50-75-9

Basic information

• Product Name: 2,3,4-TRICHLOROBENZOIC ACID
• Synonyms: 2,3,4-TRICHLOROBENZOIC ACID;2,3,4-TRICHLOROBENZOIC ACID, 98+%
• CAS NO: 50-75-9
• Molecular Formula: C₇H₃Cl₃O₂
• Molecular Weight: 225.46
• Mol File: 50-75-9.mol

Chemical Properties

• Boiling Point: 340.3°Cat760mmHg
• Flash Point: 159.6°C
• Appearance: /
• Density: 1.635g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2,3,4-TRICHLOROBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4-TRICHLOROBENZOIC ACID(50-75-9)
• EPA Substance Registry System: 2,3,4-TRICHLOROBENZOIC ACID(50-75-9)

Safety Data

• Hazardous Substances Data: 50-75-9(Hazardous Substances Data)

Usage

Uses

Used in Fluorescent Powder Development:
2,3,4-Trichlorobenzoic Acid is used as a precursor in the development of rare earth complex-doped fluorescent powder. 2,3,4-TRICHLOROBENZOIC ACID's unique properties allow it to be effectively incorporated into the fluorescent powder formulation, enhancing the powder's light-emitting capabilities and improving its overall performance in various applications.
In the field of Optoelectronics:
2,3,4-Trichlorobenzoic Acid is used as a key component in the synthesis of phosphors, which are essential for the production of light-emitting diodes (LEDs) and other optoelectronic devices. 2,3,4-TRICHLOROBENZOIC ACID's ability to form stable complexes with rare earth elements contributes to the enhanced luminescent properties of these devices, making them more energy-efficient and longer-lasting.
In the Chemical Industry:
2,3,4-Trichlorobenzoic Acid is utilized as an intermediate in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and dyes. Its reactivity and stability make it a valuable building block for the development of new molecules with specific properties and applications.
In the Environmental Sector:
2,3,4-Trichlorobenzoic Acid can be employed in the detection and monitoring of environmental pollutants, particularly those containing chlorine. Its ability to form complexes with certain pollutants allows for the development of sensitive and selective analytical methods, which can be used to assess the presence and concentration of these contaminants in various environmental samples.

Upstream product

• 19361-59-2 2,3,4-trichlorobenzaldehyde 
• 20020-72-8 2,3,4-trichloro-1-(trichloromethyl)benzene 
• 24055-86-5 2.3.4-Trichlorbenzamid 
• 7359-72-0 2,3,4-trichlorotoluene 
• 7697-37-2 nitric acid 
• 75-91-2 tert.-butylhydroperoxide 
• 13608-87-2 2',3',4'-trichloroacetophenone 
• 569340-31-4 2,3-dichloro-4-nitro-toluene 
• 80026-12-6 2,3-dichloro-4-methylaniline 
• 87-61-6 1,2,3-trichlorobenzene 
• 61841-45-0 2,3,4-trichloro-1-(trifluoromethyl)benzene 
• 2112-31-4 2,3,4-tri-chloro-benzonitrile 
• 634-67-3 2,3,4-trichloroaniline 
• 124-38-9 carbon dioxide 

Downstream Products

• 6660-54-4 2,3,4-Trichlor-benzoylchlorid 
• 63131-34-0 ethyl (2,3,4-trichlorobenzoyl)acetate 
• 19361-59-2 2,3,4-trichlorobenzaldehyde 
• 34846-11-2 (2,3,4-trichlorophenyl)methanol 
• 89978-33-6 methyl 2,3,4-trichlorobenzoate 
• 1144110-73-5 C₁₇H₁₁Cl₃N₄S₂ 
• 1247074-95-8 C₉H₈Cl₃NO₂ 

Relevant articles and documents

Direct C–H Carboxylation Forming Polyfunctionalized Aromatic Carboxylic Acids by Combined Br?nsted Bases

CO2 fixation into electron-deficient aromatic C–H bonds proceeds with the combined Br?nsted bases LiO-t-Bu and LiO-t-Am/CsF/18-crown-6 (t-Am = CEtMe2) under a CO2 atmosphere to afford a variety of polyfunctionalized aromat

Systematic Variation of Ligand and Cation Parameters Enables Site-Selective C-C and C-N Cross-Coupling of Multiply Chlorinated Arenes through Substrate-Ligand Electrostatic Interactions

Use of attractive noncovalent interactions between ligand and substrate is an emerging strategy for controlling positional selectivity. A key question relates to whether fine control on molecules with multiple, closely spaced reactive positions is achievable using typically less directional electrostatic interactions. Herein, we apply a 10-piece "toolkit"comprising of two closely related sulfonated phosphine ligands and five bases, each possessing varying cation size, to the challenge of site-selective cross-coupling of multiply chlorinated arenes. The fine tuning provided by these ligand/base combinations is effective for Suzuki-Miyaura coupling and Buchwald-Hartwig coupling on a range of isomeric dichlorinated and trichlorinated arenes, substrates that would produce intractable mixtures when typical ligands are used. This study develops a practical solution for site-selective cross-coupling to generate complex, highly substituted arenes.

The effect of chlorine and fluorine substitutions on tuning the ionization potential of benzoate-bridged paddlewheel diruthenium(II, II) complexes

A series of paddlewheel diruthenium(II, II) complexes with various chlorine-substituted benzoate ligands (Cl-series) was synthesized as tetrahydrofuran (THF) adducts [Ru2(ClxPhCO2)4(THF)2]; where ClxPhCO2- = o-chlorobenzoate, o-Cl; m-chlorobenzoate, m-Cl; p-chlorobenzoate, p-Cl; 2,3-dichlorobenzoate, 2,3-Cl2; 2,4-dichlorobenzoate, 2,4-Cl2; 2,5-dichlorobenzoate, 2,5-Cl2; 2,6-dichlorobenzoate, 2,6-Cl2; 3,4-dichlorobenzoate, 3,4-Cl2; 3,5-dichlorobenzoate, 3,5-Cl2; 2,3,4-trichlorobenzoate, 2,3,4-Cl3; 2,3,5-trichlorobenzoate, 2,3,5-Cl3; 2,4,5-trichlorobenzoate, 2,4,5-Cl3; 3,4,5-trichlorobenzoate, 3,4,5-Cl3; 2,3,4,5-tetrachlorobenzoate, 2,3,4,5-Cl4. This Cl-series and the previously synthesized F-series together with four new fluorine-substituted derivatives, [Ru2(FxPhCO2)4(THF)2] (where FxPhCO2- = 2,3-difluorobenzoate, 2,3-F2; 2,4-difluorobenzoate, 2,4-F2; 2,5-difluorobenzoate, 2,5-F2; 2,3,5-trifluorobenzoate, 2,3,5-F3), were experimentally characterized with respect to solid-state structure, magnetic properties and electrochemistry. By tuning the substituents of the benzoate ligands using chlorine or fluorine atoms, the redox potential (E1/2) for [Ru2II,II]/[Ru2II,III]+ varied over a wide range of potentials from -40 mV to 360 mV (vs. Ag/Ag+ in THF). This was dependent on (i) the number of ortho-substituents, i.e. non-, mono- and di-o-substituted groups, with quasi-Hammett parameters for ortho-Cl and -F substitutions (σo = -0.272 and -0.217, respectively) and (ii) the general Hammett constants, σm and σp, for each group. The HOMO energy level calculated on the basis of the atomic coordinates of the solid-state structure was strongly affected by Cl- and F-substitutions as well as the redox potential in solution, which emphasizes the steric contribution of ortho-substituents in the energy level giving a deviation of EHOMO 0.3 eV and 0.55 eV for the Cl- and F-series, respectively.

Electroreduction of organic compounds, 36 [1]. Electroreduction of chlorinated methyl benzoates

The preparative electroreduction of the three methyl monochlorobenzoates, the six methyl dichlorobenzoates, and methyl 2,3,4-trichlorobenzoate in different solvent-supporting electrolytes (SSE) was studied. The rate of the dechlorination, which is the main reaction, is dependent on the substitution pattern. Pronounced regioselectivity is therefore observed in case of the oligochloro derivatives. Hydrogenation of the benzene ring and reduction of the methoxycarbonyl group with formation of a hydroxymethyl group are observed as side-reactions. Quantum chemical calculations on the reaction mechanism were performed. The theoretical results are in accordance with the experimental observations.

Proton mobility in 2-substituted 1,3-dichlorobenzenes: "ortho" or "meta" metalation?

Nine 1,3-dichlorobenzene congeners were selected as model compounds to assess the relative rates of proton abstraction from 4- and 5-positions ("ortho" vs. "meta" metalation). Using lithium 2,2,6,6-tetramethylpiperidide as the basic reagent, the chlorine-adjacent 4-position underwent metalation exclusively. In contrast, attack at the chlorine-remote 5-posi" tion became significant even in the case of moderately sized 2-substituents (such as dimethylamino or ethyl) when secbutyllithium was employed. The "ortho/para" (4-/5-) ratios ranged from 80:20 to 65:35. The more pronounced "meta-orienting" effect of silicon as opposed to carbon substituents can be attributed to dissimilarities in the n polarization of the aromatic ring. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

DEHALOGENO COMPOUNDS

3-(1-Aminocycloalkyl)pyrrolidinyl-substituted-6-dehalodeno(hydrogen-substituted)quinolon carboxylic acid derivatives having specific substitunets as represented by the following formula (I), its salts, and hydrates thereof exhibit a broad and potent antibacterial activity on gram-negative and gram-positive bacteria, in particular, resistant bacteria typified by gram-positive cocci, including MRSA, PRSP and VRE . Thus these compounds are usable as drugs.

A New Trifluoromethylating Agent: Synthesis of Polychlorinated (Trifluoromethyl)benzenes and 1,3-Bis(trifluoromethyl)benzenes and Conversion into Their Trichloromethyl Counterparts and Molecular Structure of Highly Strained Polychloro-m-xylenes

Mixtures of CCl3F and AlCl3 replace CF3 for H in polychlorobenzenes.Thus, by treatment of a solution of the suitable polychlorobenzene in CCl3F with AlCl3, the following compounds can be prepared: pentachloro- (2), 2,3,4,5-tetrachloro- (5), 2,3,4,6-tetrachloro- (8), 2,3,5,6-tetrachloro- (11), 2,3,4-trichloro- (14), 2,4,5-trichloro- (17), and 2,4,6-trichloro-1-(trifluoromethyl)benzene (20), as well as 4,5,6-trichloro- (31) and 2,4,6-trichloro-1,3-bis(trifluoromethyl)benzene (32).The reaction of the above-mentioned trifluoromethylated compounds with AlCl3 in CS2 yieldstheir trichloromethyl counterparts: 3, 6, 9, 12, 15, 18, 21, 34, and 36.The chlorination of 32 or 36 by means of Silberrad's reagent (SO2Cl2, AlCl3, and S2Cl2) affords perchloro-m-xylene (38), a new highly strained chlorocarbon whose synthesis was attempted repeatedly in the past. 9, 15, 17, and 21, when treated with oleum and then with water, are converted into 2,3,4,6-tetrachloro- (22), 2,3,4-trichloro- (23), 2,4,5-trichloro- (24), and 2,4,6-trichlorobenzoic acid (25), respectively; under similar treatment, 34, 36, and 38 give 4,5,6-trichloro- (33), 2,4,5-trichloro- (35), and tetrachloroisophthalic acid (39), respectively.The formation of the (trifluoromethyl)benzenes is discussed, and in this connection it has been found that CCl3F solutions of 3 and 18 in the presence of AlCl3 give back 2 and 17, respectively.Molecular structures of highly strained m-xylenes 36 and 38, as well as that of the much less strained 34, ascertained by X-ray analysis, are reported and commented.IR, UV, and NMR spectral data of the compounds synthesized are presented.The interesting UV spectrum of 21 is discussed.

Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis: I. Chloro-substituted 1,2,3,4-tetrahydroisoquinolines

In a search for inhibitors of epinephrine biosynthesis as potential therapeutic agents, a series of 13 ring-chlorinated 1,2,3,4-tetrahydroisoquinolines was prepared. These compounds were tested initially for their ability to inhibit rabbit adrenal phenylethanolamine N-methyltransferase (PNMT) in vitro. Enzyme-inhibitor dissociation constants, determined for the six most potent members of the series, indicated the following order of decreasing potency: 7,8-Cl2>6,7,8-Cl3>7-Cl~8-Cl>5,6,7,8-Cl4>5,7,8-Cl3. These compounds were subsequently examined for PNMT-inhibiting activity in intact rats and mice. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (SK&F 64139) was the most potent member of the series both in vitro and in vivo and is currently undergoing clinical investigation.