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2-Phenylpent-4-enoic acid, also known as cinnamic acid, is an organic compound with the chemical formula C9H8O2. It is a colorless to white crystalline solid that is derived from the natural compound found in cinnamon bark oil. 2-phenylpent-4-enoic acid consists of a phenyl group (C6H5-) attached to a pent-4-enoic acid chain, which contains a double bond between the fourth and fifth carbon atoms. Cinnamic acid is an important intermediate in the synthesis of various pharmaceuticals, fragrances, and flavoring agents. It is also used in the production of polymers and as a starting material for the synthesis of other organic compounds. Due to its versatile applications, cinnamic acid is widely used in the chemical, pharmaceutical, and food industries.

1575-70-8

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1575-70-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1575-70-8 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, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1575-70:
(6*1)+(5*5)+(4*7)+(3*5)+(2*7)+(1*0)=88
88 % 10 = 8
So 1575-70-8 is a valid CAS Registry Number.

1575-70-8SDS

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 2-phenylpent-4-enoic acid

1.2 Other means of identification

Product number -
Other names 4-Oxo-2-phenyl-valeriansaeure

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:1575-70-8 SDS

1575-70-8Relevant articles and documents

New conditions for the generation of dianions of carboxylic acids

Brun, Eva M.,Casades, Isabel,Gil, Salvador,Mestres, Ramon,Parra, Margarita

, p. 5443 - 5446 (1998)

Lithium carboxylic acid enediolates are generated efficiently using lithium amides prepared from thienyllithium or butyllithium and either diethylamine, piperazine, N,N'-dibenzylethylenediamine, N-benzylpiperazine or 1,3,3-trimethyl-6-azabicyclo[3.2.1]oct

Intermolecular free radical reactions on solid support. Allylation of esters

Sibi, Mukund P.,Chandramouli, Sithamalli V.

, p. 8929 - 8932 (1997)

The first examples of intermolecular free radical allylation reactions on solid support are reported. The allylation proceeds in good chemical efficiency with a variety of substrates as well as allylating agents. Control experiments indicate that the polymer matrix is inert to the reaction conditions.

Dual Activation of Unsaturated Amides with Schwartz's Reagent: A Diastereoselective Access to Cyclopentanols and N,O-Dimethylcyclopentylhydroxylamines.

Coelho, Aurélien,Souvenir Zafindrajaona, Mahasoa-Salina,Vallée, Alexis,Behr, Jean-Bernard,Vasse, Jean-Luc

supporting information, (2021/12/06)

The diastereoselective access to cyclopentanols and N,O-dimethylcyclopentylhydroxylamines from 4-pentenoic acid-derived Weinreb amides is described. Based on the concomitant generation of both the nucleophilic and the electrophilic poles by hydrozirconati

Radical Aryl Migration from Boron to Carbon

Daniliuc, Constantin G.,Mück-Lichtenfeld, Christian,Studer, Armido,Wang, Dinghai

supporting information, p. 9320 - 9326 (2021/07/19)

Radical aryl migration reactions represent a unique type of organic transformations that involve the intramolecular migration of an aryl group from a carbon or heteroatom to a C- or heteroatom-centered radical through a spirocyclic intermediate. Various elements, including N, O, Si, P, S, Sn, Ge, and Se, have been reported to participate in radical aryl migrations. However, radical aryl migration from a boron center has not been reported to date. In this communication, radical 1,5-aryl migration from boron to carbon in aryl boronate complexes is presented. C-radicals readily generated through radical addition onto alkenyl aryl boronate complexes are shown to engage in 1,5-aryl migration reactions to provide 4-aryl-alkylboronic esters. As boronate complexes can be generatedin situby the reaction of alkenylboronic acid esters with aryl lithium reagents, the aryl moiety is readily varied, providing access to a series of arylated products starting from the same alkenylboronic acid ester via divergent chemistry. Reactions proceed with high diastereoselectivity under mild conditions, and also the analogous 1,4-aryl shifts are feasible. The suggested mechanism is supported by DFT calculations.

Photoinduced Copper-Catalyzed Asymmetric Decarboxylative Alkynylation with Terminal Alkynes

Dong, Xiao-Yang,Du, Xuan-Yi,Fang, Jia-Heng,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Xin-Yuan,Wang, Li-Lei,Xia, Hai-Dong

supporting information, p. 16926 - 16932 (2020/08/25)

We describe a photoinduced copper-catalyzed asymmetric radical decarboxylative alkynylation of bench-stable N-hydroxyphthalimide(NHP)-type esters of racemic alkyl carboxylic acids with terminal alkynes, which provides a flexible platform for the construction of chiral C(sp3)?C(sp) bonds. Critical to the success of this process are not only the use of the copper catalyst as a dual photo- and cross-coupling catalyst but also tuning of the NHP-type esters to inhibit the facile homodimerization of the alkyl radical and terminal alkyne, respectively. Owing to the use of stable and easily available NHP-type esters, the reaction features a broader substrate scope compared with reactions using the alkyl halide counterparts, covering (hetero)benzyl-, allyl-, and aminocarbonyl-substituted carboxylic acid derivatives, and (hetero)aryl and alkyl as well as silyl alkynes, thus providing a vital complementary approach to the previously reported method.

Isothiourea-Catalyzed Acylative Kinetic Resolution of Tertiary α-Hydroxy Esters

Greenhalgh, Mark D.,Laina-Martín, Víctor,Neyyappadath, Rifahath M.,Qu, Shen,Smith, Andrew D.,Smith, Samuel M.

supporting information, p. 16572 - 16578 (2020/09/09)

A highly enantioselective isothiourea-catalyzed acylative kinetic resolution (KR) of acyclic tertiary alcohols has been developed. Selectivity factors of up to 200 were achieved for the KR of tertiary alcohols bearing an adjacent ester substituent, with both reaction conversion and enantioselectivity found to be sensitive to the steric and electronic environment at the stereogenic tertiary carbinol centre. For more sterically congested alcohols, the use of a recently-developed isoselenourea catalyst was optimal, with equivalent enantioselectivity but higher conversion achieved in comparison to the isothiourea HyperBTM. Diastereomeric acylation transition state models are proposed to rationalize the origins of enantiodiscrimination in this process. This KR procedure was also translated to a continuous-flow process using a polymer-supported variant of the catalyst.

Synthesis of 5-[(Pentafluorosulfanyl)methyl]-γ-butyrolactones via a Silver-Promoted Intramolecular Cyclization Reaction

Roudias, Majdouline,Gilbert, Audrey,Paquin, Jean-Fran?ois

, p. 6655 - 6665 (2019/11/03)

The synthesis of 5-[(pentafluorosulfanyl)methyl]-γ-butyrolactones bearing different substituents at position 3 or 4 is reported. A silver-promoted intramolecular cyclization of substituted 4-chloro-5-(pentafluorosulfanyl)pentanoic acids allows the preparation of the substituted SF5-containing γ-butyrolactones in up to 96 % yield.

Copper(II)-Catalyzed Alkene Aminosulfonylation with Sodium Sulfinates for the Synthesis of Sulfonylated Pyrrolidones

Rao, Wei-Hao,Jiang, Li-Li,Liu, Xiao-Meng,Chen, Mei-Jun,Chen, Fang-Yuan,Jiang, Xin,Zhao, Jin-Xiao,Zou, Guo-Dong,Zhou, Yu-Qiang,Tang, Lin

supporting information, p. 2890 - 2893 (2019/04/30)

A copper-catalyzed direct aminosulfonylation of unactivated alkenes with sodium sulfinates for the efficient synthesis of sulfonylated pyrrolidones is described. This reaction features good functional group tolerance and wide substrate scope, providing an efficient and straightforward protocol to access this kind of pyrrolidones. Moreover, preliminary mechanistic investigations disclosed that a free-radical pathway might be invovled in the process.

Studies on the Synthesis of Endocyclic Enol Lactones via a RCM of Selected Vinyl Esters

Brodzka, Anna,Borys, Filip,Koszelewski, Dominik,Ostaszewski, Ryszard

, p. 8655 - 8661 (2018/06/22)

The novel and efficient approach toward the synthesis of endocyclic enol lactones was devised based on ring-closing metathesis of unsaturated carboxylic acids vinyl esters. Systematic studies revealed that vinyl esters are suitable substrates for RCM reaction. The developed methodology offers an easy route for synthetically challenging target molecules with different functional groups and substitution. We have also demonstrated that vinyl esters of cyclic carboxylic acids can be successfully applied for domino ring-opening ring-closing metathesis sequences.

New Strategy for Forging Contiguous Quaternary Carbon Centers via H 2 O 2 -Mediated Ring Contraction

Hu, Jiadong,Yu, Xin,Xie, Weiqing

, p. 2517 - 2524 (2017/09/28)

Stereospecific construction of contiguous quaternary carbon centers constitutes a major challenge in natural product synthesis. A general protocol that enables stereospecific construction of all stereoisomers of such a moiety remains elusive. In this article, we will discuss the oxidative ring contraction of all-substituted cyclic α-formyl ketones mediated by H 2 O 2, which provides a facile access to the stereospecific construction of contiguous quaternary carbon centers.

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