Bis(2-bromophenyl)amine TCI B6972

Chemical Identity

Other names: 2-Bromo-N-(2-bromophenyl)benzenamine · 2-Bromo-N-(2-bromophenyl)aniline
CAS No.: 67242-17-5
PubChem: CID 4657530
Formula: C12H9Br2N
Molecular weight: 327.02 g/mol
Purity: >98.0%(GC)(T)
Storage: 0-10°C

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 2-bromo-N-(2-bromophenyl)aniline
SMILES: C1=CC=C(C(=C1)NC2=CC=CC=C2Br)Br
InChIKey: BJPIBICIVXDVHC-UHFFFAOYSA-N
MDL: MDL00032460

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Bis(2-bromophenyl)amine from TCI, also known as 2,2'-dibromodiphenylamine, is a secondary aromatic amine. Its structure consists of two phenyl rings, each carrying a bromine atom at the position ortho to the nitrogen atom. In organic synthesis laboratories, this compound is a highly useful building block for constructing cyclized heterocyclic frameworks. Because the two bromine atoms sit close to the NH group, a new ring bridging the two aromatic rings can be formed in one or more reaction steps.

The main advantage of this compound is that its functional groups are arranged precisely for double cyclization reactions. Both C–Br positions can react with a linking atom or group, for example through palladium- or copper-catalyzed coupling, or through lithiation followed by reaction with electrophiles such as boron, silicon, or phosphorus compounds. This route gives access to cyclized frameworks such as boron- or silicon-containing heteroacenes, as well as other nitrogen-based derivatives. The NH group can also be alkylated or arylated to adjust solubility and electronic properties.

In Indonesia, this compound is relevant to synthetic organic chemistry research groups at universities and research institutions. It suits groups working on new heterocyclic frameworks, on organic electronic materials built from heteroacene cores, and on methodology studies of metal-catalyzed coupling and lithiation. It also fits teaching laboratories and graduate research projects where a well-defined, doubly functionalized aromatic amine is needed as the starting point for multistep synthesis.

TCI brochures (PDF)

Building Blocks for Organic Semiconductor 2026-03-24 · p. 31

Related TCI products

Synthesis of cyclized heterocyclic frameworks: the two ortho bromine atoms next to the NH group allow a new ring to be built that bridges both aromatic rings in one or more steps.
Palladium- or copper-catalyzed coupling studies: both C–Br positions can react with linking atoms or groups, so the compound works well as a substrate for double coupling and ring-closing reactions.
Preparation of boron- or silicon-containing heteroacenes: lithiation of both C–Br positions followed by reaction with boron or silicon electrophiles gives cyclized heteroacene cores.
Phosphorus-bridged and other nitrogen-based derivatives: the same lithiation and electrophile approach can introduce phosphorus or other bridging units, extending the range of accessible nitrogen-containing frameworks.
Tuning solubility and electronic properties: the NH group can be alkylated or arylated, so researchers can adjust how the final cyclized product dissolves and behaves electronically.

Brand	TCI (product code B6972)
CAS number	67242-17-5
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	please refer to the product page or contact AMI Scientific for available packaging
Physical form	refer to the manufacturer's certificate of analysis and safety data sheet
Storage	follow the manufacturer's label and safety data sheet recommendations

Store Bis(2-bromophenyl)amine in its original, tightly closed container in a cool, dry, well-ventilated place, away from direct light, heat sources, and incompatible materials such as strong oxidizing agents. Glass containers with secure, chemically resistant caps are suitable for transfers. Handle the compound in a fume hood and wear standard personal protective equipment, including a lab coat, safety glasses, and chemical-resistant gloves. Avoid creating dust, breathing it in, or letting it touch your skin. Always read the manufacturer's safety data sheet before use, and dispose of residues as halogenated organic waste according to local regulations.

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