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1-Fluoro-4-(4-methylstyryl)benzene is an organic compound characterized by its molecular formula C15H13F. It is a derivative of benzene, with a fluorine atom at the 1st position and a 4-methylstyryl group attached at the 4th position. The 4-methylstyryl group consists of a styrene moiety (a vinylbenzene) with a methyl group attached to the para position. 1-fluoro-4-(4-methylstyryl)benzene is a colorless liquid with a distinct aromatic odor and is used in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Due to its unique structure, it exhibits interesting properties such as reactivity towards electrophilic aromatic substitution and potential applications in materials science.

39769-27-2

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39769-27-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 39769-27-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,7,6 and 9 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 39769-27:
(7*3)+(6*9)+(5*7)+(4*6)+(3*9)+(2*2)+(1*7)=172
172 % 10 = 2
So 39769-27-2 is a valid CAS Registry Number.

39769-27-2Relevant academic research and scientific papers

Palladium nanoparticlesin situsynthesized onCyclea barbatapectin as a heterogeneous catalyst for Heck coupling in water, the reduction of nitrophenols and alkynes

Le, Van-Dung,Le, T. Cam-Huong,Chau, Van-Trung,Le, T. Ngoc-Duyen,Dang, Chi-Hien,Vo, T. To-Nguyen,Nguyen, Trinh Duy,Nguyen, Thanh-Danh

, p. 4746 - 4755 (2021/03/22)

This study develops an effective method for thein situsynthesis of palladium nanoparticles (PdNPs) usingCyclea barbatapectin as a green reducing and stabilizing reagent. The PdNP@pectin nanocomposite was well characterized by analysis techniques such as UV-vis, FTIR, EDX, XRD, SEM, HR-TEM and STEM-mapping. Crystalline PdNPs were found to be distributed in the size range of 1-25 nm with the highest frequency of 6-12 nm. PdNP@pectin exhibited excellent recyclable catalysis activity for the Heck coupling reaction in water medium. The kinetics and recyclability of nanoparticles were investigated for the catalytic reduction ofo-,m- andp-nitrophenol. The result showed a good catalysis efficiency with five successful recycles without compromising much. In particular, the nanocomposite was used as a catalyst for the conversion of alkynes intocis-alkenes with KOH/DMF as a hydrogenation source. The reaction was also utilized effectively for the synthesis of sex pheromones, includingPlutella xylostella((Z)-11-hexadecen-1-yl acetate) andCylas formicarius((Z)-3-dodecen-1-yl(E)-2-butenoate) with the total yields of 70% and 68%, respectively. Therefore, PdNPs supported onC. barbatapectin are promising catalysis materials for application in various fields.

Ruthenium-Sulfonamide-Catalyzed Direct Dehydrative Condensation of Benzylic C-H Bonds with Aromatic Aldehydes

Takemoto, Shin,Shibata, Eri,Nakajima, Mitsuaki,Yumoto, Yoshihiro,Shimamoto, Mayuko,Matsuzaka, Hiroyuki

supporting information, p. 14836 - 14839 (2016/11/29)

The first catalytic dehydrative condensation of the benzylic C-H bonds of toluene and p-xylene with aromatic aldehydes is reported herein. This protocol provides highly atom-economical access to stilbene and p-distyrylbenzene derivatives, whereby water is the sole byproduct. The reaction is based on the deprotonation-functionalization of benzylic C-H bonds through η6-complexation of the arenes, which is realized for the first time using a catalytic amount of a transition metal activator. The key to the success of this method is the use of a sulfonamide anion as a catalyst component, which appears to facilitate not only the deprotonation of the benzylic C-H bonds but also the formation of a C-C bonds via an electrophilic tosylimine intermediate.

Open-air oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes

Yuen, On Ying,So, Chau Ming,Kwong, Fuk Yee

, p. 27584 - 27589 (2016/03/30)

A palladium(ii)-catalyzed oxidative Mizoroki-Heck reaction of arylsulfonyl hydrazides with alkenes was developed employing atmospheric air as the sole oxidant in an open-vessel manner. By using palladium(ii) acetate associating with inexpensive, air-stable and moisture stable pyridine ligand L9 as the catalyst system, the efficiency of the reaction could be significantly enhanced. A wide range of arylsulfonyl hydrazides underwent the oxidative Mizoroki-Heck reaction with alkenes smoothly. Good-to-excellent product yields and excellent regio- and stereoselectivity were achieved. Functional groups such as halo, ester etc. were well-tolerated under these optimized reaction conditions.

β-cyclodextrin-capped palladium nanoparticle-catalyzed ligand-free Suzuki and Heck couplings in low-melting β-cyclodextrin/NMU mixtures

Zhao, Xiaohua,Liu, Xiang,Lu, Ming

, p. 635 - 640 (2014/08/05)

Low-melting β-cyclodextrin/N-methylurea (NMU) mixture, an efficient catalytic system for ligand-free Suzuki and Heck couplings in the presence of fresh native β-CD-capped Pd0 nanoparticles, has been successfully reported. This natural and convenient system can be performed in air and could afford the corresponding cross-coupled products in good to excellent isolated yields after a simple workup under every low Pd loading (0.05 mol%). Remarkably, the catalytic system can be recycled and reused without loss of catalytic activity. Copyright

SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C coupling reactions

Ghotbinejad, Marzieh,Khosropour, Ahmad R.,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah

, p. 78 - 84 (2014/03/21)

A novel, stable and powerful nano Pd-NHC complex utilizing N-methylimidazole bounded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles) as a bidentate NHC ligand is reported. This well-defined complex was used as an efficient (

Ultrasound-assisted C-C coupling reactions catalyzed by unique SPION-A-Pd(EDTA) as a robust nanocatalyst

Ghotbinejad, Marzieh,Khosropour, Ahmad R.,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah

, p. 8590 - 8596 (2014/03/21)

A novel and highly stable Pd(EDTA)2- salt was synthesized as a catalyst, using a counter-cation of N-methylimidazolium bonded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles). This well-defined complex efficiently

Cross-coupling reactions catalyzed by an N-heterocyclic carbene-Pd(ii) complex under aerobic and CuI-free conditions

Lu, Hongfei,Wang, Lin,Yang, Feifei,Wu, Runze,Shen, Wei

, p. 30447 - 30452 (2014/08/05)

A Pd-complex, (Cat. 3), has been successfully employed as a highly efficient and recyclable catalyst for the Sonogashira and Heck reactions of aryl bromides with various terminal acetylenes and olefins. The catalytic reactions proceed with excellent yields with a low catalyst loading (1.0 mol%) under aerobic and CuI-free conditions. A plausible mechanism has also been proposed for the reaction. the Partner Organisations 2014.

Expeditious synthesis of fluorinated styrylbenzenes and polyaromatic hydrocarbons

Bedekar, Ashutosh V.,Chaudhary, Anju R.,Shyam Sundar,Rajappa, Murali

, p. 392 - 396 (2013/02/23)

A series of fluorinated styrylbenzene derivatives were synthesized by the Mizoroki-Heck reaction using phosphine-free catalytic conditions or by adopting the one-pot Wittig-Heck reaction sequence. The fluorinated styrylbenzenes were converted into polyaromatic hydrocarbons such as phenanthrenes, [4]helicenes, and benzo[ghi]perylene by a modified photocyclization procedure involving I 2-THF condition.

1,2,3-Triazol-5-ylidene-palladium complex catalyzed Mizoroki-Heck and Sonogashira coupling reactions

Inomata, Sayuri,Hiroki, Hidekatsu,Terashima, Takahiro,Ogata, Kenichi,Fukuzawa, Shin-Ichi

experimental part, p. 7263 - 7267 (2011/10/08)

The bis-1,4-dimesityl-1,2,3-triazol-5-ylidene-palladium complex (1a) successfully catalyzes the Mizoroki-Heck and Sonogashira coupling reactions with aryl bromides to give the corresponding alkenes and alkynes, respectively, in good to excellent yields. In the Mizoroki-Heck reaction, electron-rich, electron-poor, and functionalized aryl bromides and alkenes are tolerated, while the substrates are limited to electron-poor aryl halides in the Sonogashira coupling reaction. The palladium complex also catalyzes cross-coupling reactions with aryl chlorides to give higher yields of products than does the bis-IMes-Pd complex analogue (2), under specific conditions.

Substituent effect on the UV spectra of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2)

Chen, Guanfan,Cao, Chenzhong

scheme or table, p. 776 - 782 (2011/05/05)

Three parameters, θCCex, θ CCex(XY) and Vmax,parent, are developed to express the substituent effect and the effect of the parent molecular structure of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2). The investigated result shows a good correlation between the UV absorption wavenumbers (Vmax) and the three parameters for a diverse set of title compounds, and the correlation equation can be used to predict the UV absorption energy of compounds with the mentioned structure. This approach provides a new insight for the quantitative structure-property relationship (QSPR) correlation of the UV absorption energy of p-disubstituted homologues. Copyright

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