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4-ETHYLANISOLE is a clear colorless liquid that is utilized in various chemical processes and applications due to its unique properties.

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  • 1515-95-3 Structure
  • Basic information

    1. Product Name: 4-ETHYLANISOLE
    2. Synonyms: 1-methoxy-4-ethyl-benzene;Anisole, p-ethyl-;Benzene, 1-ethyl-4-methoxy-;p-Ethylanisol;1-ETHYL-4-METHOXYBENZENE;4-ETHYLMETHOXYBENZENE;4-ETHYLANISOLE;METHYL-P-ETHYLPHENYL ETHER
    3. CAS NO:1515-95-3
    4. Molecular Formula: C9H12O
    5. Molecular Weight: 136.19
    6. EINECS: N/A
    7. Product Categories: Aromatic Ethers;Anisoles, Alkyloxy Compounds & Phenylacetates;Ethers;Organic Building Blocks;Oxygen Compounds
    8. Mol File: 1515-95-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 84 °C6 mm Hg(lit.)
    3. Flash Point: 175 °F
    4. Appearance: Clear colorless liquid
    5. Density: 0.958 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 0.586mmHg at 25°C
    7. Refractive Index: n20/D 1.508(lit.)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. Water Solubility: Soluble in alcohol. Insoluble in water.
    11. BRN: 774365
    12. CAS DataBase Reference: 4-ETHYLANISOLE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 4-ETHYLANISOLE(1515-95-3)
    14. EPA Substance Registry System: 4-ETHYLANISOLE(1515-95-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 10
    3. Safety Statements: 24/25
    4. RIDADR: 1993
    5. WGK Germany: 3
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 1515-95-3(Hazardous Substances Data)

1515-95-3 Usage

Uses

Used in Chemical Synthesis:
4-ETHYLANISOLE is used as a chemical intermediate for the synthesis of 1-Methoxy-4-ethyl-1,4-cyclohexadiene, which is an important compound in the production of various organic chemicals.
Used in Enantioselective Benzylic Amination:
In the pharmaceutical industry, 4-ETHYLANISOLE is used as a ligand in the copper-catalyzed enantioselective benzylic amination. This process is crucial for the production of chiral compounds, which are essential in the development of many drugs with improved efficacy and reduced side effects.
Used in Flavor and Fragrance Industry:
4-ETHYLANISOLE, due to its distinct aroma, is also used in the flavor and fragrance industry to create various scents and flavors for consumer products.
Used in Research and Development:
In the field of scientific research, 4-ETHYLANISOLE serves as a valuable compound for studying chemical reactions and exploring new methodologies in organic chemistry.

Synthesis Reference(s)

Synthetic Communications, 26, p. 1467, 1996 DOI: 10.1080/00397919608003512

Check Digit Verification of cas no

The CAS Registry Mumber 1515-95-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,1 and 5 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 1515-95:
(6*1)+(5*5)+(4*1)+(3*5)+(2*9)+(1*5)=73
73 % 10 = 3
So 1515-95-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O/c1-3-8-4-6-9(10-2)7-5-8/h4-7H,3H2,1-2H3

1515-95-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (A10391)  4-Ethylanisole, 98+%   

  • 1515-95-3

  • 10g

  • 541.0CNY

  • Detail
  • Alfa Aesar

  • (A10391)  4-Ethylanisole, 98+%   

  • 1515-95-3

  • 50g

  • 1792.0CNY

  • Detail

1515-95-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Ethylanisole

1.2 Other means of identification

Product number -
Other names 1-ethyl-4-methoxybenzene

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:1515-95-3 SDS

1515-95-3Relevant articles and documents

Volatile components of the liverworts Archilejeunea olivacea, Cheilolejeunea imbricata and Leptolejeunea elliptica

Toyota, Masao,Koyama, Hiroki,Asakawa, Yoshinori

, p. 1261 - 1264 (1997)

Three liverworts, Archilejeunea olivacea. Cheilolejeunea imbricata and Leptolejeunea elliptica, belonging to the Lejeuneaceae, have been investigated chemically. Olivacene, a new naturally occurring sesquiterpene hydrocarbon, β-monocyclonerolidol and (-)-spathulenol have been isolated from A. olivacea. The strong milky-like fragrance of C. imbricata is due to a mixture of (R)-dodec-2-en-1, 5-olide and (R)-tetradec-2-en-1,5-olide. Leptolejeunea elliptica produces an intensely fragrant odour which is due to a mixture of 1-ethyl-4-methoxy-, 1-ethyl-4-hydroxy- and 1-ethyl-4- acetoxybenene. There are no chemical affinities between the present three Lejeuneaceae species.

Preparation of Magnetic Tubular Nanoreactors for Highly Efficient Catalysis

Yang, Shuliang,Peng, Li,Cao, Changyan,Wei, Fang,Liu, Jian,Zhu, Ya-Nan,Liu, Chang,Wang, Xiaoshi,Song, Weiguo

, p. 2797 - 2801 (2016)

We report an efficient and controllable route to prepare magnetic tubular nanoreactors composed of a mesoporous SiO2 shell with iron-noble metal nanoparticles inside. The key of this method is to design and fabricate Fe nanoparticles encapsulated in a mesoporous SiO2 shell. Making use of a galvanic replacement reaction between Fe and noble metal ions, all of the noble metal nanoparticles are loaded inside the mesoporous SiO2 shell, and thus nanoreactors are formed. Taking Pd as an example, the prepared Pd?Fe@meso-SiO2 tubular nanoreactor exhibits a high catalytic activity and excellent reusability for styrene hydrogenation under mild conditions. This study provides a facile route to fabricate magnetic nanoreactors with enhanced catalytic properties.

Dehydrocoupling of dimethylamine-borane catalysed by rhenium complexes and its application in olefin transfer-hydrogenations

Jiang, Yanfeng,Berke, Heinz

, p. 3571 - 3573 (2007)

Re(I) complexes are applied as catalysts for the dehydrocoupling of Me 2NH·BH3 and the transfer-hydrogenation of olefins. The Royal Society of Chemistry.

Synthesis of Ruthenium Complexes with a Nonspectator Si,O,P-Chelate Ligand: Interconversion between a Hydrido(η2-silane) Complex and a Silyl Complex Leading to Catalytic Alkene Hydrogenation

Komuro, Takashi,Arai, Takafumi,Kikuchi, Kei,Tobita, Hiromi

, p. 1211 - 1217 (2015)

A ruthenium complex bearing a new phosphine(η2-silane) chelate ligand connected by a xanthene backbone, Ru{κ4(Si,H,O,P)-tBu2xantSiP(H)}(H)Cl(PPh3) (2), was synthesized by a ligand substitution reaction of Ru(H)Cl(PPh3)3 with 2,7-di-tert-butyl-4-dimethylsilyl-5-diphenylphosphino-9,9-dimethylxanthene (1, tBu2xantSiP(H)). Dehydrogenation reaction of 2 with styrene, a hydrogen acceptor, gave a 16-electron phosphine(silyl) complex Ru{κ3(Si,O,P)-tBu2xantSiP}Cl(PPh3) (3) together with ethylbenzene. Complex 2 was reproduced quantitatively by exposure of 3 to H2 (1 atm) at room temperature. Thus, hydrido(η2-silane) complex 2 and silyl complex 3 are interconvertible through alkene hydrogenation (from 2 to 3) and dihydrogen addition to the Ru-Si bond (from 3 to 2) in which tBu2xantSiP functions as a nonspectator ligand by reversibly releasing and accommodating a hydrogen atom. Complex 2 was also found to catalyze hydrogenation of alkenes via this interconversion. (Chemical Presented).

Nanoscale magnetic stirring bars for heterogeneous catalysis in microscopic systems

Yang, Shuliang,Cao, Changyan,Sun, Yongbin,Huang, Peipei,Wei, Fangfang,Song, Weiguo

, p. 2661 - 2664 (2015)

Nanometer-sized magnetic stirring bars containing Pd nanoparticles (denoted as Fe3O4-NC-PZS-Pd) for heterogeneous catalysis in microscopic system were prepared through a facile two-step process. In the hydrogenation of styrene, Fe3O4-NC-PZS-Pd showed an activity similar to that of the commercial Pd/C catalyst, but much better stability. In microscopic catalytic systems, Fe3O4-NC-PZS-Pd can effectively stir the reaction solution within microdrops to accelerate mass transfer, and displays far better catalytic activity than the commercial Pd/C for the hydrogenation of methylene blue in an array of microdroplets. These results suggested that the Fe3O4-NC-PZS-Pd could be used as nanoscale stirring bars in nanoreactors.

Iridium(I)/N-Heterocyclic Carbene Hybrid Materials: Surface Stabilization of Low-Valent Iridium Species for High Catalytic Hydrogenation Performance

Romanenko, Iuliia,Gajan, David,Sayah, Reine,Crozet, Delphine,Jeanneau, Erwan,Lucas, Christine,Leroux, Lénaic,Veyre, Laurent,Lesage, Anne,Emsley, Lyndon,Lac?te, Emmanuel,Thieuleux, Chloé

, p. 12937 - 12941 (2015)

An IrI(NHC)-based hybrid material was prepared using a methodology which allowed the precise positioning and isolation of the Ir centers along the pore channels of a silica framework. The full characterization of the material by solid-state NMR spectroscopy showed that the supported Ir sites were stabilized by the silica surface, as low-coordinated single-site complexes. The material is extremely efficient for the hydrogenation of functional alkenes. The catalytic performance (TOF and TON) is one to two orders of magnitude higher than those of their molecular Ir analogues, and could be related to the prevention of the bimolecular deactivation of Ir complexes observed under homogeneous conditions. Lending support: Homogeneous positioning of IrI complexes within the pore-channels of a silica framework stabilizes a low-valent IrI species and leads to drastically improved catalyst efficiency. Catalyst decomposition by formation of iridium-hydride clusters is prevented by the attachment to the support. Mes=2,4,6-trimethylphenyl.

Pd Nanoparticles Confined in the Porous Graphene-like Carbon Nanosheets for Olefin Hydrogenation

Chen, Zhe,Wang, Weixue,Zhang, Yifei,Liang, Yu,Cui, Zhimin,Wang, Xiangke

, p. 12809 - 12814 (2018)

As a novel type of defective graphene, porous graphene has been considered an excellent support material for metal clusters, as the interaction between defective carbon atoms surrounded with the metal nanoparticles (NPs) is very different from that on the ordinary supported catalyst. In this work, we reported a facile three-step method to confine the Pd NPs and grow the graphene-like carbon nanosheets (GLCs) in the same interlayer space of the layered silicate, generating embedded Pd NPs in the pores of porous GLCs in situ. The Pd@GLC nanocomposite exhibited not only high activity and stability than the common commercial Pd/C catalyst for the hydrogenation of olefins but also superior ability of resisting high temperature, which benefitted from the two-dimensional structure of layered GLCs, the confinement of Pd, and the increased edge and defect of the unsaturated carbon atoms in GLCs.

Selective hydrogenation of substituted styrene to alkylbenzene catalyzed by Al2O3 nanoparticles

Kaleeswari, Kalairajan,Tamil Selvi, Arunachalam

, (2022/01/22)

A straightforward and suitable protocol is described for the conversion of substituted styrene to alkylbenzenes in the presence of Al2O3 nanoparticles (nano-Al2O3) as heterogeneous solid catalysts using N2H4·H2O as a hydrogen source under mild reaction conditions. A complete conversion of styrene is obtained using nano-Al2O3 as a heterogeneous catalyst. Besides, this catalyst system is also successfully applied to promote the broad range of styrene substituted derivatives to their respective alkylbenzene compounds in moderate to higher conversions. The reaction is discovered to be heterogeneous in nature and nano-Al2O3 can be reused for three runs with no diminish in its performance. Besides, the analyses of the fresh and three times reused nano-Al2O3 solid by various analytical techniques. Transmission electron microscope indicates that the structural features, surface morphology, and particle size endure unchanged throughout the reaction. Some of the significant features of this procedure are mild reaction conditions, price effectiveness of the catalyst (Pd or Pt free catalyst), high conversion, functional group endurance, absence of noble metals/additives, and reusability of the catalyst. The scope of the reaction procedure can be extended to various linear and cyclic alkenes. Graphical abstract: [Figure not available: see fulltext.]

Chemoselective and Tandem Reduction of Arenes Using a Metal–Organic Framework-Supported Single-Site Cobalt Catalyst

Antil, Neha,Kumar, Ajay,Akhtar, Naved,Begum, Wahida,Chauhan, Manav,Newar, Rajashree,Rawat, Manhar Singh,Manna, Kuntal

supporting information, p. 1031 - 1040 (2022/01/19)

The development of heterogeneous, chemoselective, and tandem catalytic systems using abundant metals is vital for the sustainable synthesis of fine and commodity chemicals. We report a robust and recyclable single-site cobalt-hydride catalyst based on a porous aluminum metal–organic framework (DUT-5 MOF) for chemoselective hydrogenation of arenes. The DUT-5 node-supported cobalt(II) hydride (DUT-5-CoH) is a versatile solid catalyst for chemoselective hydrogenation of a range of nonpolar and polar arenes, including heteroarenes such as pyridines, quinolines, isoquinolines, indoles, and furans to afford cycloalkanes and saturated heterocycles in excellent yields. DUT-5-CoH exhibited excellent functional group tolerance and could be reusable at least five times without decreased activity. The same MOF-Co catalyst was also efficient for tandem hydrogenation–hydrodeoxygenation of aryl carbonyl compounds, including biomass-derived platform molecules such as furfural and hydroxymethylfurfural to cycloalkanes. In the case of hydrogenation of cumene, our spectroscopic, kinetic, and density functional theory (DFT) studies suggest the insertion of a trisubstituted alkene intermediate into the Co–H bond occurring in the turnover limiting step. Our work highlights the potential of MOF-supported single-site base–metal catalysts for sustainable and environment-friendly industrial production of chemicals and biofuels.

Ligand-enabled and magnesium-activated hydrogenation with earth-abundant cobalt catalysts

Han, Bo,Jiao, Hongmei,Ma, Haojie,Wang, Jijiang,Zhang, Miaomiao,Zhang, Yuqi

, p. 39934 - 39939 (2021/12/31)

Replacing expensive noble metals like Pt, Pd, Ir, Ru, and Rh with inexpensive earth-abundant metals like cobalt (Co) is attracting wider research interest in catalysis. Cobalt catalysts are now undergoing a renaissance in hydrogenation reactions. Herein, we describe a hydrogenation method for polycyclic aromatic hydrocarbons (PAHs) and olefins with a magnesium-activated earth-abundant Co catalyst. When diketimine was used as a ligand, simple and inexpensive metal salts of CoBr2in combination with magnesium showed high catalytic activity in the site-selective hydrogenation of challenging PAHs under mild conditions. Co-catalyzed hydrogenation enabled the reduction of two side aromatics of PAHs. A wide range of PAHs can be hydrogenated in a site-selective manner, which provides a cost-effective, clean, and selective strategy to prepare partially reduced polycyclic hydrocarbon motifs that are otherwise difficult to prepare by common methods. The use of well-defined diketimine-ligated Co complexes as precatalysts for selective hydrogenation of PAHs and olefins is also demonstrated.

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