Description

2-Bromo-4-(tert-butyl)aniline (CAS No. 103273-01-4) is a high-purity organic compound with the molecular formula C₁₀H₁₄BrN. This aromatic amine features a bromine substituent at the 2-position and a tert-butyl group at the 4-position of the aniline ring, making it a valuable intermediate in synthetic organic chemistry. With a molecular weight of 228.13 g/mol, it is widely utilized in pharmaceutical research, agrochemical synthesis, and material science applications. The compound is supplied as a crystalline solid with >98% purity, ensuring optimal performance in coupling reactions, cross-coupling catalysis, and as a building block for complex heterocyclic systems. Proper handling under inert conditions is recommended due to its sensitivity to air and moisture.

Properties

• CAS Number: 103273-01-4
• Complexity: 150
• IUPAC Name: 2-bromo-4-tert-butyl-aniline
• InChI: InChI=1S/C10H14BrN/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6H,12H2,1-3H3
• InChI Key: OLKYFBNIFKQRIZ-UHFFFAOYSA-N
• Exact Mass: 227.03096
• Molecular Formula: C10H14BrN
• Molecular Weight: 228.13
• SMILES: CC(C)(C)C1=CC(=C(C=C1)N)Br
• Topological: 26
• Monoisotopic Mass: 227.03096
• Synonyms: 2-Bromo-4-(tert-butyl)aniline, 674-463-8, 2-bromo-4-tert-butylaniline, 103273-01-4, 2-bromo-4-tert-butyl-phenylamine, 2-Bromo-4-tertbutylaniline, Benzenamine, 2-bromo-4-(1,1-dimethylethyl)-, MFCD00052693, 2-bromo-4-tert-butylphenylamine, BUTTPARK 837-24, NSC43041, 2-bromo-4-t-butyl aniline, SCHEMBL396215, 2-bromo-4-(tertbutyl)aniline, DTXSID90285864, OLKYFBNIFKQRIZ-UHFFFAOYSA-N, 4-(tert-butyl)-2-bromophenylamine, 1-Amino-2-brom-4-tert-butylbenzol, NSC-43041, SBB097245, AKOS015841398, AS-59673, SY063902, DB-040436, B5325, CS-0097739, EN300-110303, AE-562/43459028

2-Bromo-4-(tert-butyl)aniline serves as a key precursor in Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions for drug discovery. It is employed in the synthesis of liquid crystals and OLED materials due to its sterically hindered aromatic structure. Researchers also use it to develop agrochemical intermediates and corrosion inhibitors.

Safety and Hazards

GHS Hazard Statements

• H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (33.3%): 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 (33.3%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (66.7%): 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 (33.3%)
• Acute Tox. 4 (33.3%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2A (100%)
• Acute Tox. 4 (33.3%)
• STOT SE 3 (66.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.