Description

2-Bromonaphthalene (CAS No. 580-13-2) is a high-purity aromatic organic compound with the molecular formula C₁₀H₇Br. This halogenated naphthalene derivative is widely used as a versatile intermediate in organic synthesis, pharmaceutical research, and material science applications. The compound features a bromine atom at the 2-position of the naphthalene ring, enhancing its reactivity in cross-coupling reactions such as Suzuki, Negishi, and Stille couplings. With a purity of ≥97%, our 2-Bromonaphthalene is supplied as a crystalline solid with excellent batch-to-batch consistency, ensuring reliable performance in sensitive applications. It is ideal for use as a building block in the synthesis of liquid crystals, OLED materials, and agrochemicals. Proper handling is required due to its potential irritant properties.

Properties

• CAS Number: 580-13-2
• Complexity: 133
• IUPAC Name: 2-bromonaphthalene
• InChI: InChI=1S/C10H7Br/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7H
• InChI Key: APSMUYYLXZULMS-UHFFFAOYSA-N
• Exact Mass: 205.97311
• Molecular Formula: C10H7Br
• Molecular Weight: 207.07
• SMILES: C1=CC=C2C=C(C=CC2=C1)Br
• Monoisotopic Mass: 205.97311
• Physical Description: Solid; White to pale yellow powder;
• Vapor Pressure: 0.00347 [mmHg]
• Synonyms: 2-BROMONAPHTHALENE, 580-13-2, Naphthalene, 2-bromo-, 2-Naphthyl bromide, beta-Bromonaphthalene, .beta.-Bromonaphthalene, beta-Naphthyl bromide, .beta.-Naphthyl bromide, UNII-SYU33I753N, SYU33I753N, NSC 4011, NSC-4011, EINECS 209-452-5, AI3-19928, 2-BROMONAPHTHALENE [MI], DTXSID3060378, 2naphthyl bromide, betaBromonaphthalene, betaNaphthyl bromide, Naphthalene, 2bromo, DTXCID0042294, 209-452-5, apsmuyylxzulms-uhfffaoysa-n, inchi=1/c10h7br/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7, 2-Bromo-naphthalene, 2-BROMO NAPHTHALCNE, 180-13-2, MFCD00004051, CHEMBL192643, 2-BROMO NAPHTHALENE, 2-bromonaphtalene, 2-bromonapthalene, 6-bromonaphthalene, Naphthalene, 2-bromo-; 2-Bromonaphthalene; 2-Naphthyl bromide; NSC 4011; ss-Bromonaphthalene; ss-Naphthyl bromide, 2-bromanylnaphthalene, 2-Bromonaphthalene, 97%, SCHEMBL146278, SCHEMBL154221, SCHEMBL209399, SCHEMBL232049, SCHEMBL456809, SCHEMBL458135, SCHEMBL644725, SCHEMBL646094, NSC4011, STR03261, BDBM50159272, AKOS000121092, AC-3107, CS-W007537, PS-8067, DB-020729, B0619, NS00033832, ST50406686, EN300-23847, A831702, doi:10.14272/APSMUYYLXZULMS-UHFFFAOYSA-N.1, Q27289466, F0001-3726, Z166622678

2-Bromonaphthalene serves as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. It is commonly employed in palladium-catalyzed cross-coupling reactions to construct complex organic frameworks. Researchers utilize it in the development of liquid crystals and organic semiconductors for display technologies. Its reactivity also makes it valuable in the preparation of fluorescent dyes and polymer additives. Always handle under inert conditions to prevent degradation.

Safety and Hazards

GHS Hazard Statements

• H302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]
• H319 (94%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501

Hazard Classes and Categories

• Acute Tox. 4 (94%)
• Eye Irrit. 2A (94%)

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