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3-(3-METHOXYPHENYL)-1-PROPENE, commonly known as anethole, is an organic compound that is widely found in essential oils such as anise, fennel, and star anise. It is a clear, colorless liquid characterized by a strong, sweet, and slightly spicy odor. Anethole exhibits a range of properties, including its use as a flavoring agent, as well as potential medicinal properties like antimicrobial and anti-inflammatory effects. It is also being explored for its potential as an insecticide and in cancer treatment, making it a versatile compound with applications across the food, pharmaceutical, and agricultural industries.

24743-14-4

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24743-14-4 Usage

Uses

Used in Food and Beverage Industry:
3-(3-METHOXYPHENYL)-1-PROPENE is used as a flavoring agent for its distinctive sweet and spicy aroma, particularly in licorice-flavored products, enhancing the taste and aroma profile of these items.
Used in Pharmaceutical Industry:
3-(3-METHOXYPHENYL)-1-PROPENE is utilized for its potential medicinal properties, such as its antimicrobial and anti-inflammatory effects, contributing to the development of treatments for various conditions.
Used in Agricultural Industry:
Anethole is considered for its potential as an insecticide, offering a natural alternative for pest control in agriculture, thereby reducing the reliance on synthetic chemicals.
Used in Cancer Treatment Research:
3-(3-METHOXYPHENYL)-1-PROPENE is being investigated for its potential role in cancer treatment, with ongoing studies exploring its effects on different types of cancer and its possible integration with existing therapeutic approaches.

Check Digit Verification of cas no

The CAS Registry Mumber 24743-14-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,4,7,4 and 3 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 24743-14:
(7*2)+(6*4)+(5*7)+(4*4)+(3*3)+(2*1)+(1*4)=104
104 % 10 = 4
So 24743-14-4 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O/c1-3-5-9-6-4-7-10(8-9)11-2/h3-4,6-8H,1,5H2,2H3

24743-14-4SDS

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 1-methoxy-3-prop-2-enylbenzene

1.2 Other means of identification

Product number -
Other names 3-allyl-1-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:24743-14-4 SDS

24743-14-4Relevant academic research and scientific papers

Liquid Organic Frameworks: The Single-Network "plumber's Nightmare" Bicontinuous Cubic Liquid Crystal

Chen, Changlong,Cheng, Xiaohong,Liu, Feng,Poppe, Silvio,Tschierske, Carsten,Ungar, Goran,Zeng, Xiangbing,Zhang, Rui-Bin

, (2020)

Novel bolapolyphiles, built of a p-terphenyl or bistolane core with polar glycerol end-groups and two laterally attached n-alkyl or semiperfluoroalkyl chains, form the first "single plumber's nightmare network", the simplest soft-matter cubic phase (Pm3?

Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides

Constantin, Timothée,Juliá, Fabio,Leonori, Daniele,Regni, Alessio,Sheikh, Nadeem S.,Zanini, Margherita

, p. 1021 - 1026 (2020/03/10)

Organic halides are important building blocks in synthesis, but their use in (photo)redox chemistry is limited by their low reduction potentials. Halogen-atom transfer remains the most reliable approach to exploit these substrates in radical processes despite its requirement for hazardous reagents and initiators such as tributyltin hydride. In this study, we demonstrate that a-aminoalkyl radicals, easily accessible from simple amines, promote the homolytic activation of carbon-halogen bonds with a reactivity profile mirroring that of classical tin radicals. This strategy conveniently engages alkyl and aryl halides in a wide range of redox transformations to construct sp3-sp3, sp3-sp2, and sp2-sp2 carbon-carbon bonds under mild conditions with high chemoselectivity.

Preparation of Polyfunctional Arylzinc Organometallics in Toluene by Halogen/Zinc Exchange Reactions

Balkenhohl, Moritz,Ziegler, Dorothée S.,Desaintjean, Alexandre,Bole, Leonie J.,Kennedy, Alan R.,Hevia, Eva,Knochel, Paul

supporting information, p. 12898 - 12902 (2019/07/31)

A wide range of polyfunctional diaryl- and diheteroarylzinc species were prepared in toluene within 10 min to 5 h through an I/Zn or Br/Zn exchange reaction using bimetallic reagents of the general formula R′2Zn?2 LiOR (R′=sBu, tBu, pTol). Highly sensitive functional groups, such as a triazine, a ketone, an aldehyde, or a nitro group, were tolerated in these exchange reactions, enabling the synthesis of a plethora of functionalized (hetero)arenes after quenching with various electrophiles. Insight into the constitution and reactivity of these bimetallic mixtures revealed the formation of highly active lithium diorganodialkoxyzincates of type [R′2Zn(OR)2Li2].

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

Li, Chunsheng,Li, Meng,Zhong, Wentao,Jin, Yangbin,Li, Jianxiao,Wu, Wanqing,Jiang, Huanfeng

supporting information, p. 872 - 875 (2019/05/16)

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

Carbonylative Transformation of Allylarenes with CO Surrogates: Tunable Synthesis of 4-Arylbutanoic Acids, 2-Arylbutanoic Acids, and 4-Arylbutanals

Wu, Fu-Peng,Li, Da,Peng, Jin-Bao,Wu, Xiao-Feng

supporting information, p. 5699 - 5703 (2019/08/01)

In this Communication, procedures for the selective synthesis of 4-arylbutanoic acids, 2-arylbutanoic acids, and 4-arylbutanals from the same allylbenzenes have been developed. With formic acid or TFBen as the CO surrogate, reactions proceed selectively and effectively under carbon monoxide gas-free conditions.

Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group

Fang, Siqiang,Wang, Xiaobing,Yin, Fucheng,Cai, Pei,Yang, Huali,Kong, Lingyi

supporting information, (2019/03/19)

The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including 1H NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.

Structure–activity relationships and docking studies of hydroxychavicol and its analogs as xanthine oxidase inhibitors

Nishiwaki, Keiji,Ohigashi, Kanae,Deguchi, Takahiro,Murata, Kazuya,Nakamura, Shinya,Matsuda, Hideaki,Nakanishi, Isao

, p. 741 - 747 (2018/07/05)

Hydroxychavicol (HC), which is obtained from the leaves of Piper betle LINN. (Piperaceae), inhibits xanthine oxidase (XO) with an IC50 value of 16.7μM, making it more potent than the clinically used allopurinol (IC50=30.7μM). Herein, a structure–activity relationship analysis of the polar part analogs of HC was conducted and an inhibitor was discovered with a potency 13 times that of HC. Kinetic studies have revealed that HC and its active analog inhibit XO in an uncompetitive manner. The binding structure prediction of these inhibitor molecules to the XO complex with xanthine suggested that both compounds (HC and its analog) could simultaneously form hydrogen bonds with xanthine and XO.

TRICYCLIC COMPOUND AND USE THEREOF

-

Paragraph 1633; 1634; 1635, (2016/01/25)

The present invention relates to: a compound selected from the group consisting of a tricyclic compound having the structure of formula I, a pharmaceutically acceptable salt, an isomer, a solvate and a precursor thereof; and a use thereof. The compound effectively controls GPR40, and thus, can be effectively used for the prophylaxis or treatment of diseases associated with GPR40, for example, diabetes and many other diseases.

Cyclohexanones by Rh-mediated intramolecular C-H insertion

Taber, Douglass F.,Paquette, Craig M.,Gu, Peiming,Tian, Weiwei

, p. 9772 - 9780 (2013/10/22)

Some long chain α-aryl α-diazo ketones under Rh catalysis cyclize efficiently to the corresponding cyclohexanones. This is in marked contrast to the cyclizations of α-diazo β-ketoesters, which consistently deliver cyclopentanone products.

Nickel-catalyzed heck-type reactions of benzyl chlorides and simple olefins

Matsubara, Ryosuke,Gutierrez, Alicia C.,Jamison, Timothy F.

supporting information; experimental part, p. 19020 - 19023 (2011/12/21)

Nickel-catalyzed intermolecular benzylation and heterobenzylation of unactivated alkenes to provide functionalized allylbenzene derivatives are described. A wide range of both the benzyl chloride and alkene coupling partners are tolerated. In contrast to analogous palladium-catalyzed variants of this process, all reactions described herein employ electronically unbiased aliphatic olefins (including ethylene), proceed at room temperature, and provide 1,1-disubstituted olefins over the more commonly observed 1,2-disubstituted olefins with very high selectivity.

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