5156-01-4

Basic information

• Product Name: 2-Methyl-1,4-benzenedicarboxylic acid
• Synonyms: 2-methylterephthalic acid;2-METHYL-1,4-BENZENEDICARBOXYLIC ACID;2,5-Toluenedicarboxylic acid;5-Methylterephthalic acid;1,4-Benzenedicarboxylic acid, 2-methyl-;Methylterephthalic acid;Nsc20693;Terephthalic acid, methyl-
• CAS NO: 5156-01-4
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• Mol File: 5156-01-4.mol

Chemical Properties

• Melting Point: 323-325 °C
• Boiling Point: 388.2°C at 760 mmHg
• Flash Point: 202.8℃
• Appearance: /
• Density: 1.377
• Vapor Pressure: 4.92E-15mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.38±0.25(Predicted)
• CAS DataBase Reference: 2-Methyl-1,4-benzenedicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-1,4-benzenedicarboxylic acid(5156-01-4)
• EPA Substance Registry System: 2-Methyl-1,4-benzenedicarboxylic acid(5156-01-4)

Safety Data

• Hazardous Substances Data: 5156-01-4(Hazardous Substances Data)

Usage

Uses

Used in Plastics Industry:
2-Methyl-1,4-benzenedicarboxylic acid is used as a key component in the manufacturing of polyethylene terephthalate (PET) resin. Its chemical properties contribute to the production of high-quality plastics with excellent resistance to heat, light, and weathering.
Used in Paint Industry:
In the paint industry, 2-Methyl-1,4-benzenedicarboxylic acid is used as an important intermediate. Its molecular structure provides good chemical resistance and high dimensional stability, which are essential for the production of durable and long-lasting paints.
Used in Plasticizers Industry:
2-Methyl-1,4-benzenedicarboxylic acid is used as an intermediate in the production of plasticizers. Its clear color and resistance to degradation make it a preferred choice for enhancing the flexibility and durability of various plastic materials.
Used in Unsaturated Polyester Resins Industry:
In the unsaturated polyester resins industry, 2-Methyl-1,4-benzenedicarboxylic acid is used as a crucial intermediate. Its properties, such as good chemical resistance and high dimensional stability, are vital for the production of strong and resilient unsaturated polyester resins.

InChI:InChI=1/C21H17ClF3N3O2S/c1-12(19(29)26-14-8-9-17(30-2)15(22)10-14)31-20-27-16(13-6-4-3-5-7-13)11-18(28-20)21(23,24)25/h3-12H,1-2H3,(H,26,29)

Upstream product

• 615-59-8 1,4-dibromo-2-methylbenzene 
• 95-63-6 1,2,4-Trimethylbenzene 
• 55984-93-5 2-methyl-1,4-dicyanobenzene 
• 4395-88-4 4-isopropyl-2-methyl-benzaldehyde 
• 73831-13-7 4-cyano-3-methylbenzoic acid 
• 866997-46-8 3-methyl-4-sulfamoyl-benzoic acid 
• 141-53-7 sodium formate 
• 619-04-5 3,4-dimethylbenzoic acid 
• 611-01-8 2,4-dimethyl-benzoic acid 
• 83345-65-7 5-(2-Methyl-4-isopropylphenyl)-5-oxo-pentansaeure 
• 124-38-9 carbon dioxide 
• 582-25-2 Potassium benzoate 
• 7697-37-2 nitric acid 
• 109-72-8 n-butyllithium 

Downstream Products

• 121-91-5 isophthalic acid 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 73845-87-1 1-methylcyclohexane-1,4-dicarboxylic acid 
• 386252-93-3 2-methylterephthalic acid dipentafluorophenylester 
• 69526-90-5 2-formylterephthalic acid 
• 57834-13-6 2-bromomethyl-1,4-terephthalic acid dimethyl ester 
• 3217-44-5 2-methyl-terephthaloyl dichloride 

Relevant articles and documents

Methyl modified MOF-5: A water stable hydrogen storage material

Water stable methyl modified MOF-5s have been synthesized via a solvothermal route. Methyl- and 2,5-dimethyl-modified MOF-5s show the same topology and hydrogen uptake capability as that of MOF-5. The H2 uptake capacity of MOF-5, however, drops

Functionalization of coordination nanochannels for controlling tacticity in radical vinyl polymerization

Systematic functionalization of porous coordination polymers (PCPs), [Cu2(L)2(ted)]n (where L = dicarboxylates and ted = triethylenediamine), by introducing various substituents onto the component organic ligand, L, was performed to regulate the radical polymerization of methyl methacrylate (MMA) in the nanochannels. The effect of the substituent groups on stereoregularity of the resulting poly(methyl methacrylate) (PMMA) was observed, where the tacticity of the PMMA strongly depended on the number and position of the substituent. In particular, polymerization of MMA in [Cu2(2,5-dimethoxyterephthalate) 2(ted)]n gave PMMA with high isotactic and heterotactic triad fractions, which is one of the most effective systems for changing the tacticity of PMMA in radical polymerization. To understand the mechanism of this drastic stereoregularity change, a variety of experimental and theoretical analyses, such as IR, N2 adsorption, a statics study, and molecular dynamics (MD) calculations, were performed. Accurate MD calculations were helpful to determine the most plausible structures of [Cu2(L) 2(ted)]n and revealed that the specific channel shape of [Cu2(2,5-dimethoxyterephthalate)2(ted)]n induces the large tacticity change of the resulting PMMA.

An: In situ approach to functionalize metal-organic frameworks with tertiary aliphatic amino groups

Metal-catalyzed reductive amination of formyl-containing linkers with N,N-dialkylformamide solvents is concomitant with the solvothermal coordination assembly, leading to novel MOFs functionalized with tertiary aliphatic amino groups. This illustrates a novel one-pot strategy to functionalize MOFs through in situ organic transformation. The UiO-66 MOFs partially functionalized with the amino groups are highly active heterogeneous catalysts for Knoevenagel condensation.

Method for preparing 1-oxo-1,3-dihydro-3-hydroxybenzofuran-5-formic acid

The invention discloses a method for preparing 1-oxo-1,3-dihydro-3-hydroxybenzofuran-5-formic acid. The method disclosed by the invention comprises the following steps: dissolving 2,5-toluene dihalideinto a tetrahydrofuran solution, carrying out a reactio

Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids

The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.

Synthesis and solvent-free polymerisation of vinyl terephthalate for application as an anode material in organic batteries

The synthesis and polymerisation of dimethyl 2-vinylterephthalate M1 for possible applications as an anode material in organic secondary batteries are reported. M1 exhibits a vinyl group as a polymerisable unit while the carboxylate moieties serve as cation (Li+, Na+) coordinating sites. The gram-scale synthesis of M1 is described via three different routes in order to evaluate the route with the highest overall yield. Furthermore, different conditions for free radical polymerisation are investigated for obtaining polymer P1 with high molecular weights in order to study the impact of immobilising the carboxylate redox-active centres in a polymer on the charge/discharge cycling stability when used in an organic battery. In order to synthesis suitable materials for battery investigations, P1 was post-functionalised to the corresponding lithium salt P1-Li, which was further electrochemically investigated. Cyclic voltammetry measurements showed for P1-Li redox activity in the range of 0.5-1.2 V vs. Li+/Li which assigns it as a candidate for the anode. Under the present experimental conditions, the galvanostatic measurements of P1-Li exhibited a specific capacity of 64 mA h g1. It is further demonstrated that P1-Li shows an improved cycling stability of 83% discharge capacity remaining after 100 cycles compared to the parent monomer (44%).

Cerium-based metal organic frameworks with UiO-66 architecture: Synthesis, properties and redox catalytic activity

A series of nine Ce(IV)-based metal organic frameworks with the UiO-66 structure containing linker molecules of different sizes and functionalities were obtained under mild synthesis conditions and short reaction times. Thermal and chemical stabilities were determined and a Ce-UiO-66-BDC/TEMPO system was successfully employed for the aerobic oxidation of benzyl alcohol.

Inclusion complex containing epoxy resin composition for semiconductor encapsulation

The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.

Single- and mixed-linker Cr-MIL-101 derivatives: A high-throughput investigation

New single- and mixed-linker Cr-MIL-101 derivatives bearing different functional groups have been synthesized. The influence of the reaction parameters, such as metal source (CrO3, CrCl3, and Cr(NO3)3·9H2O) or linker composition, on product formation have been investigated using high-throughput methods. Highly crystalline Cr-MIL-101 materials were obtained with CrCl3 as the metal source with either 2-bromoterephthalic (TA-Br) or 2-nitroterephthalic (TA-NO2) acid as one of the mixed-linker components. On the basis of these results, numerous new mixed-linker Cr-MIL-101 derivatives containing -NH2, -NO2, -H, -SO3H, -Br, -OH, -CH 3, and -COOH have been synthesized. The use of TA-NH2 and TA-OH were shown, under the same reaction conditions, to lead to decarboxylation and the formation of 3-amino- and 3-hydroxybenzoic acid, respectively. Furthermore, we were also able to directly synthesize single-linker Cr-MIL-101-X derivatives with X = F, Cl, Br, CH3. Postsynthetic modification was used to selectively reduce the mixed-linker compound Cr-MIL-101-Br-NO 2 to Cr-MIL-101-Br-NH2. To establish the successful incorporation of the linker molecules and possible decomposition of certain starting materials, 1H NMR spectra of dissolved reaction products were recorded.

PROCESS FOR PRODUCING AROMATIC POLYCARBOXYLIC ACID

A process for producing an aromatic polycarboxylic acid in which all alkyl groups are converted into carboxyl groups in a high yield by decreasing a residual amount of an intermediate product is provided. The process comprises oxygen-oxidizing an aromatic compound having a plurality of alkyl groups (e.g., durene) in the presence of a catalyst containing a cyclic imino unit having an N—OR group (wherein R represents a hydrogen atom or a protecting group for a hydroxyl group) and a transition metal co-catalyst (e.g., a cobalt compound, a manganese compound, and a zirconium compound) under heating in a lower-temperature zone and a higher-temperature zone to produce an aromatic polycarboxylic acid in which a plurality of alkyl groups are oxidized into carboxyl groups. In an initial stage of the reaction, the reaction may be conducted in a first lower-temperature zone (a reaction temperature of 60 to 120° C. and a second lower-temperature zone (an intermediate temperature zone) (a reaction temperature of 100 to 140° C.); and then, in a latter stage of the reaction, the reaction may be conducted in a higher-temperature zone (a reaction temperature of 110 to 150° C.).