510300

2-Bromo-1,4-naphthoquinone

98%

• Synonym(s): 2-Bromo-1,4-dihydronaphthalene-1,4-dione, 2-Bromo-1,4-naphthalenedione, 2-Bromo-p-naphthoquinone, 3-Bromo-1,4-naphthoquinone, 3-Bromonaphthoquinone
• Empirical Formula (Hill Notation): C₁₀H₅BrO₂
• CAS Number: 2065-37-4
• Molecular Weight: 237.05
• MDL number: MFCD00629301
• UNSPSC Code: 12352100
• PubChem Substance ID: 24873493
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 98%
• mp: 131-133 °C (lit.)
• functional group: bromo; ketone
• SMILES string: BrC1=CC(=O)c2ccccc2C1=O
• InChI: 1S/C10H5BrO2/c11-8-5-9(12)6-3-1-2-4-7(6)10(8)13/h1-5H
• InChI key: KJOHPBJYGGFYBJ-UHFFFAOYSA-N

Description

General description

2-Bromo-1,4-naphthoquinone (BrQ) is a 1,4-naphthoquinone derivative that can be prepared by the bromination of 1-naphthol using N-bromosuccinimide. Its efficacy as an antifeedant against the cabbage looper, Trichoplusia ni has been evaluated.2 The reaction of BrQ with xanthene under photochemical conditions has been investigated. A report suggests that the replacement of 2-methyl-1,4-naphthoquinone with BrQ enhances its ability to produce hydrogen peroxide which can be employed for cancer treatment.

Application

2-Bromo-1,4-naphthoquinone may be used in the preparation of:

• benzo[f]indolequinones
• 2-azido-1,4-naphthoquinone
• 2-allyl-3-bromo-1,4-naphthoquinone
• 2-(3-indolyl)-1,4-naphthoquinones

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves