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

Chemical Properties

Different sources of media describe the Chemical Properties of 94-47-3 differently. You can refer to the following data:
1. Clear colorless liquid
2. Phenethyl benzoate has a sweet, rose and honey-like odor. It is used in trace quantities for fixation of honey, strawberry and other fruit preserves.

Occurrence

Reported found in the essential oil from flowers of rose and orange, in bilberry, cinnamon leaf, cassia leaf, malay apple and sea buckthorn.

Uses

Phenethyl Benzoate is a building block used in the synthetic preparation of esters using Bi(OTf)3 catalyzed acylation of alcohols with acid anhydrides.

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 
• 65-85-0 benzoic acid 
• 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 
• 62673-31-8 benzyl(bromo)zinc 
• 115419-45-9 β-phenylethyldiphenylbismuth 
• 94-36-0 dibenzoyl peroxide 
• 14629-58-4 trimethyl(phenethyloxy)silane 
• 93-97-0 benzoic acid anhydride 
• 1927-61-3 2-(2-phenylethoxy)tetrahydro-2H-pyran 
• 849604-79-1 2-phenylethyl diphenylphosphinite 
• 10364-94-0 1-benzoylimidazole 
• 5342-31-4 bis(benzoyloxy)methane 

Downstream Products

• 60-12-8 2-phenylethanol 
• 614-16-4 Benzoylacetonitrile 
• 65-85-0 benzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 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 
• 1407999-33-0 C₂₁H₂₄N₂O₆ 
• 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 

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.

Spin glass behavior and oxidative catalytic property of Zn2MnO4 from a metathesis driven metastable precursor

The reaction of chloride salts of zinc and manganese with NaOH yielded a cubic spinel structured metastable precursor at room temperature, driven mainly by the salt elimination process's energetics. While classical drying processes failed to produce the monophasic oxide, recrystallization under the hydrothermal conditions yielded Zn2MnO4 in nano dimensions. The sample consisted of crystallites with an average 6 nm size and had a lattice dimension of 8.396 (13) ?. The selected area electron diffraction pattern reiterated the occurrence of cubic inverse spinel. The presence of fingerprint (A1g and F2g) modes of an inverse spinel at 663 and 561 cm?1 in the Raman spectrum further supported our finding. The TEM-EDS analysis confirmed the ratio of Zn: Mn as 1.95:1. The sample showed an optical bandgap of 2.54 eV. X-ray photoelectron spectral analysis established the existence of manganese in the IV oxidation state. The presence of Mn (IV) with small amounts of Mn (III) (up to 20%) was confirmed from the electron paramagnetic spectra recorded at room temperature and 77 K. An average oxidation state of 3.85 was deduced from the chemical redox titration experiments. The pseudocapacitive behavior of the sample was evident in cyclic voltammetric experiments. The sample exhibited paramagnetic behavior at 298 K within the applied magnetic field of ±50 kOe. In the temperature-dependent measurements, the zero-field and field cooled data points of Zn2MnO4 diverged at 13 K, suggesting a spin-glass behavior. An effective magnetic moment of 4.31 BM was deduced for the sample. The inverse spinel effectively catalyzed the oxidation of phenol. It facilitated nearly 100% degradation of bisphenol-A to salicylaldehyde and phenylethyl alcohol (as major products) in the presence of H2O2 and at a pH of 9.