1,2,4-Triacetoxybenzene

Base Information

• Chemical Name: 1,2,4-Triacetoxybenzene
• CAS No.: 613-03-6
• Deprecated CAS: 51810-46-9
• Molecular Formula: C12H12 O6
• Molecular Weight: 252.224
• Hs Code.: 2915390090
• European Community (EC) Number: 210-327-2
• NSC Number: 2149
• UNII: 903T7H7CP1
• DSSTox Substance ID: DTXSID60873914
• Nikkaji Number: J79.732D
• Wikidata: Q27271276
• Mol file: 613-03-6.mol

Synonyms:1,2,4-Triacetoxybenzene;613-03-6;Benzene-1,2,4-triyl triacetate;Hydroxyhydroquinone triacetate;1,2,4-Benzenetriacetate;Pyrogallol A;2-Hydroxyhydroquinone triacetate;1,2,4-Benzenetriol, triacetate;(3,4-diacetyloxyphenyl) acetate;Triacetate d'hydroxyhydroquinone;1,2,4-Benzenetriol triacetate;2,4-Bis(acetyloxy)phenyl acetate;NSC 2149;EINECS 210-327-2;1,2,4-Tri-acetoxybenzene;BRN 2138876;Triacetate d'hydroxyhydroquinone [French];UNII-903T7H7CP1;AI3-17879;903T7H7CP1;NSC-2149;MFCD00008700;4-06-00-07342 (Beilstein Handbook Reference);1,4-Triacetoxybenzene;1,2,4-triacetoxy- benzene;(3,4-Diacetoxyphenyl)acetate;1,4-Benzenetriol, triacetate;SCHEMBL1866980;(2,5-diacetyloxyphenyl) acetate;DTXSID60873914;NSC2149;1,2,4-Triacetoxybenzene, 97%;2,4-Bis(acetyloxy)phenyl acetate #;BBL002995;STK380185;2-HYDROXYHYDROQUINONE TRIACETE;AKOS000121917;Benzene- 1, 2, 4- triyl triacetate;1,2,4-BENZENETRIACETATE [INCI];1,2,4-Benzenetriol, 1,2,4-triacetate;AS-60166;LS-32273;SY049375;CS-0199182;FT-0606244;T0976;EN300-31445;F10175;1,1-CYCLOHEXANEDICARBOXYLICACIDDIETHYLESTER;A833150;Q27271276

Chemical Property of 1,2,4-Triacetoxybenzene

Chemical Property:

• Appearance/Colour: Slightly beige powder.
• Vapor Pressure: 3.77E-07mmHg at 25°C
• Melting Point: 98-100 ºC
• Refractive Index: 1.5080 (estimate)
• Boiling Point: 401°C at 760 mmHg
• Flash Point: 153.2°C
• PSA: 78.90000
• Density: 1.276g/cm³
• LogP: 1.46250
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 252.06338810
• Heavy Atom Count: 18
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

1,2,4-Triacetoxybenzene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC(=C(C=C1)OC(=O)C)OC(=O)C
• Uses: 1,2,4-Triacetoxybenzene, can be used in preparation of two marine aminated hydroxynaphthazarins, echinamines A and B.

Technology Process of 1,2,4-Triacetoxybenzene

There total 22 articles about 1,2,4-Triacetoxybenzene 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: 100.0%

acetic anhydride (108-24-7) + p-benzoquinone (106-51-4) → 1,2,4-triacetoxybenzene (613-03-6)

Guidance literature:

With sulfuric acid; at 40 - 50 ℃;

DOI:10.1007/BF00630001

Reference yield: 91.0%

3-oxo-N-(p-tolyl)butanamide (2415-85-2) + p-benzoquinone (106-51-4) → 1,2,4-triacetoxybenzene (613-03-6)

Guidance literature:

With phosphoric acid; at 65 ℃; Concentration; Temperature;

Reference yield: 74.0%

benzene-1,4-diyl diacetate (1205-91-0) + acetic acid (64-19-7,77671-22-8) → 1,2,4-triacetoxybenzene (613-03-6)

Guidance literature:

With sodium nitrate; acetic anhydride; trifluoroacetic acid; at 50 ℃; for 24h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c02183

upstream raw materials:

1,2,4-Trihydroxybenzene

sodium acetate

2,3,6-trihydroxy-benzoic acid methyl ester

acetic anhydride

Downstream raw materials:

4-acetic acid esculetin

nordalbergin

1,2,4-trimethoxy-benzene

6,7-dihydroxy-3-phenyl-2H-chromen-2-one

Refernces

• 1、 Hoshino, Mitsuru,Kamino, Shinichiro,Doi, Mitsunobu,Takada, Shingo,Mitani, Shota,Yanagihara, Rika,Asano, Mamiko,Yamaguchi, Takako,Fujita, Yoshikazu. "Spectrophotometric determination of hydrogen peroxide with osmium(VIII) and m-carboxyphenylfluorone". . p. 814 - 816. Retrieved 2014.
• 2、 -. "Synthetic method of medical intermediate 1,2,4-triacetoxybenzene". Page/Page column 3-7. . Retrieved 2018/09/08.
• 3、 -. "9. 9 '- (4, 4' - biphenyl) double-phenylfluorone bromo reagent preparation method and application of". Paragraph 0028; 0032; 0034. . Retrieved 2017/11/24.