Butyl gallate

Base Information

• Chemical Name: Butyl gallate
• CAS No.: 1083-41-6
• Molecular Formula: C11H14O5
• Molecular Weight: 226.229
• Hs Code.: 2918290000
• European Community (EC) Number: 214-107-7
• NSC Number: 33956
• UNII: 67HZ41U710
• DSSTox Substance ID: DTXSID40148490
• Nikkaji Number: J169.173B
• Wikidata: Q27264133
• Metabolomics Workbench ID: 139028
• ChEMBL ID: CHEMBL494005
• Mol file: 1083-41-6.mol

Synonyms:butyl gallate;n-butyl gallate

Chemical Property of Butyl gallate

Chemical Property:

• Vapor Pressure: 8.22E-09mmHg at 25°C
• Melting Point: 144°C
• Refractive Index: 1.583
• Boiling Point: 452.7 °C at 760 mmHg
• PKA: 7.93±0.25(Predicted)
• Flash Point: 179 °C
• PSA: 86.99000
• Density: 1.314 g/cm³
• LogP: 1.76030
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 226.08412354
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

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

Butyl Gallate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCOC(=O)C1=CC(=C(C(=C1)O)O)O

Technology Process of Butyl gallate

There total 5 articles about Butyl 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: 97.0%

3,4,5-trihydroxybenzoic acid (149-91-7) + butan-1-ol (71-36-3) → n-butyl gallate (1083-41-6)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.833333h; Microwave irradiation;

DOI:10.1016/j.ejmech.2015.01.033

Reference yield: 92.0%

→ n-butyl gallate (1083-41-6)

Guidance literature:

With sulfuric acid; Reflux;

Reference yield: 80.0%

butyl 3,4,5-tris(benzyloxy)benzoate → n-butyl gallate (1083-41-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 4h;

upstream raw materials:

3,4,5-trihydroxybenzoic acid

butan-1-ol

3,4,5-tribenzyloxybenzoic acid

Downstream raw materials:

n-butyl 3,4-dihydroxy-5-methoxybenzoate

3-methoxy-4,5-methylenedioxybenzaldehyde

(7-methoxybenzo[d][1,3]dioxol-5-yl)methanol

(E)-6-(4-(benzyloxy)-3-methoxystyryl)-4-methoxybenzo[d][1,3]dioxole

Refernces

• 1、 Morais, Mauro C. C.,Luqman, Suaib,Kondratyuk, Tamara P.,Petronio, Maicon S.,Regasini, Luis O.,Silva, Dulce H. S.,Bolzani, Vanderlan S.,Soares, Christiane P.,Pezzuto, John M.. "Suppression of TNF-α induced NFκB activity by gallic acid and its semi-synthetic esters: Possible role in cancer chemoprevention". . p. 1758 - 1765. Retrieved 2010.
• 2、 Tanc, Muhammet,Cleenewerck, Matthias,Kurdi, Ammar,Roelandt, Ria,Declercq, Wim,De Meyer, Guido,Augustyns, Koen,Martinet, Wim,Van der Veken, Pieter. "Synthesis and evaluation of novel benzotropolones as Atg4B inhibiting autophagy blockers". . p. 163 - 168. Retrieved 2019/03/19.
• 3、 Bergquist, Bridget L.,Jefferson, Kaelyn G.,Kintz, Hailey N.,Barber, Amorette E.,Yeagley, Andrew A.. "Disconnecting the Estrogen Receptor Binding Properties and Antimicrobial Properties of Parabens through 3,5-Substitution". supporting information. p. 51 - 55. Retrieved 2018/05/04.