21240-34-6

Usage

Uses

Used in Polymer and Resin Production:
1,2-Diphenylvinylenecarbonate is used as a monomer for the production of polymers and resins, contributing to their high thermal and chemical resistance, which is essential for various industrial applications.
Used in Adhesive and Coating Manufacturing:
In the adhesive and coating industry, 1,2-Diphenylvinylenecarbonate is used as a key component to enhance the adhesive and coating properties, providing durability and resistance to harsh conditions.
Used in Electronics Industry:
1,2-Diphenylvinylenecarbonate is used as a material for insulating and encapsulating electronic components, leveraging its high resistance to heat and chemicals, which is crucial for the protection and longevity of electronic devices.
Safety Note:
While 1,2-Diphenylvinylenecarbonate offers significant utility in various applications, it should be handled with caution due to its potential harmful effects if ingested or upon contact with skin or eyes.

InChI:InChI=1/C15H12O3/c16-15-17-13(11-7-3-1-4-8-11)14(18-15)12-9-5-2-6-10-12/h1-10,13-14H

Upstream product

• 75-44-5 phosgene 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 134-81-6 benzil 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 102-09-0 bis(phenyl) carbonate 
• 2171-74-6 1,3-benzodioxol-2-one 
• 100-52-7 benzaldehyde 
• 37528-02-2 4,5-diphenyl-1,3-dioxolene-2-thione 
• 13939-06-5 molybdenum hexacarbonyl 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 40719-40-2 (S)-3-(4-hydroxy-phenyl)-2-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propionic acid 
• 40719-42-4 L-Ox-serine dicyclohexylammonium salt 
• 40719-44-6 (S)-2-benzyloxycarbonylamino-6-(2-oxo-4,5-diphenyl-oxazol-3-yl)-hexanoic acid; dicyclohexylamine salt 
• 110354-15-9 4-(2-Oxo-4,5-diphenyl-oxazol-3-yl)-butyraldehyde 
• 148715-44-0 N-(2-chloroethyl)-4,5-diphenyl-4-oxazolin-2-one 
• 110353-69-0 benzyl 2-(4,5-diphenyl-2-oxo-4-oxazolin-3-yl)ethanoate 
• 121424-89-3 (+)-(1S)-(1α,2β,3β,4α,6β)-2-O,3-N-carbonyl-6-(2,3-dihydro-2-oxo-4,5-diphenyl-3-oxazolyl)-4-O-methyl-3-(methylamino)-1,2,4-cyclohexanetriol 
• 121394-07-8 (-)-(1R)-(1α,2β,3β,4α,6β)-2-O,3-N-carbonyl-6-(2,3-dihydro-2-oxo-4,5-diphenyl-3-oxazolyl)-4-O-methyl-3-(methylamino)-1,2,4-cyclohexanetriol 
• 62398-10-1 2-acetoxy-2-phenylacetophenone 
• 72611-68-8 dibenzoyl monoperoxycarbonate 
• 6316-81-0 1,2-diphenylethene-1,2-diyl diacetate 
• 1924-29-4 (E)-α,α’-stilbenediol dibenzoate 
• 1459-20-7 1,2-diphenyl-2-oxoethyl benzoate 
• 26431-43-6 (Z)-1,2-diphenylethene-1,2-diyl diacetate 

Relevant academic research and scientific papers

Direct Synthesis of Vinylene Carbonates from Aromatic Aldehydes**

Substituted vinylene carbonates were directly prepared from aromatic aldehydes following a one-pot Benzoin condensation/transcarbonation sequence under solvent-free conditions. The combination of a N-phenyl substituted triazolium salt NHC precursor and 4-dimethylaminopyridine (DMAP) was found essential to reach high yield and selectivity. The reaction scope was investigated with a range of aromatic aldehydes and the corresponding vinylene carbonates were obtained with 32–86 % isolated yields (14 examples).

Organocatalytic Synthesis of Substituted Vinylene Carbonates

The organocatalytic synthesis of substituted vinylene carbonates from benzoins and acyloins was studied using diphenyl carbonate as a carbonyl source. A range of N-Heterocyclic Carbene (NHC) precursors were screened and it was found that imidazolium salts were the most active for this transformation. The reaction occurs at 90 °C under solvent-free conditions. A wide range of substituted vinylene carbonates (symmetrical and unsymmetrical, aromatic or aliphatic), including some derived from natural products, were prepared with 20–99% isolated yields (24 examples). The reaction was also developed using thermomorphic polyethylene-supported organocatalysts as recoverable and recyclable species. The use of such species facilitates the workup and allows the synthesis of vinylene carbonates on the preparative scale (>30 g after 5 runs). (Figure presented.).

A convenient and safe synthesis of 4,5-disubstituted-2-oxo-1,3-dioxolenes

Employing bis(trichloromethyl)carbonate (BTC), a safe and crystalline substitute of phosgene, 4,5-disubstituted-2-oxo-1,3-dioxolenes 3 have been synthesized by cyclocarbonylation of α-hydroxyketones 1 in 47-67% yield.

Synthesis and properties of carbamoyl derivatives of photolabile benzoins

Carbamoyl derivatives of photolabile benzoins, particularly of 3',5'-dimethoxybenzoin, are readily prepared via the mixed p-nitrophenyl carbonate of the benzoin. The method is most suitable for secondary amines, since many primary amines exist in varying proportions as the cyclic In alkaline solution (0.2 M NaOH) the carbamates of unsymmetrical benzoins are readily equilibrated. Flash photolysis of 3',5'-dimethoxybenzoin carbamates generates the carbamate anion in a fast heterolytic process and liberation of the amine is controlled by the rate of decarboxylation.

Neue Synthesen und Reaktionen ungesaettigter Heterotitanacyclen

Dicarbonyltitanocene reacts chemoselectively with difunctional carbonyl compounds such as 1,2-diketones and 1,4-diketo-2-enes, with α-ketothioketones, α-ketoimines and azodicarbonic esters and -amides to yield the corresponding, mostly new, heterotitanacycles that are capable of a lot of a useful follow-up reactions.These chelate complexes, containing three to four heteroatoms, allow the substitution of the entire titanocene fragment by carbon (formation of vinylenic carbonates and the thia-derivatives of these) or by further heteroatoms like boron or phosphorus(formation of boroles and phosphonic acid derivatives), thus retaining the cyclofunctionality.Alternatively, some of the new chelate complexes can be readily C-C-chain-lengthened via a deprotonating/alkylating sequence, leaving the metallacycle unaffected.

2,2-Dibutyl-1,3,2-dioxastannolens

Acyloins or their enediol carbonates (vinylene carbonates) react with dibutyltin oxide or dibutyltin dimethoxide to give 2,2-dibutyl-1,2,3-dioxastannolens . 119Sn N.m.r. and 119mSn Moessbauer spectra, and molecular weight measurements suggest that, in the solid state or in concentrated solution, the dioxastannolen (A) is associated, but the monomer is present in dilute solution.On heating, (A) decomposes into benzil and products which appear to be derived from dibutylstannylene, and it reacts with oxygen to give benzil and products derived from dibu- tyltin oxide.Acetyl chloride reacts to give cis-stilbene diacetate, but less reactive acylating agents (e.g. acetic anhydride or benzoyl chloride) give an increasing amount of the trans-diester and cyclic anhydrides (e.g. phthalic anhydride), and diacid chlorides (e.g. phosgene) give cyclic esters.