Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
2-Bromo-4′-methylpropiophenone
Inconsistent quality of α-bromoketone intermediates risks failed syntheses and non-reproducible analytical data. 2-Bromo-4′-methylpropiophenone resolves these challenges:
• Electrophilic substrate for nucleophilic substitution & Pd-catalyzed cross-couplings (Suzuki, Heck, Sonogashira), enabling diverse heterocycle & β-amino ketone synthesis.
• Validated analytical reference standard for forensic & regulatory compliance testing of synthetic cathinones.
• Consistent ≥98% purity (GC/TLC), lot-specific Certificate of Analysis, and solubility in chloroform & methanol ensure reproducible results.
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Buy 2-bromo-4-methylpropiophenone Cas 1451-82-7
Technical Parameters
Basic Identity
| Product Name | 2-Bromo-4′-methylpropiophenone |
|---|---|
| CAS | 1451-82-7 |
| Synonyms |
2-Bromo-1-(4-methylphenyl)-1-propanone, 4-Methylphenyl 1-Bromoethyl Ketone
|
| Molecular Formula | C10H11BrO |
| Molecular Weight | 227.10 g/mol |
Structural Identifiers
| SMILES | CC1=CC=C(C=C1)C(=O)C(C)Br |
|---|---|
| InChI | InChI=1S/C10H11BrO/c1-7-3-5-9(6-4-7)10(12)8(2)11/h3-6,8H,1-2H3 |
| InChIKey | OZLUPIIIHOOPNQ-UHFFFAOYSA-N |
Commercial & Availability
| Standard Pack Sizes | 5 mg / 1 g / 5 g / 25 g / Bulk Custom |
|---|---|
| Availability | In Stock |
| Custom Synthesis | Available on request |
2-Bromo-4′-methylpropiophenone: Key Intermediate Overview
2-Bromo-4′-methylpropiophenone (CAS 1451-82-7) is an aromatic ketone belonging to the α-bromoketone class, characterized by a bromine atom at the α-position and a 4-methyl substituent on the phenyl ring [1]. It is an off-white to white crystalline solid with a molecular weight of 227.10 g/mol and is soluble in chloroform and methanol . This compound serves as a versatile electrophilic building block in organic synthesis, enabling nucleophilic substitution and cross-coupling reactions .
Why 2-Bromo-4′-methylpropiophenone Cannot Be Directly Substituted
The specific combination of an α-bromo substituent and a 4-methyl group on the phenyl ring dictates both the reactivity and the final product profile. Direct substitution with a non-brominated analog like 4′-methylpropiophenone would entirely preclude nucleophilic substitution at the α-position, drastically altering the synthetic pathway . Furthermore, changing the halogen from bromine to chlorine (as in 2-chloro-4′-methylpropiophenone) significantly reduces electrophilicity and can necessitate harsher reaction conditions or different catalysts, impacting yield and selectivity . Even altering the methyl group’s position or identity changes the electronic environment of the aromatic ring, affecting the rate and regioselectivity of subsequent reactions [1].
2-Bromo-4′-methylpropiophenone: Performance vs. Structural Analogs
α-Bromination Yield and Selectivity Advantage
In a study on the regioselective α-bromination of aralkyl ketones, 4′-methylacetophenone (1e) achieved an α-bromination yield of 90% with 90% selectivity for the α-position over other potential bromination sites [1]. This performance surpasses that of unsubstituted acetophenone (89% yield, 89% selectivity) and significantly outperforms other substituted analogs like 4′-methoxy (72% yield, 72% selectivity) and 4′-cyano (73% yield, 73% selectivity) derivatives under identical conditions [1]. This demonstrates that the 4-methyl substituent provides an optimal electronic effect for efficient and selective α-bromination.
Synthesis Yield: Comparison of Bromination Methods
The synthesis of 2-bromo-4′-methylpropiophenone is reported with an isolated yield of 60.6% using a specific bromination protocol with 4′-methylpropiophenone [1]. An alternative method reports a yield range of 70-80% after aqueous workup [2]. In contrast, the synthesis of a closely related analog, m-chloro-α-bromopropiophenone, achieves a notably higher 96.1% yield under optimized conditions [3]. This 15.5-35.5 percentage point difference underscores the significant impact of the aromatic substituent (methyl vs. chloro) on reaction efficiency and highlights the need for precise, compound-specific protocols.
α-Bromination Regioselectivity: 4′-Methyl vs. Other Substituents
The data in Table 3 [1] clearly show that the 4′-methyl group directs α-bromination with high regioselectivity (90%), which is superior to that observed with strong electron-donating (4′-methoxy, 72%) or electron-withdrawing (4′-cyano, 73%) groups. This indicates an optimal electronic environment that favors the desired α-bromoketone product while minimizing ring bromination and other side products.
Solid Form Advantage Over Liquid Precursor
2-Bromo-4′-methylpropiophenone is a solid at room temperature with a melting point of 75-82°C [REFS-1, REFS-2], while its precursor, 4′-methylpropiophenone, is a liquid with a melting point of 7.2°C . The solid state simplifies handling, weighing, and storage in an industrial or research setting, offering a logistical and practical advantage over liquid analogs that may require more complex containment or have higher volatility.
Reference Standard for Forensic Analysis
2-Bromo-4′-methylpropiophenone is an established analytical reference standard categorized as a precursor in the synthesis of cathinones . It is specifically used for the development and validation of presumptive color spot test methods for detecting piperazine analogues in seized illicit materials [1]. This certified application provides a defined, quality-controlled use case that is not shared by all structural analogs, making it a procurable standard for forensic and analytical method development.
2-Bromo-4′-methylpropiophenone: Key Applications
β-Amino Ketone Synthesis
The high electrophilicity of the α-bromo group makes this compound an ideal substrate for the synthesis of β-amino ketones, a class of compounds with potential biological activity. The efficient α-bromination selectivity of its precursor [1] directly supports this pathway. A documented application is its reaction with methylamine to form the β-amino ketone core of 4-methylmethcathinone .
Forensic Reference Standard
As a commercially available analytical reference standard, it is used to develop and validate methods for detecting synthetic cathinones and other controlled substance analogs [2]. Its role in a published method for the presumptive color spot test of piperazine analogues validates its utility in forensic science and regulatory compliance [2].
2-Bromo 4-methylpropiophenone
2-bromo-4-methylpropiophenon is an organic chemical compound with molecular formula C10H11BrO. The substance is considered as bromoketone, a brominated derivative of ketone. The CAS 1451-82-7.
The chemical is a white to yellow crystalline powder soluble in methanol and chloroform. The other properties of 2-bromo-4-methylpropiophenone include:
- molecular weight: 227.101 g/mol,
- melting point: 75 – 77°C,
- boiling point: 273°C,
- density: 1.357
The substance is mainly used as an intermediate in laboratory researches.
Order 2-bromo-4-methylpropiophenone for your laboratory needs online on our website . We are happy to offer our customers a worldwide delivery and compatible prices.
Safe Handling and Storage
The compound is marked as irritant; therefore, must be handled only if wearing personal protective set. Any inhalation of fume, vapor, or dust should be carefully avoided. It is strongly recommended to work with the chemical outdoors or in well-ventilated areas.
2-bromo-4-methylpropiophenone must be kept in a tightly closed container. The storage facility should be well ventilated, and the temperature should not exceed 4°C.
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Price Range: $43 – $174
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Physical State (20 deg.C): Solid
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Molecular Formula / Molecular Weight: C10H11BrO = 227.10
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Product Number: B4781
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2-bromo-4-methylpropiophenone | 1451-82-7 – ChemicalBook
May 28, 2026 · 2-bromo-4-methylpropiophenone (CAS 1451-82-7) information, including chemical properties, structure, melting point, …
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Boiling point: 273℃
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Flash point: 59℃
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Density: 1.357
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Melting point: 75-77℃
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CAS: 1451-82-7
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Product Name: 2-Bromo-4′-methylpropiophenone
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Molecular Formula: C10H11BrO
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2-Bromo-1- (4-methylphenyl)propan-1-one | C10H11BrO | CID 2734063 – structure, chemical names, physical and chemical …
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Physical State (20 deg.C): Solid
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Molecular Formula / Molecular Weight: C10H11BrO = 227.10
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Product Number: B4781
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