22515-82-8

Basic information

• Product Name: 2-Ethyl-2-vinyl-1,3-dioxolane
• Synonyms: 2-Ethyl-2-vinyl-1,3-dioxolane
• CAS NO: 22515-82-8
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• Mol File: 22515-82-8.mol

Chemical Properties

• Boiling Point: 131 ºC
• Flash Point: 20 ºC
• Appearance: /
• Density: 1.003
• Vapor Pressure: 11.6mmHg at 25°C
• Refractive Index: 1.492
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 2-Ethyl-2-vinyl-1,3-dioxolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethyl-2-vinyl-1,3-dioxolane(22515-82-8)
• EPA Substance Registry System: 2-Ethyl-2-vinyl-1,3-dioxolane(22515-82-8)

Safety Data

• HazardClass: 3
• Hazardous Substances Data: 22515-82-8(Hazardous Substances Data)

Usage

Uses

It is an important raw material in organic synthesis, agricultural fields and in dyestuffs.

InChI:InChI=1/C7H12O2/c1-3-7(4-2)8-5-6-9-7/h3H,1,4-6H2,2H3

Upstream product

• 1629-58-9 4-penten-3-one 
• 107-21-1 ethylene glycol 
• 96-22-0 pentan-3-one 
• 4362-57-6 2,2-diethyl-1,3-dioxolane 
• 131701-84-3 1-tosylpentan-3-one 
• 32830-97-0 1-chloro-3-pentanone 
• 899794-48-0 2-ethyl-2-[2-(toluene-4-sulfonyl)-ethyl]-[1,3]dioxolane 
• 878-55-7 1,4a-dimethyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one 
• 10075-38-4 1,3-Dichloro-2-butene 
• 91191-67-2 (Z)-1-Bromo-3-chloro-2-pentene 
• 13652-02-3 2-(bromoethyl)-2-ethyl-1,3-dioxolane 
• 22515-81-7 2-(2-Bromoethyl)-2-ethyl-1,3-dioxolane 

Downstream Products

• 91043-48-0 2-((E)-1-Ethyl-3-phenyl-propenyloxy)-ethanol 
• 540741-14-8 dithiocarbonic acid S-[3-benzoyl-1-(2-ethyl-[1,3]dioxolan-2-yl)-7,7-dimethyl-6-oxooctyl] ester O-ethyl ester 
• 899794-54-8 dithiocarbonic acid O-ethyl ester S-[4-(4-methoxyphenyl)-1-(2-ethyl[1,3]dioxolan-2-yl)-4-oxobutyl] ester 
• 899794-52-6 dithiocarbonic acid S-[4-(biphenyl-4-yl)-1-(2-ethyl[1,3]dioxolan-2-yl)-4-oxobutyl] ester O-ethyl ester 
• 540741-15-9 2-[2-(2-ethyl-[1,3]dioxolan-2-yl)ethyl]-6,6-dimethyl-1-phenylheptane-1,5-dione 
• 134370-42-6 2-Ethyl-6-(4-methoxyphenyl)pyridine 
• 899794-57-1 4-(2-ethyl[1,3]dioxolan-2-yl)-1-(4-methoxyphenyl)butan-1-one 

Relevant articles and documents

Synthesis and cytotoxic properties of some cyclic acetals of diols and their dichlorocyclopropyl derivatives

Cyclic acetals of ethylene glycol, cis-but-2-ene-1,4-diol and their dichlorocyclopropyl derivatives were synthesized. Compounds simultaneously containing the gem-dichlorocyclopropane and 1,3-dioxacycloalkane cycles are shown to exhibit cytotoxic activity against the HEK293, SH-SY5Y, HepG2, MCF-7, A549, and Jurkat cell lines. The obtained results open up prospects for further studies of antitumor activity of 2-(2,2-dichlorocyclopropyl)-2-ethyl-1,3-dioxolane.

An expedient, flexible and convergent access to selectively protected 1,5-dicarbonyl compounds. Applications to the synthesis of 2,6-disubstituted pyridines and thiopyridines

Intermolecular addition of 2-oxoalkyl radicals generated from the corresponding S-alkyl-O-ethyl dithiocarbonates on vinyl ketals afforded selectively protected 1,5-dicarbonyl compounds in good yields. These key-intermediates can be converted into a plethora of useful substances. Transformations to pyridines and thiopyridines were given as examples. Georg Thieme Verlag Stuttgart.

A Convenient Preparation of Ethyl Vinyl Ketone

A four-step synthesis of ethyl vinyl ketone conveniently gives 67percent overall yield.

A Synthetic Approach to the Quassinoids

A synthetic route to the quassinoids has been developed.Two-stage annelation of 2-methylcyclohexanone with 1-chloro-3-pentanone gives tricyclic dienone 9 (60percent), which is oxidized by acetyl chromate in acetic acid to give dienedione 27 (80percent).Bisketalization of this material followed by hydrolysis of the conjugated enone ketals provides monoketal 30 (77percent), along with recovered 27.Ring C of 30 is functionalized by the Stiles and Reich methods to obtain the unsaturated keto ester 33 (73percent).The latter material reacts with ketene acetal 35 at 5-6 kbar and room temperature to give an adduct that is desilylated by treatment with aqueous KF; keto diester 39 is produced in 95percent yield.Epoxidation of 39 occurs smoothly with m-CPBA to give 46 (88percent), which is converted into allylic alcohol 40 by the two-step Sharpless procedure (78percent).Finally, pyridinium chlorochromate induces solvolytic cyclization of 40, affording 41 in 55percent yield.In the course of the investigation, it was also discovered that β-keto ester 46 is oxidized by m-CPBA to 47 in quantitative yield.