78704-49-1

Basic information

• Product Name: (4-CHLOROPHENYLETHYNYL)TRIMETHYLSILANE
• Synonyms: 1-(Trimethylsilyl)-2-(4-chlorophenyl)ethyne;1-Chloro-4-[(trimethylsilyl)ethynyl]benzene;4-Chlorophenyl(trimethylsilyl)ethyne;Trimethylsilyl(4-chlorophenyl)acetylene;(4-Chlorophenylethynyl)trimethylsilane 97%;(2-(4-chlorophenyl)ethynyl)trimethylsilane;1-(4-Chlorophenyl)-2-(trimethylsilyl)acetylene;(4-Chlorophenylethynyl)trimethylsilane, 97% white to pale brown solid
• CAS NO: 78704-49-1
• Molecular Formula: C₁₁H₁₃ClSi
• Molecular Weight: 208.76
• Product Categories: Alkynyl;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 78704-49-1.mol
• Article Data: 51

Chemical Properties

• Melting Point: 47-51 °C(lit.)
• Boiling Point: 231.2±32.0℃ (760 Torr)
• Flash Point: 220 °F
• Appearance: White to pale brown/Solid
• Density: 1.03±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0956mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: (4-CHLOROPHENYLETHYNYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLOROPHENYLETHYNYL)TRIMETHYLSILANE(78704-49-1)
• EPA Substance Registry System: (4-CHLOROPHENYLETHYNYL)TRIMETHYLSILANE(78704-49-1)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 78704-49-1(Hazardous Substances Data)

Usage

General Description

(4-Chlorophenylethynyl)trimethylsilane is an organosilicon compound that has a molecular formula of C10H11ClSi. It is commonly used as a building block in organic synthesis and is often utilized in the production of pharmaceuticals and agrochemicals. (4-CHLOROPHENYLETHYNYL)TRIMETHYLSILANE is a clear, colorless liquid with a strong odor and is highly flammable. It is also known to be a skin and eye irritant and should be handled with care. The (4-chlorophenylethynyl) group is a reactive component that can undergo various synthetic transformations, making this compound valuable in the field of organic chemistry. Additionally, the trimethylsilyl group provides stability and protection for other functional groups in the molecule. Overall, (4-Chlorophenylethynyl)trimethylsilane is an important reagent in organic synthesis with a wide range of applications in the pharmaceutical and agrochemical industries.

InChI:InChI=1/C11H13ClSi/c1-13(2,3)9-8-10-4-6-11(12)7-5-10/h4-7H,1-3H3

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 873-73-4 4-n-chlorophenylacetylene 
• 75-77-4 chloro-trimethyl-silane 
• 106-39-8 bromochlorobenzene 
• 81353-38-0 (trimethylsilylethynyl)tributyltin 
• 762-72-1 allyl-trimethyl-silane 
• 77295-59-1 1-chloro-4-(2,2-dibromovinyl)benzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 104-88-1 4-chlorobenzaldehyde 
• 16029-98-4 trimethylsilyl iodide 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 78389-87-4 ((trimethylsilyl)ethynyl)zinc(II) chloride 
• 250643-77-7 tris(2-(trimethylsilyl)ethynyl)indium 

Downstream Products

• 80221-13-2 2-((4-chlorophenyl)ethynyl)quinoline 
• 1459714-39-6 5-(4-chlorophenyl)-3-methylenepent-4-yn-1-ol 
• 1595282-14-6 (Z)-(2-(4-chlorophenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)trimethylsilane 
• 1595282-17-9 C₁₇H₂₆BClO₂Si 
• 1394826-53-9 1-((4-chlorophenyl)ethynyl)-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one 
• 247217-76-1 3-acetoxy-1-(4-chlorophenyl)-2-trimethylsilylpropene 
• 152142-03-5 (1R)-1-(4-chlorophenyl)-1,2-ethanediol 
• 7477-64-7 (S)-1-(4-chlorophenyl)-1,2-ethanediol 

Relevant articles and documents

UREA, AMIDE, AND SUBSTITUTED HETEROARYL COMPOUNDS FOR CBL-B INHIBITION

Compounds of formulae (I) and (II), compositions, and methods for use in inhibiting the E3 enzyme Cbl-b in the ubiquitin proteasome pathway are disclosed. The compounds, compositions, and methods can be used to modulate the immune system, to treat diseases amenable to immune system modulation, and for treatment of cells invivo, in vitro, or ex vivo.

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.

Au(I) Catalyzed Synthesis of Densely Substituted Pyrazolines and Dihydropyridines via Sequential Aza-Enyne Metathesis/6π-Electrocyclization

A gold(I) autotandem catalysis protocol is reported for the de novo synthesis of densely substituted pyrazolines and dihydropyridines from the corresponding imine derivatives in a highly regioselective fashion via a one-pot aza-enyne metathesis/6π-electrocyclization sequence. The substituents on the nitrogen atom of the imine perfectly control the reaction pathways from the pivotal 1-azabutadiene intermediate; thus, carbazates were converted into pyrazolines via 6π-electrocyclization of α,β-unsaturated hydrazones, while aryl imines provided dihydropyridines via 6π-electrocyclization of 3-azahexatrienes.