1,4-Anthraquinone

Base Information

• Chemical Name: 1,4-Anthraquinone
• CAS No.: 635-12-1
• Molecular Formula: C14H8O2
• Molecular Weight: 208.216
• Hs Code.: 2914690090
• European Community (EC) Number: 211-228-7
• NSC Number: 104530
• DSSTox Substance ID: DTXSID10212899
• Nikkaji Number: J6.908F
• Wikidata: Q83088128
• Mol file: 635-12-1.mol

Synonyms:1,4-anthraquinone

Chemical Property of 1,4-Anthraquinone

Chemical Property:

• Appearance/Colour: orange brown solid
• Vapor Pressure: 8.39E-07mmHg at 25°C
• Melting Point: 217 °C
• Refractive Index: 1.702
• Boiling Point: 406 °C at 760 mmHg
• Flash Point: 152 °C
• PSA: 34.14000
• Density: 1.328 g/cm³
• LogP: 2.77500
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 208.052429494
• Heavy Atom Count: 16
• Complexity: 322

Purity/Quality:

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

Anthracene-1,4-dione ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C3C(=O)C=CC(=O)C3=CC2=C1
• Uses: 1,4-Anthraquinone is used in the preparation of 1-methyl-1,4,4a,12a-tetrahydronaphthacene-5,12-dione.

Technology Process of 1,4-Anthraquinone

There total 30 articles about 1,4-Anthraquinone 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%

1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8) → 1,4-anthraquinone (635-12-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 24h; Heating;

DOI:10.1039/P19810000689

Reference yield: 95.0%

C20H14O4 → 1,4-anthraquinone (635-12-1)

Guidance literature:

With triethylamine; In chloroform; at 20 ℃; for 1h;

DOI:10.1016/j.crci.2014.01.024

Reference yield: 75.0%

1,4,4a,9a-tetrahydro-9,10-dioxo-1,4-methanoanthracene-11-spiro-1'-cyclopropane (71155-60-7) → 1,4-anthraquinone (635-12-1)

Guidance literature:

In acetonitrile; for 12h; Heating;

DOI:10.1039/b604063b

upstream raw materials:

1-hydroxyanthracene

1,4-dihydroxy-9,10-anthracenedione

oxalic acid

1,2-bis(dibromomethyl)benzene

Downstream raw materials:

anthracene-1,4-diacetate

1,2,3,4-tetrahydroanthracene

1,4-dihydroxyanthracene

1,4-dimethoxyanthracene

Refernces

• 1、 Murkli, Steven,Klemm, Jared,King, David,Zavalij, Peter Y.,Isaacs, Lyle. "Acyclic Cucurbit[n]uril-Type Receptors: Aromatic Wall Extension Enhances Binding Affinity, Delivers Helical Chirality, and Enables Fluorescence Sensing". . p. 15249 - 15258. Retrieved 2020.
• 2、 -. "ORGANIC COMPOUND, ORGANIC LIGHT EMITTING DIODE HAVING THE SAME, AND ORGANIC LIGHT EMITTING DEVICE". Paragraph 0258-0262. . Retrieved 2021/02/05.
• 3、 da Silva Júnior, Eufranio N.,de Carvalho, Renato L.,Almeida, Renata G.,Rosa, Luisa G.,Fantuzzi, Felipe,Rogge, Torben,Costa, Pedro M. S.,Pessoa, Claudia,Jacob, Claus,Ackermann, Lutz. "Ruthenium(II)-Catalyzed Double Annulation of Quinones: Step-Economical Access to Valuable Bioactive Compounds". supporting information. p. 10981 - 10986. Retrieved 2020/07/13.