75867-41-3

Basic information

• Product Name: methyl 4-(2-(trimethylsilyl)ethynyl)benzoate
• Synonyms: Methyl 4-((trimethylsilyl)ethynyl)benzoate;methyl 4-(2-(trimethylsilyl)ethynyl)benzoate;Benzoic acid, 4-[(trimethylsilyl)ethynyl]-, methyl ester
• CAS NO: 75867-41-3
• Molecular Formula: C₁₃H₁₆O₂Si
• Molecular Weight: 232
• Mol File: 75867-41-3.mol
• Article Data: 106

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: methyl 4-(2-(trimethylsilyl)ethynyl)benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-(2-(trimethylsilyl)ethynyl)benzoate(75867-41-3)
• EPA Substance Registry System: methyl 4-(2-(trimethylsilyl)ethynyl)benzoate(75867-41-3)

Safety Data

• Hazardous Substances Data: 75867-41-3(Hazardous Substances Data)

Usage

General Description

Methyl 4-(2-(trimethylsilyl)ethynyl)benzoate is a chemical compound containing a methyl ester group, a benzene ring, and a trimethylsilyl group attached to an ethynyl (acetylene) functional group. The compound is commonly used as a building block in organic synthesis and as a precursor for the preparation of other organic molecules. It is known for its high reactivity and has applications in the pharmaceutical and chemical industries. Additionally, the trimethylsilyl group can serve as a protecting group for sensitive functional groups in organic synthesis. Overall, methyl 4-(2-(trimethylsilyl)ethynyl)benzoate is a versatile chemical with various applications in chemical research and production.

Upstream product

• 619-42-1 4-methoxycarbonylphenyl bromide 
• 1066-54-2 trimethylsilylacetylene 
• 619-44-3 methyl 4-iodobenzoate 
• 60-29-7 diethyl ether 
• 586-76-5 4-Bromobenzoic acid 
• 78389-87-4 ((trimethylsilyl)ethynyl)zinc(II) chloride 
• 134856-58-9 1-iodo-4-(trimethylsilylethynyl)benzene 
• 67-56-1 methanol 
• 619-58-9 4-iodobenzoic acid 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 

Downstream Products

• 10602-00-3 4-Ethynyl-benzoic acid 
• 3034-86-4 4-ethynylbenzoic acid methyl ester 
• 1268389-89-4 (E)-methyl 4-(4-(methylthiomethoxy)-3-oxobut-1-enyl)benzoate 
• 1171937-74-8 methyl 4-(1-benzyl-1H-1,2,3-triazol-4-yl)benzoate 
• 1377186-26-9 (E)-dimethyl 4,4'-(but-1-en-3-yne-1,4-diyl)dibenzoate 
• 1350559-61-3 N^α-4-ethynylbenzoyl-N^ε-thioacetyl-lysinyl-alaninyl-alanine methyl ester 
• 1394290-75-5 methyl 4-(4,4,4-trifluorobut-1-ynyl)benzoate 
• 1360803-51-5 3-(4-(prop-1-yn-1-yl)phenyl)propionic acid-d₅ ethyl ester 
• 1360803-53-7 3-(4-(prop-1-yn-1-yl)phenyl)propionic acid-d5 
• 1360803-52-6 3-(4-(prop-1-yn-1-yl)phenyl)propionic acid ethyl ester 
• 1360803-56-0 methyl 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetate-d₅ 
• 1360803-57-1 2-(N-(4-(prop-1-yn-1-yl)benzyl)-3-(4-(prop-1-yn-1-yl)phenyl)propanamido)acetic acid-d5 
• 1093190-16-9 [2-(4-{[(tert-butyldimethylsilyl)oxy]methyl}phenyl)ethynyl]trimethylsilane 
• 1093190-17-0 tert-butyl[(4-ethynylphenyl)methoxy]dimethylsilane 

Relevant articles and documents

Acetylenic Replacement of Albicidin's Methacrylamide Residue Circumvents Detrimental E/Z Photoisomerization and Preserves Antibacterial Activity

The natural product albicidin is a highly potent inhibitor of bacterial DNA gyrase. Its outstanding activity, particularly against Gram-negative pathogens, qualifies it as a promising lead structure in the search for new antibacterial drugs. However, as we show here, the N-terminal cinnamoyl moiety of albicidin is susceptible to photochemical E/Z isomerization. Moreover, the newly formed Z isomer exhibits significantly reduced antibacterial activity, which hampers the development and biological evaluation of albicidin and potent derivatives thereof. Hence, we synthesized 13 different variants of albicidin in which the vulnerable para-coumaric acid moiety was replaced; this yielded photostable analogues. Biological activity assays revealed that diaryl alkyne analogues exhibited virtually undiminished antibacterial efficacy. This promising scaffold will therefore serve as a blueprint for the design of a potent albicidin-based drug.

BODIPY compounds containing 8-(diphenylethynyl)-ester groups as well as synthesis and application thereof

The invention discloses BODIPY compounds containing 8-(diphenylethynyl)-ester groups as well as a preparation method and application thereof. The BODIPY compounds have a structure A. According to theinvention, BODIPY is used as a matrix, a diphenylacetylene rigid structure and an ester-based alkyl chain flexible structure are introduced to the No. 8 site through the Sonogashira coupling reaction,and a series of 8-(diphenylethynyl)-ester-based BODIPY dichroic dyes are designed and synthesized. The maximum emission wavelength of the compounds in dichloromethane is concentrated at about 518 nm,green fluorescence is shown, and good dichroic ratio and ordered parameters are shown in a liquid crystal E7; and the liquid crystal compounds provided by the invention have a liquid crystal mesophase within a temperature range of 50-100 DEG C, can be used for manufacturing liquid crystal display products, and particularly can be used as guest body dyes for guest-host mode liquid crystal displays; and when the compounds are added into the E7 liquid crystal and used in a guest-host display mode, response time can be prolonged, and the effect of quick response is achieved.

Polyacetylene derivatives in perovskite solar cells: From defect passivation to moisture endurance

The last decade has witnessed the exploration of exceptional optoelectronic and photovoltaic properties of perovskite solar cells (PSCs) at the laboratory scale. Unfortunately, their sensitivity to moisture causes bulk degradation, hindering the commercialization of PSC devices. Despite the numerous strategies that have been developed to date in this field, effective passivation against moisture remains highly challenging. Here, we report a novel approach based on the incorporation of polyacetylene derivatives into the perovskite active layer to yield perovskite films with larger grains, lower defect density, and excellent robustness with respect to moisture. Moreover, it is revealed that the reduced trap-state density of these films is most likely due to the efficient coordination between the carboxylate moieties in the polymer and the undercoordinated Pb2+ in the perovskite. Upon adopting the polymer-doped perovskite as an active layer in inverted planar heterojunction PSCs with all-inorganic charge extraction layers, the power conversion efficiency (PCE) is improved to 20.41%, which is the highest value reported to date for this type of PSC to the best of our knowledge. Most importantly, the optimized device retained 90% of its initial PCE after aging in ambient air for 60 days due to its dual mechanism of moisture resistance. This work highlights an approach for developing high-performance PSCs with improved moisture stability and paves the way for their potential commercialization. This journal is