13846-19-0

Basic information

• Product Name: 1,4-Benzenedicarboxylic acid, diethenyl ester
• CAS NO: 13846-19-0
• Molecular Formula: C12H10O4
• Molecular Weight: 218.209
• Mol File: 13846-19-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,4-Benzenedicarboxylic acid, diethenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Benzenedicarboxylic acid, diethenyl ester(13846-19-0)
• EPA Substance Registry System: 1,4-Benzenedicarboxylic acid, diethenyl ester(13846-19-0)

Safety Data

• Hazardous Substances Data: 13846-19-0(Hazardous Substances Data)

Usage

Physical state

Clear, colorless liquid

Odor

Sweet, aromatic

Uses

a. Plasticizer in polymer production (e.g., polyethylene terephthalate (PET) and polyvinyl chloride (PVC))
b. Solvent
c. Intermediate in the manufacturing of various chemicals

Toxicity

Relatively low toxicity

Health effects

Not expected to cause significant health effects under normal use and handling conditions

Potential hazards

Irritation to skin, eyes, and respiratory system at high exposure levels

Safety precautions

Handle with care and follow all safety recommendations provided by the manufacturer

Upstream product

• 100-21-0 terephthalic acid 
• 74-86-2 acetylene 
• 75-07-0 acetaldehyde 
• 100-20-9 terephthaloyl chloride 

Downstream Products

• 16278-35-6 α,α'-Dichlordiaethyl-terephthalat 
• 16278-33-4 α,α'-Dibromdiaethyl-terephthalat 
• 16210-27-8 α,α',β,β'-Tetrachlordiethyl-terephthalat 
• 16210-28-9 α,α',β,β'-Tetrabromdiaethyl-terephthalat 
• 1436591-43-3 (2E,2'E)-1,4-phenylene bis(3-(1-benzoyl-1H-indol-2-yl)acrylate) 

Relevant articles and documents

Novel synthesis routes for the preparation of low toxic vinyl ester and vinyl carbonate monomers

UV curing of photopolymerizable monomers, like (meth)acrylates, has been utilized for coatings for more than half a century and more recently in further developed areas such as tissue engineering. However, these monomers have major disadvantages, e.g., high irritancy and cytotoxicity, which leads to limited use in tissue engineering regarding health issues. Vinyl esters (VE) and vinyl carbonates (VC) can compete with (meth)acrylates in terms of material properties and have significantly lower toxicity, but lack in cost efficient synthesis methods. The purpose of this communication is to establish new pathways to overcome this drawback. It was shown that VEs can be synthesized either by vinyloxy trimethylsilane or by acetaldehyde in excellent yields. Moreover, a new method to synthesize vinyl chloroformate as precursor for VCs in lab scale was evolved by a catalyzed reaction of vinyloxy trimethylsilane with a phosgene solution. Finally, the cytotoxicity tests showed auspicious results.

Process for Preparing Vinyl Carboxylates

The present invention relates to a process for preparing vinyl carboxylates, wherein a carboxylic acid is reacted with an alkyne compound in the presence of a catalyst which is selected from carbonyl complexes, halides and oxides of rhenium, of manganese, of tungsten, of molybdenum, of chromium and of iron and rhenium metal at a temperature of ≦300° C. The process gives the desired vinyl esters with high yield.