Description

Benzyl (3-bromophenyl)carbamate (CAS No. 361337-08-8) is a high-purity organic compound with the molecular formula C₁₄H₁₂BrNO₂. This carbamate derivative is widely utilized in synthetic organic chemistry, particularly as a protected aniline intermediate or as a building block in pharmaceutical and agrochemical research. The compound features a benzyloxycarbonyl (Cbz) protecting group, making it valuable for peptide synthesis and other sensitive reactions where selective deprotection is required. Its well-defined structure, characterized by a 3-bromophenyl moiety, enhances its reactivity in cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig amination. Supplied as a crystalline solid, it is rigorously tested for purity (typically ≥95% by HPLC or GC analysis) and stability under recommended storage conditions (2-8°C, inert atmosphere).

Properties

• CAS Number: 361337-08-8
• Complexity: 267
• IUPAC Name: benzyl N-(3-bromophenyl)carbamate
• InChI: InChI=1S/C14H12BrNO2/c15-12-7-4-8-13(9-12)16-14(17)18-10-11-5-2-1-3-6-11/h1-9H,10H2,(H,16,17)
• InChI Key: RKTXDGRJOLJFAG-UHFFFAOYSA-N
• Exact Mass: 305.00514
• Molecular Formula: C14H12BrNO2
• Molecular Weight: 306.15
• SMILES: C1=CC=C(C=C1)COC(=O)NC2=CC(=CC=C2)Br
• Topological: 38.3
• Monoisotopic Mass: 305.00514
• Synonyms: 361337-08-8, benzyl (3-bromophenyl)carbamate, N-Cbz-3-bromoaniline, Benzyl N-(3-bromophenyl)carbamate, Carbamic acid, (3-bromophenyl)-, phenylmethyl ester, MFCD01013390, starbld0019345, SCHEMBL2571440, DTXSID10733615, RKTXDGRJOLJFAG-UHFFFAOYSA-N, AKOS024438807, BS-51877, SY287904, E77015, EN300-7334599

Application

Benzyl (3-bromophenyl)carbamate serves as a versatile intermediate in the synthesis of pharmaceuticals, particularly in the development of kinase inhibitors and antimicrobial agents. Its bromophenyl group facilitates palladium-catalyzed coupling reactions, enabling the construction of complex biaryl structures. Researchers also employ it as a protected aniline precursor in combinatorial chemistry and solid-phase peptide synthesis (SPPS). The Cbz group can be selectively removed under mild hydrogenolysis conditions, offering orthogonal protection strategies in multi-step syntheses.

If you are interested or have any questions, please contact us at support@atomfair.com

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