Description

Bicyclo[1.1.1]pentane-1-carbonyl chloride, 3-bromo- (9Ci) is a highly functionalized, strained bicyclic building block of significant interest in modern organic synthesis and medicinal chemistry. Its unique [1.1.1]propellane-derived structure, featuring a reactive acid chloride and a bromine substituent, makes it a versatile precursor for constructing complex, three-dimensional molecular architectures. This compound is primarily sought after by research chemists and process development scientists in the pharmaceutical and agrochemical industries for applications in drug discovery, lead optimization, and the synthesis of novel bioactive compounds.

Application

• Pharmaceutical Intermediate: A key synthon for introducing the rigid, three-dimensional bicyclo[1.1.1]pentane (BCP) scaffold into drug candidates to improve metabolic stability, solubility, and binding affinity.
• Medicinal Chemistry: Used in fragment-based drug discovery and lead optimization to explore novel chemical space and create sp3-rich molecules.
• Agrochemical Research: Serves as a building block for developing new active ingredients with potentially enhanced efficacy and environmental profiles.
• Material Science: Potential precursor for synthesizing novel polymers or advanced materials with unique mechanical or optical properties derived from the strained cage structure.
• Cross-Coupling Reactions: The bromine atom enables further functionalization via palladium-catalyzed couplings (e.g., Suzuki, Sonogashira).
• Amide & Ester Formation: The acid chloride group readily reacts with amines and alcohols to form amide and ester linkages, facilitating rapid diversification.

Basic Information

Product Name	Bicyclo[1.1.1]pentane-1-carbonyl chloride, 3-bromo- (9Ci)
CAS No.	164795-74-8
Molecular Formula	C7H6BrClO
Molecular Weight	221.48 g/mol
Synonyms	3-Bromobicyclo[1.1.1]pentane-1-carbonyl chloride; 3-Bromo-BCP-COCl; 1-(Chlorocarbonyl)-3-bromobicyclo[1.1.1]pentane; 3-Bromo[1.1.1]propellane-1-carbonyl chloride; BCP(Br)-C(O)Cl; Bicyclo[1.1.1]pentane-1-carboxylic acid, 3-bromo-, chloride; 3-Bromopentacyclo[4.1.0.0²,⁴.0³,⁵.0⁶,⁷]heptane-1-carbonyl chloride (related cage structure name)
EINECS	Contact for details

Quality Control

Our Bicyclo[1.1.1]pentane-1-carbonyl chloride, 3-bromo- is produced under strict quality control protocols to ensure batch-to-batch consistency and high purity, critical for sensitive synthetic applications. We employ advanced analytical techniques including NMR, HPLC, and GC-MS for comprehensive characterization. A detailed Certificate of Analysis (COA) is provided with each shipment, confirming identity, purity, and impurity profiles.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place. Due to its hygroscopic and moisture-sensitive nature, this material should be handled under an inert atmosphere (e.g., nitrogen or argon) and stored with appropriate desiccants. Recommended long-term storage temperature is 2-8°C. Allow the sealed container to equilibrate to room temperature before opening to prevent moisture condensation.

Specification

Item	Specification
Appearance	Colorless to pale yellow liquid or solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95% (Typical: 97-99%)
Water Content (KF)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.