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3195-24-2

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3195-24-2 Usage

Uses

Diethyl diallylmalonate is the starting material for enantioselective synthesis of carbocyclic nucleoside analogues. It is also used as Low catalyst loading in ring-closing metathesis reaction. Cationic nickel (with monodentate phosphoramidites and Wilke?s azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported.

General Description

Low catalyst loading in ring-closing metathesis reaction of diethyl diallylmalonate has been reported. Cationic nickel (with monodentate phosphoramidites and Wilke′s azaphospholene as ligands) catalyzed cycloisomerisation of diethyl diallylmalonate has been reported.

Check Digit Verification of cas no

The CAS Registry Mumber 3195-24-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,9 and 5 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3195-24:
(6*3)+(5*1)+(4*9)+(3*5)+(2*2)+(1*4)=82
82 % 10 = 2
So 3195-24-2 is a valid CAS Registry Number.
InChI:InChI=1/C13H20O4/c1-5-9-13(10-6-2,11(14)16-7-3)12(15)17-8-4/h5-6H,1-2,7-10H2,3-4H3

3195-24-2 Well-known Company Product Price

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  • Alfa Aesar

  • (A12460)  Diethyl diallylmalonate, 98%   

  • 3195-24-2

  • 10g

  • 616.0CNY

  • Detail
  • Alfa Aesar

  • (A12460)  Diethyl diallylmalonate, 98%   

  • 3195-24-2

  • 50g

  • 1643.0CNY

  • Detail
  • Alfa Aesar

  • (A12460)  Diethyl diallylmalonate, 98%   

  • 3195-24-2

  • 250g

  • 6864.0CNY

  • Detail

3195-24-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl 2,2-bis(prop-2-enyl)propanedioate

1.2 Other means of identification

Product number -
Other names Diethyl diallylmalonate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3195-24-2 SDS

3195-24-2Relevant articles and documents

Ring-closing olefin metathesis in the aqueous phase of amphiphilic conetworks consisting of fluorophilic and hydrophilic compartments

Hensle, Eva M.,Tobis, Jan,Tiller, J?rg C.,Bannwarth, Willi

, p. 968 - 973 (2008)

A Grubbs-Hoveyda-Type metathesis catalyst bearing a tris(perfluoroalkyl)silyl tag was immobilized in the fluorophilic phase of amphiphilic conetworks (APCNs). This catalytic system was applied to ring-closing metathesis (RCM) reactions in aqueous media. Different substrates were evaluated and with 10 mol% of catalyst at 60 °C good conversions were observed. Reuse of the catalytic system was possible, but resulted generally in lower conversions.

REACTIONS OF ORGANOCOBALT COMPLEXES WITH BROMOESTERS: REGIOSPECIFIC SYNTHESIS OF ALLYL- AND CYCLOPROPYLMETHYL-SUBSTITUTED MALONIC AND ACETOACETIC ESTERS

Veber, M.,Duong, K.N.-V.,Gaudemer, A.,Johnson, M. D.

, p. 393 - 400 (1981)

Allyl(pyridine)cobaloximes RCo(dmgH)2Py (R = allyl) react readily with diethyldibromomalonate, diethylbromomethylmalonate and ethyl 2-bromoacetoacetate to give the corresponding allyl-substituted esters.Transfer of the allyl group occurs with complete rearrangement in all but one cases.Buten-3-yl(pyridine)cobaloximes react with diethylbromomalonate giving cyclopropylmethylmalonic esters.

Ruthenium-catalyzed cross-metathesis between diallylsilanes and electron-deficient olefins

Bouzbouz, Samir,Boulard, Lucie,Cossy, Janine

, p. 3765 - 3768 (2007)

Diallysilanes can be selectively coupled with electron-deficient olefins under cross-metathesis (CM) conditions using the Hoveyda-Grubbs catalyst to produce mono- and/or bis-CM compounds in good yield. The formation of the mono- and the bis-CM compounds depends on the nature of the electron-deficient olefin.

Synthesis and anti-HCMV activity of novel 5′-norcarboacyclic nucleosides

Kim, Aihong,Hong, Joon Hee

, p. 522 - 527 (2005)

A very simple route for synthesizing a novel carboacyclic version of 5¢-noraristeromycin is described. Condensation of the mesylates 9 and 23 with the natural nucleosidic bases (A, U, T, C) under standard nucleophilic substitution (K2CO3, 18-Crown-6, DMF) and deblocking conditions, afforded the target nucleosides 14, 15, 16, 17, 28, 29, 30, and 31. In addition, these compounds were evaluated for their antiviral properties against various viruses.

Correction: Exploiting and understanding the selectivity of Ru-N-heterocyclic carbene metathesis catalysts for the ethenolysis of cyclic olefins to α,ω-Dienes (Journal of the American Chemical Society (2017) 139:37 (13117-13125) DOI: 10.1021/jacs.7b06947)

Engl, Pascal S.,Santiago, Celine B.,Gordon, Christopher P.,Liao, Wei-Chih,Fedorov, Alexey,Copéret, Christophe,Sigman, Matthew S.,Togni, Antonio

supporting information, p. 18227 - 18228 (2019/01/09)

The isotropic chemical shielding (iso) was mislabeled as the isotropic chemical shift (iso) in Table S40, Figures 2, 4, S153 and in the respective discussion of these figures in the text. The corrected figures are shown below; the SI graphics are provided in the corrected SI file. In the conclusion section, "cyclic olefins" was incorrectly written as "cyclic dienes" to be the essential structural feature for the selective ethenolysis toward w-dienes. The ROMP activity of Ru-20 is not detectable in the "presence of ethylene"; this was incorrectly written as the "absence of ethylene". Equations 5 and 7, pages S47 and S135 respectively, had errors that have been fixed in the corrected SI file. None of the above affects any conclusions of the article. (Figure Presented).

Rhodium-Catalyzed Cyclization of O,ω-Unsaturated Alkoxyamines: Formation of Oxygen-Containing Heterocycles

Escudero, Julien,Bellosta, Véronique,Cossy, Janine

supporting information, p. 574 - 578 (2018/02/21)

O,ω-Unsaturated N-tosyl alkoxyamines undergo unexpected RhIII-catalyzed intramolecular cyclization by oxyamination to produce oxygen-containing heterocycles. Mechanistic studies show that an aziridine intermediate seems to be responsible for the formation of the heterocycles, possibly via a RhV species.

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