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10602-00-3

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10602-00-3 Usage

Uses

4-Ethynylbenzoic acid may be used in the synthesis of N-(4-ethynylphenylcarbonyl) L-glutamic acid diethyl ester, a precursor for synthesizing glutamic acid-based dendritic helical poly(phenylacetylene)s. It can also be used to prepare zinc porphyrins attached to various cyclic aromatic hydrocarbon substituents, which can act as potential photo-sensitizers for dye-sensitized solar cells (DSSCs). This product was previously listed as CBR01612.

Check Digit Verification of cas no

The CAS Registry Mumber 10602-00-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,6,0 and 2 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 10602-00:
(7*1)+(6*0)+(5*6)+(4*0)+(3*2)+(2*0)+(1*0)=43
43 % 10 = 3
So 10602-00-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H6O2/c1-2-7-3-5-8(6-4-7)9(10)11/h1,3-6H,(H,10,11)

10602-00-3 Well-known Company Product Price

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  • TCI America

  • (E1041)  4-Ethynylbenzoic Acid  >96.0%(GC)(T)

  • 10602-00-3

  • 1g

  • 1,990.00CNY

  • Detail

10602-00-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Ethynylbenzoic acid

1.2 Other means of identification

Product number -
Other names 4-ethynylbenzoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10602-00-3 SDS

10602-00-3Relevant articles and documents

Design, synthesis and biological evaluation of LpxC inhibitors with novel hydrophilic terminus

Ding, Shi,Wang, Wen-Ke,Cao, Qiao,Chu, Wen-Jing,Lan, Le-Fu,Hu, Wen-Hao,Yang, Yu-She

, p. 763 - 767 (2015)

Abstract In order to develop novel LpxC inhibitors with good activities and metabolic stability, two series of compounds with hydrophilic terminus have been synthesized and their in vitro antibacterial activities against Escherichial coli and Pseudomonas aeruginosa were evaluated. Especially, compounds 22b and c exhibited comparable antibacterial activities to CHIR-090 and better metabolic stability than CHIR-090 and LPC-011 in liver microsomes (rat and mouse), which indicated the terminal methylsulfone may be a preferred structure in the design of LpxC inhibitors and worthy of further investigations.

Control of the helicity of poly(phenylacetylene)s: From the conformation of the pendant to the chirality of the backbone

Louzao, Iria,Seco, Jose M.,Quinoa, Emilio,Riguera, Ricardo

, p. 1430 - 1433 (2010)

(Figure Presented) Helix sense selection: Tuning the conformational equilibrium of the pendants of poly(phenylacetylene)s allows selection of the helicity of the polymer in a reversible way. Complexation with appropriate metal cations (e.g. Ba2+) or changing the polarity of the solvent permits the reversible selection of the desired helix sense. A full picture of the mechanism explaining this phenomenon is presented.

A Convenient Synthesis of Ethynylarenes and Diethynylarenes

Takahashi, S.,Kuroyama, Y.,Sonogashira, K.,Hagihara, N.

, p. 627 - 630 (1980)

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Two- and three-dimensional silver(I)-organic networks generated from mono- and dicarboxylphenylethynes

Zhao, Ying,Zhang, Peng,Li, Bao,Meng, Xianggao,Zhang, Tianle

, p. 9097 - 9105 (2011)

Three phenylethynes bearing methyl carboxylate (HL1), monocarboxylate (H2L2), and dicarboxylate (H2L3) groups were utilized as ligands to synthesize a new class of organometallic silver(I)-ethynide complexes as bifunctional building units to assemble silver(I)-organic networks. X-ray crystallographic studies revealed that in [Ag2(L1) 2?AgNO3]∞ (1) (L1= 4-C 2C6H4CO2CH3), one ethynide group interacts with three silver ions to form a complex unit. These units aggregate by sharing silver ions with the other three units to afford a silver column, which are further linked through argentophilic interaction to generate a two-demensional (2D) silver(I) network. In [Ag2(L2) ?3AgNO3?H2O]∞ (2) (L2 = 4-CO2C6H4C2), the ethynide group coordinates to four silver ions to form a building unit (Ag4C 2C6H4CO2), which interacts through silver(I)-carboxylate coordination bonds to generate a wave-like 2D network and is subsequently connected by nitrate anions as bridging ligands to afford a three-demensional (3D) network. In [Ag3(L3)?AgNO 3]∞ (3) (L3 = 3,5-(CO2)2C 6H3C2), the building unit (Ag4C 2C6H3(CO2)2) aggregates to form a dimer [Ag8(L3)2] through argentophilic interaction. The dimeric units interact through silver(I)-carboxylate coordination bonds to directly generate a 3D network. The obtained results showed that as a building unit, silver(I)-ethynide complexes bearing carboxylate groups exhibit diverse binding modes, and an increase in the number of carboxylate groups in the silver(I)-ethynide complex unit leads to higher level architectures. In the solid state, all of the complexes (1, 2, and 3) are photoluminescent at room temperature.

Economical and Convenient Synthesis of p-Ethynylbenzoic Acid and p-Ethynylbenzoyl Chloride

Melissaris, Anastasios P.,Litt, Morton H.

, p. 6998 - 6999 (1992)

-

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

Faheem, M. Bilal,Jiang, Jiexuan,Lang, Xianhua,Li, Yanbo,Rong, Shanshan,Zeng, Qiugui,Zhao, Hui

, p. 13220 - 13230 (2021)

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

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

Behroz, Iraj,Kleebauer, Leonardo,Hommernick, Kay,Seidel, Maria,Gr?tz, Stefan,Mainz, Andi,Weston, John B.,Süssmuth, Roderich D.

, p. 9077 - 9086 (2021/05/27)

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.

Directed polymorphism and mechanofluorochromism of conjugated materials through weak non-covalent control

Sharber, Seth A.,Mann, Arielle,Shih, Kuo-Chih,Mullin, William J.,Nieh, Mu-Ping,Thomas, Samuel W.

supporting information, p. 8316 - 8324 (2019/07/17)

Understanding and manipulating crystal polymorphism can provide novel strategies for materials discovery in organic optoelectronics. In this paper, a series of seven ester-terminated three-ring phenylene ethynylenes (PEs) exhibit structure-dependent polymorphism wherein alkyl chain length modulates the propensity to form violet or green fluorescent solid phases, as well as tunable thermal and mechanofluorochromic (MFC) transitions. These compounds harness "soft" non-covalent control to achieve polymorphism: the electronic substituent effect of the ester groups weakens the fluoroarene-arene (ArF-ArH) interactions that typically direct crystal packing of this class of compounds, increasing competitiveness of other interactions. Small structural modifications tip this balance and shift the prevalence of violet- or green-emitting polymorphs. Compounds with short alkyl chain lengths show both violet and various green fluorescent polymorphs, while the violet fluorescent form dominates with alkyl lengths longer than butyl. Further, thermally induced green-to-violet fluorescent crystal-to-crystal transitions occur for single crystals of two derivatives. Finally, the PEs show reversible violet-to-green mechanofluorochromism (MFC), with temperature required for reversion of this MFC decreasing with alkyl chain length. We therefore present this design of directional but weak interactions as a strategy to access polymorphs and tunable stimuli-responsive behavior in solids.

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