93-92-5

Basic information

• Product Name: Styralyl acetate
• Synonyms: ALPHA-METHYLBENZYL ACETATE;A-METHYLBENZYL ACETATE;METHYLBENZYL ACETATE;METHYL PHENYL CARBINYL ACETATE;FEMA 2684;A-PHENYLETHYL ACETATE;METHYL ACETATE 98+%;1-Phenylethylacetat
• CAS NO: 93-92-5
• Molecular Formula: C₁₀H₁₂O₂
• Molecular Weight: 164.2
• EINECS: 202-288-5
• Mol File: 93-92-5.mol
• Article Data: 266

Chemical Properties

• Melting Point: -60°C
• Boiling Point: 94-95 °C12 mm Hg(lit.)
• Flash Point: 196 °F
• Appearance: clear colorless to pale yellow viscous liquid
• Density: 1.028 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.203mmHg at 25°C
• Refractive Index: n20/D 1.494(lit.)
• Storage Temp.: Store below +30°C.
• Water Solubility: 1.27g/L at 20℃
• CAS DataBase Reference: Styralyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Styralyl acetate(93-92-5)
• EPA Substance Registry System: Styralyl acetate(93-92-5)

Safety Data

• Safety Statements: 24/25
• RIDADR: NA 1993 / PGIII
• WGK Germany: 1
• RTECS: DO9410000
• Hazardous Substances Data: 93-92-5(Hazardous Substances Data)

Usage

Description

α-Methylbenzyl acetate has an intensive green odor suggestive of gardenia with a bitter, acrid taste, interesting on dilution. May be prepared by acetylation of methyl phenyl carbinol; from benzaldehyde by reacting with magnesium methyl bromide and subsequent acetylation; from 1-bromoethylbenzene and silver acetate in acetic acid.

Chemical Properties

α-Methylbenzyl acetate has an intensive green odor suggestive of gardenia and a bitter, acrid taste, interesting on dilution.

Occurrence

Reported found in gardenia flower oil and avocado.

Uses

Styralyl Acetate is a freshening compound with Alkoxylated Phenols.

Preparation

By acetylation of methyl phenyl carbinol; from benzaldehyde by reacting with magnesium methyl bromide and subse quent acetylation; from 1-bromoethylbenzene and silver acetate in acetic acid.

Taste threshold values

Taste characteristics at 12.0 ppm: fruity, berry, green, seedy and slightly nutty.

Synthesis Reference(s)

Journal of the American Chemical Society, 88, p. 1833, 1966 DOI: 10.1021/ja00960a057Synthetic Communications, 8, p. 33, 1978 DOI: 10.1080/00397917808062180

Flammability and Explosibility

Nonflammable

Metabolism

Although no published data exist on the metabolism of methylphenylcarbinyl acetate, it is likely that hydrolysis to the carbinol and acetic acid is the initial step. Williams (1959) reports studies in which 50% of a dose of (±)-methylphenylcarbinol given to rabbits was excreted as the glucuronide in the urine within 24 hr. There was some evidence of oxidation and demethylation, as mandelic and hippuric acids were found in the urine. Previously, El Masry, Smith

InChI:InChI=1/C10H12O2/c1-8(12-9(2)11)10-6-4-3-5-7-10/h3-8H,1-2H3/t8-/m1/s1

Upstream product

• 75-16-1 methylmagnesium bromide 
• 100-52-7 benzaldehyde 
• 100-41-4 ethylbenzene 
• 64-19-7 acetic acid 
• 98-85-1 1-Phenylethanol 
• 672-65-1 (1-chloroethyl)benzene 
• 76-05-1 trifluoroacetic acid 
• 585-71-7 (1-bromoethyl)benzne 
• 618-36-0 rac-methylbenzylamine 
• 141-78-6 ethyl acetate 
• 98-86-2 acetophenone 
• 54826-51-6 2-iodo-1-phenylethyl acetate 
• 292638-85-8 acrylic acid methyl ester 
• 613-90-1 benzoyl cyanide 

Downstream Products

• 1445-91-6 (S)-1-phenylethanol 
• 1517-69-7 (R)-1-phenylethanol 
• 93-92-5 1-(-)-α-methylbenzyl acetate 
• 120-45-6 1-phenylethyl propanoate 
• 64-19-7 acetic acid 
• 100-41-4 ethylbenzene 
• 4013-34-7 3-phenyl-2-oxabutane 
• 36283-44-0 N-acetyl-1-phenylethylamine 
• 113386-14-4 1-(2-furyl)-1-phenylethane 
• 91720-80-8 3-(1-phenylethyl)thiophene 
• 158121-60-9 2-(1-phenylethyl)thiophene 
• 6196-95-8 1,2-dimethyl-4-(1-phenylethyl)benzene 
• 60492-39-9 2-(1-phenylethyl)anisole 
• 2605-18-7 1-methoxy-4-(1-phenylethyl)benzene 

Relevant articles and documents

Noncross-linked polystyrene nanoencapsulation of ferric chloride: A novel and reusable heterogeneous macromolecular Lewis acid catalyst toward selective acetylation of alcohols, phenols, amines, and thiols

Ferric chloride has been successfully nanoencapsulated for the first time on a non-cross-linked polystyrene matrix as the shell material via the coacervation technique. The resulting polystyrene nanoencapsulated ferric chloride was used as a novel and rec

Chiral phosphine-phosphoramidite ester ligand as well as preparation method and application thereof

The invention provides a method for preparing a phosphine-phosphoramidite ester ligand from a chiral beta-aminophosphine intermediate and an application of the phosphine-phosphoramidite ester ligand in an asymmetric reaction. Chiral N-(2-(phosphoryl)-1-phenethyl) amide is prepared from the chiral beta-aminophosphine intermediate through an asymmetric hydrogenation reaction of (Z)-(alpha-aryl-beta-phosphoryl) alkenyl amide, and then hydrolysis reduction. The preparation method comprises the following steps: dissolving newly-prepared chlorinated phosphite in toluene, adding a solution formed by dissolving the chiral phosphine-amine compound and triethylamine in toluene into an ice-water bath according to a molar ratio of the chiral phosphine-amine compound to the chlorinated phosphite to the triethylamine of 1: (1-2): (3-5), heating the reaction solution to 18-25 DEG C, stirring and reacting for 10-30 hours, filtering, and carrying out column chromatography to remove the solvent, and recrystallizing to obtain the required phosphine-phosphoramidite ligand. According to the present invention, the asymmetric hydrogenation reaction of the catalyst formed by the ligand and the metal precursor on the double bonds such as C = C, C = N, C = O and the like can achieve the enantioselectivity of 99%; the catalyst is high in activity, and TON reaches up to 10000.

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.