17878-44-3

Basic information

• Product Name: (4-BROMOPHENOXY)TRIMETHYLSILANE
• Synonyms: 4-(TRIMETHYLSILYLOXY)BROMOBENZENE;4-BROMOTRIMETHYLSILOXYBENZENE;(4-BROMOPHENOXY)TRIMETHYLSILANE;4-Bromophenoxytrimethylsilane4-Trimethylsiloxy bromobenzol;1-BROMO-4-(TRIMETHYLSILOXY)BENZENE;p-Bromophenoxytrimethylsilane;p-Trimethylsiloxy bromobenzene;4-(Trimethylsilyloxy)bromobenzene 98%
• CAS NO: 17878-44-3
• Molecular Formula: C₉H₁₃BrOSi
• Molecular Weight: 245.19
• EINECS: 241-831-0
• Mol File: 17878-44-3.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 106 °C
• Flash Point: 207 °F
• Appearance: /
• Density: 1.268 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.216mmHg at 25°C
• Refractive Index: n20/D 1.515(lit.)
• Sensitive: Moisture Sensitive
• BRN: 1342373
• CAS DataBase Reference: (4-BROMOPHENOXY)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-BROMOPHENOXY)TRIMETHYLSILANE(17878-44-3)
• EPA Substance Registry System: (4-BROMOPHENOXY)TRIMETHYLSILANE(17878-44-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• TSCA: Yes
• Hazardous Substances Data: 17878-44-3(Hazardous Substances Data)

Usage

General Description

"(4-Bromophenoxy)trimethylsilane" is a chemical compound with the molecular formula C9H13BrOSi. The presence of the bromine atom in the structure makes it suitable for use in cross-coupling reactions, a common process in the field of organic synthesis. Furthermore, the silane moiety enhances its volatility, making it an ideal candidate for vapor deposition processes utilized in coating and semiconductor industries. (4-Bromophenoxy)trimethylsilane also demonstrates compatibility with various solvents and reagents, allowing for diversity in chemical reactions. Its handling and storage require caution due to its potential volatility and reactivity.

InChI:InChI=1/C9H13BrOSi/c1-12(2,3)11-9-6-4-8(10)5-7-9/h4-7H,1-3H3

Upstream product

• 106-41-2 4-bromo-phenol 
• 25436-07-1 trimethylsilyl trichloroacetate 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 873-75-6 4-bromobenzenemethanol 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 18243-21-5 trimethylsilyl formate 
• 75-79-6 Methyltrichlorosilane 
• 13132-25-7 4-(trimethylsilyl)phenol 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 16029-98-4 trimethylsilyl iodide 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 18036-81-2 trimethyl-(4-trimethylsilanyloxy-phenyl)-silane 
• 18588-84-6 dimethyl-bis-(4-trimethylsilanyloxy-phenyl)-silane 
• 13132-25-7 4-(trimethylsilyl)phenol 
• 74027-99-9 4-Hydroxyphenyl-dimethyl-phenylsilan 
• 74027-98-8 Dimethyl-phenyl-(4-bromphenoxy)-silan 
• 651035-36-8 1-[4,6-di-O-tert-butyl(dimethyl)silyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl]-4-hydroxybenzene 
• 17589-66-1 4-bromo-2',4'-dinitro-diphenyl ether 
• 1845-11-0 nafoxidine 
• 82524-95-6 Acetic acid 4-(6-methoxy-3,4-dihydro-naphthalen-2-yl)-phenyl ester 
• 57263-24-8 2-[1-hydroxy-2,2,4,4-tetramethyl-3-(4-pyridin-2-yl-piperazin-1-yl)-cyclobutyl]-phenol 
• 111574-66-4 (p-trimethylsiloxyphenyl)trimethyltin 
• 98-54-4 para-tert-butylphenol 
• 4167-74-2 4-isobutylphenol 
• 7148-51-8 5α-androst-16-en-3β-ol 

Relevant articles and documents

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Use of Silylated Formiates as Hydrosilane Equivalents

The present invention relates to a method for preparing organic compounds of formula (I) by reaction between a silylated formiate of formula (II) and an organic compound in the presence of a catalyst and optionally of an additive. The invention also relates to use of the method for preparing organic compounds of formula (I) for the preparation of reagents for fine chemistry and for heavy chemistry, as well as in the production of vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, and pesticides.

Silylation of Alcohols, Phenols, and Silanols with Alkynylsilanes – an Efficient Route to Silyl Ethers and Unsymmetrical Siloxanes

The formation of several silyl ethers (alkoxysilanes, R3Si-OR') and unsymmetrical siloxanes (R3Si-O-SiR'3) can be catalyzed by the commercially available potassium bis(trimethylsilyl)amide (KHMDS). The reaction proceeds via direct dealkynative coupling between various alcohols or silanols and alkynylsilanes, with a simultaneous formation of gaseous acetylene as the sole by-product. The dehydrogenative and dealkenative coupling of alcohols or silanols are well-investigated, whilst the utilization of alkynylsilanes as silylating agents has never been comprehensively studied in this context. Overall, the presented system allows the synthesis of various attractive organosilicon compounds under mild conditions, making this approach an atom-efficient, environmentally benign, and sustainable alternative to existing synthetic solutions.