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3-(2-Propeneoxy)propene, with the molecular formula C6H10O, is a colorless liquid characterized by a slightly sweet odor. It is a versatile chemical compound that serves as a monomer in the synthesis of various polymers, including polyolefins and thermoplastic elastomers. Additionally, it functions as a solvent and an intermediate in the production of other organic compounds. Due to its flammable nature, it requires careful handling, storage, and adherence to safety protocols to prevent accidental ignition or health hazards.

557-40-4

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557-40-4 Usage

Uses

Used in Polymer Production:
3-(2-Propeneoxy)propene is used as a monomer for the production of polymers such as polyolefins and thermoplastic elastomers. Its ability to polymerize contributes to the creation of materials with diverse applications in various industries.
Used in Solvent Applications:
As a solvent, 3-(2-Propeneoxy)propene is utilized in various chemical processes to dissolve or suspend other substances, facilitating reactions or material processing.
Used in Organic Synthesis:
3-(2-Propeneoxy)propene serves as an intermediate in the synthesis of other organic compounds, playing a crucial role in the production of a range of chemical products.
Used in Chemical Industry:
3-(2-Propeneoxy)propene is used as a key component in the chemical industry for the development of new materials and substances, enhancing the versatility and performance of existing products.
Used in Research and Development:
In research settings, 3-(2-Propeneoxy)propene is employed to explore new chemical reactions and pathways, contributing to the advancement of scientific knowledge and the discovery of innovative applications.

Check Digit Verification of cas no

The CAS Registry Mumber 557-40-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,5 and 7 respectively; the second part has 2 digits, 4 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 557-40:
(5*5)+(4*5)+(3*7)+(2*4)+(1*0)=74
74 % 10 = 4
So 557-40-4 is a valid CAS Registry Number.

557-40-4 Well-known Company Product Price

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  • Aldrich

  • (259470)  Allylether  98%

  • 557-40-4

  • 259470-25G

  • 1,471.86CNY

  • Detail

557-40-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-prop-2-enoxyprop-1-ene

1.2 Other means of identification

Product number -
Other names 4-oxahepta-1,6-diene

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:557-40-4 SDS

557-40-4Relevant academic research and scientific papers

Preparation method of epoxy silane coupling agent

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Paragraph 0033-0035; 0039-0041; 0045-0047; 0051-0053; ..., (2021/05/05)

The invention provides a preparation method of an epoxy silane coupling agent. The preparation method comprises the following steps: (1) synthesizing diallyl ether from chloropropene and allyl alcohol under the action of a catalyst and an alkali; (2) carrying out a hydrosilylation reaction on the diallyl ether and hydrogen-containing chlorosilane under the action of a platinum catalyst to obtain allyloxopropyl chlorosilane; (3) carrying out esterification reaction on the allyloxopropyl chlorosilane and saturated alcohol to obtain allyloxoalkoxy silane; and (4) carrying out epoxidation on the allyloxyalkoxy silane by using an oxidizing agent, so as to obtain gamma-(2, 3-epoxypropoxypropyl)alkoxy silane. The preparation method provided by the invention can be suitable for all gamma-(2, 3-epoxypropoxypropyl) epoxy silane, the used catalyst and raw materials are easy to obtain, the yield is high, and the industrial feasibility is high.

Clean protocol for deoxygenation of epoxides to alkenes: Via catalytic hydrogenation using gold

Fiorio, Jhonatan L.,Rossi, Liane M.

, p. 312 - 318 (2021/01/29)

The epoxidation of olefin as a strategy to protect carbon-carbon double bonds is a well-known procedure in organic synthesis, however the reverse reaction, deprotection/deoxygenation of epoxides is much less developed, despite its potential utility for the synthesis of substituted olefins. Here, we disclose a clean protocol for the selective deprotection of epoxides, by combining commercially available organophosphorus ligands and gold nanoparticles (Au NP). Besides being successfully applied in the deoxygenation of epoxides, the discovered catalytic system also enables the selective reduction N-oxides and sulfoxides using molecular hydrogen as reductant. The Au NP catalyst combined with triethylphosphite P(OEt)3 is remarkably more reactive than solely Au NPs. The method is not only a complementary Au-catalyzed reductive reaction under mild conditions, but also an effective procedure for selective reductions of a wide range of valuable molecules that would be either synthetically inconvenient or even difficult to access by alternative synthetic protocols or by using classical transition metal catalysts. This journal is

Piperazine-promoted gold-catalyzed hydrogenation: The influence of capping ligands

Barbosa, Eduardo C. M.,Camargo, Pedro H. C.,Fiorio, Jhonatan L.,Hashmi, A. Stephen K.,Kikuchi, Danielle K.,Rossi, Liane M.,Rudolph, Matthias

, p. 1996 - 2003 (2020/04/22)

Gold nanoparticles (NPs) combined with Lewis bases, such as piperazine, were found to perform selective hydrogenation reactions via the heterolytic cleavage of H2. Since gold nanoparticles can be prepared by many different methodologies and using different capping ligands, in this study, we investigated the influence of capping ligands adsorbed on gold surfaces on the formation of the gold-ligand interface. Citrate (Citr), poly(vinyl alcohol) (PVA), polyvinylpyrrolidone (PVP), and oleylamine (Oley)-stabilized Au NPs were not activated by piperazine for the hydrogenation of alkynes, but the catalytic activity was greatly enhanced after removing the capping ligands from the gold surface by calcination at 400 °C and the subsequent adsorption of piperazine. Therefore, the capping ligand can limit the catalytic activity if not carefully removed, demonstrating the need of a cleaner surface for a ligand-metal cooperative effect in the activation of H2 for selective semihydrogenation of various alkynes under mild reaction conditions.

Versatile etherification of alcohols with allyl alcohol by a titanium oxide-supported molybdenum oxide catalyst: Gradual generation from titanium oxide and molybdenum oxide

Kon, Yoshihiro,Fujitani, Tadahiro,Nakashima, Takuya,Murayama, Toru,Ueda, Wataru

, p. 4618 - 4625 (2018/09/29)

Etherification using allyl alcohol to produce allyl ether via dehydration is a fundamental technique for producing fine chemicals that can be applied to electronic devices. We demonstrate a sustainable method to synthesize allyl ethers from allyl alcohol with various alcohols up to a 91% yield, with water as the sole by-product. In this reaction, the active catalyst is gradually generated as the reaction proceeds through the simple mixing of TiO2 and MoO3. The dispersion of MoO3 on the spent catalyst has been observed by XRD, HAADF-STEM, and STEM-EDS mapping. This catalyst shows excellent catalytic activity by virtue of the highly dispersed nature of MoO3 supported on TiO2, which is reusable at least five times. According to a mechanistic study including the measurement of XPS of MoO3 on TiO2 and control experiments using SiO2 and Al2O3 supports, the suitable reducibility of MoO3 to coordinate the allyl moiety on TiO2 seems to be a key factor for high-yielding syntheses of various allyl ethers even under heterogeneous reaction conditions. The reaction mechanism is considered to be as follows: σ-allyl species are formed from dehydration of the allyl alcohol, followed by a nucleophilic attack by another alcohol against the σ-allyl carbon to give allyl ethers. The developed catalytic system should be suitable for easily handled syntheses of allyl ethers due to the employment of commercially available MoO3 and TiO2 with halide- and organic solvent-free reaction conditions.

Accessing Frustrated Lewis Pair Chemistry through Robust Gold@N-Doped Carbon for Selective Hydrogenation of Alkynes

Fiorio, Jhonatan Luiz,Gon?alves, Renato Vitalino,Teixeira-Neto, Erico,Ortu?o, Manuel A.,López, Núria,Rossi, Liane Marcia

, p. 3516 - 3524 (2018/04/14)

Pyrolysis of Au(OAc)3 in the presence of 1,10-phenanthroline over TiO2 furnishes a highly active and selective Au nanoparticle (NP) catalyst embedded in a nitrogen-doped carbon support, Au@N-doped carbon/TiO2 catalyst. Parameters such as pyrolysis temperature, type of support, and nitrogen ligands as well as Au/ligand molar ratios were systematically investigated. Highly selective hydrogenation of numerous structurally diverse alkynes proceeded in moderate to excellent yield under mild conditions. The high selectivity toward the industrially important alkene substrates, functional group tolerance, and the high recyclability makes the catalytic system unique. Both high activity and selectivity are correlated with a frustrated Lewis pairs interface formed by the combination of gold and nitrogen atoms of N-doped carbon that, according to density functional theory calculations, can serve as a basic site to promote the heterolytic activation of H2 under very mild conditions. This "fully heterogeneous" and recyclable gold catalyst makes the selective hydrogenation process environmentally and economically attractive.

Nickel(0)-Catalyzed N-Allylation of Amides and p-Toluenesulfonamide with Allylic Alcohols under Neat and Neutral Conditions

Azizi, Mohamed Salah,Edder, Youssef,Karim, Abdallah,Sauthier, Mathieu

, p. 3796 - 3803 (2016/08/16)

Nickel(0)-catalyzed direct N-allylation of amides and p-toluenesulfonamide with allylic alcohols took place in the presence of Ni0–diphosphine complexes. The corresponding N-allylated (and/or N,N-diallylated) products were obtained in moderate to high yields under neutral conditions.

One-step Synthesis of Core-Gold/Shell-Ceria Nanomaterial and Its Catalysis for Highly Selective Semihydrogenation of Alkynes

Mitsudome, Takato,Yamamoto, Masaaki,Maeno, Zen,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi

supporting information, p. 13452 - 13455 (2015/11/10)

We report a facile synthesis of new core-Au/shell-CeO2 nanoparticles (Au@CeO2) using a redox-coprecipitation method, where the Au nanoparticles and the nanoporous shell of CeO2 are simultaneously formed in one step. The Au@CeO2 catalyst enables the highly selective semihydrogenation of various alkynes at ambient temperature under additive-free conditions. The core-shell structure plays a crucial role in providing the excellent selectivity for alkenes through the selective dissociation of H2 in a heterolytic manner by maximizing interfacial sites between the core-Au and the shell-CeO2.

Synthesis of 1,4-dienes by Pd(II)-catalyzed haloallylation of alkynes with allylic alcohols in ionic liquids

Li, Jianxiao,Yang, Shaorong,Wu, Wanqing,Qi, Chaorong,Deng, Zhongxian,Jiang, Huanfeng

, p. 1516 - 1523 (2014/02/14)

A Pd-catalyzed haloallylation of alkynes with allyl alcohols in ionic liquids has been reported. Both chloroallylation and bromoallylation can be easily carried out with high selectivity. A variety of 1,4-dienes were formed in moderate to excellent yields. The reaction system of the Pd catalyst as well as the ionic liquid can be recycled for several times. And the ionic liquid acts as not only a solvent in the reaction, but also provides the excess halide ions to control Z/E selectivity and acts as a ligand inhibit the β-hydride elimination.

1,3,2,4-diazadiphosphetidine-based phosphazane oligomers as source of P(III) atom economy reagents: Conversion of epoxides to vic -haloalcohols, vic -dihalides, and alkenes in the presence of halogen sources

Iranpoor, Nasser,Firouzabadi, Habib,Etemadidavan, Elham

, p. 1165 - 1173 (2014/10/16)

1,3,2,4-Diazadiphosphetidines (P1-P3), as easily prepared, stable, and heterogeneous P(III) compounds, were used for the efficient conversion of epoxides to vic-halohydrins, vic-dihalides, or alkenes in the presence of different halogen sources in CH3CN. Of these phosphazanes, P3 is most suitable and contains 4 phosphorous atoms with the advantage of having greater atom economy and its phosphorus oxide byproduct can be easily separated from the reaction mixture by simple filtration. The nitrogen atoms in this molecule can also act as acid scavengers in the reaction.

Catalytic deoxydehydration of glycols with alcohol reductants

Boucher-Jacobs, Camille,Nicholas, Kenneth M.

, p. 597 - 599 (2013/07/27)

Top shelf dehydration: Ammonium perrhenate catalysts combined with benzylic alcohol reductants are used for the efficient deoxydehydration of glycols to olefins. The olefin and aldehyde products can be easily separated and isolated. It is also demonstrated that the catalyst can be recovered and reused because of its low solubility in aromatic solvents.

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