4-Chloro-[1,1'-biphenyl]-3-carboxylic acid: Properties & FAQs
4-Chloro-[1,1'-biphenyl]-3-carboxylic acid: Properties & FAQs
4-Chloro-[1,1'-biphenyl]-3-carboxylic acid is a chlorine-substituted biphenyl carboxylic acid used as a versatile building block in organic synthesis and pharmaceutical research, available from Aladdin Scientific under SKU C728860.
- IUPAC Name
- 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid
- Product SKU
- C728860
- Molecular Formula
- C13H9ClO2
- Molecular Weight
- 232.66 g/mol
- Functional Groups
- Carboxylic acid (–COOH), Aryl chloride (Ar–Cl), Biphenyl core
- Typical Application
- Pharmaceutical intermediate, organic synthesis building block
Chemical Identity and Structure
4-Chloro-[1,1'-biphenyl]-3-carboxylic acid is an aromatic compound featuring a biphenyl (two connected phenyl rings) scaffold with a chlorine substituent at the 4-position and a carboxylic acid group at the 3-position of the same ring. Its molecular formula is C13H9ClO2, giving a molecular weight of approximately 232.66 g/mol.
The combination of a halogen substituent and a carboxylic acid functional group on the biphenyl framework makes this compound a versatile intermediate. The aryl chloride moiety is amenable to transition-metal-catalyzed cross-coupling reactions (e.g., Suzuki, Negishi, and Heck couplings), while the carboxylic acid can participate in esterification, amide bond formation, and decarboxylation chemistry.
Solubility, Storage, and Handling
As a biphenyl-derived aromatic carboxylic acid, 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid is expected to show limited solubility in water but moderate to good solubility in common polar organic solvents such as dimethyl sulfoxide (DMSO), tetrahydrofuran (THF), ethanol, and ethyl acetate. Solubility in dilute aqueous base (e.g., sodium hydroxide solution) is expected due to deprotonation of the carboxylic acid group.
The compound should be stored in a cool, dry, well-ventilated location away from incompatible materials such as strong oxidizers and strong bases. The container should be kept tightly sealed to prevent moisture uptake. Standard laboratory personal protective equipment (PPE)—including gloves, safety glasses, and a lab coat—should be worn when handling. Consult the Safety Data Sheet (SDS) provided by Aladdin Scientific for full hazard information before use.
Research and Synthetic Applications
4-Chloro-[1,1'-biphenyl]-3-carboxylic acid serves primarily as a building block in medicinal chemistry and materials science. The aryl chloride position enables direct functionalization via palladium- or nickel-catalyzed cross-coupling reactions, allowing researchers to introduce diverse aryl, vinyl, or alkyl groups to elaborate the biphenyl core into more complex architectures.
The carboxylic acid group provides an additional handle for the synthesis of esters, amides, and heterocyclic intermediates frequently encountered in drug discovery programs. Biphenyl-containing scaffolds are well-represented in approved pharmaceuticals and agrochemicals, making chlorinated biphenyl carboxylic acids broadly useful as synthetic precursors.
Purity, Specifications, and Quality
Aladdin Scientific supplies 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid (SKU: C728860) to research-grade quality standards. Researchers should refer to the Certificate of Analysis (CoA) provided with each lot for specific purity values, analytical data (e.g., HPLC, NMR), and appearance specifications.
When selecting a reagent for sensitive synthetic or biological assays, verifying lot-specific purity data is recommended. Aladdin Scientific's quality control processes are designed to ensure batch-to-batch consistency. Contact Aladdin Scientific technical support or your local distributor if custom purity grades or larger quantities are required for your research program.
Frequently asked questions
What is the molecular weight of 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid?
The molecular weight of 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid (molecular formula C13H9ClO2) is approximately 232.66 g/mol. Always verify against the Certificate of Analysis supplied with your specific lot from Aladdin Scientific (SKU C728860).
What solvents are recommended for dissolving 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid?
This compound is expected to dissolve well in polar organic solvents such as DMSO, THF, ethanol, and ethyl acetate. It is sparingly soluble in water but may dissolve in dilute aqueous sodium hydroxide solution due to deprotonation of the carboxylic acid. Always perform a solubility test at your required concentration before use in assays.
What types of reactions can 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid be used in?
The aryl chloride group makes this compound suitable for transition-metal-catalyzed cross-coupling reactions such as Suzuki-Miyaura, Negishi, and Heck reactions, enabling introduction of diverse substituents on the biphenyl scaffold. The carboxylic acid functionality supports esterification, amide bond formation, and related transformations, making this compound a bifunctional building block in multi-step organic synthesis.
How should 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid be stored to maintain its stability?
Store the compound in a tightly sealed container in a cool, dry, and well-ventilated area, away from strong oxidizers and strong bases. Protect from moisture to prevent degradation. Refer to the Aladdin Scientific Safety Data Sheet (SDS) and Certificate of Analysis for lot-specific storage recommendations.
What purity grade is available for SKU C728860 from Aladdin Scientific?
Aladdin Scientific supplies 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid (SKU C728860) to research-grade standards. The exact purity value for each lot is documented on the Certificate of Analysis (CoA) shipped with the product. Contact Aladdin Scientific customer service if a specific purity grade or bulk quantity is required.
References
- Aladdin Scientific product page: 4-Chloro-[1,1'-biphenyl]-3-carboxylic acid, SKU C728860.
- March, J. Advanced Organic Chemistry: Reactions, Mechanisms, and Structure, 4th ed.; Wiley-Interscience, 1992. (General reference for carboxylic acid and aryl halide reactivity.)
- Miyaura, N.; Suzuki, A. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds. Chemical Reviews 1995, 95 (7), 2457–2483. doi:10.1021/cr00039a007
Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.
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