Description

4-Bromo-3-methylbenzohydrazide (CAS No. 148672-43-9) is a high-purity organic compound with the molecular formula C₈H₉BrN₂O. This benzohydrazide derivative features a bromo-substituted aromatic ring with a methyl group at the meta position, making it a valuable intermediate in synthetic organic chemistry and pharmaceutical research. The compound is supplied as a white to off-white crystalline powder with ≥95% purity (HPLC), ensuring consistency for demanding applications. It is soluble in common organic solvents such as DMSO, methanol, and ethanol but exhibits limited solubility in water. Proper storage conditions (2-8°C in a tightly sealed container under inert atmosphere) are recommended to maintain stability. Each batch is accompanied by comprehensive analytical data including ¹H NMR, HPLC, and mass spectrometry reports.

Properties

• CAS Number: 148672-43-9
• Complexity: 174
• IUPAC Name: 4-bromo-3-methyl-benzohydrazide
• InChI: InChI=1S/C8H9BrN2O/c1-5-4-6(8(12)11-10)2-3-7(5)9/h2-4H,10H2,1H3,(H,11,12)
• InChI Key: BFJALHSTCHFUMF-UHFFFAOYSA-N
• Exact Mass: 227.98983
• Molecular Formula: C8H9BrN2O
• Molecular Weight: 229.07
• SMILES: CC1=C(C=CC(=C1)C(=O)NN)Br
• Topological: 55.1
• Monoisotopic Mass: 227.98983
• Synonyms: 4-bromo-3-methylbenzohydrazide, 148672-43-9, 4-BROMO-3-METHYLBENZHYDRAZIDE, MFCD00672945, 4-Bromo-3-methylbenzoic hydrazide, 4-Bromo-3-methyl-benzoic acid hydrazide, Benzoic acid, 4-bromo-3-methyl-, hydrazide, SCHEMBL1459893, DTXSID40397880, BFJALHSTCHFUMF-UHFFFAOYSA-N, YFA67243, AKOS015835295, SB86322, DA-10057, SY362489, CS-0337161, EN300-7863301

Application

4-Bromo-3-methylbenzohydrazide serves as a versatile building block in medicinal chemistry for the synthesis of heterocyclic compounds and potential drug candidates. Researchers utilize this hydrazide derivative in the development of novel hydrazone-based ligands for catalytic applications. The bromo substituent enables further functionalization through cross-coupling reactions, while the hydrazide moiety participates in condensation reactions to form various nitrogen-containing heterocycles. This compound finds particular utility in the preparation of pharmaceutical intermediates targeting central nervous system disorders.

Safety and Hazards

GHS Hazard Statements

• H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (100%)
• STOT SE 3 (100%)

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