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
• General Description: 2,3-Dibromo-1,4-naphthoquinone is a brominated derivative of 1,4-naphthoquinone, characterized by the substitution of two bromine atoms at the 2 and 3 positions of the naphthoquinone ring. 2,3-DIBROMO-1,4-NAPHTHOQUINONE is known for its potential reactivity in organic synthesis, particularly in halogenation reactions and as an intermediate in the preparation of other functionalized quinones. It has been referenced under various names, including NSC 106320 and NSC 618332, indicating its historical use in chemical research. The presence of bromine atoms enhances its electrophilic properties, making it useful in cross-coupling or nucleophilic substitution reactions. However, specific applications or detailed chemical properties are not elaborated in the provided information.

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-Methylmercapto-3-brom-naphthochinon-1,4

2-(N-ethyl-anilino)-3-bromo-[1,4]naphthoquinone

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

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