivatization Grade Chlorotrimethylsilane solution, Trimethylchlorosilane/o-Xylene 1/24 (v/v), Trimethylchlorosilane Silane M3, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride Dow Corning(R) Z-1224, TMCS, Trimethylchlorosilane, Trimethylsilyl chloride TMCS, Trimethylchlorosilane, Trimethylsilyl chloride Trimethylchlorosilane, min. 97% Chlorotrimethylsilane1M solution in dichloromethaneAcroSeal§3