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99.5% Purity CAS 877-37-2

99.5% Purity CAS 877-37-2

2-Bromo-4-chloropropiophenone CAS 877-37-2 is a halogen-substituted α-bromo ketone that functions as a specialized chemical intermediate. It is structurally analogous to its isomer 2-bromo-3'-chloropropiophenone but distinguished by the position of the chlorine atom on the aromatic ring. Due to its high reactivity, it is a valuable building block in organic synthesis, particularly in the formation of C–N bonds and heterocycles, and is subject to stringent regulatory control.

Nome :
2-Bromo-4-chloropropiophenone
Nº CAS. :
877-37-2
MF :
C₉H₈BrClO
MW :
247.52
Pureza :
≥99.5%
Aparência :
Typically a white to light yellow crystalline solid or powder

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Chemical Properties

Chemical Name: 2-Bromo-1-(4-chlorophenyl)propan-1-one

IUPAC Name: 2-Bromo-1-(4-chlorophenyl)propan-1-one

CAS Registry Number: 877-37-2

Molecular Formula: C₉H₈BrClO

Molecular Weight: 247.52 g/mol

Chemical Structure: The molecule consists of a propiophenone backbone. A chlorine atom is attached to the para position (carbon 4) of the benzene ring, and a bromine atom is attached to the alpha carbon (carbon 2) adjacent to the carbonyl group. This α-bromo ketone motif defines its core reactivity.

Appearance: Typically a white to light yellow crystalline solid or powder.

Melting Point: ~46-49 °C

Solubility: Freely soluble in common organic solvents (dichloromethane, acetone, ethyl acetate, DMF, THF). Insoluble in water.

Stability: Thermally and hydrolytically unstable. As an α-halo ketone, it is prone to decomposition via dehydrohalogenation, hydrolysis, and polymerization when exposed to heat, light, moisture, or bases. Requires cold storage under inert atmosphere.

Reactivity: The bromine on the α-carbon is an excellent leaving group, making this compound a highly electrophilic alkylating agent. It readily undergoes nucleophilic substitution (e.g., with amines, thiols) and is a precursor in various condensation and cyclization reactions.

Biological Activities

2-Bromo-4-chloropropiophenone has no intrinsic therapeutic biological activity. Its sole importance in a biological context is as a chemical precursor.

Intermediate Role: It is designed to be chemically transformed. Its primary function is to introduce a 2-substituted-1-(4-chlorophenyl)propan-1-one scaffold into target molecules.

Pharmacological Relevance of Derivatives: Amine-substituted derivatives of such α-aryl ketones have been explored in medicinal chemistry for various targets. The parent compound itself is not a drug or an Active Pharmaceutical Ingredient (API).

Biosynthesis

This compound is not produced through biological pathways. It is synthesized on a laboratory or industrial scale via chemical synthesis.

Primary Synthetic Route: The most common method is the α-bromination of 4-chloropropiophenone. This is typically achieved using a brominating agent such as bromine (Br₂) or N-bromosuccinimide (NBS) in an inert solvent (e.g., dichloromethane, chloroform), often under anhydrous conditions and sometimes with catalytic initiation.

Precursor Synthesis: 4-Chloropropiophenone is readily available commercially or can be synthesized via Friedel-Crafts acylation of chlorobenzene with propionyl chloride.

Applications

Pharmaceutical Research
Serves as a key synthetic intermediate in medicinal chemistry for the construction of compound libraries and potential drug candidates, particularly those containing an aminoketone or related heterocyclic core.
Organic Synthesis Research
Used as a versatile electrophile in methodological studies and for the synthesis of complex molecules, including natural product analogs and functional materials.
Controlled Substance Synthesis Precursor
CRITICAL LEGAL NOTE: Due to its structural role as a direct precursor in the synthesis of certain controlled substances (e.g., substituted cathinones), its manufacture, distribution, and possession are heavily regulated and monitored internationally. Legitimate use is restricted to authorized research and industrial synthesis within a strict regulatory framework.

Q1: What is the main use of this chemical?

A1: Its exclusive legitimate use is as a research chemical and synthetic intermediate in controlled laboratory settings within pharmaceutical, academic, or forensic research institutions. It is a building block for creating more complex molecular structures.

Q2: How should this compound be stored to prevent degradation?

A2: It requires strict, specific storage conditions to maintain purity:

Temperature: Store at -20°C to 0°C (freezer conditions) for long-term stability.

Atmosphere: Under an inert gas (nitrogen or argon) in a tightly sealed, moisture-proof container.

Handling: Protect from light, air, and moisture. Allow to reach room temperature in a desiccator before opening to prevent condensation.

Shelf Life: Limited; stability should be monitored regularly via analytical methods (e.g., HPLC).

Q3: Is this compound legal to purchase?

A3: It is a highly regulated substance. In most countries (including the USA, UK, EU member states, Canada, China, and Australia), 2-Bromo-4-chloropropiophenone is classified as a Listed Precursor or Controlled Substance Analog due to its potential for diversion into illicit drug manufacturing. Legal purchase requires:

1.A legitimate, verifiable end-use (e.g., licensed research lab).

2.Appropriate permits or licenses from national drug control authorities.

3.Compliance with all reporting and record-keeping obligations.

Q4: What documentation do you provide, and what is the purchasing process?

A4: We supply only to verified commercial and institutional entities for lawful purposes. The process involves:

1.Pre-order Verification: Submission of end-user documentation, licenses, and a declaration of legitimate use.

2.Regulatory Compliance Check: Approval of the transaction under applicable laws.

3.Documentation Provided: A Certificate of Analysis (CoA) with batch-specific purity data (HPLC/GC, NMR) and a comprehensive Safety Data Sheet (SDS).

Q5: What purity is available, and what analytical methods confirm it?

A5: Standard research-grade purity is typically ≥97% to ≥99%. Purity is determined primarily by Gas Chromatography (GC) or High-Performance Liquid Chromatography (HPLC). Identity is confirmed by Nuclear Magnetic Resonance (NMR) spectroscopy and/or Infrared (IR) spectroscopy.

Q6: What are the critical safety hazards?

A6: It is a skin, eye, and respiratory irritant and a lachrymator (causes severe eye irritation/tearing).

Personal Protective Equipment (PPE): Always handle in a fume hood wearing nitrile gloves, chemical-splash goggles, and a lab coat.

Reactivity Hazard: Can react vigorously with strong nucleophiles (amines, alkoxides) and strong bases. Avoid heat and incompatible materials.

Spill Procedure: Treat as hazardous waste. Absorb with inert material, collect in a sealed container, and dispose of according to local regulations.

Disclaimer: This information is for scientific and regulatory compliance communication only. 2-Bromo-4-chloropropiophenone (CAS 877-37-2) is a controlled precursor chemical with significant legal restrictions. It is not for consumer use. All activities must comply with the laws and regulations of the country of purchase, sale, and use. The supplier and buyer assume full legal responsibility for compliance. Misuse is strictly prohibited.

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