7493-74-5

Basic information

• Product Name: Allyl phenoxyacetate
• Synonyms: FEMA 2038;2-PROPENYLPHENOXYACETATE;ALLYL PHENOXYACETATE;ACETATE PA;Acetic acid, phenoxy-, 2-propenyl ester;Acetic acid, phenoxy-, allyl ester;Aceticacid,phenoxy-,2-propenylester;phenoxy-aceticaci2-propenylester
• CAS NO: 7493-74-5
• Molecular Formula: C₁₁H₁₂O₃
• Molecular Weight: 192.21
• EINECS: 231-335-2
• Product Categories: A-B;Alphabetical Listings;Flavors and Fragrances
• Mol File: 7493-74-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 265-266 °C(lit.)
• Flash Point: >230 °F
• Appearance: clear colourless to slightly yellow liquid
• Density: 1.102 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00454mmHg at 25°C
• Refractive Index: n20/D 1.516(lit.)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: practically insoluble
• CAS DataBase Reference: Allyl phenoxyacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Allyl phenoxyacetate(7493-74-5)
• EPA Substance Registry System: Allyl phenoxyacetate(7493-74-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36-24/25
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 1
• RTECS: AJ2240000
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 7493-74-5(Hazardous Substances Data)

Usage

Chemical Properties

Allyl phenoxyacetate is a clear, colorless to yellowish liquid with a green, sweet, herbal, fruity odor with nuances of galbanum and pineapple.It is prepared by reaction of phenoxyacetic acid alkali salts with allyl halogenide and used in technical perfumery.

Occurrence

Has apparently not been reported to occur in nature.

Uses

Allyl Phenoxyacetate is a synthetic flavoring agent that is a stable, colorless to light yellow liquid of heavy fruit note odor. it should be stored in glass or tin containers. it is used in pineapple, quince, and fruit flavors with applications in candy and beverages at 1–3 ppm.

Preparation

By direct esterification in benzene solution.

Flammability and Explosibility

Notclassified

Safety Profile

Moderately toxic by ingestion and skin contact. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALLK COMPOUNDS.

InChI:InChI=1/C11H12O3/c1-2-8-13-11(12)9-14-10-6-4-3-5-7-10/h2-7H,1,8-9H2

Upstream product

• 3598-16-1 2-phenoxyacetic acid sodium salt 
• 107-05-1 3-chloroprop-1-ene 
• 106-95-6 allyl bromide 
• 58613-67-5 potassium phenoxyacetate 
• 556-56-9 allyl iodid 

Downstream Products

• 131118-92-8 phenoxyacetyl-2,3-epoxipropyl ester 
• 122-59-8 2-phenoxyacetic acid 

Relevant articles and documents

Method for synthesizing allyl phenoxyacetate

The invention discloses a method for synthesizing allyl phenoxyacetate. The method comprises: putting phenol, caustic soda flakes and water into a flask in a proportion, carrying out stirring at 80-90DEG C for a reaction for 1-3h, removing a part of water under normal pressure, thoroughly removing water through toluene to obtain a toluene suspension of sodium phenolate, adding sodium chloroacetate into the toluene suspension of sodium phenolate, carrying out heating reflux for a reaction for 3-5h to obtain a toluene suspension of sodium phenoxyacetate, adding chloropropene and a phase transfer catalyst into the toluene suspension of sodium phenoxyacetate, carrying out heating reflux for a reaction for 6-10h, carrying out cooling, filtering to remove the catalyst and the product sodium chloride so that a crude product containing chloropropene and a toluene solvent is obtained, recovering excess chloropropene and toluene solvent from the crude product under normal pressure and carryingout rectification under vacuum to obtain an allyl phenoxyacetate finished product. Compared with the conventional method, the method provided by the invention has a high product yield, is not seriously corroded, produces the minimal amount of waste water and has environmentally friendly processes.

Use of Anion Exchange Resin in Synthesis of Aryloxyacetic Acid Esters

Insoluble polymer-supported nucleophilic reagent has been prepared by treatment of sodium salt of aryloxyacetic acid with Amberlite IRA-400 (Cl-).This reagent has been used for the synthesis of aryloxyacetic acid esters in high yields by reaction with alkyl halides.In addition to ease and simplicity of the method and regeneration of the polymeric by-product, the polymeric reagent seems to increase the nucleophilicity of the anions.In addition to this, transesterification is observed when alcohol is used as the solvent.