Description
4-Bromophenylboric Acid (CAS No. 5467-74-3) is a high-purity boronic acid derivative with the molecular formula C6H6BBrO2, widely utilized in organic synthesis and pharmaceutical research. This compound, also known as (4-bromophenyl)boronic acid, features a bromine substituent on the phenyl ring, enhancing its reactivity in Suzuki-Miyaura cross-coupling reactions. Its crystalline structure and stability under controlled conditions make it an ideal reagent for constructing complex biaryl frameworks. Suitable for use in anhydrous environments, it is rigorously tested for quality, ensuring consistent performance in catalysis, ligand design, and material science applications. Packaged under inert conditions to maintain integrity, this product is a must-have for researchers requiring reliable boronic acid intermediates.
Properties
- CAS Number: 5467-74-3
- Complexity: 102
- IUPAC Name: (4-bromophenyl)boronic acid
- InChI: InChI=1S/C6H6BBrO2/c8-6-3-1-5(2-4-6)7(9)10/h1-4,9-10H
- InChI Key: QBLFZIBJXUQVRF-UHFFFAOYSA-N
- Exact Mass: 199.96442
- Molecular Formula: C6H6BBrO2
- Molecular Weight: 200.83
- SMILES: B(C1=CC=C(C=C1)Br)(O)O
- Topological: 40.5
- Monoisotopic Mass: 199.96442
- Physical Description: Light brown crystalline solid;
- Synonyms: 4-Bromophenylboronic acid, 5467-74-3, (4-Bromophenyl)boronic acid, 4-Bromobenzeneboronic acid, 4-Bromophenylboric acid, Boronic acid, (4-bromophenyl)-, p-Bromophenylboric acid, p-Bromobenzeneboronic acid, Benzeneboronic acid, p-bromo-, (p-Bromophenyl)boronic acid, Dihydroxy-4-bromophenylborane, EINECS 226-779-9, NSC 25407, BRN 2936347, AI3-32763, Para-bromophenylboric acid, DTXSID90203129, 4-16-00-01668 (Beilstein Handbook Reference), PBPBA, pBromophenylboric acid, pBromobenzeneboronic acid, 4Bromobenzeneboronic acid, Dihydroxy4bromophenylborane, (pBromophenyl)boronic acid, (4Bromophenyl)boronic acid, Benzeneboronic acid, pbromo, Boronic acid, (4bromophenyl), DTXCID40125620, Boronic acid, (4bromophenyl) (9CI), Boronic acid, (4-bromophenyl)-(9CI), 226-779-9, p-Bromophenylboronic acid, 4-bromophenyl boronic acid, 4-bromo phenyl boronic acid, MFCD00002104, (4-Bromophenyl)boronicacid, CHEMBL20866, 4-Bromophenylboronic Acid (contains varying amounts of Anhydride), 4-bromo-phenylboronic acid, Boronic acid, B-(4-bromophenyl);4-Bromophenylboronic acid, 4bromophenylboronic acid, WLN: QBQR DE, 4bromobenzene boronic acid, p-bromo phenylboronic acid, p-bromophenyl boronic acid, 4-bromo-benzeneboronic acid, 4-bromobenzene boronic acid, 4-bromo-phenyl-boronic acid, 4-Bromophenylboronic acid #, SCHEMBL24700, (4-bromophenyl) boronic acid, NSC25407, BDBM50067892, NSC-25407, RB3087, SBB092695, AKOS002679425, 4-Bromophenylboronic acid, >=95.0%, AB00202, AS-2310, CS-W008847, FB31555, NCGC00092014-01, NCGC00092014-02, AC-24813, PD182103, SY013412, DB-006737, B1858, NS00033168, EN300-74359, Q63398883, Boronic acid,B-(4-romophenyl);4-Bromophenylboronic acid, Z1169350731, 4-Bromophenylboronic Acid-d4 (contains varying amounts of Anhydride)
Application
4-Bromophenylboric acid is a key intermediate in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of biaryl compounds for pharmaceuticals and agrochemicals. It serves as a versatile building block in medicinal chemistry for designing kinase inhibitors and other bioactive molecules. Researchers also employ it in polymer science and materials engineering to create advanced functional materials.
Safety and Hazards
GHS Hazard Statements
- H315 (98.2%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (98.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (96.4%): 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 (98.2%)
- Eye Irrit. 2 (98.2%)
- STOT SE 3 (96.4%)
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