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2,2,4-trichloro-4-phenyl-butyric acid ethyl ester, also known as TCPB, is a synthetic chemical compound with the molecular formula C12H13Cl3O2. It is a white crystalline solid that is soluble in most organic solvents. TCPB is primarily used as a plant growth regulator, specifically as a herbicide to control broadleaf and grassy weeds in various crops, including cereals, corn, and rice. It works by inhibiting the synthesis of essential plant hormones, leading to uncontrolled growth and ultimately plant death. Due to its effectiveness and low mammalian toxicity, TCPB has been widely used in agriculture. However, concerns about its potential environmental impact and persistence in soil have led to a decrease in its usage in some regions.

57196-89-1

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57196-89-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 57196-89-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,1,9 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 57196-89:
(7*5)+(6*7)+(5*1)+(4*9)+(3*6)+(2*8)+(1*9)=161
161 % 10 = 1
So 57196-89-1 is a valid CAS Registry Number.

57196-89-1Relevant academic research and scientific papers

X-ray investigation of (E)-2-phenyl-1-chlorocyclopropane-1-carboxylic acid - A convenient synthon for transamine synthesis

Karapetyan,Tamazyan,Mikaelyan,Raganyan

, p. 352 - 355 (2004)

A method for the synthesis of (E,Z)-2-phenyl-1-chlorocyclopropane-1- carboxylic acid by the addition of ethyl trichloroacetate to styrene in the presence of copper(I) ammine complexes is suggested. The major isomer was isolated as the corresponding acid.

A half-sandwich 1,2-azaborolyl ruthenium complex: Synthesis, characterization, and evaluation of its catalytic activities

Liu, Zicheng,Xu, Junjie,Ruan, Wenqing,Fu, Chen,Zhang, Hui-Jun,Wen, Ting-Bin

supporting information, p. 11976 - 11980 (2013/09/02)

A half-sandwich 1,2-azaborolyl (Ab) ruthenium complex, (Ab-CCPh) RuCl(PPh3)2 (1), has been synthesized by treating RuCl2(PPh3)3 with lithium 1,2-azaborolide L-1, or by treating either RuCl2(PPh3)3 or RuHCl(PPh3)3 directly with 1,2-azaborole LH-1. It is evaluated as a suitable precatalyst in [2 + 2] cycloadditions of norbornene derivatives with DMAD and in atom transfer radical additions of halogenated compounds with olefins. The Royal Society of Chemistry.

Atom transfer radical addition (ATRA) of carbon tetrachloride and chlorinated esters to various olefins catalyzed by Cp′Ru(PPh 3)(PR3)Cl complexes

Nair, Radhika P.,Pineda-Lanorio, Jocelyn A.,Frost, Brian J.

experimental part, p. 96 - 103 (2012/04/04)

CpRu(PPh3)(PR3)Cl complexes, where PR 3 = PMe3, PPh3, or PTA (PTA = 1,3,5-triaza-7-phosphaadamantane), were used to catalyze the atom transfer radical addition of chlorinated esters (CClsu

Photoinitiated ambient temperature copper-catalyzed atom transfer radical addition (ATRA) and cyclization (ATRC) reactions in the presence of free-radical diazo initiator (AIBN)

Balili, Marielle Nicole C.,Pintauer, Tomislav

experimental part, p. 3060 - 3066 (2011/05/13)

The use of UV light in copper-catalyzed atom transfer radical addition (ATRA) and cyclization (ATRC) reactions of various (poly)halogenated compounds to highly active alkenes in the presence of AIBN is reported. Radicals generated from photodecomposition of AIBN efficiently regenerated the copper(i) complex at ambient temperature enabling ATRA of CCl4 and CBr4 with catalyst loadings as low as 0.05 mol-%. The desired monoadduct was obtained in lower yields in the ATRA of less active halogenated compounds, which was mostly due to incomplete alkene conversions. Ambient temperature ATRA of CCl 4 to various 1,6-dienes followed by sequential ATRC was also performed in the presence of UV light using [CuII(TPMA)Cl][Cl] complex and AIBN. High yields of the 5-exo-trig cyclic product were obtained for all dienes with preferential formation of the cis isomer. The Royal Society of Chemistry 2011.

An efficient, selective, and reducing agent-free copper catalyst for the atom-transfer radical addition of halo compounds to activated olefins

Munoz-Molina, Jose Maria,Belderrain, Tomas R.,Perez, Pedro J.

experimental part, p. 642 - 645 (2010/03/25)

Efficient and selective ATRA reactions of CCl4, CBr4, TsCl (Ts = tosyl), or Cl3CCO2Et with activated olefins (styrene, methyl methacrylate, n-butyl methacrylate, ferf-butyl methacrylate) using the TptBuCu(NCMe) complex as a catalyst have been achieved In the absence of any reductant and with low catalyst loadings.

Ruthenium vs. osmium complexes as catalysts for atom transfer radical addition reactions

Fernandez-Zumel, Mariano A.,Kiefer, Gregor,Thommes, Katrin,Scopelliti, Rosario,Severin, Kay

experimental part, p. 3596 - 3601 (2011/01/07)

The catalytic activity of [Cp*OsBr2(PPh 3)] in conjunction with Mg has been evaluated for atom transfer radical addition (ATRA) and cyclization (ATRC) reactions. The Os complex enabled these reactions to be performed with

Atom-transfer radical addition reactions catalyzed by RuCp* complexes: A mechanistic study

Fernandez-Zumel, Mariano A.,Thommes, Katrin,Kiefer, Gregor,Sienkiewicz, Andrzej,Pierzchala, Katarzyna,Severin, Kay

supporting information; experimental part, p. 11601 - 11607 (2010/05/17)

Kinetic and spectroscopic analyses were performed to gain information about the mechanism of atomtransfer radical reactions catalyzed by the complexes [RuCl2Cp*(PPh3)] and [RuClCp*(PPh 3)2] (Cp* = pentamethylcyc

Highly efficient heterogeneous aqueous Kharasch reaction with an amphiphilic resin-supported ruthenium catalyst

Oea, Yohei,Uozumia, Yasuhiro

experimental part, p. 1771 - 1775 (2009/07/09)

An amphiphilic polystyrene-polyethylene glycol (PS-PEG) resin-supported ruthenium complex was designed and prepared. The polymeric Ru complex was found to promote the transition metal-catalyzed atom transfer radical addition of halogenated compounds to olefins, the Kharasch reaction, in water under heterogeneous as well as AIBN-free conditions with a high level of atom economy to meet green chemical requirements.

Exploring the substrate scope of the Ru(II)-catalyzed kharasch reaction

Mume, Eskender,Munslow, Ian J.,Kaellstroem, Klas,Andersson, Pher G.

, p. 1005 - 1013 (2008/09/21)

The Kharasch reaction, or atom-transfer addition of polyhalogenated alkanes to alkenes is known to be catalyzed by a number of Ru(II) complexes. The easily prepared [RuCl2(PPh3)3] was used to investigate the reaction scope. A number of halogenated alkanes were added to a range of alkenes with good to excellent regioselectivities.

Atom-transfer radical addition (ATRA) and cyclization (ATRC) reactions catalyzed by a mixture of [RuCl2Cp*(PPh3)] and magnesium

Thommes, Katrin,Icli, Burcak,Scopelliti, Rosario,Severin, Kay

, p. 6899 - 6907 (2008/03/13)

A new catalytic procedure for atom-transfer radical addition (ATRA) and cyclization (ATRC) reactions is described. The combination of the ruthenium(III) complex [RuCl2-Cp*(PPh3)] (Cp*: pentamethylcyclopentadienyl) with magnesium allows these reactions to be performed under mild conditions with high efficiency. In most cases, the catalyst concentrations required are significantly lower than those used in previously reported procedures. It is suggested that magnesium acts as a reducing agent that generates and regenerates the catalytically active ruthenium(II) species. The precatalyst [RuCl2Cp*(PPh 3)] has been analyzed by X-ray crystallography.

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