76358-47-9

Basic information

• Product Name: T-BUTYLDIPHENYLMETHOXYSILANE
• Synonyms: tert-Butyl(Methoxy)diphenylsilane
• CAS NO: 76358-47-9
• Molecular Formula: C₁₇H₂₂OSi
• Molecular Weight: 0
• Mol File: 76358-47-9.mol

Chemical Properties

• Melting Point: 48-50°C
• Boiling Point: 360.316°C at 760 mmHg
• Flash Point: 171.713°C
• Appearance: /
• Vapor Pressure: 0mmHg at 25°C
• CAS DataBase Reference: T-BUTYLDIPHENYLMETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: T-BUTYLDIPHENYLMETHOXYSILANE(76358-47-9)
• EPA Substance Registry System: T-BUTYLDIPHENYLMETHOXYSILANE(76358-47-9)

Safety Data

• TSCA: No
• Hazardous Substances Data: 76358-47-9(Hazardous Substances Data)

Usage

Uses

Used in Silicone Rubber Production:
T-BUTYLDIPHENYLMETHOXYSILANE is used as a coupling agent for enhancing the adhesion and compatibility of silicone rubber with various substrates, which is crucial for the manufacturing of high-quality silicone-based products.
Used in Coatings Industry:
T-BUTYLDIPHENYLMETHOXYSILANE is used as an additive to improve the adhesion and surface compatibility of coatings, ensuring better performance and durability of the final product.
Used in Adhesives and Sealants:
T-BUTYLDIPHENYLMETHOXYSILANE is used as a component to increase the bonding strength and compatibility of adhesives and sealants with different materials, thereby improving their overall effectiveness.
Used in Organic Synthesis:
T-BUTYLDIPHENYLMETHOXYSILANE is used as a reagent in organic synthesis processes, contributing to the development of new chemical compounds and materials.
Used in Functionalized Silicones Production:
T-BUTYLDIPHENYLMETHOXYSILANE is used as an intermediate in the production of functionalized silicones, which are utilized in a variety of industrial applications, including textiles, electronics, and personal care products.

InChI:InChI=1/C17H22OSi/c1-16(2,3)17(18-19,14-10-6-4-7-11-14)15-12-8-5-9-13-15/h4-13H,1-3,19H3

Upstream product

• 125010-70-0 1-bromo-11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadiene 
• 67-56-1 methanol 
• 33729-92-9 tert-butyldiphenylsilane 
• 125010-58-4 (4-bromobutoxy)(tert-butyl)diphenylsilane 
• 125010-62-0 1-bromo-7-tert-butyldiphenylsilyloxy-2-heptyne 
• 125010-59-5 7-(tert-butyldiphenylsilyloxy)-hept-2-yn-1-ol 
• 125010-65-3 11-tert-butyldiphenylsilyloxy-3,6-undecadiyn-1-ol 
• 125010-68-6 11-tert-butyldiphenylsilyloxy-3(Z),6(Z)-undecadien-1-ol 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 1217974-20-3 tert-butyldiphenylsilanecarboxylic acid 
• 108-24-7 acetic anhydride 
• 105966-41-4 1-(tert-butyldiphenylsiloxy)-2-phenylethane 
• 80-10-4 diphenylsilyl dichloride 
• 76358-44-6 tBuPh₂SiSePh 

Downstream Products

• 94124-39-7 tert-butylphenylmethoxysilyl bromide 
• 94124-63-7 tert-Butyl-methoxy-(2-methyl-cyclohex-1-enyloxy)-phenyl-silane 
• 94124-62-6 tert-Butyl-methoxy-(1-methyl-cyclohexyloxy)-phenyl-silane 
• 94124-36-4 3-(tert-Butyl-methoxy-phenyl-silanyloxymethyl)-heptan-4-ol 
• 94124-60-4 tert-Butyl-(2-isopropyl-5-methyl-cyclohexyloxy)-methoxy-phenyl-silane 
• 94124-59-1 tert-Butyl-dodecyloxy-methoxy-phenyl-silane 
• 94124-38-6 (6E,8Z)-(S)-10-(tert-Butyl-methoxy-phenyl-silanyloxy)-5-hydroxy-deca-6,8-dienoic acid methyl ester 
• 94124-37-5 tert-butylmethoxyphenylsilyl-α-D glucopyranoside 
• 94124-61-5 tert-Butyl-methoxy-((2S,4aR,6S,8S,8aR)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-phenyl-silane 
• 94124-47-7 6-(tert-Butyl-methoxy-phenyl-silanyloxy)-hexan-2-ol 
• 113352-65-1 tert-butyl diphenylfluorosilane 
• 58479-61-1 tert-butylchlorodiphenylsilane 

Relevant articles and documents

Functional Group Variation in tert-Butyldiphenylsilanes (TBDPS): Syntheses, Reactivities, and Effects on the Intermolecular Interaction Pattern in the Molecular Crystalline State

We present the preparation of tert-butyldiphenylsilanes differing in one functional group. The molecular structures of the phenyl (3), methoxy (4), and amino derivatives (5) were elucidated by single-crystal X-ray diffraction analysis and their crystal packing investigated by Hirshfeld surface analysis along with 2D fingerprint plots. In the all-C derivative 3, the high symmetry dependence of the crystal packing enables a multitude of directional C(methyl)?H???C(π) interactions between the tert-butyl and phenyl groups. The methoxy derivative 4 is characterized by considerably short H???H contacts possibly resulting from pre-orienting C(aryl)?H???O and C(aryl)?H???C(π) hydrogen bonds. In the amino derivative 5, the nitrogen atom is not involved in intermolecular interactions, instead dispersive H???H contacts might become more important for the crystal cohesion. These findings once again underline the pronounced lone electron pair density transfer from the nitrogen atom towards the silicon atom.

Enhanced nucleophilic fluorination and radiofluorination of organosilanes appended with potassium-chelating leaving groups

Here we aimed to explore the feasibility of enhancing the fluorination of organosilanes by appending potassium-chelating groups to the substrates. For this purpose, eight organosilanes were prepared in which a linear or cyclic leaving group, with putative

An atom-efficient and powerful method for direct esterification of silyl ethers catalyzed by HClO4-SiO2

An efficient and convenient procedure for direct esterification of alkyl and aryl silyl ethers with Ac2O and a catalyst system of perchloric acid immobilized on a silica gel (HClO4-SiO2) has been developed. The silyl protecting groups are directly replaced by acetyls and the protecting groups themselves are transformed into acetates as the sole byproducts, which can be readily recovered and converted back to silylchlorides, the original protecting agents, thus minimizing wastes.

Asymmetrie synthesis of chiral silacarboxylic acids and their ester derivatives

Sila analogues: The first asymmetric synthesis of silacarboxylic acids with a stereogenic center at the silicon atom has been achieved from chiral nonracemic silanols, without loss of optical purity. Silacarboxylic acids can be converted into their corresponding esters using a Mitsunobu-type reaction.

Silyl group deprotection by Pd/C/H2. A facile and selective method

An easy, high yield, RT, short-reaction-time Pd/C hydrogenation of silyl groups is described. This includes TES, TPS, TBS, TBDMS, TIPS, and TBDPS. The relative selectivity of the process has been investigated and we can show, for example, that TES, TPS, TBS, and TBDMS removal can be performed in the presence of TIPS and TBDPS.

Radical addition to (2,3-epoxy-4-pentenyloxy)trialkylsilanes yielding α,β-unsaturated aldehydes via carbon-carbon bond cleavage

Treatment of (2,3-epoxy-4-pentenyloxy)trialkylsilane with radical precursors such as triphenylgermane and α-halo carbonyl compounds in the presence of Et3B yields α,β-unsaturated aldehydes. The reaction involves β-scission of a secondary alkoxy radical that releases a siloxymethyl radical.

Silyl Halides from (Phenylseleno)silanes. Reaction with Oxiranes and Alcohols To Give Hydrolytically Stable Silyl Ethers.

The preparation of (phenylseleno)silanes and their reactions with halogens (Cl2, Br2, I2) to give silyl halides and diphenyl diselenide are described.Highly hindered tert-butyldimethyl and tert-butyl diphenylsilyl halides were easily prepared.The reaction of silyl bromides and iodides with oxiranes followed by diazabicyclononane treatment gave allylic alcohol silyl ethers.Tertiary alcohols reacted rapidly with silyliodides to give hydrolytically stable silyl ethers.Treatment of the silyl ethers with tetra-n-butylammonium fluoride gave the free alcohols withoutrearrangement or isomerization.