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Diethyl (2-methylprop-2-en-1-yl)propanedioate, also known as diethyl 2-methyl-3-butenylsuccinate, is a chemical compound with the molecular formula C12H20O4. It is a colorless liquid with a fruity, apple-like odor. This organic ester is derived from the reaction of 2-methyl-3-buten-1-ol (also known as prenol or tert-amyl alcohol) with diethyl succinate. It is commonly used as a fragrance ingredient in various personal care products, such as perfumes, lotions, and soaps, due to its pleasant scent. Additionally, it may have potential applications in the synthesis of other organic compounds and as a chemical intermediate in the pharmaceutical and agrochemical industries.

1575-67-3

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1575-67-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1575-67-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,7 and 5 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1575-67:
(6*1)+(5*5)+(4*7)+(3*5)+(2*6)+(1*7)=93
93 % 10 = 3
So 1575-67-3 is a valid CAS Registry Number.

1575-67-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name diethyl 2-(2-methylprop-2-enyl)propanedioate

1.2 Other means of identification

Product number -
Other names diethyl 2-methallylmalonate

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:1575-67-3 SDS

1575-67-3Relevant academic research and scientific papers

Oxovanadium-induced or -catalyzed oxidative allylation of 1,3-dicarbonyl compounds with allylsilanes

Hirao,Sakaguchi,Ishikawa,Ikeda

, p. 2579 - 2585 (1995)

The oxidative mono- or di-allylation reaction of 1,3-dicarbonyl compounds with allylsilanes was selectively achieved by treatment with VO(OEt)Cl2.

π-Allyl-Palladium-Komplexe stabilisiert durch den tripodalen Sauerstoffliganden [(C5H5) Co{P( OMe) 2O}3]-II 1. Eliminierung statt C-C-Bindungsbildung bei der Reaktion mit resonanzstabilisierten Carbanionen 2

Domhoever, Bernd,Klaeui, Wolfgang

, p. 207 - 212 (1996)

The reaction of the complexes [LOMePd(propenyl] (1) and [LOMePd(2-methyl-propenyl] (2) (L-OMe= [(C5H5)Co{P(OMe)2O}3]-) with sodium malonate results in the formation of the anticipated C-C coupling products (2-R-C3H5)CH(CO2Et)2 while [LOMePd{4-6-η-(3-oxo-cholestenyl)}] (4) and [LOMePd{4-6-η-(cholestenyl)}] (5) react with eliminination to give the corresponding cholestadienes. With sodium 2-acetylcyclopentanoate (Na acp), ligand substitution takes place in the reaction with 1-3 (3 = [LOMePd(2-tbutyl-propenyl)]) to give complexes of the type [(2-R-propenyl)Pd(acp)]. Their stability depends on the substituent of the allyl group. While [(propenyl)Pd(acp)] decomposes at room temperature, [(2-tbutyl-propenyl)Pd(acp)] and [(2-methyl-propenyl)Pd(acp)] are air stable compounds which could be isolated.

Etude de l'allylation, catalysee par le nickel, d'enolates stables, par les ethers et les alcools allyliques

Alvarez, Eleuterio,Cuvigny, Therese,Julia, Marc

, p. 199 - 212 (1988)

The allylation of stable enolates derived from diethyl malonate and ethyl cyanoacetate by a variety of aliphatic or aromatic allylic ethers and by allylic alcohols, under nickel catalysis, was investigated.The influence of ligands, solvents and temperature was studied.

On the mechanism and kinetics of radical reactions of epoxyketones and epoxynitriles induced by titanocene chloride

Fernandez-Mateos,Herrero Teijon,Mateos Buron,Rabanedo Clemente,Rubio Gonzalez

, p. 9973 - 9982 (2007)

(Chemical Equation Presented) The reactions of a series of epoxynitriles and epoxyketones induced by titanocene chloride have been studied. The kinetics of the decyanogenation of β,γ-epoxynitriles with Ti(III) corresponds to a radical reaction (k25 ≈ 106 S-1), as demonstrated by competition experiments with H-transfer from 1,4-cyclohexadiene (1,4-CHD) or PhSH or conjugate addition to acrylonitrile. The 5-exo cyclization onto nitrile induced by Ti(III) is a radical reaction (k25 ≈ 107 S-1) as seen in competition experiments with H-transfer from PhSH or the titanocene-water complex. The iminyl or alkoxyl radicals generated by 5-exo cyclization onto nitriles or ketones only undergo a reduction with Ti(III). This reaction overwhelms any alternative process, such as tandem cyclization onto alkenes or β-scission. Iminyl radicals generated by 4-exo cyclizations onto nitriles undergo reduction with Ti(III) and β-scission reaction in a ratio of 96:4 when the α-substituent is CN. Alkoxyl radicals from 4-exo cyclizations onto ketone carbonyls undergo reduction with Ti(III) and β-scission in a ratio of 60:40 when the α-substituent is COOR. In nearly all the reactions studied, the role of Ti(III) is triple: a radical initiator (homolytic cleavage of oxirane), a Lewis acid (coordination to CN or C=O). and a terminator (reduction of iminyl or alkoxyl radicals).

Radical Cyclization of Epoxy Vinyl- and Allylsulfones Promoted by Titanocene Chloride

Fernández-Mateos,Madrazo, S. Encinas,Teijón, P. Herrero,González, R. Rubio

, p. 4378 - 4391 (2015)

A titanocene-mediated intramolecular radical addition of different epoxy vinyl- and allylsulfones has been achieved. Five- and six-membered ring products were obtained in good to excellent yields in the presence of both 2.2 and 0.2 equiv of Cp2TiCl. A novel double-activation strategy allowed us to achieve small-size rings such as cyclobutanes and cyclopropanes. (Chemical Equation Presented).

Preparation method of cyclopentenyl aryl ketoxime compound

-

Paragraph 0030, (2020/11/23)

The invention discloses a preparation method of a cyclopentenyl aryl ketoxime compound, and belongs to the technical field of fine chemical engineering. According to the method disclosed by the invention, specific ferric iron is used as a catalyst, a nitr

Catalytic Generation of Rhodium Silylenoid for Alkene-Alkyne-Silylene [2 + 2 + 1] Cycloaddition

Ohmura, Toshimichi,Sasaki, Ikuo,Suginome, Michinori

supporting information, p. 1649 - 1653 (2019/03/20)

An alkene-alkyne-silylene [2 + 2 + 1] cycloaddition takes place in the rhodium-catalyzed reaction of 1,6-enynes with borylsilanes bearing an alkoxy group on the silicon atoms, which react as synthetic equivalents of silylene. The reaction proceeds efficiently in 1,2-dichloroethane at 80-110 °C in the presence of a rhodium catalyst bearing bis(diphenylphosphino)methane (DPPM) as a ligand to afford 1-silacyclopent-2-enes in good to high yields.

Kinetic benchmarking reveals the competence of prenyl groups in ring-closing metathesis

Bahou, Karim A.,Braddock, D. Christopher,Meye, Adam G.,Savage, G. Paul

supporting information, p. 5332 - 5335 (2017/11/07)

A series of prenyl-containing malonates are kinetically benchmarked against the standard allyl-containing congeners using a ruthenium benzylidene precatalyst for ringclosing metatheses. The prenyl grouping is found to be a superior acceptor olefin compared to an allyl group in RCM processes with ruthenium alkylidenes derived from terminal alkenes. The prenyl group is also found to be a highly competent acceptor for a ruthenium alkylidene derived from a 1, 1-disubstituted olefin in a RCM process.

Diastereoselective Intramolecular Cyanoamidation with Alkenes

Dreis, Ashley M.,Otte, Sadie C.,Eastwood, Matthew S.,Alonzi, Elizabeth R.,Brethorst, Jason T.,Douglas, Christopher J.

supporting information, p. 45 - 48 (2017/01/14)

Reported herein is a diastereoselective intramolecular alkene cyanoamidation, wherein high d.r. values are imparted by chiral directing groups. Lactams with an α-all-carbon quaternary stereocenter are readily synthesized, which may enable access to structures frequently found in biologically active molecules and natural products.

Synthesis of gem-dichlorocyclopropylmethylmalonates and decarboxylation

Raskildina, Gulnara Z.,Borisova, Julia G.,Zlotsky, Simon S.

, p. 29 - 33 (2016/07/15)

(Formula presented) By studying the reaction of chloromethyl-gem-dichlorocyclic propanes and diethyl malonate the esters of acids including the cyclopropane fragments have been obtained. Their counter synthesis was carried out by carbonation of corresponding alkenyl malonates. By decarboxylation of substituted malonates the derivatives of cyclic propane carboxylic acids were synthesized. Efficiency of using the obtained products as plant growth regulators was proved.

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