94-47-3 Usage
Description
FEMA 2860, also known as Phenethyl Benzoate, is an organic compound that serves as a building block in the synthetic preparation of esters. It is synthesized through the acylation of alcohols with acid anhydrides, using Bi(OTf)3 as a catalyst.
Uses
Used in Flavor and Fragrance Industry:
FEMA 2860 is used as a flavoring agent for imparting a sweet, floral, and slightly fruity aroma to various food products and beverages. Its pleasant scent also makes it suitable for use in the fragrance industry, where it can be incorporated into perfumes, colognes, and other scented products.
Used in Pharmaceutical Industry:
FEMA 2860 is used as an intermediate in the synthesis of various pharmaceutical compounds, contributing to the development of new drugs and medications.
Used in Cosmetic Industry:
FEMA 2860 is used as a component in the formulation of cosmetics, such as creams, lotions, and other skincare products, due to its pleasant scent and potential moisturizing properties.
Used in Agrochemical Industry:
FEMA 2860 is used as a building block in the synthesis of agrochemicals, such as pesticides and herbicides, to help protect crops and enhance agricultural productivity.
Used in Research and Development:
FEMA 2860 is utilized in research and development settings for the exploration of new chemical reactions, synthesis methods, and potential applications in various industries.
Preparation
From phenethyl alcohol and benzoyl chloride in the presence of NaOH; from phenylethyl alcohol and methylbenzoate; by
esterification of phenylethyl acohol with benzoic acid.
Flammability and Explosibility
Notclassified
Metabolism
The metabolism of benzoic acid has been extensively studied in more than 20 species, including man (Williams, 1959). Depending on species and other factors, such as availability of glycine, benzoic acid may be excreted in the urine as hippuric acid, benzoyl glucuronide or other compounds (see, for example, Bridges. French. Smith & Williams, 1970; Irjala, 1972; Kato, 1972; Martin, 1966; Runyan, 1971; Strahl & Barr, 1971; Wan & Riegelman, 1972). The major route of biotransformation of benzoic acid in man is conjugation with glycine to form hippuric acid, the rate-limiting factor in this reaction being the availability of glycine (Amsel & Levy. 1969). In man at a dose of 1 mg/kg, benzoic acid is excreted entirely as hippuric acid (Bridges et al. 1970). Phenylethyl alcohol is oxidized almost entirely to phenylacetic acid (Williams, 1959). In rabbits, a small amount of benzoic acid is also formed; the phenylacetic acid is excreted mainly as phenaceturic acid (Smith, Smithies & Williams, 1954).
Check Digit Verification of cas no
The CAS Registry Mumber 94-47-3 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 4 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 94-47:
(4*9)+(3*4)+(2*4)+(1*7)=63
63 % 10 = 3
So 94-47-3 is a valid CAS Registry Number.
InChI:InChI=1/C15H14O2/c16-15(14-9-5-2-6-10-14)17-12-11-13-7-3-1-4-8-13/h1-10H,11-12H2
94-47-3Relevant articles and documents
Br?nsted Acid Mediated Nucleophilic Functionalization of Amides through Stable Amide C?N Bond Cleavage; One-Step Synthesis of 2-Substituted Benzothiazoles
Biswas, Srijit,Biswas, Subrata,Duari, Surajit,Elsharif, Asma M.,Maity, Srabani,Roy, Arnab
supporting information, p. 3569 - 3572 (2021/07/22)
We have developed a Br?nsted acid mediated synthetic method to directly cleave stable amide C?N bonds by a variety of alcohol and amine nucleophiles. Reverse reactivity was observed and alcoholysis of amides by activated primary and secondary benzylic, and propargylic alcohols have been achieved instead of the expected nucleophilic substitution of alcohols. As an application, 2-substituted benzothiazole derivatives have been synthesized in one pot employing 2-aminothiophenol as nucleophile.
Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters
Huang, Changyu,Li, Jinpeng,Wang, Jiaquan,Zheng, Qingshu,Li, Zhenhua,Tu, Tao
, p. 66 - 71 (2020/11/18)
The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]