2,3-Dibromo-1,4-naphthoquinone

Base Information

• Chemical Name: 2,3-Dibromo-1,4-naphthoquinone
• CAS No.: 13243-65-7
• Molecular Formula: C10H4 Br2 O2
• Molecular Weight: 315.949
• Hs Code.: 2914700090
• European Community (EC) Number: 236-223-7
• NSC Number: 618332,106320
• DSSTox Substance ID: DTXSID20157580
• Nikkaji Number: J81.580B
• Wikidata: Q83025738
• ChEMBL ID: CHEMBL1989145
• Mol file: 13243-65-7.mol

Synonyms:2,3-dibromo-1,4-naphthoquinone

Chemical Property of 2,3-Dibromo-1,4-naphthoquinone

Chemical Property:

• Vapor Pressure: 9.73E-05mmHg at 25°C
• Melting Point: 218-222 °C(lit.)
• Boiling Point: 338.6°Cat760mmHg
• Flash Point: 117.2°C
• PSA: 34.14000
• Density: 2.145g/cm³
• LogP: 3.06700
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 315.85576
• Heavy Atom Count: 14
• Complexity: 301

Purity/Quality:

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

2,3-Dibromo-1,4-naphthoquinone 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C(=C(C2=O)Br)Br
• Uses: 2,3-Dibromo-1,4-naphthoquinone may be used in the synthesis of 3-[3-(2-carboxy-ethylsulfanyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylsulfanyl]-propionic acid and NSC 95397 (a protein tyrosine phosphatase antagonist).

Technology Process of 2,3-Dibromo-1,4-naphthoquinone

There total 27 articles about 2,3-Dibromo-1,4-naphthoquinone 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%

2,3-dibromo-1,4-dihydroxynaphthalene (146767-46-6) → 2,3-Dibromo-1,4-naphthoquinone (13243-65-7)

Guidance literature:

With sulfuric acid; sodium bromide; In dichloromethane; water; at 15 ℃; for 2.98h; Electrolysis;

DOI:10.1016/j.tetlet.2017.04.099

Reference yield: 98.0%

[1,4]naphthoquinone (130-15-4) → 2,3-Dibromo-1,4-naphthoquinone (13243-65-7)

Guidance literature:

With bromine; acetic acid; at 110 ℃; for 8h;

DOI:10.1039/c6ta10231j

Reference yield: 88.0%

2-bromo-1,4-naphthoquinone (2065-37-4) → 2,3-Dibromo-1,4-naphthoquinone (13243-65-7)

Guidance literature:

With bromine; In dichloromethane; for 0.666667h;

DOI:10.1071/CH08177

upstream raw materials:

α-naphthol

2-bromo-1,4-naphthoquinone

1-hydroxy-2,4-dinitronaphthalene

1-hydroxy-4-naphthalenesulfonate

Downstream raw materials:

2-bromo-3-(phenylamino)naphthalene-1,4-dione

4-phenylanthra<2.1-b>thiophene-6,11-dione

3-Brom-2-(3,5-di-tert-butyl-4-hydroxyphenyl)-1,4-naphthochinon

5-m-Tolylbenzanthracene-7,12-dione

Refernces

• 1、 Meldola,Streatfeild. "-". . p. 907. Retrieved 1895.
• 2、 Jia, Yongjian,Xu, Yanjie,Nie, Rong,Chen, Fengjuan,Zhu, Zhenping,Wang, Jianguo,Jing, Huanwang. "Artificial photosynthesis of methanol from carbon dioxide and water via a Nile red-embedded TiO2 photocathode". supporting information. p. 5495 - 5501. Retrieved 2017/03/22.
• 3、 Shvartsberg,Kolodina,Lebedeva,Fedenok. "Vicinal acetylenic derivatives of 2-amino-1,4-naphthoquinone as key precursors of heterocyclic quinones". . p. 582 - 588. Retrieved 2013/05/09.