14495-41-1

Basic information

• Product Name: tetramethyl-1,2,3,4-cyclobutanetetracarboxylate
• Synonyms: tetramethyl-1,2,3,4-cyclobutanetetracarboxylate;1,2,3,4-Cyclobutanetetracarboxylic acid tetramethyl ester
• CAS NO: 14495-41-1
• Molecular Formula: C₁₂H₁₆O₈
• Molecular Weight: 288.25
• Mol File: 14495-41-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 145.0 to 149.0 °C
• Appearance: /
• CAS DataBase Reference: tetramethyl-1,2,3,4-cyclobutanetetracarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tetramethyl-1,2,3,4-cyclobutanetetracarboxylate(14495-41-1)
• EPA Substance Registry System: tetramethyl-1,2,3,4-cyclobutanetetracarboxylate(14495-41-1)

Safety Data

• Hazardous Substances Data: 14495-41-1(Hazardous Substances Data)

Usage

Uses

1,2,3,4-Cyclobutanetetracarboxylic Acid 1,2,3,4-Tetramethyl Ester is product from the formation of a mixture of maleic anhydride and hexamethylbenzene when exposed to ultraviolet irradiation.

Synthetic route

methanol (67-56-1) + 1,2,3,4-cyclobutane tetracarboxylic acid (53159-92-5) → tetramethyl cyclobutane-1,2,3,4-tetracarboxylate (14495-41-1)

Conditions	Yield
With boron trifluoride at 65℃; for 0.333333h;	100%

dimethylfumarate (624-49-7) → tetramethyl cyclobutane-1,2,3,4-tetracarboxylate (14495-41-1)

Conditions	Yield
In water for 7h; UV-irradiation;
UV-irradiation;

tetramethyl cyclobutane-1,2,3,4-tetracarboxylate (14495-41-1) → 1,2,3,4-cyclobutane tetracarboxylic acid (53159-92-5)

Conditions	Yield
With hydrogenchloride In water at 85℃; for 24h;

Upstream product

• 624-49-7 dimethylfumarate 
• 67-56-1 methanol 
• 53159-92-5 1,2,3,4-cyclobutane tetracarboxylic acid 

Downstream Products

• 53159-92-5 1,2,3,4-cyclobutane tetracarboxylic acid 

Relevant articles and documents

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PHARMACEUTICAL COMPOSITIONS OF DIMETHYL FUMARATE

Pharmaceutical compositions and dosage forms of dimethyl fumarate containing low levels of certain impurities are disclosed.

Identification and quantification of aerosol polar oxygenated compounds bearing carboxylic or hydroxyl groups. 1. Method development

In this study, a new analytical technique was developed for the identification and quantification of multifunctional compounds containing simultaneously at least one hydroxyl or one carboxylic group, or both. This technique is based on derivatizing first the carboxylic group(s) of the multifunctional compound using an alcohol (e.g., methanol, 1-butanol) in the presence of a relatively strong Lewis acid (BF3) as a catalyst. This esterification reaction quicldy and quantitatively converts carboxylic acids to their ester forms. The second step is based on silylation of the ester compounds using bis(trimethylsilyl) trifluoroacetamide (BSTFA) as the derivatizing agent. For compounds bearing ketone groups in addition to carboxylic and hydroxyl groups, a third step was used based on PFBHA derivatization of the carbonyls. Different parameters including temperature, reaction time, and effect due to artifacts were optimized. A GC/MS in EI and in methane-CI mode was used for the analysis of these compounds. The new approach was tested on a number of multifunctional compounds. The interpretation of their EI (70 eV) and CI mass spectra shows that critical information is gained leading to unambiguous identification of unknown compounds. For example, when derivatized only with BF3-methanol, their mass spectra comprise primary ions at m/z M .+ + 1, M.+ + 29, and M.- - 31 for compounds bearing only carboxylic groups and M.- + 1, M.+ + 29, M.+ - 31, and M+. - 17 for those bearing hydroxyl and carboxylic groups. However, when a second derivatization (BSTFA) was used, compounds bearing hydroxyl and carboxylic groups simultaneously show, in addition to the ions observed before, ions at m/z M.+ + 73, M .+ - 15, M.+ - 59, M.+ - 75, M.+ - 89, and 73. To the best of our knowledge, this technique describes systematically for the first time a method for identifying multifunctional oxygenated compounds containing simultaneously one or more hydroxyl and carboxylic acid groups.