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Ethyl 2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate, commonly known as ethyl ferulate, is an organic compound with the chemical formula C13H13NO4. It is a derivative of ferulic acid, which is naturally present in plants and foods such as seeds, grains, and fruits. Ethyl ferulate exhibits a range of beneficial properties, including antioxidant, anti-inflammatory, and anti-cancer activities, making it a versatile compound with potential applications in various industries.

13373-29-0

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13373-29-0 Usage

Uses

Used in Food Industry:
Ethyl ferulate is used as an antioxidant in the food industry to extend the shelf life of products and prevent oxidation, which can lead to spoilage and loss of nutritional value. Its antioxidant properties help protect food from harmful free radicals and maintain the quality and freshness of the products.
Used in Cosmetic Industry:
In the cosmetic industry, ethyl ferulate is utilized as a flavoring agent to enhance the taste and aroma of various products. Its natural origin and pleasant flavor profile make it a preferred choice for use in cosmetics, ensuring a pleasant sensory experience for consumers.
Used in Pharmaceutical Applications:
Ethyl ferulate has potential pharmaceutical applications due to its anti-inflammatory and anti-cancer properties. It can be used as a therapeutic agent to treat inflammation-related conditions and modulate various signaling pathways involved in cancer progression, offering a natural alternative to conventional medications.
Used in Sunscreen Formulations:
Ethyl ferulate has been studied for its potential as a sunscreen ingredient due to its ability to absorb ultraviolet radiation. It can be used in sunscreen formulations to provide protection against harmful UV rays, reducing the risk of skin damage and skin cancer. Its natural origin and broad-spectrum UV protection make it an attractive ingredient for cosmetic and personal care products.

Check Digit Verification of cas no

The CAS Registry Mumber 13373-29-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,3,7 and 3 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 13373-29:
(7*1)+(6*3)+(5*3)+(4*7)+(3*3)+(2*2)+(1*9)=90
90 % 10 = 0
So 13373-29-0 is a valid CAS Registry Number.

13373-29-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl (E)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

1.2 Other means of identification

Product number -
Other names Vanillylidencyanessigsaeure-aethylester

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:13373-29-0 SDS

13373-29-0Relevant academic research and scientific papers

A reusable efficient green catalyst of 2d cu-mof for the click and knoevenagel reaction

Maity, Himadri Sekhar,Maity, Suvendu,Naskar, Kaushik,Sinha, Chittaranjan

, (2021/09/07)

[Cu(CPA)(BDC)]n (CPA = 4-(Chloro-phenyl)-pyridin-4-ylmethylene-amine; BDC = 1,4-benzenedicarboxylate) has been synthesized and structurally characterized by single crystal X-Ray diffraction measurement. The structural studies establish the copper (II) containing 2D sheet with (4,4) square grid structure. The square grid lengths are 10.775 and 10.769 ?. Thermal stability is assessed by TGA, and subsequent PXRD data establish the crystallinity. The surface morphology is evaluated by FE-SEM. The N2 adsorption?desorption analysis demonstrates the mesoporous feature (~6.95 nm) of the Cu-MOF. This porous grid serves as heterogeneous green catalyst with superficial recyclability and thermal stability and facilitates organic transformations efficiently such as, Click and Knoevenagel reactions in the aqueous methanolic medium.

Overcoming acid–base copolymer neutralization using mesoporous carbon and its catalytic activity in the tandem deacetalization–Knoevenagel condensation reaction

Javad Kalbasi, Roozbeh,Rahmati, Fatemeh,Mazaheri, Omid

, p. 3413 - 3430 (2020/05/16)

Abstract: Acid–base copolymer materials are of considerable interest because of their fundamental implications for acid–base bifunctional catalysis applications. However, quenching the acid and base sites of the copolymer with each other in free radical polymerizations is still challenging. Herein, we demonstrate that the polymerization of styrenesulfonic acid-co-4-vinylpyridine into the mesoporous carbon material (i.e., CMK-3) can control the chain growth polymerization and result in decreasing the interaction of the acid–base sites. The results showed that by using CMK-3, 40% of the acid and base sites of the copolymer remain in their original form while 60% of acid and base sites convert to the pyridinium and sulfonate forms. Furthermore, it is demonstrated that this material can be processed as a heterogeneous bifunctional acid–base catalyst in the tandem one-pot acid–base reaction (i.e., deacetalization–Knoevenagel condensation reaction) with a high catalytic activity in aqueous media. Graphic abstract: [Figure not available: see fulltext.].

Mechanically fabricated Metal–organic framework/resin composite nanoparticles for efficient basic catalysis

Zhang, Zhi-Hui,Qian, Bing-Bing,Sheng, Pan-Pan,Yang, Sen,Huang, Xian-Feng,Wang, Jin-Long,Chen, Qun,Wang, Liang,He, Ming-Yang

, (2019/01/16)

Zeolitic imidazolate framework-8 (ZIF-8) was successfully composited with an anionic basic resin 201?×?7 (717-resin) to provide a novel ZIF-8/717-resin composite. Its catalytic activity toward the Knoevenagel condensation reaction was evaluated. Results s

Straightforward synthesis of MTW-type magnesium silicalite for CO2 fixation with epoxides under mild conditions

Wen, Haimeng,Xie, Jingyan,Zhou, Yang,Zhou, Yu,Wang, Jun

, p. 5725 - 5735 (2019/10/23)

Aluminum-free magnesium silicalite with MTW topology (Mg-Si-ZSM-12) was fabricated via a straightforward hydrothermal synthesis route involving an initial acid co-hydrolysis step. Mg incorporation endowed superior basic properties to the MTW framework, as illustrated by CO2 sorption and temperature programmed desorption plus the activity in a typical basic reaction, Knoevenagel condensation. Mg-Si-ZSM-12 catalyzed the coupling of atmospheric CO2 with epoxides and led to the efficient production of cyclic carbonates with high yield and selectivity at relatively low temperature (down to 60 °C). The present strategy afforded a zeolitic solid base with regular 12-membered ring microporous channels that has potential application in CO2 fixation.

DABCO-catalyzed Knoevenagel condensation of aldehydes with ethyl cyanoacetate using hydroxy ionic liquid as a promoter

Meng, Dan,Qiao, Yongsheng,Wang, Xin,Wen, Wei,Zhao, Sanhu

, p. 30180 - 30185 (2018/09/11)

N-(2-Hydroxy-ethyl)-pyridinium chloride ([HyEtPy]Cl) was synthesized and explored as a novel promoter for 1,4-diazabicyclo [2.2.2] octane (DABCO)-catalyzed Knoevenagel condensation reactions, which showed better catalytic activity compared to other ionic liquid (IL) that had no hydroxyl group attached to the IL scaffold. The effect of hydrogen bond formation between the hydroxyl group of [HyEtPy]Cl and the carbonyl group of aldehyde played an important role in the Knoevenagel condensation reaction. In the [HyEtPy]Cl-H2O-DABCO composite system, Knoevenagel condensation reactions proceeded smoothly and cleanly, and the corresponding Knoevenagel condensation products were obtained in good to excellent yields in all cases examined. This protocol provides a versatile solvent-catalyst system, which has notable advantages such as being eco-friendly, ease of work-up and convenient reuse of the ionic liquid.

Organic synthesis by Twin Screw Extrusion (TSE): Continuous, scalable and solvent-free

Crawford, Deborah E.,Miskimmin, Clodagh K. G.,Albadarin, Ahmad B.,Walker, Gavin,James, Stuart L.

supporting information, p. 1507 - 1518 (2017/05/10)

Mechanochemistry provides a method to reduce or eliminate the use of solvents by carrying out reactions through the grinding of neat reagents. Until recently a significant drawback of this form of synthesis has been the limited ability to scale up. Howeve

Amine-functionalized ionic liquid-based mesoporous organosilica as a highly efficient nanocatalyst for the Knoevenagel condensation

Elhamifar, Dawood,Kazempoor, Somayeh,Karimi, Babak

, p. 4318 - 4326 (2016/07/06)

A novel amine-functionalized ionic liquid-based periodic mesoporous organosilica (PMO-IL-NH2) was prepared and characterized and its catalytic performance was investigated in the Knoevenagel reaction. PMO-IL-NH2 was prepared by simul

Efficient tandem synthesis of a variety of pyran-annulated heterocycles, 3,4-disubstituted isoxazol-5(4H)-ones, and α,β-unsaturated nitriles catalyzed by potassium hydrogen phthalate in water

Kiyani, Hamzeh,Ghorbani, Fatemeh

, p. 7847 - 7882 (2015/02/19)

A variety of 4H-chromenes, benzochromenes, 4,5-dihydropyrano[3,2-c]chromenes, 4H-pyran-3-carboxylates, and 3,4-disubstituted isoxazol-5(4H)-ones have been synthesized in high yields by using potassium hydrogen phthalate (KHP) as an inexpensive, commercially available catalyst. It was found that the three-component tandem reaction enabled synthesis of pyran-annulated heterocycles in water at 50 °C. 3,4-Disubstituted isoxazol-5(4H)-ones were synthesized by use of 10 mol% KHP in water at room temperature. Also, treatment of methylene-containing compounds (malononitrile or ethyl cyanoacetate) with aromatic aldehydes in the presence of 5 mol% KHP resulted in α,β-unsaturated nitriles. The procedure is an easily performed, straightforward method for synthesis of a variety of pyran-annulated compounds, isoxazol-5(4H)-one-containing heterocycles, and Knoevenagel adducts. The reaction is safe, uses mild conditions, and is environmentally benign. Other notable advantages are reuse of the catalyst, no use of hazardous organic solvents, and ease of work-up.

New synthetic protocol for stereoselective synthesis of diethyl 1,2-dicyano-3-alkyl-(aryl)cyclopropane-1,2-dicarboxylate

Noroozi Pesyan, Nader,Golizadeh, Saeed

, p. 1261 - 1273 (2015/06/02)

Abstract A new, fast and straightforward method for the one-pot reaction of aromatic and aliphatic aldehydes and dialdehydes with ethyl cyanoacetate and cyanogen bromide was developed to afford stereoselectively diethyl 1,2-dicyano-3-alkyl/arylcyclopropan

Synthesis of on resin poly(propylene imine) dendrimer and its use as organocatalyst

Gopalakrishna Panicker, Rajesh Krishnan,Krishnapillai, Sreekumar

supporting information, p. 2352 - 2354 (2014/05/06)

Solid phase synthesis of poly(propylene imine) dendrimer is described. An iterative synthesis including double Michael addition of acrylonitrile to the primary amino groups on crosslinked polystyrene support followed by reduction of nitrile groups to amin

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