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Formamide, N-(2-phenylethyl)-, also known as α-phenylethyl formamide, is an organic compound with the molecular formula C9H11NO. It is a colorless to pale yellow liquid with a characteristic amine-like odor. Formamide, N-(2-phenylethyl)is characterized by the presence of a formamide group (-CONH2) and a 2-phenylethyl group (C6H5-CH2-CH3), which contributes to its unique chemical properties and reactivity.

23069-99-0

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23069-99-0 Usage

Uses

Formamide, N-(2-phenylethyl)is used as a reactant in various chemical reactions and synthesis processes due to its versatile functional groups. The applications of Formamide, N-(2-phenylethyl)- can be categorized into different industries and purposes, as listed below:
Used in Pharmaceutical Industry:
Formamide, N-(2-phenylethyl)is used as an intermediate in the synthesis of various pharmaceutical compounds. Its reactivity and functional groups make it a valuable building block for the development of new drugs and therapeutic agents.
Used in Chemical Synthesis:
Formamide, N-(2-phenylethyl)is used as a reactant for the preparation of allenamides by alkylation with propargyl bromide and isomerization. This process allows for the creation of complex molecular structures with potential applications in various fields, including materials science and pharmaceuticals.
Used in Organic Chemistry:
Formamide, N-(2-phenylethyl)is used in the Ugi 3CC (Ugi three-component condensation) reaction, a powerful and versatile method for the synthesis of α-amino acids, peptides, and other nitrogen-containing compounds. This reaction involves the condensation of an amine, an aldehyde or ketone, an isocyanide, and a carboxylic acid, leading to the formation of a diverse range of products with potential applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 23069-99-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,0,6 and 9 respectively; the second part has 2 digits, 9 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 23069-99:
(7*2)+(6*3)+(5*0)+(4*6)+(3*9)+(2*9)+(1*9)=110
110 % 10 = 0
So 23069-99-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H11NO/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5,8H,6-7H2,(H,10,11)

23069-99-0SDS

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 N-(Phenethyl)formamide

1.2 Other means of identification

Product number -
Other names Formamide, N-(2-phenylethyl)-

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:23069-99-0 SDS

23069-99-0Relevant articles and documents

Production of Formamides from CO and Amines Induced by Porphyrin Rhodium(II) Metalloradical

Zhang, Jiajing,Zhang, Wentao,Xu, Minghui,Zhang, Yang,Fu, Xuefeng,Fang, Huayi

, p. 6656 - 6660 (2018)

It is of fundamental importance to transform carbon monoxide (CO) to petrochemical feedstocks and fine chemicals. Many strategies built on the activation of C≡O bond by π-back bonding from the transition metal center were developed during the past decades. Herein, a new CO activation method, in which the CO was converted to the active acyl-like metalloradical, [(por)Rh(CO)]? (por = porphyrin), was reported. The reactivity of [(por)Rh(CO)]? and other rhodium porphyrin compounds, such as (por)RhCHO and (por)RhC(O)NHnPr, and corresponding mechanism studies were conducted experimentally and computationally and inspired the design of a new conversion system featuring 100% atom economy that promotes carbonylation of amines to formamides using porphyrin rhodium(II) metalloradical. Following this radical based pathway, the carbonylations of a series of primary and secondary aliphatic amines were examined, and turnover numbers up to 224 were obtained.

Synthesis and reactions of partially reduced biisoquinolines

Elliott, Mark C.,Williams, Eve

, p. 3038 - 3047 (2003)

An improved synthesis of the 1,1′,2,2′,3,3′,4,4′-octahydro-1,1′-biisoquinoline ring system is described. The reactivity of this system has been investigated, including the unusually high basicity of the parent compound and its N,N′-dimethyl derivative. The resolution of the parent compound has been achieved for the first time, along with the development of a straightforward method for assaying its enantiomeric purity.

Copper-catalyzed hydroboration of carbon dioxide

Shintani, Ryo,Nozaki, Kyoko

, p. 2459 - 2462 (2013)

A copper/N-heterocyclic carbene catalyzed hydroboration of carbon dioxide has been developed to give a formic acid derivative selectively under mild conditions. Investigations directed toward understanding the catalytic cycle of this process have been carried out, and the hydroboration product can be directly used as a formylation reagent for various amines.

Discovery of a Potent Glutathione Peroxidase 4 Inhibitor as a Selective Ferroptosis Inducer

Xu, Congjun,Xiao, Zhanghong,Wang, Jing,Lai, Hualu,Zhang, Tao,Guan, Zilin,Xia, Meng,Chen, Meixu,Ren, Lingling,He, Yuanfeng,Gao, Yuqi,Zhao, Chunshun

, p. 13312 - 13326 (2021/09/28)

Potent and selective ferroptosis regulators promote an intensive understanding of the regulation and mechanisms underlying ferroptosis, which is highly associated with various diseases. In this study, through a stepwise structure optimization, a potent and selective ferroptosis inducer was developed targeting to inhibit glutathione peroxidase 4 (GPX4), and the structure-activity relationship (SAR) of these compounds was uncovered. Compound26aexhibited outstanding GPX4 inhibitory activity with a percent inhibition up to 71.7% at 1.0 μM compared to 45.9% of RSL-3. At the cellular level,26acould significantly induce lipid peroxide (LPO) increase and effectively induce ferroptosis with satisfactory selectivity (the value of 31.5). The morphological analysis confirmed the ferroptosis induced by26a. Furthermore,26asignificantly restrained tumor growth in a mouse 4T1 xenograft model without obvious toxicity.

SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides

Xu, Shuheng,Cui, Sunliang

supporting information, p. 5197 - 5202 (2021/07/20)

Herein, the sulfonyl fluoro isocyanides were first developed as a new type of SuFExable synthon, and they are used as building blocks in the Ugi reaction (U-4CR). The Ugi reaction was established and the substrate scope was investigated, and various sulfonyl fluoro α-amino amides and peptides could be reached in a one-step synthesis. Therefore, this protocol opens a new vision for SuFExable building blocks and click chemistry, and it also provides a distinct approach to sulfonyl fluoro peptides.

Facile N-Formylation of Amines on Magnetic Fe3O4?CuO Nanocomposites

Datta Khanal, Hari,Mishra, Kanchan,Rok Lee, Yong

, p. 4477 - 4484 (2021/08/30)

A facile, eco-friendly, efficient, and recyclable heterogeneous catalyst is synthesized by immobilizing copper impregnated on mesoporous magnetic nanoparticles. The surface chemistry analysis of Fe3O4?CuO nanocomposites (NCs) by XRD and XPS demonstrates the synergistic effect between Fe3O4 and CuO nanoparticles, providing mass-transfer channels for the catalytic reaction. TEM images clearly indicate the impregnation of CuO onto mesoporous Fe3O4. This hydrothermally synthesized eco-friendly and highly efficient Fe3O4?CuO NCs are applied as a magnetically retrievable heterogeneous catalyst for the N-formylation of wide range of aliphatic, aromatic, polyaromatic and heteroaromatic amines using formic acid as a formylating agent at room temperature. The catalytic activity of the NCs for N-formylation is attributable to the synergistic effect between Fe3O4 and CuO nanoparticles. The N-formylated product is further employed for the synthesis of biologically active quinolone moieties.

Borane-Trimethylamine Complex as a Reducing Agent for Selective Methylation and Formylation of Amines with CO2

Zhang, Yanmeng,Zhang, He,Gao, Ke

supporting information, p. 8282 - 8286 (2021/10/25)

We report herein that a borane-trimethylamine complex worked as an efficient reducing agent for the selective methylation and formylation of amines with 1 atm CO2 under metal-free conditions. 6-Amino-2-picoline serves as a highly efficient catalyst for the methylation of various secondary amines, whereas in its absence, the formylation of primary and secondary amines was achieved in high yield with high chemoselectivity. Mechanistic studies suggest that the 6-amino-2-picoline-borane catalytic system operates like an intramolecular frustrated Lewis pair to activate CO2.

A Practical Approach for the Transamidation of N, N-Dimethyl Amides with Primary Amines Promoted by Sodium tert-Butoxide under Solvent-Free Conditions

Zhang, Rui,Zhang, Jun-Chao,Zhang, Wei-Yi,He, Yu-Qing,Cheng, Hua,Chen, Cheng,Gu, Yu-Cheng

, p. 3286 - 3294 (2020/09/23)

A practical sodium tert-butoxide (NaO t Bu)-mediated protocol is disclosed for the transamidation of various N, N-dimethyl amides with primary amines to afford the corresponding amides in moderate to good yields at room temperature under solvent-free conditions. This protocol features a facile work-up procedure and good functional group compatibility, especially for N, N-dimethyl amides with long-chain alkyl groups and heteroatom-containing amines. Notably, a few representative gram-scale reactions proceed smoothly to furnish the desired amides in high yields, which demonstrates the potential of this process for further practical applications. Several control experiments are carried out and a plausible mechanism is provided.

Copper-Catalyzed Formylation of Amines by using Methanol as the C1 Source

Pichardo, Manuel Carmona,Tavakoli, Ghazal,Armstrong, Jessica E.,Wilczek, Tobias,Thomas, Bradley E.,Prechtl, Martin H. G.

, p. 882 - 887 (2020/02/11)

Cu/TEMPO catalyst systems are known for the selective transformation of alcohols to aldehydes, as well as for the simultaneous coupling of alcohols and amines to imines under oxidative conditions. In this study, such a Cu/TEMPO catalyst system is found to catalyze the N-formylation of a variety of amines by initial oxidative activation of methanol as the carbonyl source via formaldehyde and formation of N,O-hemiacetals and oxidation of the latter under very mild conditions. A vast range of amines, including aromatic and aliphatic, primary and secondary, and linear and cyclic amines are formylated under these conditions with good to excellent yields. Moreover, paraformaldehyde can be used instead of methanol for the N-formylation.

METHOD OF CARBON MONOXIDE FIXATION AND METHOD OF AMINE FORMYLATION

-

Paragraph 0078; 0081-0085; 0096-0098, (2021/02/19)

The present invention relates to a method for fixing carbon monoxide in a metal-free condition and a method for formating amine using the same.

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