Isoamyl gallate

Base Information

• Chemical Name: Isoamyl gallate
• CAS No.: 2486-02-4
• Molecular Formula: C12H16 O5
• Molecular Weight: 240.256
• Hs Code.: 2918290000
• European Community (EC) Number: 219-626-2
• UNII: R0N2645G7I
• DSSTox Substance ID: DTXSID50179558
• Nikkaji Number: J191.973C
• Wikidata: Q27287614
• Mol file: 2486-02-4.mol

Synonyms:ISOAMYL GALLATE;Gallic Acid Isoamyl Ester;2486-02-4;Isopentyl gallate;3-methylbutyl 3,4,5-trihydroxybenzoate;Benzoic acid, 3,4,5-trihydroxy-, 3-methylbutyl ester;R0N2645G7I;Isopentyl 3,4,5-trihydroxybenzoate;iso-Amyl gallate;GallicAcidIsoamylEster;Gallic acid-isopentyl ester;SCHEMBL65229;UNII-R0N2645G7I;DTXSID50179558;ISOPENTYL ALCOHOL, GALLATE;GALLIC ACID, ISOAMYL ESTER;EINECS 219-626-2;GALLIC ACID, ISOPENTYL ESTER;MFCD00016431;AKOS003348717;Isopentyl 3,4,5-trihydroxybenzoate #;AS-69043;CS-0320605;G0012;D90704;Q27287614

Chemical Property of Isoamyl gallate

Chemical Property:

• Vapor Pressure: 9.52E-09mmHg at 25°C
• Melting Point: 142°C
• Boiling Point: 450.9°Cat760mmHg
• PKA: 7.94±0.25(Predicted)
• Flash Point: 174.3°C
• PSA: 86.99000
• Density: 1.271g/cm³
• LogP: 2.00630
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 240.09977361
• Heavy Atom Count: 17
• Complexity: 241

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isoamyl Gallate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CCOC(=O)C1=CC(=C(C(=C1)O)O)O
• Uses: Isoamyl Gallate is used in method for producing conductive material by exposing a precursor comprising a silver halide emulsion layer to gallic acid and/or its derivative.

Technology Process of Isoamyl gallate

There total 1 articles about Isoamyl gallate 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: 91.0%

i-Amyl alcohol (123-51-3) + 3,4,5-trihydroxybenzoic acid (149-91-7) → isopentyl 3,4,5-trihydroxybenzoate (2486-02-4)

Guidance literature:

With toluene-4-sulfonic acid; at 142 ℃; for 0.166667h; under 9308.91 Torr; Temperature; Wavelength; Sealed tube; Microwave irradiation;

DOI:10.14233/ajchem.2015.17906

Reference yield:

isopentyl 3,4,5-trihydroxybenzoate (2486-02-4) → isoamyl gallate 3-O-sulfate (145643-84-1) + isoamyl gallate 4-O-sulfate (145643-85-2)

Guidance literature:

With Tris-HCl buffer; ethylenediaminetetraacetic acid; sulfuric acid bis-(4-nitro-phenyl ester); ascorbic acid; In water; at 37 ℃; for 8h; arylsulfotransferase (from Eubacterium A-44), pH 8.0;

DOI:10.1248/cpb.40.1864

upstream raw materials:

i-Amyl alcohol

3,4,5-trihydroxybenzoic acid

Downstream raw materials:

isoamyl gallate 3-O-sulfate

isoamyl gallate 4-O-sulfate

Refernces

• 1、 Arsianti, Ade,Astuty, Hendri,Fadilah,Simadibrata, Daniel Martin,Adyasa, Zoya Marie,Amartya, Daniel,Bahtiar, Anton,Tanimoto, Hiroki,Kakiuchi, Kiyomi. "Synthesis and in vitro antimalarial activity of alkyl esters of gallate as a growth inhibitor of plasmodium falciparum". . p. 655 - 662. Retrieved 2018/05/28.
• 2、 Ito, Shinsaku,Nakagawa, Yasutaka,Yazawa, Satoru,Sasaki, Yasuyuki,Yajima, Shunsuke. "Antifungal activity of alkyl gallates against plant pathogenic fungi". . p. 1812 - 1814. Retrieved 2014/04/17.