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Atomfair 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride 4-Aminomethylphenylboronic acid pinacol ester HCl C13H21BClNO2 CAS 850568-55-7

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride (CAS: 850568-55-7) is a high-purity boronic acid derivative extensively used in organic synthesis, medicinal chemistry, and materials science. This compound features a pinacol-protected boronic ester group, enhancing its stability and reactivity in Suzuki-Miyaura cross-coupling reactions. With a molecular formula of C13H21BClNO2, it serves as a versatile building block for constructing complex aromatic frameworks. The hydrochloride salt form ensures improved solubility and handling for laboratory applications. Ideal for researchers developing pharmaceuticals, agrochemicals, or functional materials, this reagent is rigorously tested for consistency and purity (typically ≥97%). Store under inert conditions at 2-8°C to maintain stability.

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Description

1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride (CAS: 850568-55-7) is a high-purity boronic acid derivative extensively used in organic synthesis, medicinal chemistry, and materials science. This compound features a pinacol-protected boronic ester group, enhancing its stability and reactivity in Suzuki-Miyaura cross-coupling reactions. With a molecular formula of C13H21BClNO2, it serves as a versatile building block for constructing complex aromatic frameworks. The hydrochloride salt form ensures improved solubility and handling for laboratory applications. Ideal for researchers developing pharmaceuticals, agrochemicals, or functional materials, this reagent is rigorously tested for consistency and purity (typically ≥97%). Store under inert conditions at 2-8°C to maintain stability.

Properties

  • CAS Number: 850568-55-7
  • Complexity: 257
  • IUPAC Name: [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine;hydrochloride
  • InChI: InChI=1S/C13H20BNO2.ClH/c1-12(2)13(3,4)17-14(16-12)11-7-5-10(9-15)6-8-11;/h5-8H,9,15H2,1-4H3;1H
  • InChI Key: KPECMJIHZZWTJN-UHFFFAOYSA-N
  • Exact Mass: 269.1353868
  • Molecular Formula: C13H21BClNO2
  • Molecular Weight: 269.58
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC=C(C=C2)CN.Cl
  • Topological: 44.5
  • Monoisotopic Mass: 269.1353868
  • Synonyms: 850568-55-7, 1-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL]METHANAMINE HYDROCHLORIDE, 1-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride, 692-575-5, (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride, 4-Aminomethylphenylboronic acid, pinacol ester, HCl, 4-Aminomethylphenylboronic acid pinacol ester HCl, 4-Aminomethylphenylboronic acid pinacol ester hydrochloride, [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine hydrochloride, KPECMJIHZZWTJN-UHFFFAOYSA-N, [4-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine hydrochloride, [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine;hydrochloride, SCHEMBL1585363, DTXSID00930136, 4-(Aminomethyl)benzeneboronic acid, pinacol ester hydrochloride, Benzenemethanamine,4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-, MFCD02179455, 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzylamine hydrochloride, AKOS015911422, AB11166, AS-2563, (4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PHENYL)METHANAMINE HCL, CS-0174692, 4-Aminomethylohenylboronic acid pinacl ester HCl, EN300-1698805, Z3217366816, 4-Aminomethylphenylboronic acid, pinacol ester hydrochloride, 4-(Aminomethyl)phenylboronic acid pinacol ester hydrochloride, 97%, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-benzylamine hydrochloride, (4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanaminehydrochloride, 1-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanamine–hydrogen chloride (1/1)

This compound is widely employed as a key intermediate in Suzuki-Miyaura couplings for synthesizing biaryl structures in drug discovery. Its protected boronate group enables selective reactions in complex molecular systems. Researchers utilize it for modifying peptides and creating boron-containing therapeutics. The aminomethyl moiety allows further functionalization via amide coupling or reductive amination. Suitable for developing PET imaging agents due to boron’s neutron capture properties.

Safety and Hazards

GHS Hazard Statements

  • H302 (12.5%): Harmful if swallowed [Warning Acute toxicity, oral]
  • H312 (12.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
  • H315 (87.5%): Causes skin irritation [Warning Skin corrosion/irritation]
  • H319 (87.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
  • H332 (12.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
  • H335 (87.5%): 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, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

  • Acute Tox. 4 (12.5%)
  • Acute Tox. 4 (12.5%)
  • Skin Irrit. 2 (87.5%)
  • Eye Irrit. 2A (87.5%)
  • Acute Tox. 4 (12.5%)
  • STOT SE 3 (87.5%)

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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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