Description
(2,3-Dihydro-1-benzofuran-5-yl)boronic acid (CAS No. 227305-69-3) is a high-purity boronic acid derivative with the molecular formula C8H9BO3. This compound features a benzofuran scaffold substituted with a boronic acid functional group at the 5-position, making it a valuable intermediate in organic synthesis, medicinal chemistry, and materials science. Its IUPAC name is 2,3-dihydro-1-benzofuran-5-ylboronic acid, and it is also known by synonyms such as 2,3-dihydrobenzofuran-5-ylboronic acid and 2,3-Dihydrobenzofuran-5-boronic acid.
This reagent is particularly useful in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for the construction of complex organic molecules. Supplied as a white to off-white crystalline powder, it is rigorously tested for quality, ensuring optimal performance in research and industrial applications. Store in a cool, dry place under inert conditions to maintain stability.
Properties
- CAS Number: 227305-69-3
- Complexity: 162
- IUPAC Name: 2,3-dihydrobenzofuran-5-ylboronic acid
- InChI: InChI=1S/C8H9BO3/c10-9(11)7-1-2-8-6(5-7)3-4-12-8/h1-2,5,10-11H,3-4H2
- InChI Key: ZIXLJHSFAMVHPC-UHFFFAOYSA-N
- Exact Mass: 164.0644743
- Molecular Formula: C8H9BO3
- Molecular Weight: 163.97
- SMILES: B(C1=CC2=C(C=C1)OCC2)(O)O
- Topological: 49.7
- Monoisotopic Mass: 164.0644743
- Synonyms: 2,3-dihydrobenzofuran-5-ylboronic Acid, (2,3-dihydro-1-benzofuran-5-yl)boronic acid, 640-479-9, 2,3-Dihydrobenzofuran-5-boronic acid, 227305-69-3, 2,3-dihydro-1-benzofuran-5-ylboronic acid, (2,3-dihydrobenzofuran-5-yl)boronic acid, MFCD02681979, 2,3-DIHYDROBENZOFURAN-5-YL-5-BORONIC ACID, Boronic acid, (2,3-dihydro-5-benzofuranyl)-, 2,3-DIHYDROBENZOFURAN-5-BORONICACID, SCHEMBL8895, 2,3-DIHYDROBENZO[B]FURAN-5-BORONIC ACID, DTXSID80945405, ZIXLJHSFAMVHPC-UHFFFAOYSA-N, SBB071080, AKOS004116211, AB12166, CS-W016099, 2,3dihydrobenzo[b]furan-5-boronic acid, 2,3-dihydro-benzofuran-5-ylboronic acid, NCGC00249551-01, NCGC00249551-02, BL009681, DS-10954, SY045142, DB-045977, 2,3-dihydro-1-benzofuran-5-yl-boronic acid, D4711, EN300-69520, 2 pound not3-dihydro-1-benzofuran-5-ylboronicacid, Z381541086
Application
(2,3-Dihydro-1-benzofuran-5-yl)boronic acid is widely employed as a key building block in pharmaceutical research, particularly in the synthesis of bioactive molecules targeting CNS disorders. It serves as a versatile intermediate in Suzuki-Miyaura cross-coupling reactions for the preparation of biaryl compounds. Additionally, this boronic acid derivative finds utility in materials science for the development of organic electronic materials and sensors.
Safety and Hazards
GHS Hazard Statements
- H302 (25%): 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 (50%): 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 (25%)
- Skin Irrit. 2 (75%)
- Eye Irrit. 2A (75%)
- STOT SE 3 (50%)
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