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Atomfair 2-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline C12H17BFNO2 CAS 819058-34-9

2-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS No. 819058-34-9) is a high-purity boronic ester derivative with the molecular formula C12H17BFNO2. This compound features a fluorinated aniline core coupled with a pinacol boronate ester group, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its well-defined structure (IUPAC name: 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline) ensures consistent reactivity, while the electron-withdrawing fluorine and electron-donating amino group enable precise tuning in pharmaceutical and materials science applications. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for synthesizing fluorinated biaryl compounds, OLED materials, and bioactive molecules. Store under inert conditions to preserve stability.

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Description

2-Fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS No. 819058-34-9) is a high-purity boronic ester derivative with the molecular formula C12H17BFNO2. This compound features a fluorinated aniline core coupled with a pinacol boronate ester group, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. Its well-defined structure (IUPAC name: 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline) ensures consistent reactivity, while the electron-withdrawing fluorine and electron-donating amino group enable precise tuning in pharmaceutical and materials science applications. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for synthesizing fluorinated biaryl compounds, OLED materials, and bioactive molecules. Store under inert conditions to preserve stability.

Properties

  • CAS Number: 819058-34-9
  • Complexity: 282
  • IUPAC Name: 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  • InChI: InChI=1S/C12H17BFNO2/c1-11(2)12(3,4)17-13(16-11)8-5-6-10(15)9(14)7-8/h5-7H,15H2,1-4H3
  • InChI Key: AIXGNRNTXUKZLC-UHFFFAOYSA-N
  • Exact Mass: 237.1336371
  • Molecular Formula: C12H17BFNO2
  • Molecular Weight: 237.08
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)N)F
  • Topological: 44.5
  • Monoisotopic Mass: 237.1336371
  • Synonyms: 2-fluoro-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 690-889-7, 819058-34-9, 4-Amino-3-fluorophenylboronic acid pinacol ester, 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 4-Amino-3-fluorophenylboronic acid, pinacol ester, MFCD09033884, BENZENAMINE, 2-FLUORO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-, SCHEMBL59080, (4-AMINO-3-FLUOROPHENYL)BORONIC ACID PINACOL ESTER, DTXSID10591550, AIXGNRNTXUKZLC-UHFFFAOYSA-N, AKOS015920193, CS-W008460, MB06838, NCGC00662956-01, DS-13208, SY011627, EN300-1723410, Z1741977421, 4-Amino-3-fluorophenylboronic acid pinacol ester, AldrichCPR, 2-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine, 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-aniline, 2-fluoro-4-(4 pound not4 pound not5 pound not5-tetramethyl-1 pound not3 pound not2-dioxaborolan-2-yl)aniline

Application

This compound serves as a key building block in medicinal chemistry for introducing fluorinated aryl motifs into drug candidates, enhancing metabolic stability. It is widely used in Suzuki couplings to create conjugated systems for organic electronics, such as emissive layers in OLEDs. The amino group also allows further functionalization via amidation or diazotization, expanding its utility in agrochemical and polymer research.

Safety and Hazards

GHS Hazard Statements

  • H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

  • P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (50%)
  • Skin Irrit. 2 (75%)
  • Eye Irrit. 2 (75%)
  • STOT SE 3 (75%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.

Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

Patent & Regulatory Compliance

Certain molecules may be protected by active patents or regulatory restrictions.

  • Buyers must independently verify patent status (e.g., via USPTO/EPO/CNIPA) and comply with local laws.
  • Atomfair LLC does not provide legal assurances regarding patent non-infringement or jurisdictional compliance.

Liability Release

By purchasing, the buyer agrees to:

  • Use this product only as permitted by law.
  • Indemnify Atomfair LLC against all claims arising from misuse, patent infringement, or regulatory violations.

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