6314-97-2

Basic information

• Product Name: (2,2-diethoxyethyl)benzene
• Synonyms: (2,2-diethoxyethyl)benzene;Phenylacetaldehydediethylacetal;Benzene, (2,2-diethoxyethyl)-;(2,2-Diethoxyethyl)benzol;Benzeneacetaldehyde diethyl acetal;Acetaldehyde, phenyl-, diethyl acetal;Nsc20031
• CAS NO: 6314-97-2
• Molecular Formula: C₁₂H₁₈O₂
• Molecular Weight: 194.27012
• EINECS: 228-642-9
• Mol File: 6314-97-2.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 237.4 °C at 760 mmHg
• Flash Point: 75 °C
• Appearance: /
• Density: 0.964 g/cm³
• Vapor Pressure: 0.0691mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: (2,2-diethoxyethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2-diethoxyethyl)benzene(6314-97-2)
• EPA Substance Registry System: (2,2-diethoxyethyl)benzene(6314-97-2)

Safety Data

• Hazardous Substances Data: 6314-97-2(Hazardous Substances Data)

Usage

General Description

(2,2-diethoxyethyl)benzene, also known as dibenzoylethylene, is a chemical compound with the molecular formula C12H16O2. It is a colorless, flammable liquid used in the production of various chemicals and as a solvent in organic synthesis. (2,2-diethoxyethyl)benzene is primarily used as a reagent in organic reactions, suchjson as the Friedel-Crafts acylation. It has a strong, sweet odor and is soluble in organic solvents such as ether and alcohol. The chemical is considered to have low toxicity, but prolonged exposure to high concentrations may cause irritation to the skin, eyes, and respiratory system. Proper safety precautions should be taken when handling and storing this chemical.

InChI:InChI=1/C12H18O2/c1-3-13-12(14-4-2)10-11-8-6-5-7-9-11/h5-9,12H,3-4,10H2,1-2H3

Upstream product

• 1589-82-8 phenylmagnesium bromide 
• 122-51-0 orthoformic acid triethyl ester 
• 6921-34-2 benzylmagnesium chloride 
• 14036-06-7 diethoxymethyl acetate 
• 62673-31-8 benzyl(bromo)zinc 
• 64-17-5 ethanol 
• 88211-07-8 Benzylchlorocarbene 
• 88211-05-6 3-benzyl-3-chloro-3H-diazirine 
• 122-78-1 phenylacetaldehyde 
• 100-39-0 benzyl bromide 
• 79411-58-8 diethoxymethyltributylstannane 
• 7647-01-0 hydrogenchloride 
• 100-42-5 styrene 
• 101-48-4 phenylacetaldehyde dimethyl acetal 

Downstream Products

• 15131-89-2 α-phenyl-β-dimethylaminoacrylaldehyde 
• 109507-03-1 N,N,N',N'-tetramethyl-2-phenyl malondialdehyde diimine hydrochloride 
• 5469-90-9 α-N-methylanilinostyrene 
• 2154-56-5 benzyl radical 
• 170244-20-9 diethoxymethylium 
• 122-78-1 phenylacetaldehyde 
• 101-97-3 Ethyl 2-phenylethanoate 
• 33641-42-8 (2-phenylethane-1,1-diyldisulfonyl)dibenzene 
• 2616-24-2 1-(1-benzyl-6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethanone 
• 51007-65-9 1-Cyclohexyl-2,2-diethoxyethan 
• 17655-74-2 β-ethoxystyrene 
• 112518-17-9 N-(E-2-phenylethenyl)-2-oxazolidinone 

Relevant articles and documents

One-pot Synthesis of Acetals by Tandem Hydroformylation-acetalization of Olefins Using Heterogeneous Supported Catalysts

Abstract: A green route for one?pot synthesis of acetals by tandem hydroformylation?acetalization of olefins using supported Rh?based?catalysts was developed. Experimental results demonstrated that suitable Rh loading (1 wt%) with appropriate reaction temperature (120?°C) and reaction time (8?h) were favorable for the formation of acetals, and a high acetals selectivity of 94.6% was achieved. More importantly, the selectivity to valuable linear products was enhanced in this tandem catalysis. Based on the catalytic mechanism study, highly dispersed RhOx nanoparticles and abundant acid sites on the supports were responsible for the hydroformylation and acetalization, respectively. Graphical abstract: One-pot synthesis of acetals directly from olefins with high selectivity was achieved over heterogeneous bifunctional catalysts via tandem hydroformylation-acetalization. [Figure not available: see fulltext.]

Silver-Catalyzed Olefination of Acetals and Ketals with Diazoesters to β-Alkoxyacrylates

The first silver-catalyzed reaction of acetals or ketals with diazoesters leading to trisubstituted or tetrasubstituted β-alkoxyacrylates is now reported. A broad range of acetals and ketals bearing different substituents is compatible with this protocol and thus provides an attractive approach for the synthesis of complex β-alkoxyacrylates. The power of this method was further demonstrated by the successful synthesis of picoxystrobin, which is one of the most popular agricultural fungicides commercialized by Dupont.

Tropylium salts as efficient organic Lewis acid catalysts for acetalization and transacetalization reactions in batch and flow

Acetalization reactions play significant roles in the synthetically important masking chemistry of carbonyl compounds. Herein we demonstrate for the first time that tropylium salts can act as organic Lewis acid catalysts to facilitate acetalization and transacetalization reactions of a wide range of aldehyde substrates. This metal-free method works efficiently in both batch and flow conditions, prompting further future applications of tropylium organocatalysts in green synthesis.