22163-52-6

Basic information

• Product Name: 1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester
• Synonyms: 1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester;Ethyl methyl terephthalate;4-O-ethyl 1-O-methyl benzene-1,4-dicarboxylate
• CAS NO: 22163-52-6
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21
• Mol File: 22163-52-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 293.0±8.0 °C(Predicted)
• Appearance: /
• Density: 1.145±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester(22163-52-6)
• EPA Substance Registry System: 1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester(22163-52-6)

Safety Data

• Hazardous Substances Data: 22163-52-6(Hazardous Substances Data)

Usage

General Description

1,4-Benzenedicarboxylic acid 1-ethyl 4-methyl ester, also known as diethyl terephthalate, is a chemical compound commonly used as a plasticizer in the production of polyethylene terephthalate (PET) resin and other polymers. It is a clear, colorless liquid with a slightly fruity odor and is insoluble in water. Diethyl terephthalate is known for its high boiling point and low volatility, making it an efficient plasticizer for a wide range of applications. It is also used as a solvent and in the production of perfumes and insect repellents. However, exposure to diethyl terephthalate may cause irritation to the skin, eyes, and respiratory system, and it is considered a mild irritant. Additionally, it is important to handle and store this chemical with caution to avoid potential health risks.

Upstream product

• 6018-41-3 methyl coumalate 
• 140-88-5 ethyl acrylate 
• 64-17-5 ethanol 
• 201230-82-2 carbon monoxide 
• 619-45-4 4-methoxycarbonyl aniline 
• 1357477-36-1 methyl 4-(1H-pyrrole-1-carbonyl)benzoate 
• 2225-04-9 O,O'-(ethane-1,2-diyl)dimethyl diterephthalate 
• 67-56-1 methanol 
• 27111-45-1 ethyl 4-(chlorocarbonyl)benzoate 
• 51934-41-9 4-iodobenzoic acid ethyl ester 
• 1380243-02-6 methyl 4-(2-oxooxazolidine-3-carbonyl)benzoate 
• 74-85-1 ethene 
• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 
• 1609-47-8 diethyl dicarbonate 

Downstream Products

• 74-85-1 ethene 
• 1679-64-7 Monomethyl terephthalate 
• 74-84-0 ethane 
• 222056-44-2 4-[5-amino-1-(2,2-diethoxy-ethyl)-1H-pyrazol-3-yl]-benzoic acid methyl ester 
• 222056-59-9 4-(1H-imidazo[1,2-b]pyrazol-6-yl)-benzoic acid methyl ester 
• 69316-08-1 methyl-4-(2-cyanoacetyl)benzoate 
• 100-21-0 terephthalic acid 
• 713-57-5 terephthalic acid monoethyl ester 

Relevant articles and documents

Efficient Polyester Hydrogenolytic Deconstruction via Tandem Catalysis

Using a mechanism-based solvent-free tandem catalytic approach, commodity polyester plastics such as polyethylene terephthalate (PET), polybutylene terephthalate (PBT), and polyethylene naphthalate (PEN) are rapidly and selectively deconstructed by combining the two air- and moisture-stable catalysts, Hf(OTf)4 and Pd/C, under 1 atm H2, affording terephthalic acid (or naphthalene dicarboxylic acid for PEN) and ethane (or butane for PBT) in essentially quantitative yield. This process is effective for both laboratory grade and waste plastics, and comingled polypropylene remains unchanged. Combined experimental and DFT mechanistic analyses indicate that Hf(OTf)4 catalyzes a mildly exergonic retro-hydroalkoxylation reaction in which an alkoxy C?O bond is first cleaved, yielding a carboxylic acid and alkene, and this process is closely coupled to an exergonic olefin hydrogenation step, driving the overall reaction forward.

Ni-catalyzed direct alcoholysis of N-acylpyrrole-type tertiary amides under mild conditions

N-Acylpyrrole-type amides are a class of versatile building blocks in asymmetric synthesis. We report that by employing Ni(COD)2/2,2′-bipyridine (5 mol%) catalytic system, the direct, catalytic alcoholysis of N-acylpyrrole-type aromatic and aliphatic amides with both primary and secondary alcohols can be achieved efficiently under very mild conditions (rt, 1 h) even at gram scale. By increasing the catalyst loading to 10 mol%, prolonging reaction time (18 h), and/or elevating reaction temperature to 50 °C/80 °C, the reaction could be extended to both complex and hindered N-acylpyrroles as well as to N-acylpyrazoles, Nacylindoles, and to other (functionalized) primary and secondary alcohols. In all cases, only 1.5 equiv. of alcohol were used. The value of the method has been demonstrated by the racemization-free, catalytic alcoholysis of chiral amides yielded from other asymmetric methodologies.

Broadly Applicable Ytterbium-Catalyzed Esterification, Hydrolysis, and Amidation of Imides

An efficient, broadly applicable, operationally simple, and divergent process for the transformation of imides into a range of carboxylic acid derivatives under mild conditions is reported. By simply using catalytic amounts of ytterbium(III) triflate as a Lewis acid promoter in the presence of alcohols, water, amines, or N,O-dimethylhydroxylamine, a broad range of imides is smoothly and readily converted to the corresponding esters, carboxylic acids, amides, and Weinreb amides in good yields. This method notably enables an easy cleavage of oxazolidinone-based auxiliaries.