31357-32-1

Basic information

• Product Name: (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid
• CAS NO: 31357-32-1
• Molecular Weight: 342.414
• Mol File: 31357-32-1.mol

Chemical Properties

• CAS DataBase Reference: (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid(31357-32-1)
• EPA Substance Registry System: (2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid(31357-32-1)

Safety Data

• Hazardous Substances Data: 31357-32-1(Hazardous Substances Data)

Upstream product

• 1615-02-7 p-chlorocinnamic acid 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 104-88-1 4-chlorobenzaldehyde 
• 17449-02-4 p-chlorobenzylidenepropane-1,3-dioic acid 

Downstream Products

• 105072-48-8 (E)-2-bromo-3-(4-chlorophenyl)propenoic acid 
• 93696-58-3 3-Bromo-4-(4-chloro-phenyl)-6-methyl-3,4-dihydro-1H-quinolin-2-one 
• 93696-63-0 4-(4-Chloro-phenyl)-6-methyl-1H-quinolin-2-one 
• 93500-95-9 2,3-Dibromo-3-(4-chloro-phenyl)-N-phenyl-propionamide 
• 93501-00-9 2,3-Dibromo-3-(4-chloro-phenyl)-propionic acid phenyl ester 
• 93500-96-0 2,3-Dibromo-3-(4-chloro-phenyl)-N-p-tolyl-propionamide 
• 93501-01-0 2,3-Dibromo-3-(4-chloro-phenyl)-propionic acid p-tolyl ester 
• 1251832-81-1 2-[(4-chlorophenyl)ethynyl]benzaldehyde 
• 66482-29-9 1-(2-bromovinyl)-4-chlorobenzene 
• 66482-29-9 1-[(E)-2-bromoethenyl]-4-chlorobenzene 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 5676-62-0 (Z)-3-(4-chlorophenyl)acrylic acid 
• 5604-31-9 4-(4-chlorophenyl)-1H-1,2,3-triazole 

Relevant articles and documents

Mechanisms of 1,1-Reductive Elimination from Palladium: Coupling of Styrylmethylpalladium Complexes

The complexes (E)- and (Z)-styrylbromobis(triphenylphosphine)palladium(II) react with methyllithium in benzene at ambient temperature to give (E)- and (Z)-propenylbenzene, respectively.A similar reaction at -78 deg C afforded (E)- and (Z)-styrylmethylbis(diphenylmethylphosphine)palladium(II) as a cis-trans mixture.On raising the temperature of solutions of (E)- and (Z)-2b, (E)- and (Z)-propenylbenzenes are produced, respectively, and the intermediate olefin complexes (E)- and (Z)-propenylbenzenebis(diphenylmethylphosphine)palladium(0) can be observed by NMR the reductive elimination reaction is intramolecular as determined by a crossover experiment and first order in dialkylpalladium(II) complex when diphenylmethylphosphine is present.The reaction of (E)-2b and trideuteriomethyl iodide gives some 3,3,3-trideuteriopropenylbenzene, again implicating a palladium(IV) intermediate as a possible reductive elimination intermediate in a catalytic coupling cycle.

Synthesis method of o-Dibromo compound

The present invention discloses a synthesis method of o-dibromo compounds, said synthesis method comprising the following steps: preparation of olefins, brominated salts and a mixed solution of bromate; to the mixed solution of dropwise addition of hydrochloric acid solution for reaction; to the end of the reaction, the extraction of o-dibromo compounds in the reaction product; the synthesis method to inexpensive brominated salts (industrial or recycled brominated salts) and bromate as a bromine source, enhance the full use of applicable resources; after the end of the reaction after a simple filtration treatment to obtain a sufficient purity of the product, It can reduce production costs; at the same time, facilitate the transportation and storage of raw materials, and improve the working environment. The synthesis method of the present invention is simple and easy to operate, high safety, small pollution, simple post-treatment, low production cost, product yield and purity can meet the production needs, is both cost advantages and safety and environmental advantages of the industrializable process.

A Facile Access to trans -3-Styryl-4-hydrazinocyclopentenes via Palladium-Catalyzed Ring Opening of Diazanorbornenes with (Z)-β-Bromostyrenes/2,3-Dibromohydrocinnamic Acids

trans -3-Styryl-4-hydrazinocyclopentenes have been synthesized via palladium-catalyzed desymmetrization of diazanorbornenes with (Z)-β-bromostyrenes. The reaction also works well with (Z)-β-bromostyrenes generated in situ from 2,3-dibromohydrocinnamic acids. The synthesized hydrazinocyclopentenes provide an easy route towards synthetic intermediates of many scaffolds of biological potential.

Chloro/bromotrimethylsilane-Cu(NO3)2·3H2O: Safe and efficient reagent system for the decarboxylative ipso-nitration and dibromination of cinnamic acids

Further synthetic potential of halotrimethylsilane-nitrate salt mixture is revealed. A mixture of TMSX-Cu(NO3)2·3H2O system is found to be an efficient reagent system for both the decarboxylative nitration (ipso-nitration) when X?=?Cl, and dibromination of cinnamic acids, with X?=?Br, under mild conditions. The reactions are safe and simple, affording the corresponding products (E)-β-nitrostyrenes, and anti-2,3-dibromo-3-phenylpropanoic acids in high yields with high selectivity in a relatively short time. Use of hazardous and toxic nitrating systems such as acetyl nitrate and brominating agents such as molecular bromine can be avoided.

Carbene-catalyzed LUMO activation of alkyne esters for access to functional pyridines

A carbene-catalyzed LUMO activation of α,β-unsaturated alkyne esters is reported. This catalytic process allows for effective reactions of alkyne esters with enamides to synthesize functional pyridines via simple protocols. A previously unexplored unsaturated alkyne acyl azolium intermediate is involved in the key step of the reaction.

Engaging Alkenyl Halides with Alkylsilicates via Photoredox Dual Catalysis

Single-electron transmetalation via photoredox/nickel dual catalysis provides the opportunity for the construction of Csp3-Csp2 bonds through the transfer of alkyl radicals under very mild reaction conditions. A general procedure for the cross-coupling of primary and secondary (bis-catecholato)alkylsilicates with alkenyl halides is presented. The developed method allows not only alkenyl bromides and iodides but also previously underexplored alkenyl chlorides to be employed. (Chemical Equation Presented).

Palladium-Catalyzed Two-Component Domino Coupling Reaction of (Z)-β-Bromostyrenes with Norbornenes: Synthesis of 1,5-Enynes

Polyfunctional molecules, 1,5-enynes, have been achieved via a palladium(0)-catalyzed domino coupling reaction of (Z)-β-bromostyrenes with norbornenes in the presence of cesium carbonate and N,N-dimethylformamide. The process involves a double Heck-type procedure, two-fold C(sp2) H activation and formation of two carbon-carbon bonds. There are possibilities of diversified transformation for the domino coupling of (Z)-β-bromostyrenes with norbornenes, the procedure is successfully driven to 1,5-enynes via accurate adjustment of the reaction conditions. (Figure presented.) .

Pd-Catalyzed Difluoromethylation of Vinyl Bromides, Triflates, Tosylates, and Nonaflates

Pd-catalyzed difluoromethylation of di-, tri- or tetra-substituted vinyl bromides, triflates, tosylates and nonaflates under mild conditions is described. The reaction tolerates a wide range of functional groups, such as bromide, chloride, fluoride, ester, amine, nitrile, and protected carbonyl, thus providing a general route for the preparation of difluoromethylated alkenes. Vinyl fantasy: Pd-catalyzed difluoromethylation of di-, tri-, or tetra-substituted vinyl bromides, triflates, tosylates, and nonaflates under mild conditions is described. The reaction tolerates a wide range of functional groups, such as bromide, chloride, fluoride, ester, amine, nitrile, and protected carbonyl, thus providing a general route for the preparation of difluoromethylated alkenes.

Expedient Iodocyclization Approach Toward Polysubstituted 3H-Benzo[e]indoles

A facile and expedient iodocyclization of 4-(2-prop-1-ynylphenyl)-1H-pyrroles towards the synthesis of polysubstituted 3H-benzo[e]indoles is reported. The transformation was optimized and the best results were obtained by using iodine (1.2 equiv,) in dichloromethane, and potassium carbonate as base. The starting 1,2,3,4-tetrasubstituted pyrroles were efficiently obtained by means of a nickel(II) chloride-promoted four-component (nitromethane, amine, 2-alkynylbenzaldehyde and ethyl acetoacetate) reaction. Further functionalization of the resulting 5-iodoheterocycles was also explored.

SPIROCYCLIC EBI2 MODULATORS

Provided herein are small molecule Epstein-Barr virus-induced G-protein coupled receptor 2 (EBI2) modulator compounds, compositions comprising the compounds, and methods of using the compounds and compositions comprising the compounds. In some embodiments