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4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS 863868-30-8Formula C13H15BClNO2MW 263.53PubChem 53415021

This compound is a functionalized intermediate featuring a chlorobenzonitrile core and a pinacol boronate ester group. It is primarily used in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, to introduce a substituted aryl group for research and development.

Loading RDKit molecule structure...
InChIKey: DGMDRBZAUFPUJU-UHFFFAOYSA-NC13H15BClNO2 | MW 263.53

Chemical Identity

Molecular Formula

C13H15BClNO2

Molecular Weight

263.53 g/mol

Exact Mass

263.088437

PubChem CID

53415021

SMILES String

CC1(C)OB(c2cc(C#N)ccc2Cl)OC1(C)C

Names & Synonyms

2-Chloro-5-cyanophenyl boronic acid pinacol esterBenzonitrile, 4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-E823052-Chloro-5-cyanophenylboronic Acid Pinacol EsterF627793
Show all synonyms
Z20497505774-CHLORO-3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)BENZONITRILE
External Identifiers
DTXSID80696920RefChem:291604DTXCID30647669MFCD11617917NJB86830CS-31067SY418301CS-0189702EN300-6482377

Catalog Overview

4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, with CAS 863868-30-8, is a versatile organic building block for research and development. It combines a chlorobenzonitrile moiety with a pinacol boronate ester, making it highly valuable in synthetic chemistry. The boronate ester group is a common nucleophilic partner in Suzuki-Miyaura cross-coupling reactions, allowing for the formation of new carbon-carbon bonds with aryl or vinyl halides. The presence of both a chlorine atom and a nitrile group on the benzene ring provides additional handles for further functionalization or modification, enabling the...

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Read more catalog context

4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, with CAS 863868-30-8, is a versatile organic building block for research and development. It combines a chlorobenzonitrile moiety with a pinacol boronate ester, making it highly valuable in synthetic chemistry. The boronate ester group is a common nucleophilic partner in Suzuki-Miyaura cross-coupling reactions, allowing for the formation of new carbon-carbon bonds with aryl or vinyl halides. The presence of both a chlorine atom and a nitrile group on the benzene ring provides additional handles for further functionalization or modification, enabling the synthesis of complex molecules. This compound is typically employed as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and advanced materials for research purposes.

Physical Data

Estimated

Estimated / 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

2.88 × 10⁻⁴ mol/L

Flash Point

133.0 °C

Applications / Classifications

Research intermediateCustom synthesis building block

Biological Target Reference

No verified biological target assignment. This compound is listed primarily as a research or synthetic intermediate.

Preliminary Safety-Style Reference

Preliminary

Preliminary safety-style information for reference only. Not a supplier SDS.

Handling and Storage
  • Handle with appropriate personal protective equipment, including gloves, eye protection, and a lab coat. Use in a well-ventilated area or under a fume hood to avoid inhalation. Avoid contact with skin and eyes. In case of contact, rinse immediately with plenty of water. Store in a cool, dry place, away from incompatible materials. Consult the Safety Data Sheet (SDS) for detailed hazard information and safe handling procedures. For research use only.

Related Products / Graph Discovery

Related products, derivatives, keywords, and application cues for catalog discovery.

Similar products (text references)

3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 945391-06-0
3-Chloro-5-cyanophenylboronic acid, pinacol esterCAS 1212021-11-8
2-Chloro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 548797-51-9
2-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 1165935-87-4
2-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileCAS 2172654-65-6

Recommended application cues

Research intermediateCustom synthesis building block

Catalog discovery cues, not supplier-verified claims.

Related HS Code / Compliance

HS Code: 29319000GHS Pictograms: GHS07Shipment review: Shipment details require review before fulfillment.

Compliance cues are non-linked reference tags and require shipment review.