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Atomfair 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline C12H18BNO2 CAS 191171-55-8

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS No. 191171-55-8) is a highly versatile boronic ester derivative with the molecular formula C12H18BNO2. This compound features a stable dioxaborolane ring coupled with an aniline moiety, making it a valuable intermediate in organic synthesis, pharmaceutical research, and materials science. Its boronate ester group is particularly useful in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds under mild conditions. The product is supplied as a high-purity solid, ensuring consistent performance in sensitive applications. Suitable for use in academic, industrial, and pharmaceutical laboratories, this reagent is stored under inert conditions to maintain stability and shelf life.

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Description

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS No. 191171-55-8) is a highly versatile boronic ester derivative with the molecular formula C12H18BNO2. This compound features a stable dioxaborolane ring coupled with an aniline moiety, making it a valuable intermediate in organic synthesis, pharmaceutical research, and materials science. Its boronate ester group is particularly useful in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds under mild conditions. The product is supplied as a high-purity solid, ensuring consistent performance in sensitive applications. Suitable for use in academic, industrial, and pharmaceutical laboratories, this reagent is stored under inert conditions to maintain stability and shelf life.

Properties

  • CAS Number: 191171-55-8
  • Complexity: 252
  • IUPAC Name: 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
  • InChI: InChI=1S/C12H18BNO2/c1-11(2)12(3,4)16-13(15-11)9-7-5-6-8-10(9)14/h5-8H,14H2,1-4H3
  • InChI Key: ZCJRWQDZPIIYLM-UHFFFAOYSA-N
  • Exact Mass: 219.1430590
  • Molecular Formula: C12H18BNO2
  • Molecular Weight: 219.09
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=CC=C2N
  • Topological: 44.5
  • Monoisotopic Mass: 219.1430590
  • Synonyms: 191171-55-8, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, DTXSID50370422, DTXCID30321457, 626-344-7, 2-Aminophenylboronic acid pinacol ester, 2-aminophenylboronic acid, pinacol ester, MFCD02179448, Benzenamine, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, 2-(tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 2-aminobenzeneboronic acid pinacol ester, (2-aminophenyl)boronic acid pinacol ester, 2-aminophenylboronic acid pinacol cyclic ester, 2-(2-AMINOPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine, SCHEMBL168780, ZCJRWQDZPIIYLM-UHFFFAOYSA-N, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine, BCP14683, CS-D0918, AKOS005256282, AB11148, AS-3013, FA10221, 2-amino-phenylboronic acid pinacol ester, 2-aminophenyl boronic acid pinacol ester, AC-33505, SY008061, T3543, EN300-195188, doi:10.14272/ZCJRWQDZPIIYLM-UHFFFAOYSA-N.1, 2-(2-aminophenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane, 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenylamine, 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-aniline, 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine, 2-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-BENZENAMINE

Application

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)aniline is widely employed as a key building block in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its boronate ester functionality facilitates efficient cross-coupling reactions, making it indispensable in medicinal chemistry for drug discovery. The compound is also utilized in the development of advanced materials, such as organic semiconductors and polymers. Researchers leverage its stability and reactivity for constructing complex molecular architectures in multi-step synthetic routes.

Safety and Hazards

GHS Hazard Statements

  • H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

  • Skin Irrit. 2 (100%)
  • Eye Irrit. 2 (100%)
  • STOT SE 3 (97.9%)

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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).

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

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  • 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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