Description

6-Bromo-2-naphthoic acid (CAS No. 5773-80-8) is a high-purity brominated naphthalene carboxylic acid with the molecular formula C₁₁H₇BrO₂. This compound, also known by its IUPAC name 6-bromonaphthalene-2-carboxylic acid, is a versatile intermediate in organic synthesis and pharmaceutical research. It features a bromine substituent at the 6-position and a carboxylic acid group at the 2-position of the naphthalene ring, making it a valuable building block for the development of advanced materials, dyes, and bioactive molecules. Our product is rigorously tested to ensure ≥98% purity (HPLC) and is supplied as a fine, off-white to light brown crystalline powder. Suitable for use in cross-coupling reactions, metal-catalyzed transformations, and as a precursor for liquid crystals or OLED materials. Packaged under inert gas to ensure stability and longevity.

Properties

• CAS Number: 5773-80-8
• Complexity: 229
• IUPAC Name: 6-bromonaphthalene-2-carboxylic acid
• InChI: InChI=1S/C11H7BrO2/c12-10-4-3-7-5-9(11(13)14)2-1-8(7)6-10/h1-6H,(H,13,14)
• InChI Key: NPMCAVBMOTZUPD-UHFFFAOYSA-N
• Exact Mass: 249.96294
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.08
• SMILES: C1=CC2=C(C=CC(=C2)Br)C=C1C(=O)O
• Topological: 37.3
• Monoisotopic Mass: 249.96294
• Synonyms: 6-Bromo-2-naphthoic acid, 5773-80-8, 6-bromo-2-naphthalenecarboxylic acid, DTXSID90404154, DTXCID60355008, 611-572-1, 6-bromonaphthalene-2-carboxylic Acid, 6-Bromo-2-napthoic Acid, MFCD01075720, 2-Naphthalenecarboxylic acid, 6-bromo-, 6-BROMO-2-NAPHTHOLIC ACID, (6-Bromonaphthalen-2-yl)acetic Acid; 6-Bromo-2-naphthalenecarboxylic Acid; 6-Bromo-2-naphthylacetic Acid, 6-BROMO-2-NAPHTHALENE CARBOXYLIC ACID, SCHEMBL203205, 6-Bromo-2-naphthylacetic acid, 6-BROMO-2-NAPHTHIOC ACID, SBB037921, 6-Bromo-naphthalene-2-carboxylic acid, AKOS015892556, 6-Bromo-2-naphthoic acid, AldrichCPR, AC-1312, CS-W009021, FB13940, 6-bromanylnaphthalene-2-carboxylic acid, AS-10945, ST083682, SY008220, DB-029230, B3823, EN300-84719, F13882, A831576, doi:10.14272/NPMCAVBMOTZUPD-UHFFFAOYSA-N.1, Z1251345401

Application

6-Bromo-2-naphthoic acid is widely used as a key intermediate in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its bromine moiety enables participation in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions to construct complex aromatic systems. Researchers utilize this compound in the development of fluorescent dyes, organic semiconductors, and liquid crystal displays (LCDs) due to its rigid naphthalene core. It also serves as a precursor for anti-inflammatory and anticancer drug candidates.

Safety and Hazards

GHS Hazard Statements

• H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (98%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (96%): 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 (98%)
• Eye Irrit. 2 (98%)
• STOT SE 3 (96%)

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