4,6-Diacetylresorcinol

Base Information

• Chemical Name: 4,6-Diacetylresorcinol
• CAS No.: 2161-85-5
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• Hs Code.: 29145090
• European Community (EC) Number: 218-482-8
• DSSTox Substance ID: DTXSID50175994
• Nikkaji Number: J13.650F
• Wikidata: Q83046332
• Mol file: 2161-85-5.mol

Synonyms:4,6-diacetylresorcinol

Chemical Property of 4,6-Diacetylresorcinol

Chemical Property:

• Appearance/Colour: Off-white powder
• Melting Point: 178-180 °C(lit.)
• Boiling Point: 399.9 °C at 760 mmHg
• PKA: 7.87±0.23(Predicted)
• Flash Point: 209.8 °C
• PSA: 74.60000
• Density: 1.3g/cm³
• LogP: 1.50300
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

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

4,6-Diacetylresorcinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1O)O)C(=O)C
• Uses: 1,1′-(4,6-Dihydroxy-1,3-phenylene)bisethanone (4,6-diacetylresorcinol, DAR) may be used in the synthesis of the following:Schiff base ligandshexadentate chalcogenated bisimine ligands1,5-benzodiazepinesketimine of chitosanmannich baseshydrazone ligandsthiosemicarbazone, semicarbazone and thiocarbohydrazone ligandsbinuclear cobalt(II) and copper(II) complexes europium (III) complexes

Technology Process of 4,6-Diacetylresorcinol

There total 34 articles about 4,6-Diacetylresorcinol 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: 98.0%

1,1'-(4,6-dimethoxy-1,3-phenylene)diethanone (3098-67-7) → 1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone (2161-85-5)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at -5 - 25 ℃;

DOI:10.3184/030823410X12708998015900

Reference yield: 98.0%

5-acetyl-2,4-bis(3-methylbut-2-enyloxy)acetophenone (39251-52-0) → 1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone (2161-85-5)

Guidance literature:

With boron trifluoride diethyl etherate; In tetrachloromethane; for 168h; Heating;

Reference yield: 95.0%

acetic acid (64-19-7,77671-22-8) + recorcinol (108-46-3) → 1-(5-acetyl-2,4-dihydroxyphenyl)-1-ethanone (2161-85-5)

Guidance literature:

acetic acid; recorcinol; zinc(II) chloride;

With sodium hydroxide; In water;

upstream raw materials:

Resorcinol diacetate

(E)-3-Ureido-but-2-enoic acid ethyl ester

2',4'-dihydroxy-4-acetophenone

acetic anhydride

Downstream raw materials:

3,7-bis-(4-methoxy-benzoyl)-2,8-bis-(4-methoxy-phenyl)-pyrano[3,2-g]chromene-4,6-dione

2,4,6-triacetyl-resorcinol

1,1'-(4,6-dimethoxy-1,3-phenylene)diethanone

5-acetyl-2,4-bis(3-methylbut-2-enyloxy)acetophenone

Refernces

• 1、 Netalkar, Sandeep P.,Revankar, Vidyanand K.,Nevrekar, Anupama A.. "Design, synthesis and characterization of bimetallic palladium complexes for terminal olefin epoxidation". . p. 1573 - 1583,11. Retrieved 2014.
• 2、 Emara, Adel A.A.,Saleh, Akila A.,Adly, Omima M.I.. "Spectroscopic investigations of new binuclear transition metal complexes of Schiff bases derived from 4,6-diacetylresorcinol and 3-amino-1-propanol or 1,3-diamino-propane". . p. 592 - 604. Retrieved 2007.
• 3、 Mujahid,Yogeeswari,Sriram,Basavanag,Díaz-Cervantes, Erik,Córdoba-Bahena, Luis,Robles, Juvencio,Gonnade,Karthikeyan,Vyas, Renu,Muthukrishnan. "Spirochromone-chalcone conjugates as antitubercular agents: Synthesis, bio evaluation and molecular modeling studies". . p. 106448 - 106460. Retrieved 2015.
• 4、 Potey, L. C.,Sabale, P. M.. "Design, Synthesis and In Vivo Anxiolytic Activity of Novel Flavonoids". . . Retrieved 2021/12/08.
• 5、 Shebl, Magdy. "Coordination behavior of new bis(tridentate ONO, ONS and ONN) donor hydrazones towards some transition metal ions: Synthesis, spectral, thermal, antimicrobial and antitumor studies". . p. 79 - 93. Retrieved 2016/09/02.