Chloromethyltriethoxysilane

Reported in EPA TSCA Inventory.

Chloromethyltriethoxysilane is an organic compound with the formula C₇H₁₇ClO₃Si, and its systematic name is the same with the product name. With the CAS registry number 15267-95-5, it is also named as Cyclopentanoicacid. It belongs to the product categories of Chloroalkylsilanes, etc. (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Silicon Compounds (for Synthesis); Si-O Compounds; Synthetic Organic Chemistry; Trialkoxysilanes; Alkoxy Silanes; Alpha Silanes; Tri-Alkoxy & Greater Silanes; Self Assembly&Contact Printing; Self-Assembly Materials; Silane Coupling Agents/Adhesion Promoters. Its EINECS number is 239-311-3. In addition, the molecular weight is 212.75. Its classification code is Skin / Eye Irritant. It is flammable, so you should keep it away from sources of ignition - No smoking. This chemical is mainly used as an intermediate for coupling agent.

Physical properties of Chloromethyltriethoxysilane are: (1)ACD/LogP: 2.966; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.97; (4)ACD/LogD (pH 7.4): 2.97; (5)ACD/BCF (pH 5.5): 105.70; (6)ACD/BCF (pH 7.4): 105.70; (7)ACD/KOC (pH 5.5): 978.22; (8)ACD/KOC (pH 7.4): 978.22; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 27.69 Å²; (13)Index of Refraction: 1.421; (14)Molar Refractivity: 53.281 cm³; (15)Molar Volume: 210.291 cm³; (16)Polarizability: 21.122×10^-24cm³; (17)Surface Tension: 24.37 dyne/cm; (18)Density: 1.012 g/cm³; (19)Flash Point: 64.045 °C; (20)Enthalpy of Vaporization: 41.926 kJ/mol; (21)Boiling Point: 200.91 °C at 760 mmHg; (22)Vapour Pressure: 0.45 mmHg at 25°C.

Preparation: this chemical can be prepared by ethanol and trichloro-chloromethyl-silane at the ambient temperature. This reaction will need reagents cyclohexen, SnCl₄ with the reaction time of 1 hour. The yield is about 75.1%.

Uses of Chloromethyltriethoxysilane: it can be used to produce (4-fluorobenzoyloxymethyl)triethoxysilane by heating. It will need reagent dimethylformamide with the reaction time of 20 min. The yield is about 58%.

You can still convert the following datas into molecular structure:
(1)SMILES: ClC[Si](OCC)(OCC)OCC
(2)Std. InChI: InChI=1S/C7H17ClO3Si/c1-4-9-12(7-8,10-5-2)11-6-3/h4-7H2,1-3H3
(3)Std. InChIKey: ZDOBWJOCPDIBRZ-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	2400mg/kg (2400mg/kg)		"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1229, 1986.