Name: China Supplier High Quality Best Price 9-Bromophenanthrene CAS 573-17-1
Brand: Wuhan Fortuna Chemical Co., Ltd.

Specifications of 9-Bromophenanthrene CAS 573-17-1

item	specification	result
Appearance	white crystalline powder	conform
purity	99%min	99.4%

Parameters of 9-Bromophenanthrene CAS 573-17-1

Product parameters
Cas number:	573-17-1
Appearance:	white crystalline powder
Purity:	99.0%min
Package details:	25Kg/Drum
Brand:	Fortunachem

9-Bromophenanthrene is an organic compound belonging to the class of polycyclic aromatic hydrocarbons (PAHs) with a bromine substituent. Here's a breakdown of its key characteristics:

Chemical Structure:

Core: Phenanthrene, a fused tricyclic aromatic system consisting of three benzene rings arranged in an angular fashion.
Substituent: A bromine atom (-Br) attached specifically to carbon atom number 9 (or its equivalent position, 10) in the phenanthrene ring system. Positions 9 and 10 are chemically equivalent in unsubstituted phenanthrene.
Molecular Formula: C₁₄H₉Br
Physical Properties:

Typically appears as a pale yellow to off-white crystalline solid at room temperature.
Has a relatively high melting point (often reported around 100-110 °C).
Insoluble in water, soluble in common organic solvents like dichloromethane, chloroform, toluene, and diethyl ether.
Synthesis: The most common route is direct electrophilic aromatic bromination of phenanthrene:

Phenanthrene is highly reactive towards electrophilic substitution at positions 9 and 10.
Treatment with bromine (Br₂) in an inert solvent (e.g., carbon disulfide, carbon tetrachloride, dichloromethane), often at low temperatures or without additional catalysts, primarily yields 9-Bromophenanthrene.
Using stronger catalysts (like FeBr₃) or excess bromine can lead to di- or polybromination.
Alternative methods like using N-Bromosuccinimide (NBS) can also be employed.
Key Chemical Property: The Bromine Atom.

The C-Br bond is relatively weak and polarizable.
This makes bromine an excellent leaving group in various reactions.
It allows the compound to act as an electrophile in transition metal-catalyzed cross-coupling reactions (e.g., Suzuki, Stille, Negishi, Heck reactions).
Primary Applications:

Organic reaction mechanisms (especially electrophilic substitution and cross-coupling).
Photophysical properties of PAHs and their derivatives.
Materials science (e.g., as a precursor for organic semiconductors or liquid crystals).

Substituted phenanthrenes (alkyl, aryl, alkenyl, alkynyl) via coupling reactions.
Phenanthrenes with functional groups (amines, alcohols, carbonyls) via functional group interconversion.
Larger polycyclic aromatic systems or more complex molecular architectures.

Crucial Synthetic Intermediate: This is its most significant use. The bromine atom can be easily replaced or transformed, making 9-bromophenanthrene a versatile building block for synthesizing a wide variety of more complex phenanthrene derivatives. Examples include:
Research: Used in studies of:
Safety Considerations:

Like many PAHs, it is suspected of being carcinogenic and mutagenic. Handle with extreme caution.
Brominated aromatic compounds can be irritants (skin, eyes, respiratory system).
Requires careful handling in a fume hood using appropriate personal protective equipment (gloves, lab coat, safety glasses).
Avoid inhalation, ingestion, and skin contact.

In summary, 9-Bromophenanthrene is a pale yellow crystalline solid primarily valued as a highly useful synthetic intermediate in organic chemistry due to the reactivity of its bromine atom, enabling the construction of diverse phenanthrene-based molecules for research and materials science. Its potential toxicity necessitates careful handling.