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4-Chloropropionanilide is an organic compound with the chemical formula C9H10ClNO. It is a derivative of propionanilide, where one of the hydrogen atoms on the propionic acid part of the molecule is replaced by a chlorine atom. This substitution gives the compound unique chemical properties, making it useful in various applications, such as in the synthesis of pharmaceuticals and agrochemicals. The presence of the chlorine atom can affect the reactivity and stability of the compound, as well as its potential to form different types of chemical bonds. 4-Chloropropionanilide is a white crystalline solid that is insoluble in water but soluble in organic solvents. Its synthesis typically involves the reaction of 4-chloropropionic acid with aniline, and it can be used as an intermediate in the production of various chemical compounds.

2759-54-8

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2759-54-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2759-54-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,7,5 and 9 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2759-54:
(6*2)+(5*7)+(4*5)+(3*9)+(2*5)+(1*4)=108
108 % 10 = 8
So 2759-54-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H10ClNO/c1-2-9(12)11-8-5-3-7(10)4-6-8/h3-6H,2H2,1H3,(H,11,12)

2759-54-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(4-chlorophenyl)propanamide

1.2 Other means of identification

Product number -
Other names 4-chloropropionanilide

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:2759-54-8 SDS

2759-54-8Related news

ω-And (ω-1)-hydroxylation of 4-chloropropionanilide (cas 2759-54-8) in liver microsomes of rabbits treated with phenobarbital or 3-methylcholanthrene07/16/2019

Hydroxylation of 4-chloropropionanilide to 4-chlorohydracrylanilide, ω-hydroxylation, and to 4-chlorolactanilide, (ω-1)-hydroxylation, by rabbit liver microsomes were found to be stimulated differently by treatment of rabbits with phenobarbital or 3-methylcholanthrene. ω-Hydroxylation was not...detailed

ω-And (ω-1)-hydroxylation of 4-chloropropionanilide (cas 2759-54-8) by rabbits and rabbit liver microsomes07/15/2019

4-Chlorolactanilide, 4-chlorohydracrylanilide, 4-chloroglyceranilide, and 4-chloroglycolanilide were isolated from urine of rabbits injected with 4-chloropropionanilide. The product of (ω-1)-hydroxylation amounted to nearly 30 per cent of the dose and the ω-OH derivative to about 4 per cent. A...detailed

2759-54-8Relevant academic research and scientific papers

Thermal behaviors of ionic liquids under microwave irradiation and their application on microwave-assisted catalytic Beckmann rearrangement of ketoximes

Lee, Jae Kyun,Kim, Dok-Chan,Song, Choong Eui,Lee, Sang-Gi

, p. 2301 - 2307 (2003)

Microwave-assisted Beckmann rearrangements of ketoximes in room temperature ionic liquids have been accomplished successfully using only 5 mol% of H2SO4 as a catalyst.

A one pot protocol to convert nitro-arenes into: N-aryl amides

Massolo, Elisabetta,Pirola, Margherita,Puglisi, Alessandra,Rossi, Sergio,Benaglia, Maurizio

, p. 4040 - 4044 (2020/02/04)

A two-step one pot, experimentally simple protocol, based on readily available and inexpensive reagents allowed the conversion of nitro-arenes directly to N-aryl amides. A metal-free reduction of the nitro group, mediated by trichlorosilane, followed by the addition of an anhydride afforded the corresponding N-aryl carboxyamide, that was isolated after a simple aqueous work up in good-excellent yields. When the methodology was applied to the reaction with γ-butyrolactone, the desired N-aryl butanamide derivative was obtained, featuring a chlorine atom at the γ-position, a functionalized handle that can be used for further synthetic manipulation of the reaction product. Such an intermediate has already been employed as a key advanced precursor of pharmaceutically active compounds.

Cu-Mediated Synthesis of Indolines and Dihydroisoquinolinones through Arylperfluoroalkylation of Unactivated Alkenes

Li, Dandan,Wang, Yan,Jia, Zhenzhen,Ou, Zhaocheng,Dong, Yongrui,Lv, Cunjie,Fu, Guangbin,Liang, Deqiang

, p. 4797 - 4804 (2019/08/12)

The copper-mediated fluroalkylation/cyclization of N-allyl anilines has been described using fluoroalkyl iodides as fluoroalkylation reagents for the first time. The reaction provides an efficient and direct access to 3-fluoroalkyl indolines in moderate to good yields with unactivated double bonds as the radical acceptor. This protocol combines a simple experimental procedure with low-costing fluoroalkylated sources and excellent functional group tolerance.

Air-stable Bis(pentamethylcyclopentadienyl) Zirconium Perfluorooctanesulfonate as an Efficient and Recyclable Catalyst for the Synthesis of N-substituted Amides

Li, Ningbo,Wang, Lingxiao,Zhang, Liting,Zhao, Wenjie,Qiao, Jie,Xu, Xinhua,Liang, Zhiwu

, p. 3532 - 3538 (2018/08/01)

Bis(pentamethylcyclopentadienyl) zirconium perfluorooctanesulfonate is an air-stable and water-tolerant Lewis acid. This complex exhibited good thermal stability and high solubility in polar organic solvents. The compound showed relatively strong acidity, with an acid strength of 0.8Ho≤3.3, and high catalytic efficiency for the synthesis of N-substituted amides via the reaction of carboxylic acids with amines, the Ritter reaction of nitriles with alcohols, and the amination of alcohols with amides. Moreover, the complex had good reusability. This catalytic system affords a simple and efficient way to synthesize N-substituted amides.

Synthesis method of propanil

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Paragraph 0020; 0024; 0028; 0036; 0038, (2018/11/22)

The invention discloses a synthesis method of propanil. The synthesis method comprises the following steps: firstly performing an acylation reaction on chlorobenzene as a raw material and propionyl chloride to produce p-chloropropiophenone, then performing a condensation reaction on the p-chloropropiophenone and hydroxylamine hydrochloride to produce 1-(4-chlorophenyl)-1-acetoxime, then rearranging the 1-(4-chlorophenyl)-1-acetoxime under an acidic condition, and finally chlorinating to obtain the propanil. By the synthesis method, the reaction selectivity in each step is relatively high, no obvious side reaction occurs and the reaction conversion rate is high, so that the reaction yield is high and the product purity is high; a reaction condition is mild; the raw material cost is low; a requirement on reaction equipment is low; phosphorus-containing wastewater discharge is avoided; extension and tolerance are strong; the conversion success rate from trial production to large-scale production is high, and even if the reaction is interrupted, the trial production can be continued in the later stage; and therefore, the synthesis method is suitable for industrial mass production.

Palladium(II)-Catalyzed Oxidative Homo- and Cross-Coupling of Aryl ortho -sp2 C-H Bonds of Anilides at Room Temperature

Mei, Chong,Lu, Wenjun

, p. 4812 - 4823 (2018/04/26)

The preparation of secondary 2,2'-bisanilides has been successfully achieved through an oxidative coupling of aryl ortho-sp2 C-H bonds of anilides in the presence of catalytic Pd(OAc)2 and K2S2O8 as an oxidant in MsOH/CF3CO2H (TFA) at room temperature (25 °C). The aromatic rings of anilides substituted by various electron-donating or electron-withdrawing groups are tolerant in these coupling reactions.

Carbon Tetrabromide/Triphenylphosphine-Activated Beckmann Rearrangement of Ketoximes for Synthesis of Amides

Gao, Peng,Bai, Zijing

supporting information, p. 1673 - 1677 (2017/10/05)

An efficient Beckmann rearrangement of ketoximes was developed using carbon tetrabromide/triphenylphosphine as an organocatalyst without addition of any acids or metals. The reaction showed good functional group tolerance and gave various amides in moderate to good yields.

An Iron-Catalyzed Direct Approach to Amides from Benzyl Azides via C-C Bond Cleavage

Ou, Yang,Qin, Chong,Song, Song,Jiao, Ning

, p. 2971 - 2975 (2015/09/28)

A novel iron-catalyzed transformation of benzyl azides to give the corresponding amides via C-C bond cleavage under mild reaction conditions is developed. This method provides a new synthetic tool for the construction of amides and the opportunity to accomplish C-C functionalization under mild conditions.

Reductive acylation of nitroarenes to anilides by sodium sulfite in carboxylic acids

Ghaffarzadeh, Mohammad,Akhavan, Pegah

supporting information, p. 1417 - 1419 (2016/09/28)

A facile and efficient reductive acylation of aromatic nitro compounds to corresponding anilides using a sodium sulfite-carboxylic acid system for the first time has been reported. The sodium sulfite reagent provides the colorless reductant in combination with stoichiometric amounts of carboxylic acid and enables the formation of anilides from nitroarenes without any additives in good to excellent yields with high purities and simple work-up. Furthermore, this protocol provides a novel and complementary access to some industrially important chemicals in kilogram scale under mild conditions.

Ligand-enabled triple C-H activation reactions: One-pot synthesis of diverse 4-aryl-2-quinolinones from propionamides

Deng, Youqian,Gong, Wei,He, Jian,Yu, Jin-Quan

supporting information, p. 6692 - 6695 (2014/07/08)

Diverse 4-aryl-2-quinolinones are prepared from propionamides in one pot by ligand-promoted triple sequential C-H activation reactions and a stereospecific Heck reaction. In these cascade reactions, three new C-C bonds and one C-N bond are formed to rapidly build molecular complexity from propionic acid. Building complexity: Diverse 4-aryl-2-quinolinones such as 1 are prepared from propionamides in one pot by pyridine ligand-promoted triple sequential C-H activation reactions and a stereospecific Heck reaction. In these cascade reactions, three new C-C bonds and one C-N bond are formed to rapidly build molecular complexity from propionic acid.

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