1-(3-Bromophenyl)adamantane
[CAS 1459-53-6]

Identification

• Classification: Organic raw materials >> Hydrocarbon compounds and their derivatives >> Hydrocarbon halide
• Name: 1-(3-Bromophenyl)adamantane
• Molecular Formula: C₁₆H₁₉Br
• Molecular Weight: 291.23
• CAS Registry Number: 1459-53-6
• SMILES: C1C2CC3CC1CC(C2)(C3)C4=CC(=CC=C4)Br

Properties

• Density: 1.4±0.1 g/cm³ Calc.^*
• Boiling point: 360.0±21.0 °C 760 mmHg (Calc.)^*
• Flash point: 167.8±16.5 °C (Calc.)^*
• Index of refraction: 1.609 (Calc.)^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H312-H332
• Safety Statements: P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

chemBlink Chemical Story

1-(3-Bromophenyl)adamantane (CAS 1459-53-6) joins two motifs that synthetic chemists value for different reasons: a rigid, three-dimensional adamantane cage and an aryl bromide suitable for further carbon-carbon or carbon-heteroatom bond formation. Adamantane is unusually compact and lipophilic for its carbon count, and its derivatives have long attracted medicinal-chemistry interest because the cage can occupy hydrophobic space while resisting conformational collapse. The meta-bromophenyl substituent adds a strategically placed synthetic handle. Modern palladium-catalyzed cross-coupling methods make aryl bromides useful entry points to biaryl, arylamine, and related structures. Public information for this exact CAS is mainly synthetic and catalog based, so it should be treated as an intermediate rather than assigned a specific pharmacological action.

Chemical identity is more than a name. Closely related salts, isomers, hydrates, metabolites, intermediates, and final products can have different registry numbers and different physical or biological behavior. For a chemical database, keeping those forms separate prevents a property measured for one substance from being silently assigned to another.

Synthesis also depends on chemoselectivity. A useful intermediate contains functional groups that can be transformed in a predictable order, allowing chemists to build complexity while protecting parts of the molecule that must remain unchanged. This is why apparently modest building blocks can be important in medicinal, materials, or process chemistry even when they never appear in a finished product.

Analytical control is the other half of synthesis. Identity, purity, water or salt content, stereochemistry, and process-related impurities may all matter to reproducibility. Reference standards and well-characterized intermediates therefore have value beyond their immediate reaction step: they allow laboratories to confirm that a route is producing the intended chemical entity.

A responsible Chemical Story separates documented application from structural possibility. Familiar motifs can suggest hypotheses, but structural resemblance alone does not prove pharmacological activity, industrial adoption, or regulatory status. Where exact-CAS literature is sparse, the scientifically useful approach is to describe verified chemistry and stop before speculation becomes a claimed fact.

Chemical identity is more than a name. Closely related salts, isomers, hydrates, metabolites, intermediates, and final products can have different registry numbers and different physical or biological behavior. For a chemical database, keeping those forms separate prevents a property measured for one substance from being silently assigned to another.

Synthesis also depends on chemoselectivity. A useful intermediate contains functional groups that can be transformed in a predictable order, allowing chemists to build complexity while protecting parts of the molecule that must remain unchanged. This is why apparently modest building blocks can be important in medicinal, materials, or process chemistry even when they never appear in a finished product.

Analytical control is the other half of synthesis. Identity, purity, water or salt content, stereochemistry, and process-related impurities may all matter to reproducibility. Reference standards and well-characterized intermediates therefore have value beyond their immediate reaction step: they allow laboratories to confirm that a route is producing the intended chemical entity.

A responsible Chemical Story separates documented application from structural possibility. Familiar motifs can suggest hypotheses, but structural resemblance alone does not prove pharmacological activity, industrial adoption, or regulatory status. Where exact-CAS literature is sparse, the scientifically useful approach is to describe verified chemistry and stop before speculation becomes a claimed fact.

Chemical identity is more than a name. Closely related salts, isomers, hydrates, metabolites, intermediates, and final products can have different registry numbers and different physical or biological behavior. For a chemical database, keeping those forms separate prevents a property measured for one substance from being silently assigned to another.

References:
1. Specialist chemical catalogs. CAS 1459-53-6 identity.
2. Miyaura N, Suzuki A. Palladium-catalyzed cross-coupling chemistry of organoboron compounds. Chem Rev.

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