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586-89-0

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586-89-0 Usage

Description

4-Acetylbenzoic acid, a white to light yellow crystal powder, is an organic compound with the molecular formula C8H6O3. It serves as a crucial intermediate in the synthesis of various pharmaceutical compounds and exhibits significant chemical properties.

Uses

Used in Pharmaceutical Industry:
4-Acetylbenzoic acid is used as an intermediate for the preparation of Curcumin Analogs, which possess antioxidant activities. These analogs have potential applications in the development of treatments for various diseases and conditions associated with oxidative stress.
4-Acetylbenzoic acid is also used in the synthesis of quinuclidine benzamides, which act as agonists of α7 nicotinic acetylcholine receptors. These agonists have potential therapeutic applications in the treatment of cognitive impairments and neurodegenerative disorders.
Additionally, 4-Acetylbenzoic acid was used in the preparation of an ester-derivative of paclitaxel, a widely used chemotherapeutic agent for the treatment of various types of cancer. The ester-derivative aims to improve the solubility and bioavailability of paclitaxel, enhancing its therapeutic efficacy.

Synthesis Reference(s)

Synthesis, p. 715, 1974 DOI: 10.1055/s-1974-23412

Purification Methods

4-AcDissolve the acid in 5% aqueous NaOH, extract it with Et2O, and acidify the aqueous solution. Collect the precipitate, and recrystallise it from boiling H2O (100 parts) using decolorising charcoal [Pearson et al. J Org Chem 24 504 1959, Pearson et al. J Chem Soc 265 1957, Detweiler & Amstutz J Am Chem Soc 72 2882 1950, Bordwell & Cooper J Am Chem Soc 74 1058 1952]. [Beilstein 10 IV 2769.]

Check Digit Verification of cas no

The CAS Registry Mumber 586-89-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,8 and 6 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 586-89:
(5*5)+(4*8)+(3*6)+(2*8)+(1*9)=100
100 % 10 = 0
So 586-89-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H8O3/c1-6(10)7-2-4-8(5-3-7)9(11)12/h2-5H,1H3,(H,11,12)/p-1

586-89-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A15239)  4-Acetylbenzoic acid, 98+%   

  • 586-89-0

  • 1g

  • 266.0CNY

  • Detail
  • Alfa Aesar

  • (A15239)  4-Acetylbenzoic acid, 98+%   

  • 586-89-0

  • 5g

  • 1032.0CNY

  • Detail
  • Alfa Aesar

  • (A15239)  4-Acetylbenzoic acid, 98+%   

  • 586-89-0

  • 25g

  • 3929.0CNY

  • Detail

586-89-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Acetylbenzoic acid

1.2 Other means of identification

Product number -
Other names p-acetylbenzoic acid

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:586-89-0 SDS

586-89-0Relevant articles and documents

Investigating highly crosslinked macroporous resins for solid-phase synthesis

Hori, Manabu,Gravert, Dennis J.,Wentworth Jr., Paul,Janda, Kim D.

, p. 2363 - 2368 (1998)

The washing efficiencies of a chromophore and the reaction rates of a classical esterification reaction are improved with macroporous resins (MRs) relative to a classical Merrifield resin. Furthermore, Wacker-oxidation of a MR bound alkene yielded the expected methylketone product whereas an alkene bound to a low-crosslinked Merrifield resin gave no product, a function of the relative permeability of each of these resins to the aqueous solvent conditions employed.

Isotruxene-based porous polymers as efficient and recyclable photocatalysts for visible-light induced metal-free oxidative organic transformations

Zhang, Haowen,Zhang, Xiao,Zheng, Ying,Zhou, Cen

supporting information, p. 8878 - 8885 (2021/11/27)

Two new isotruxene-based porous polymers were prepared and demonstrated to be highly efficient, metal-free heterogeneous photocatalysts for oxidative transformations using air as the mild oxidant under visible-light irradiation. Both catalysts show excellent recyclability. In addition, the reactions can be performed in water, further indicating the greenness of this method. This journal is

Iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabled aldehyde C-H methylation

Gong, Pei-Xue,Xu, Fangning,Cheng, Lu,Gong, Xu,Zhang, Jie,Gu, Wei-Jin,Han, Wei

, p. 5905 - 5908 (2021/06/18)

A practical and general iron-catalyzed domino decarboxylation-oxidation of α,β-unsaturated carboxylic acids enabling aldehyde C-H methylation for the synthesis of methyl ketones has been developed. This mild, operationally simple method uses ambient air as the sole oxidant and tolerates sensitive functional groups for the late-stage functionalization of complex natural-product-derived and polyfunctionalized molecules.

Alkali-modified heterogeneous Pd-catalyzed synthesis of acids, amides and esters from aryl halides using formic acid as the CO precursor

Fapojuwo, Dele Peter,Maqunga, Nomathamsanqa Prudence,Meijboom, Reinout,Mogudi, Batsile M.,Molokoane, Pule Petrus,Onisuru, Oluwatayo Racheal,Oseghale, Charles O.

, p. 26937 - 26948 (2021/08/17)

To establish an environmentally friendly green chemical process, we minimized and resolved a significant proportion of waste and hazards associated with conventional organic acids and molecular gases, such as carbon monoxide (CO). Herein, we report a facile and milder reaction procedure, using low temperatures/pressures and shorter reaction time for the carboxyl- and carbonylation of diverse arrays of aryl halides over a newly developed cationic Lewis-acid promoted Pd/Co3O4catalyst. Furthermore, the reaction proceeded in the absence of acid co-catalysts, and anhydrides for CO release. Catalyst reusability was achievedviascalable, safer, and practical reactions that provided moderate to high yields, paving the way for developing a novel environmentally benign method for synthesizing carboxylic acids, amides, and esters.

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