Description
1-Bromonaphthalene-2-carbaldehyde (CAS No. 3378-82-3) is a high-purity organic compound with the molecular formula C11H7BrO. This aromatic aldehyde is characterized by a bromine substituent at the 1-position and a formyl group at the 2-position of the naphthalene ring, making it a versatile intermediate in synthetic organic chemistry. It is supplied as a crystalline solid with a distinct aromatic odor, ensuring optimal reactivity for cross-coupling reactions, nucleophilic substitutions, and other advanced transformations. Ideal for researchers in pharmaceuticals, agrochemicals, and materials science, this compound is rigorously tested for purity (typically ≥95% by GC or HPLC) and is packaged under inert conditions to ensure stability. Store in a cool, dry place away from light and moisture to maintain integrity.
Properties
- CAS Number: 3378-82-3
- Complexity: 193
- IUPAC Name: 1-bromonaphthalene-2-carbaldehyde
- InChI: InChI=1S/C11H7BrO/c12-11-9(7-13)6-5-8-3-1-2-4-10(8)11/h1-7H
- InChI Key: CYGUXEZVBLMVRV-UHFFFAOYSA-N
- Exact Mass: 233.96803
- Molecular Formula: C11H7BrO
- Molecular Weight: 235.08
- SMILES: C1=CC=C2C(=C1)C=CC(=C2Br)C=O
- Topological: 17.1
- Monoisotopic Mass: 233.96803
- Synonyms: 3378-82-3, 1-Bromonaphthalene-2-carbaldehyde, 1-bromo-2-naphthalenecarboxaldehyde, EINECS 222-180-1, DTXSID60187442, DTXCID70109933, 222-180-1, 1-bromo-2-naphthaldehyde, MFCD00046368, 2-Naphthalenecarboxaldehyde, 1-bromo-, 1-bromo-2-naphtaldehyde, SCHEMBL950436, SCHEMBL8183400, 1-bromo-naphthalene-2-carbaldehyde, DAA37882, AKOS015898956, CS-W004895, SB66995, AC-27834, AS-18640, SY052201, DB-048494, B1647, NS00029546, 1-Bromo-2-naphthaldehyde, >=96.0% (HPLC), EN300-266648, F10408, AE-641/03232057, Z1269163342
Application
1-Bromonaphthalene-2-carbaldehyde serves as a key building block in the synthesis of complex organic molecules, particularly in pharmaceutical research for developing bioactive compounds. It is widely used in Suzuki-Miyaura and other palladium-catalyzed cross-coupling reactions to construct polycyclic aromatic systems. Additionally, its aldehyde group enables further functionalization via condensation or reduction, making it valuable for creating dyes, ligands, and advanced materials.
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 (95.1%): 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 (95.1%)
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