Chemical Identity
Molecular Formula
C13H15BClNO2
Molecular Weight
263.53 g/mol
Exact Mass
263.088437
PubChem CID
70851456
SMILES String
CC1(C)OB(c2cc(Cl)ccc2C#N)OC1(C)C
Names & Synonyms
Show all synonyms
External Identifiers
Catalog Overview
4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, with CAS 863868-19-3 and molecular formula C13H15BClNO2, is a highly functionalized aromatic compound. It incorporates a chlorine atom and a nitrile group on a benzene ring, alongside a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety. This structure makes it an excellent reagent for palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, where the boronate ester acts as a nucleophilic coupling partner. The presence of the nitrile group allows for further derivatization, including hydrolysis to carboxylic acids or...
Use Context
- Research chemical sourcing
- Custom synthesis and catalog availability review
- COA, SDS, pricing, and fulfillment workflow
Read more catalog context
4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, with CAS 863868-19-3 and molecular formula C13H15BClNO2, is a highly functionalized aromatic compound. It incorporates a chlorine atom and a nitrile group on a benzene ring, alongside a 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl (pinacol boronate) moiety. This structure makes it an excellent reagent for palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura coupling, where the boronate ester acts as a nucleophilic coupling partner. The presence of the nitrile group allows for further derivatization, including hydrolysis to carboxylic acids or reduction to amines, while the chloro substituent can also participate in other coupling reactions or nucleophilic aromatic substitutions. This compound is primarily intended for research and development purposes in synthetic organic chemistry.
Physical Data
EstimatedEstimated / predicted physical property values for catalog reference.
Appearance
White solid
Physical State
Solid
Melting Point
56.0 °C
Boiling Point
307.0 °C
Density
1.3 g/cm³
Water Solubility
2.63 × 10⁻⁴ mol/L
Flash Point
165.0 °C
Applications / Classifications
Biological Target Reference
No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.
Preliminary Safety-Style Reference
PreliminaryPreliminary safety-style information for reference only. Not a supplier SDS.
Handling and Storage
- Handle 4-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile in a well-ventilated area or fume hood. Wear appropriate personal protective equipment, including safety goggles, gloves, and a lab coat. Avoid inhalation of dust or vapors, and prevent contact with skin and eyes. In case of contact, rinse thoroughly with water. Store in a cool, dry place, away from incompatible materials. Refer to the Safety Data Sheet (SDS) for comprehensive safety information before use.
Related Products / Graph Discovery
Related products, derivatives, keywords, and application cues for catalog discovery.
Related CAS / Similar Products
Recommended application cues
Catalog discovery cues, not supplier-verified claims.
Related HS Code / Compliance
Compliance cues are non-linked reference tags and require shipment review.