7549-33-9

Basic information

• Product Name: ANISYL PROPIONATE
• Synonyms: p-methoxybenzylpropionate;propionicacid,p-methoxybenzylester;FEMA 2102;4-METHYLBENZYL PROPIONATE;4-METHOXYBENZYL PROPIONATE;ANISYL PROPIONATE;ANISYL PROPIONATE 98+%;ANISYLPROPIONAT
• CAS NO: 7549-33-9
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 180.2
• EINECS: 231-433-5
• Mol File: 7549-33-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 277 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.07 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00738mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• CAS DataBase Reference: ANISYL PROPIONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ANISYL PROPIONATE(7549-33-9)
• EPA Substance Registry System: ANISYL PROPIONATE(7549-33-9)

Safety Data

• WGK Germany: 2
• RTECS: DA4934015
• Hazardous Substances Data: 7549-33-9(Hazardous Substances Data)

Usage

Chemical Properties

Anise propionate has an herbaceous odor and fruity (cherry, peach) taste

Occurrence

Reported found in fruits.

Uses

Anisyl Propionate is a synthetic flavoring agent this is a stable, col- orless liquid with a heliotrope odor. it should be stored in glass or tin containers. it is used in small concentrations to intensify vanilla, plum, and quince flavor for applications in beverages, baked goods, and candy at 6–20 ppm.

Preparation

By esterification of anisic alcohol with propionic anhydride

Metabolism

In substituted anisoles with a carboxyl group or a potential carboxyl group attached to the aromatic ling, the ether link is relatively stable (Williams, 1959). In the fungicidin-producing soil organism Actinomyces aureus, anisyl alcohol is metabolized to anisic acid, followed by demethylation and hydroxylation to give protocatechuic acid, which is degraded to succinic acid （Tsai.Chu,Yank&Tsao,1965).

InChI:InChI=1/C11H14O3/c1-3-11(12)14-8-9-4-6-10(13-2)7-5-9/h4-7H,3,8H2,1-2H3

Upstream product

• 802294-64-0 propionic acid 
• 105-13-5 4-Methoxybenzyl alcohol 
• 123-62-6 propionic acid anhydride 
• 1007229-67-5 4‐methoxybenzyl 2‐bromopropanoate 
• 1612216-62-2 (4-methoxyphenyl)methyl 2-iodopropanoate 

Downstream Products

• 934008-41-0 (Z)-(7R,8S)-8-methyl-7-((R)-2-methyl-propane-2-sulfinylamino)-non-4-enedioc acid 9-(4-methoxy-benzyl) ester 1-(2,2,2-trichloro-ethyl) ester 

Relevant articles and documents

Construction of Esters through Sulfuryl Fluoride (SO 2 F 2) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature

A facile method for the construction of esters through dehydrative coupling of carboxylic acids with alcohols is developed. The reactions are mediated by sulfuryl fluoride (SO 2 F 2) at room temperature and proceed with high efficiency. The method has several advantages including broad substrate scope, mild conditions, excellent functional group compatibility and affords high yields, even on gram scale.

On the synthesis, characterization and reactivity of n-heteroaryl-boryl radicals, a new radical class based on five-membered ring ligands

The synthesis and physical characterization of a new class of N-heterocycle-boryl radicals is presented, based on five membered ring ligands with a N(sp2) complexation site. These pyrazole-boranes and pyrazaboles exhibit a low bond dissociation energy (BDE; B-H) and accordingly excellent hydrogen transfer properties. Most importantly, a high modulation of the BDE(B-H) by the fine tuning of the N-heterocyclic ligand was obtained in this series and could be correlated with the spin density on the boron atom of the corresponding radical. The reactivity of the latter for small molecule chemistry has been studied through the determination of several reaction rate constants corresponding to addition to alkenes and alkynes, addition to O 2, oxidation by iodonium salts and halogen abstraction from alkyl halides. Two selected applications of N-heterocycle-boryl radicals are also proposed herein, for radical polymerization and for radical dehalogenation reactions.

Microwave oven synthesis of esters promoted by imidazole

Using imidazole as promotion agent, primary, secondary and phenolic alcohol compounds were esterified with aliphatic and aromatic carboxylic acid anhydrides. Heating a ternary mixture of alcohol, anhydride and imidazole in an unmodified microwave oven produced esters in low to high yields, depending on the steric bulk of the alcohol.