611-01-8

Usage

Uses

Used in Analytical Chemistry:
2,4-Dimethylbenzoic acid is used as a buffer agent for capillary electrophoretic separation of α-, β-, γ-cyclodextrins. It plays a crucial role in maintaining the pH and ionic strength of the separation medium, ensuring efficient and accurate separation of these complex carbohydrates. This application is particularly important in pharmaceutical, food, and cosmetic industries, where cyclodextrins are widely used for their encapsulation and solubility-enhancing properties.

Purification Methods

Crystallise the acid from EtOH or H2O, and sublime it in a vacuum. [Beilstein 9 H 531, 9 III 2436, 9 IV 1801.]

InChI:InChI=1/C9H10O2/c1-6-3-4-8(9(10)11)7(2)5-6/h3-5H,1-2H3,(H,10,11)/p-1

Upstream product

• 60-29-7 diethyl ether 
• 15719-64-9 methylammonium carbonate 
• 90531-94-5 (3-methylbenzyl)magnesium bromide 
• 95-63-6 1,2,4-Trimethylbenzene 
• 2234-20-0 2,4-dimethylstyrene 
• 21789-36-6 2,4-dimethylbenzonitrile 
• 28120-49-2 2,4,2',4'-tetramethyl-stilbene 
• 3843-88-7 benzyl 2,4-dimethylphenyl ketone 
• 36930-96-8 2,2,2-trichloro-1-(2,4-dimethyl-phenyl)-ethanone 
• 61827-85-8 2,4-dimethyl-1-propyl-benzene 
• 73258-94-3 2,4-dimethyl benzamide 
• 690198-39-1 1-(2,4-dimethyl-phenyl)-octadecan-1-one 
• 15880-03-2 4-(2,4-dimethylphenyl)-4-oxobutanoic acid 
• 13746-43-5 (R)-2,2,4-trimethyl-cyclohex-3-enecarboxylic acid 

Downstream Products

• 3478-88-4 2,2',4,4'-tetramethylbenzophenone 
• 5156-01-4 2-methylterephthalic acid 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 7124-20-1 2,4-dimethyl-cyclohexanecarboxylic acid 
• 842136-27-0 5-bromo-2,4-dimethylbenzoic acid 
• 854671-69-5 2,4-dimethyl-3,5-dinitrobenzoic acid 
• 108-38-3 m-xylene 
• 21900-42-5 2,4-dimethylbenzoyl chloride 
• 16308-92-2 2,4-dimethylbenzyl alcohol 
• 87359-25-9 2-(2,4-Dimethyl-phenyl)-3H-imidazo[4,5-c]pyridine 
• 23617-71-2 2,4-dimethyl-benzoic acid methyl ester 
• 313346-23-5 5-(chlorosulfonyl)-2,4-dimethylbenzoic acid 
• 21789-36-6 2,4-dimethylbenzonitrile 
• 39053-47-9 2,4-dimethyl-3-nitrobenzoic acid 

Relevant academic research and scientific papers

Conformation of hydrogen-bonded dimeric o-methyl-substituted benzoic acids

Molecules of 2,4-dimethyl-benzoic acid, C9H10O2, form typical centrosymmetric hydrogen-bonded dimers. The carboxyl group is twisted with respect to the benzene ring and the methyl group in the ortho position shows evasive in-plane splaying. The relation b

Isotruxene-based porous polymers as efficient and recyclable photocatalysts for visible-light induced metal-free oxidative organic transformations

Two new isotruxene-based porous polymers were prepared and demonstrated to be highly efficient, metal-free heterogeneous photocatalysts for oxidative transformations using air as the mild oxidant under visible-light irradiation. Both catalysts show excellent recyclability. In addition, the reactions can be performed in water, further indicating the greenness of this method. This journal is

Heterogeneous vanadium-catalyzed oxidative cleavage of olefins for sustainable synthesis of carboxylic acids

The development of green and sustainable processes to synthesize active pharmaceutical ingredients and key starting materials is a priority for the pharmaceutical industry. A green and sustainable protocol for the oxidative cleavage of olefins to produce pharmaceutically and biologically valuable carboxylic acids is achieved. The developed protocol involves 70% aq. TBHP as an oxidant over a heterogeneous vanadium catalyst system. Notably, the synthesis of industrially important azelaic acid from various renewable vegetable oils is accomplished. The catalyst could be recycled for up to 5 cycles without significant loss in yield and the protocol was successfully demonstrated at the gram-scale.

Carboxylation of sodium arylsulfinates with CO2over mesoporous K-Cu-20TiO2

A mesoporous ternary metal oxide (K-Cu-20TiO2) from a simple sol-gel method was prepared to catalyze heterogeneously the carboxylation reaction of various sodium arylsulfinates under atmospheric carbon dioxide. The catalyst showed excellent selectivity and good functional group tolerance to carboxylation recycle. The oxidation state of active copper(i) by characterization using FTIR, XRD, TG, XPS and TEM techniques proved to be efficacious to conduct atom economical reactions.

Dehydrogenation of Alcohols to Carboxylic Acid Catalyzed by in Situ-Generated Facial Ruthenium- CPP Complex

A selective catalytic system for the dehydrogenation of primary alcohols to carboxylic acids using a facial ruthenium complex generated in situ from the [Ru(COD)Cl2]n and a hybrid N-heterocyclic carbene (NHC)-phosphine-phosphine ligand (CPP) has been first reported. The facial coordination model was unveiled by NMR analysis of the reaction mixture. Such a fac-ruthenium catalyst system exhibited high catalytic activity and stability, and a high turnover number of 20 000 could be achieved with catalyst loading as low as 0.002 mol %. The exceedingly high catalyst stability was tentatively attributed to both the anchoring role of NHC and the hemi-lability of phosphines. The catalytic system also features a wide substrate scope. In particular, the facial coordination of CPP ligands was found to be beneficial for sterically hindered alcohols, and ortho-substituted benzylic alcohols and bulky adamantanyl methanol as well as cholesterol were all found to be viable dehydrogenation substrates.

Magnetic crosslinked copoly(ionic liquid) nanohydrogel supported palladium nanoparticles as efficient catalysts for the selective aerobic oxidation of alcohols

Nowadays it is still a great sustainable processes challenge to produce efficient, selective and easy magnetic recovery and recycling catalysts for oxidation of alcohols using air as the oxidant. In this work, a new magnetic nanohydrogel comprising [DABCO-allyl][Br] ionic liquid, allyl alcohol and N,N’-methylenebis(acrylamide) is used for stabilization of small and highly uniform palladium nanoparticles of 3–4 nm size MXCPILNHG@Pd. This material has been characterized by Fourier-transform infrared spectroscopy (FTIR), atomic adsorption spectroscopy (AAS), thermogravimetric analysis (TGA), transmission electron microscopy (TEM), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDS), SEM-Map, energy-dispersive X-ray spectroscopy (EDX), X-ray photoelectron spectra (XPS), vibrating-sample magnetometer (VSM) and dynamic light scattering (DLS). According to optimization of cross-linking degree and ratio of DABCO-IL, MXCPILNHG-2@Pd is found as a highly selective catalyst in oxidations of primary alcohols to the corresponding aldehydes in toluene and to acids in water. Furthermore, secondary alcohols were reacted efficiently to the corresponding ketones in both toluene and water. Catalyst is magnetically recovered and recycled for several times in both toluene and water and the reused catalysts are characterized by TEM and XPS.

Method for preparing aromatic acid by direct carboxylation of CO2

The invention discloses a method for preparing aromatic acid by direct carboxylation of CO2. The method comprises the following steps: (1) adding aromatic hydrocarbon, organic alkali and lewis acid into a high pressure reaction kettle under an inert gas atmosphere, then feeding CO2 gas into the high pressure reaction kettle for reaction, and obtaining reaction liquid with aromatic acid at the endof the reaction; (2) adding water into the reaction liquid obtained in the step (1), then extracting the aromatic acid in the reaction liquid with an extracting agent to enable the aromatic acid in the reaction liquid to enter an extracting phase, separating the extracting phase from raffinate, and concentrating the extracting phase to obtain the aromatic acid. According to the method, complicatedpreparation of ionic liquid is avoided, and organic alkali is timely neutralized with halogen hydride produced by the reaction, so that the balance moves rightwards; at the end of the reaction, the organic alkali also can be recycled through alkali treatment. The method has the advantages of simple operation, mild conditions, green process, low cost and the like, and is expected to be applied toindustrial production.

Iodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Additionally benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

Copper catalyzed oxygen assisted C(CNOH)-C(alkyl) bond cleavage: A facile conversion of aryl/aralkyl/vinyl ketones to aromatic acids

A novel copper-catalyzed aerobic oxidative C(NOH)-C(alkyl) bond cleavage reaction of aryl/aralkyl/vinyl ketones for the synthesis of aromatic/acrylic acids is described. A series of ketones having aryl/aralkyl/vinyl at the one end and methyl to any higher alkyl at the other end can be selectively cleaved and converted into the corresponding acids via oxime intermediates.

Copper(I)-Catalyzed Desulfinative Carboxylation of Sodium Sulfinates using Carbon Dioxide

A copper(I)-catalyzed desulfinative carboxylation of sodium sulfinates using carbon dioxide has been developed. This reaction showed wide functional group tolerance. A series of sodium aryl- and alkenylsulfinates could be converted into the corresponding carboxylic acids in good to excellent yields. Additionally, the reaction mechanism was studied by in situ NMR analysis and isotopic labeling experiments.