Description

2-Bromoanthraquinone (CAS No. 572-83-8) is a high-purity brominated anthraquinone derivative with the molecular formula C₁₄H₇BrO₂. This compound, also known by its IUPAC name 2-bromoanthracene-9,10-dione, is a versatile intermediate in organic synthesis and industrial applications. It features a distinctive yellow to orange crystalline appearance and is characterized by its excellent thermal stability and solubility in common organic solvents such as DMSO, acetone, and chloroform.

Our 2-Bromoanthraquinone is rigorously tested for purity (typically ≥98% by HPLC) and is supplied in sealed, light-resistant packaging to ensure long-term stability. Ideal for researchers and industrial chemists, this compound is a critical precursor in the synthesis of dyes, pigments, and photoactive materials. It is also employed in advanced material science applications, including the development of organic semiconductors and liquid crystals.

Handling should be performed in a well-ventilated environment with appropriate personal protective equipment (PPE) due to its potential irritant properties. Store in a cool, dry place away from strong oxidizing agents.

Properties

• CAS Number: 572-83-8
• Complexity: 352
• IUPAC Name: 2-bromoanthracene-9,10-dione
• InChI: InChI=1S/C14H7BrO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H
• InChI Key: VTSDGYDTWADUJQ-UHFFFAOYSA-N
• Exact Mass: 285.96294
• Molecular Formula: C14H7BrO2
• Molecular Weight: 287.11
• SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C=C(C=C3)Br
• Topological: 34.1
• Monoisotopic Mass: 285.96294
• Synonyms: 2-Bromoanthraquinone, 572-83-8, 2-bromoanthracene-9,10-dione, DTXSID30277889, DTXCID50229047, 675-764-7, Anthraquinone, 2-bromo-, 2-Bromo-9,10-anthraquinone, MFCD00474541, 9,10-Anthracenedione, 2-bromo-, 2-bromanthrachinon, NSC4633, 2-bromo anthraquinone, I(2)-Brom-anthrachinon, 9, 2-bromo-, .beta.-Bromoanthraquinone, 2-bromo-9,10-dihydroanthracene-9,10-dione, SCHEMBL391353, SCHEMBL11746341, VTSDGYDTWADUJQ-UHFFFAOYSA-N, WLN: L C666 BV IVJ EE, NSC-4633, AKOS001593198, CS-W012215, SB66381, AC-22290, DS-11108, SY018031, DB-011978, B2689, EU-0033803, InChI=1/C14H7BrO2/c15-8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7

Application

2-Bromoanthraquinone serves as a key intermediate in the synthesis of anthraquinone-based dyes and pigments, particularly for textile and paper industries. It is also utilized in the preparation of photoactive compounds for organic photovoltaics and optoelectronic devices. Researchers leverage its reactivity in cross-coupling reactions to construct complex polycyclic aromatic systems for material science applications.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (50%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.