Amiloxate

Base Information

• Chemical Name: Amiloxate
• CAS No.: 71617-10-2
• Molecular Formula: C15H20O3
• Molecular Weight: 248.322
• Hs Code.: 29181990
• European Community (EC) Number: 275-702-5
• NSC Number: 408332
• UNII: 376KTP06K8
• Nikkaji Number: J298.959J,J594.615H
• Wikipedia: Amiloxate
• Wikidata: Q17012246
• NCI Thesaurus Code: C83532
• Metabolomics Workbench ID: 152506
• ChEMBL ID: CHEMBL1476782
• Mol file: 71617-10-2.mol

Synonyms:3-(4-methoxyphenyl)-2-propenoic acid 3-methylbutyl ester;3-(4-methoxyphenyl)-3-methylbutylester, propenoic acid;3-MPMBEPA;isoamyl p-methoxycinnamate

Chemical Property of Amiloxate

Chemical Property:

• Vapor Pressure: 1.89E-05mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 362.8 °C at 760 mmHg
• Flash Point: 151.6 °C
• PSA: 35.53000
• Density: 1.031 g/cm³
• LogP: 3.29770
• Water Solubility.: 2.47mg/L at 20℃
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

99.9% ^*data from raw suppliers

Isoamyl 4-Methoxycinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCOC(=O)C=CC1=CC=C(C=C1)OC
• Isomeric SMILES: CC(C)CCOC(=O)/C=C/C1=CC=C(C=C1)OC
• Uses: Isoamyl 4-Methoxycinnamate is used in the highly protective sunscreen composition against the UVA/UVB.

Technology Process of Amiloxate

There total 6 articles about Amiloxate 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: 89.0%

i-Amyl alcohol (123-51-3) + ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → isoamyl p-methoxycinnamate (71617-10-2)

Guidance literature:

With toluene-4-sulfonic acid; Heating;

DOI:10.1016/j.tet.2005.09.081

Reference yield: 72.0%

4-methoxycinnamaldehyde (1963-36-6) + i-Amyl alcohol (123-51-3) → isoamyl 4-methoxycinnamate (71617-10-2)

Guidance literature:

With (phthalocyaninato)iron(II); 2,6-di-tert-butylphenol; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; oxygen; 1,4-dimethyl-1,2,4-triazolium iodide; In acetonitrile; at 20 ℃; for 3h; Green chemistry;

DOI:10.1039/c5gc01965f

Reference yield:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) + sodium isopentoxide (19533-24-5) → isoamyl p-methoxycinnamate (71617-10-2)

Guidance literature:

With i-Amyl alcohol; Entfernen des entstehenden Aethanols;

DOI:10.1021/ja01185a602

upstream raw materials:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

sodium isopentoxide

i-Amyl alcohol

4-methoxy-benzaldehyde

Refernces

• 1、 Ta,Axelsson,Sundén. "Attractive aerobic access to the α,β-unsaturated acyl azolium intermediate: Oxidative NHC catalysis via multistep electron transfer". supporting information. p. 686 - 690. Retrieved 2016/02/12.
• 2、 -. "SUNSCREEN COMPOSITIONS". . . Retrieved 2008/06/13.