17881-65-1

Basic information

• Product Name: (2-CHLOROPHENOXY)TRIMETHYLSILANE 97
• Synonyms: (2-CHLOROPHENOXY)TRIMETHYLSILANE 97;1-(Trimethylsilyloxy)-2-chlorobenzene;1-Chloro-2-trimethylsiloxybenzene;2-Chlorophenyl(trimethylsilyl) ether;1-Chloro-2-trimethylsilyloxybenzene;Silane, (2-chlorophenoxy)trimethyl-
• CAS NO: 17881-65-1
• Molecular Formula: C₉H₁₃ClOSi
• Molecular Weight: 200.73742
• Mol File: 17881-65-1.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 202 °C(lit.)
• Flash Point: 170 °F
• Appearance: /
• Density: 1.038 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: n20/D 1.494(lit.)
• CAS DataBase Reference: (2-CHLOROPHENOXY)TRIMETHYLSILANE 97(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLOROPHENOXY)TRIMETHYLSILANE 97(17881-65-1)
• EPA Substance Registry System: (2-CHLOROPHENOXY)TRIMETHYLSILANE 97(17881-65-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 17881-65-1(Hazardous Substances Data)

Usage

General Description

(2-Chlorophenoxy)trimethylsilane 97, also known as trimethyl(chlorophenyl)silane, is an organosilicon compound with the molecular formula C9H13ClOSi. It is primarily used as a reagent in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. This chemical is a clear, colorless liquid with a pungent odor and is highly flammable. It is also known to be toxic if inhaled, causing respiratory irritation and damage to the respiratory system. (2-Chlorophenoxy)trimethylsilane 97 should be handled with care and used in a well-ventilated environment with appropriate personal protective equipment.

InChI:InChI=1/C10H13F3O3SSi/c1-18(2,3)9-7-5-4-6-8(9)16-17(14,15)10(11,12)13/h4-7H,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 95-57-8 2-monochlorophenol 
• 88127-58-6 C₈H₁₀ClOP 
• 25436-07-1 trimethylsilyl trichloroacetate 
• 13154-24-0 triisopropylsilyl chloride 
• 108-90-7 chlorobenzene 
• 4039-32-1 lithium hexamethyldisilazane 
• 75-79-6 Methyltrichlorosilane 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 762-72-1 allyl-trimethyl-silane 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 

Downstream Products

• 18036-83-4 o-(trimethylsilyl)phenol trimethylsilyl ether 
• 18405-91-9 [2-(ethyl-dimethyl-silanyloxy)-phenyl]-trimethyl-silane 
• 1276113-19-9 2-(trimethylsilyl)phenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate 
• 1253786-03-6 2-(tert-butyl)-2,3-dihydro-3-phenyl-1,2-benzoisoxazole 
• 15288-53-6 o-(trimethylsilyl)phenol 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 51786-10-8 2-Chloro-3-hydroxy benzoic acid 
• 95-57-8 2-monochlorophenol 
• 40123-44-2 2-chlorophenyl 3-phenylpropionate 
• 18401-56-4 ethoxy-dimethyl-(2-trimethylsilanyloxy-phenyl)-silane 

Relevant articles and documents

Regioselectivity of Hydroxyl Radical Reactions with Arenes in Nonaqueous Solutions

The regioselectivity of hydroxyl radical addition to arenes was studied using a novel analytical method capable of trapping radicals formed after the first elementary step of reaction, without alteration of the product distributions by secondary oxidation processes. Product analyses of these reactions indicate a preference for o- over p-substitution for electron donating groups, with both favored over m-addition. The observed distributions are qualitatively similar to those observed for the addition of other carbon-centered radicals, although the magnitude of the regioselectivity observed is greater for hydroxyl. The data, reproduced by high accuracy CBS-QB3 computational methods, indicate that both polar and radical stabilization effects play a role in the observed regioselectivities. The application and potential limitations of the analytical method used are discussed.

Graphene oxide-bound electron-deficient tin(IV) porphyrin: a highly efficient and selective catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane

The catalytic activity of graphene oxide-bound tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) is reported. The prepared catalyst was characterized using inductively coupled plasma analysis, scanning electron microscopy, transmission electron microscopy, and Fourier transform infrared and diffuse reflectance UV–visible spectroscopies. This heterogeneous catalyst was used for selective trimethylsilylation of various alcohols and phenols with HMDS in short reaction times and high yields. Also, the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. The chemoselectivity of this catalytic system in the silylation of primary alcohols in the presence of secondary and tertiary alcohols and also phenols was investigated.

Alkyl substituted [2.2]paracyclophane-1,9-dienes

[2.2]Paracyclophane-1,9-dienes substituted with n-octyl chains have been synthesised from the corresponding dithia[3.3]paracyclophanes using a benzyne induced Stevens rearrangement. The use of 2-(trimethylsilyl)phenyl trifluoromethanesulfonate and tetra-n-butylammonium fluoride as the in situ benzyne source gave significantly improved yields over traditional sources of benzyne and enabled the preparation of n-octyl substituted [2.2]paracyclophane-1,9-dienes on a multi-gram scale.