3989-14-8

Basic information

• Product Name: (4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&
• Synonyms: (4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE 97%;1-Methoxy-4-[2-(trimethylsilyl)ethynyl]benzene
• CAS NO: 3989-14-8
• Molecular Formula: C₁₂H₁₆OSi
• Molecular Weight: 204.34
• Product Categories: Alkynes;Internal;Organic Building Blocks
• Mol File: 3989-14-8.mol
• Article Data: 145

Chemical Properties

• Boiling Point: 96 °C1.5 mm Hg(lit.)
• Flash Point: 202 °F
• Appearance: /
• Density: 0.957 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0455mmHg at 25°C
• Refractive Index: n20/D 1.5430(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&(CAS DataBase Reference)
• NIST Chemistry Reference: (4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&(3989-14-8)
• EPA Substance Registry System: (4-METHOXYPHENYLETHYNYL)TRIMETHYLSILANE&(3989-14-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3989-14-8(Hazardous Substances Data)

Usage

General Description

(4-Methoxyphenylethynyl)trimethylsilane is a chemical compound with the formula C11H14OSi. It is a silane compound containing both a trimethylsilyl group and a phenylethynyl group with a methoxy substituent. This chemical is used as a building block in organic synthesis, particularly in the preparation of functionalized silicon-containing molecules. It is commonly used in the synthesis of biologically active compounds and in material science research for the modification of surfaces and the production of silicon-based polymers. Additionally, it can also be used as a reagent in coupling reactions and cross-coupling reactions in organic chemistry.

InChI:InChI=1/C12H16OSi/c1-13-12-7-5-11(6-8-12)9-10-14(2,3)4/h5-8H,1-4H3

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 1066-54-2 trimethylsilylacetylene 
• 1068-69-5 Tris(trimethylsilyl)methane 
• 874-90-8 4-methoxybenzonitrile 
• 696-62-8 para-iodoanisole 
• 78389-87-4 ((trimethylsilyl)ethynyl)zinc(II) chloride 
• 250643-77-7 tris(2-(trimethylsilyl)ethynyl)indium 
• 81353-38-0 (trimethylsilylethynyl)tributyltin 
• 18243-59-9 (2-bromoethynyl)trimethylsilane 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 768-60-5 4-methoxyphenylacetylen 
• 540-38-5 p-Iodophenol 
• 75-77-4 chloro-trimethyl-silane 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 

Downstream Products

• 110598-38-4 2,2-bis(4-methoxyphenyl)-1-trimethylsilylethylene 
• 56982-37-7 4-[(4-methoxyphenyl)ethynyl]benzonitrile 
• 23429-36-9 1-methoxy-4-(phenylbuta-1,3-diynyl)benzene 
• 22779-05-1 1,4-bis(4-methoxyphenyl)-1,3-butadiyne 
• 1234193-58-8 7-ethyl-1-(4-methoxyphenyl)-3-phenyl-7H-pyrido[2,3-c]carbazole 
• 1342892-02-7 diethyl 3-(4-methoxyphenyl)-5-phenyl-1-tosyl-4-(trimethylsilyl)-1H-pyrrole-2,2(5H)-dicarboxylate 
• 1450984-39-0 4-(3-hexyl-5-iodo-thiophen-2-yl)-7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazole 
• 1450985-03-1 4-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]-7-(3-hexyl-5-trimethylsilanylethynyl-thiophen-2-yl)benzo[1,2,5]thiadiazole 
• 1450985-20-2 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid methyl ester 
• 1450985-33-7 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid 
• 1450985-68-8 4-[4-(4-hexyl-5-{7-[3-hexyl-5-(4-methoxy-phenylethynyl)thiophen-2-yl]benzo[1,2,5]thiadiazol-4-yl}thiophen-2-ylethynyl)phenyl]butyric acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 1421479-80-2 C₁₉H₁₉NO₃S 
• 60512-54-1 4-(4-methoxyphenyl)-2-methylenebut-3-yn-1-ol 
• 1421479-91-5 C₁₂H₁₂O₂ 

Relevant articles and documents

Alkynylborinates in organoborane conversions

10-Methoxy-9-oxa-10-bora[3.3.2]decane (1), easily prepared from the oxidation of B-MeO-9-BBN with trimethylamine N-oxide (TMANO), is readily converted to alkynylborinate complexes (2) with its reaction with representative lithium acetylides. These complexes serve as efficient alkynylating agents in the Suzuki-Miyaura coupling and their demethoxylation furnishes stable alkynylboranes (3) which also provide a convenient new entry to cis-vinylboranes (5).

Synthesis of diphenylacetylenes containing donor and acceptor substituents with 4′-formyl-4-methoxydiphenylacetylene as an example

A method for the synthesis of diphenylacetylenes containing donor and acceptor groups in aryl substituents was proposed. 4′-Formyl-4- methoxydiphenylacetylene was synthesized as an example.

Remote substituent control of the regioselectivity of the aryl- and vinylpalladation of 7-oxabicyclo[2.2.1]heptenes

Pd-catalyzed arylations of 2-exo-cyano-7-oxabicyclo[2.2.1]hept-5-en-2-endo-yl acetate and 7-oxabicyclo[2.2.1]hept-5-en-2-one are regio- and stereoselective giving products of H2 (HCOOH) and Me3SiC ≡ CH coupling in which the aryl grou

Ynonylation of Acyl Radicals by Electroinduced Homolysis of 4-Acyl-1,4-dihydropyridines

Herein we report the conversion of 4-Acyl-1,4-dihydropyridines (DHPs) into ynones under electrochemical conditions. The reaction proceeds via the homolysis of acyl-DHP under electron activation. The resulting acyl radicals react with hypervalent iodine(III) reagents to form the target ynones or ynamides in acceptable yields. This mild reaction condition allows wider functionality tolerance that includes halides, carboxylates, or alkenes. The synthetic utility of this methodology is further demonstrated by the late-stage modification of complex molecules.

Atom-Economical Thiocyanation-Amination of Alkynes with N-Thiocyanato-Dibenzenesulfonimide

A highly regioselective protocol for intermolecular thiocyanation-amination of alkynes by N-thiocyano-dibenzenesulfonimide (NTSI) as the SCN and nitrogen sources has been developed. A C-S bond and C-N bond are simultaneously constructed in only one step. The reaction under simple mild conditions features a broad substrate scope, atom economy, high yields (up to 94%), and excellent functional group tolerance.