94-47-3

Basic information

• Product Name: FEMA 2860
• Synonyms: PHENYLETHYL BENZOATE;PHENETHYL BENZOATE;2-Fenylethylester kyseliny benzoove;2-fenylethylesterkyselinybenzoove;2-Phenylethyl benzoate;2-phenylethylbenzoate;Benzoicacid,2-phenylethylester;Benzylcarbinyl benzoate
• CAS NO: 94-47-3
• Molecular Formula: C₁₅H₁₄O₂
• Molecular Weight: 226.27
• EINECS: 202-336-5
• Product Categories: Alphabetical Listings;Flavors and Fragrances;O-P
• Mol File: 94-47-3.mol
• Article Data: 89

Chemical Properties

• Boiling Point: 182 °C12 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless/Liquid
• Density: 1.093 g/mL at 25 °C(lit.)
• Vapor Pressure: 3.48E-05mmHg at 25°C
• Refractive Index: n20/D 1.56(lit.)
• Water Solubility: 207.21mg/L at 25℃
• CAS DataBase Reference: FEMA 2860(CAS DataBase Reference)
• NIST Chemistry Reference: FEMA 2860(94-47-3)
• EPA Substance Registry System: FEMA 2860(94-47-3)

Safety Data

• WGK Germany: 2
• RTECS: DH6288000
• Hazardous Substances Data: 94-47-3(Hazardous Substances Data)

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).

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

Upstream product

• 60-12-8 2-phenylethanol 
• 98-88-4 benzoyl chloride 
• 2396-53-4 di(2-phenylethyl) ether 
• 18819-89-1 tetrabutylammonium benzoate 
• 120822-07-3 2-(α-hydroxybenzyl)-3-methylbenzothiazolium iodide 
• 85106-61-2 1-benzoyl-3-benzylimidazolium chloride 
• 100726-41-8 (1H-benzo[d][1,2,3]triazol-1-yl)methyl benzoate 
• 115419-45-9 β-phenylethyldiphenylbismuth 
• 94-36-0 dibenzoyl peroxide 
• 10364-94-0 1-benzoylimidazole 
• 532-32-1 sodium benzoate 
• 98-85-1 1-Phenylethanol 
• 98-86-2 acetophenone 
• 65-85-0 benzoic acid 

Downstream Products

• 93-58-3 benzoic acid methyl ester 
• 60-12-8 2-phenylethanol 
• 1407999-33-0 C₂₁H₂₄N₂O₆ 
• 130927-41-2 1-methoxy-4-[(2-phenylethyl)sulfanyl]benzene 
• 34105-34-5 O-2-phenylethyl benzothioate 
• 73741-58-9 O-2-phenylethyl ethanethioate 
• 95843-98-4 2-(benzyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1332887-16-7 2-benzoyloxy-1-phenylethyl nitrate 
• 49681-79-0 phenyl ethanol-d1 
• 179460-94-7 2-[4-(4-butyl-2-methyl-1,3-dioxolan-2-yl)phenyl]ethyl benzoate 
• 179459-61-1 2-[4-(4-butyl-2-methyl-1,3-dioxolan-2-yl)phenyl]ethanol 
• 179459-63-3 2-[4-(4-butyl-2-methyl-1,3-dioxolan-2-yl)phenyl]ethylamine 
• 179459-56-4 2-(4-acetylphenyl)ethyl benzoate 
• 614-16-4 Benzoylacetonitrile 

Relevant articles and documents

Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst

A new triazinedione-based reagent, (N,N′-dialkyl)triazinedione-4-(dimethylamino)pyridine (ATD-DMAP) was developed for the operationally simple dehydrative condensation of carboxylic acids. This reagent comprises an ATD core and DMAP as the leaving group, which is liberated into the reaction system to accelerate acyl transfer reactions. Upon adding ATD-DMAP to a mixture of carboxylic acids and alcohols in the presence of an amine base, the corresponding esters were formed rapidly at room temperature. Moreover, dehydrative condensation between carboxylic acids and amines using ATD-DMAP proceeded in high yield.

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

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.]