49539-88-0

Basic information

• Product Name: PHENETHYLTRIMETHOXYSILANE
• Synonyms: PHENETHYLTRIMETHOXYSILANE;Phenethyltrimethoxysilanemixed isomers;(2-PHENYLETHYL)TRIMETHOXYSILANE;trimethoxy(2-phenylethyl)silane;SILANE,TRIMETHOXY(2-PHENYLETHYL);PHENETHYLTRIMETHOXYSILANE, tech-95;Trimethoxy(2-phenylethyl)silane 98%;Trimethoxy(2-phenylethyl)silane [contains ca. 25% Trimethoxy(1-phenylethyl)silane]
• CAS NO: 49539-88-0
• Molecular Formula: C₁₁H₁₈O₃Si
• Molecular Weight: 226.34
• EINECS: 256-363-2
• Mol File: 49539-88-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 95-96 °C2 mm Hg(lit.)
• Flash Point: 228 °F
• Appearance: /
• Density: 1.033 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.887mmHg at 25°C
• Refractive Index: n20/D 1.475(lit.)
• BRN: 3031224
• CAS DataBase Reference: PHENETHYLTRIMETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: PHENETHYLTRIMETHOXYSILANE(49539-88-0)
• EPA Substance Registry System: PHENETHYLTRIMETHOXYSILANE(49539-88-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-26/36
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• Hazardous Substances Data: 49539-88-0(Hazardous Substances Data)

Usage

Description

PHENETHYLTRIMETHOXYSILANE, also known as Trimethoxy(2-phenylethyl)silane (TMPES), is a phenyl functionalized trialkoxy silane that serves as a siloxane-based precursor. It is a versatile compound with unique properties, making it suitable for various applications across different industries.

Uses

Used in Pharmaceutical Industry:
PHENETHYLTRIMETHOXYSILANE is used as a drug delivery agent for the loading and releasing of two anti-cancer drugs, 9-Aminoacridine (9AA) and Camptothecin (CPT), from magnetic mesoporous silica nanoparticle materials. This application takes advantage of its compatibility with pharmaceutical compounds and its ability to enhance the delivery and efficacy of these drugs in cancer treatment.
Used in Chemical Industry:
As a siloxane-based precursor, PHENETHYLTRIMETHOXYSILANE is used in the synthesis of various siloxane compounds and materials. Its phenyl functionalization provides unique properties that can be exploited in the development of new materials with specific characteristics, such as improved thermal stability, chemical resistance, or enhanced mechanical properties.
Used in Materials Science:
PHENETHYLTRIMETHOXYSILANE can be utilized in the development of advanced materials for various applications, such as coatings, adhesives, and sealants. Its ability to form stable siloxane bonds with other materials makes it a valuable component in the creation of durable and high-performance products.

InChI:InChI=1/C10H16O3Si/c1-11-14(12-2,13-3)9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3

Upstream product

• 100-42-5 styrene 
• 2487-90-3 trimethoxysilane 
• 998-30-1 Triethoxysilane 

Downstream Products

• 63330-92-7 1-(2-phenylethyl)silatrane 
• 131428-11-0 2,2,6,6-tetramethyl-1-(2-phenylethoxy)piperidine 

Relevant articles and documents

Method of manufacturing Organoxysilane compd.

PROBLEM TO BE SOLVED: To provide a method for producing an organoxysilane compound efficiently by improving catalyst activity and regioselectivity, when an addition reaction is generated between an unsaturated bond-containing compound and a hydrogen organoxysilane compound by using a platinum compound-containing catalyst. SOLUTION: In this method for producing an organoxysilane compound, an unsaturated bond-containing compound represented by general formula (1): CH2=CH-R1(1) (In the formula, R1is a 1-18C unsubstituted or substituted monovalent hydrocarbon group excluding a norbornenyl group, a monovalent heterocyclic ring-containing group, an organoxysilyl group or an organosiloxanyl group.) and a hydrogen organoxysilane compound represented by general formula (2): HSiR2n(OR3)3-n(2) (In the formula, R2is a 1-10C unsubstituted or substituted monovalent hydrocarbon group. R3is a 1-10C unsubstituted or substituted monovalent hydrocarbon group, and n is an integer of 0-2.) are hydrosilylated by using a platinum compound-containing catalyst in the presence of an ammonium salt of an inorganic acid. The objective organoxysilane compound can be produced efficiently at high reactivity and regioselectivity by this production method. COPYRIGHT: (C)2013,JPOandINPIT

New organoplatinum (IV) complex with quaterpyridine ligand: Synthesis, structure and its catalytic activity in the hydrosilylation of styrene and terminal alkynes

The reaction of ligand L with PtCl2 leads to a novel structural motif of octahedral ortho-metalated complex of formula [Pt(L-H) Cl3] 1. This result is a consequence of drastic conditions of reaction and preferred Pt(IV) octahedral coordination geometry. The new compound has been characterised on the basis of the spectroscopic data in solution, and its structure confirmed in the solid state by X-ray crystallography (1a - [Pt(L-H)Cl3]·MeOH, 1b - [Pt(L-H)Cl 3]·C6H5CH3). This article reports organoplatinum (IV) complex 1 as effective and highly selective catalyst precursor in the hydrosilylation of styrene and terminal alkynes.

HOMOGENEOUS CATALYSIS. IX. HYDROSILYLATION USING TRIS(PENTANEDIONATO)RHODIUM(III)-TRIALKYLALUMINIUM AS CATALYST

The two component (Ziegler) catalyst -AlEt3 (or an analogue with an alternative cocatalyst) has been investigated for the hydrosilylation by SiHX3 of alkynes, dienes, alkenes, styrene, or allylbenzene at 60 deg C.Terminal alkynes did not yield adducts, but internal alkynes RCCR' gave products of cis-addition with SiHEt3 or SiHEt2Me (but not SiH(OEt)3), without regiospecificity for the case of R R'.Acyclic dienes gave 1/1 adducts with SiHX3 (X = Me, Et, OEt or OSiMe3; but not X = Ph), predominantly (or, for penta-1,3-diene, exclusively) the products of 1,4-addition.Among cyclic dienes, only cyclohexa-1,3- (or -1,4)-diene was hydrosilylated with SiHEt3 to yield cyclohex-2-enyltriethylsilane; cycloocta-1,3-diene was merely rearranged to the 1,5-isomer, norbornadiene was polymerised, and no reaction was observed with 2,5-dimethylhexa-2,4-diene.Internal straight-chain alkenes RR'C=CHR'', RR'C=CR''R''', or cyclohexene proved unreactive; however disubstituted olefins RCH=CHR' gave the terminal (isomerised) 1/1-adducts, e.g., n-C5H11SiEt3 from MeCH=CHEt and SiHEt3.Likewise terminal alkenes RCH=CH2 gave RCH2CH2SiX3 (X = Ph or OEt) or (X = Et) a mixture of isomeric 1/1 adducts.With styrene and SiHEt3, or to a lesser extent SiH(OR)3 (R = Me or Et), the dehydrogenative hydrosilylated material, the vinylsilane PhCH=CHSiX3, was the principial product with isomeric 1/1 adduct byproducts; with allylbenzene, likewise, PhCH2CH=CHSiX3 was a significant, but less important, component of the reaction mixture.Mechanistic pathways are proposed; for the dehydrogenative hydrosilylation of styrene, crucial steps are styrene insertion into a RhIII-SiX3 bond and a subsequent intramolecular hydrogen transfer, which are consistent with both a labelling experiment using SiDEt3 and the lack of dehydrogenation (under the reaction conditions) of PhCH2CH2SiEt3.