83968-02-9

Basic information

• Product Name: 2,2-DIMETHYL-4-ETHENYL-1,3-DIOXOLANE
• Synonyms: 2,2-DIMETHYL-4-ETHENYL-1,3-DIOXOLANE;2,2-Dimethyl-4-vinyl-1,3-dioxolane;DMVD;4-ethenyl-2,2-dimethyl-1,3-dioxolane
• CAS NO: 83968-02-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.17
• Mol File: 83968-02-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-DIMETHYL-4-ETHENYL-1,3-DIOXOLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIMETHYL-4-ETHENYL-1,3-DIOXOLANE(83968-02-9)
• EPA Substance Registry System: 2,2-DIMETHYL-4-ETHENYL-1,3-DIOXOLANE(83968-02-9)

Safety Data

• Hazardous Substances Data: 83968-02-9(Hazardous Substances Data)

Upstream product

• 930-22-3 epoxybutene 
• 67-64-1 acetone 
• 55559-75-6 2-(2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate 
• 55559-76-7 rac-4-(2-chloroethyl)-2,2-dimethyl-1,3-dioxolane 
• 497-06-3 3,4-butenediol 
• 77-76-9 2,2-dimethoxy-propane 
• 5754-34-7 4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxolane 

Downstream Products

• 89543-99-7 erythro-5'-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylisoxazoline 
• 89543-99-7 threo-5'-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-phenylisoxazoline 
• 96227-91-7 (RS,E)-2,2-dimethyl-4-styryl-1,3-dioxolane 
• 648881-69-0 N-{1-[3-(2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-2-oxo-1,2-dihydro-pyrimidin-4-yl}-benzamide 
• 745078-95-9 Methyl 5-(3'-(3-(methoxycarbonyl)isoxazol-5-yl)-1,1'-biphenyl-3-yl)isoxazole-3-carboxylate 
• 161972-09-4 1-(2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone 
• 83141-42-8 2-(2,2-dimethyl-1,3-dioxolan-4-yl)acetaldehyde 

Relevant articles and documents

Synthesis and Biological Evaluation of Bromo- and Fluorodanicalipin A

We disclose the syntheses of (+)-bromodanicalipin A as well as (±)-fluorodanicalipin A. The relative configuration and ground-state conformation in solution of both molecules was secured by J-based configuration analysis which revealed that these are identical to natural danicalipin A. Furthermore, preliminary toxicological investigations suggest that the adverse effect of danicalipin A may be due to the lipophilicity of the halogens. Halologs: The syntheses of bromo- and fluorodanicalipin A are reported and the ground-state conformation was determined by J-based configuration analysis (see scheme, R=H). A preliminary comparative study of their toxicology suggests that the adverse effect arises from the lipophilicity of the halogens which counterbalance the polar C14 sulfate.

Protein-tyrosine phosphatase inhibitors and uses thereof

The present invention is directed to compounds of formula (I), or a pharmaceutically suitable salt or prodrug thereof, which are useful for the selective inhibition of protein tyrosine phosphatase-1B (PTP1B), and are useful for the treatment of disorders caused by overexpressed or altered protein tyrosine phosphatase 1B.

Conversion of Epoxides to 1,3-Dioxolanes Catalyzed by Tin(II) Chloride

Anhydrous tin(II) chloride is an efficient catalyst for the reaction of epoxides with acetone to prepare 2,2-dimethyl-1,3-dioxolanes (acetonides) in good to excellent yields. Mono-, di-, and trisubstituted epoxides participate equally well in this diastereospecific reaction. The use of single enantiomer epoxides under the reported conditions results in significant erosion of optical activity.

Synthesis of 1,3-dioxolanes by the addition of ketones to epoxides by using [Cp*Ir(NCMe)3]2+ as catalyst

A series of 1,3-dioxolanes have been prepared by the addition of ketones to epoxides in the presence of the catalyst [Cp*Ir(NCMe)3]2+, Cp=C5Me5. The reactions proceed readily at 22°C and the yields are good. The following 1,3-dioxolanes: 2,2,4-trimethyl-1,3-dioxolane, 1; 2,2-dimethyl-4-vinyl-1,3-dioxolane, 2; 2,2-dimethyl-4-phenyl-1,3-dioxolane, 3; 2,2-diethyl-4-methyl-1,3-dioxolane, 4; 2,2-diethyl-4-vinyl-1,3-dioxolane, 5; 2,2-diethyl-4-phenyl-1,3-dioxolane, 6 were prepared from the appropriate epoxide and carbonyl compounds. An inversion of configuration at the carbon atom at the C-O bond cleavage site of the epoxide was observed to occur in the formation of the dioxolanes: R, S,- 2,2,4,5-tetramethyl-1,3-dioxolane, 7 and a mixture of R,R- and S,S-2,2,4,5-tetramethyl-1,3-dioxolane, 8 obtained from the reactions of acetone with R, R,-/S, S,-buten-2-oxide and R, S,-buten-2-oxide, respectively.

EFFICIENT AND REGIOCONTROLLED NICKEL(II)-CATALYZED ALKYLATION OF 2-ALKYL-1,3-DIOXEP-4-ENES BY GRIGNARD REAGENTS: A SIMPLE ROUTE TO ALLYLIC ALCOHOLS

The regio- and the stereochemistries of the NidppeCl2 catalyzed alkylation of 2-alkyl-1,3-dioxep-4-enes by Grignard reagents are not affected by the nature of the C2 substituent; in any case, allylic alcohols are the main reaction products and nearly pure Z isomers are almost quantitatively obtained when either secondary or tertiary Grignard reagents are used.A rationale for the reaction is proposed.

SYNTHESIS OF AMINO SUGARS VIA ISOXAZOLINES. DL- AND D-LIVIDOSAMINE (2-AMINO-2,3-DIDEOXY-RIBO-HEXOSE) DERIVATIVES FROM 4-VINYL-1,3-DIOXOLANES AND NITROACETALDEHYDE ACETALS

1,3-Dipolar cycloaddition of nitrile oxides, generated from nitroethanol and nitroacetaldehyde derivatives 3, 21 and 22, respectively, and of benzonitrile oxide to 4-vinyldioxolanes 1,2 gave ca 4:1 erythro/threo mixtures of corresponding isoxazolines.LAH reduction of erytho isoxazolines proceeded with similar (ca4:1) selectivity to furnish protected ribo-amino-polyols 11, 15, 19, DL- and D-lividosamines 31 and 33, respectively, as main products.The DL-lividosamine derivative 33 was obtained pure by crystallization.In the D-series, the corresponding ribo/arabino mixture D-31/D-32 was transformed to the known α-methyl D-lividosaminide D-37.