Anisyl propionate

Base Information

• Chemical Name: Anisyl propionate
• CAS No.: 7549-33-9
• Molecular Formula: C11H14 O3
• Molecular Weight: 194.23
• Hs Code.: 2915509000
• European Community (EC) Number: 231-433-5
• NSC Number: 46113
• UNII: IBJ5CR95MK
• DSSTox Substance ID: DTXSID8047713
• Nikkaji Number: J155.591J
• Metabolomics Workbench ID: 46791
• ChEMBL ID: CHEMBL3188412
• Mol file: 7549-33-9.mol

Synonyms:anisyl propionate

Chemical Property of Anisyl propionate

Chemical Property:

• Vapor Pressure: 0.00738mmHg at 25°C
• Refractive Index: n20/D 1.508(lit.)
• Boiling Point: 277 °C(lit.)
• Flash Point: >230 °F
• PSA: 35.53000
• Density: 1.07 g/mL at 25 °C(lit.)
• LogP: 2.01060
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 171

Purity/Quality:

99%, ^*data from raw suppliers

Anisyl propionate United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(=O)OCC1=CC=C(C=C1)OC
• 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.

Technology Process of Anisyl propionate

There total 6 articles about Anisyl propionate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

propionic acid (802294-64-0,79-09-4) + 4-Methoxybenzyl alcohol (105-13-5) → (4-methoxyphenyl)methyl propanoate (7549-33-9)

Guidance literature:

With 5,5'-dimethyl-3,3′-azoisooxazole; triphenylphosphine; In acetonitrile; for 7.5h; Reflux;

DOI:10.1039/c004357e

Reference yield: 81.0%

diethyl 1-propionyl-1,4-dihydropyridine-3,5-dicarboxylate + 4-Methoxybenzyl alcohol (105-13-5) → (4-methoxyphenyl)methyl propanoate (7549-33-9)

Guidance literature:

diethyl 1-propionyl-1,4-dihydropyridine-3,5-dicarboxylate; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.5h;

4-Methoxybenzyl alcohol; With dmap; In dichloromethane; for 16.5h;

DOI:10.1039/c4ob01931h

Reference yield: 74.0%

propionic acid anhydride (123-62-6) + 4-Methoxybenzyl alcohol (105-13-5) → (4-methoxyphenyl)methyl propanoate (7549-33-9)

Guidance literature:

With 1H-imidazole; for 0.05h; Irradiation; microwave;

DOI:10.1016/S0040-4039(03)00104-7

upstream raw materials:

propionic acid

4-Methoxybenzyl alcohol

propionic acid anhydride

4‐methoxybenzyl 2‐bromopropanoate

Downstream raw materials:

(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

Refernces

• 1、 Funder, Erik Daa,Trads, Julie B.,Gothelf, Kurt V.. "Oxidative activation of dihydropyridine amides to reactive acyl donors". supporting information. p. 185 - 198. Retrieved 2015/01/16.
• 2、 Iranpoor, Nasser,Firouzabadi, Habib,Khalili, Dariush. "5,5′-Dimethyl-3,3′-azoisoxazole as a new heterogeneous azo reagent for esterification of phenols and selective esterification of benzylic alcohols under Mitsunobu conditions". supporting information; experimental part. p. 4436 - 4443. Retrieved 2010/11/05.