Description

1-Cyclohexenylboronic acid (CAS No. 89490-05-1) is a highly versatile boronic acid derivative with the molecular formula C₆H₁₁BO₂. This compound, also known by its IUPAC name cyclohexen-1-ylboronic acid, is a valuable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its cyclohexenyl moiety provides unique reactivity for constructing complex cyclic structures. The product is supplied as a white to off-white crystalline solid with high purity (>95%), ensuring optimal performance in sensitive applications. Proper storage under inert conditions (argon or nitrogen) at 2-8°C is recommended to maintain stability. This reagent is ideal for pharmaceutical research, materials science, and agrochemical development.

Synonyms: 1-cyclohexenylboronic Acid, cyclohex-1-en-1-ylboronic acid, 689-061-8

Properties

• CAS Number: 89490-05-1
• Complexity: 120
• IUPAC Name: cyclohexen-1-ylboronic acid
• InChI: InChI=1S/C6H11BO2/c8-7(9)6-4-2-1-3-5-6/h4,8-9H,1-3,5H2
• InChI Key: XZWQKJXJNKYMAP-UHFFFAOYSA-N
• Exact Mass: 126.0852098
• Molecular Formula: C6H11BO2
• Molecular Weight: 125.96
• SMILES: B(C1=CCCCC1)(O)O
• Topological: 40.5
• Monoisotopic Mass: 126.0852098
• Synonyms: 1-cyclohexenylboronic Acid, 689-061-8, 89490-05-1, cyclohex-1-en-1-ylboronic acid, cyclohexen-1-ylboronic acid, 1-CYCLOHEXEN-1-YL-BORONIC ACID, cyclohexenylboronic acid, 1-Cyclohexen-1-ylboronic acid, Cyclohexen-1-yl-Boronic Acid, CYCLOHEXENE-1-BORONIC ACID, CYCLOHEX-1-ENYLBORONIC ACID, (CYCLOHEX-1-EN-1-YL)BORONIC ACID, cyclohexen-1-yl boronic acid, MFCD02179497, Boronic acid, 1-cyclohexen-1-yl-, cyclohexen-2-ylboronic acid, GS-6637, C6H11BO2, cyclohexene boronic acid, cyclohexenyl boronic acid, EYS87MAP7B, cyclohex-l-enylboronic acid, 1-cyclohexenyl boronic acid, cyclohex-1-en-ylboronic acid, cyclohex-1-enyl boronic acid, 1-cyclohexene-1-boronic acid, cyclohexene-1-yl-boronic acid, SCHEMBL150150, cyclohex-1-en-1-ylboronicacid, Cyclohex-1-ene-1-boronic acid, cyclohexane-1-enyl boronic acid, B-1-Cyclohexen-1-ylboronic acid, cyclohex-1-en-1-yl boronic acid, DTXSID90397532, XZWQKJXJNKYMAP-UHFFFAOYSA-N, ?1-CYCLOHEXENYLBORONIC ACID, BCP27762, Boronic acid, B-1-cyclohexen-1-yl-, AKOS000283816, AB11273, CS-W007409, AC-31779, SY022657, DB-005713, 1-cyclohexen-1-yl-boronic acid, AldrichCPR, EN300-152346

Application

1-Cyclohexenylboronic acid is widely used as a key intermediate in Suzuki-Miyaura cross-coupling reactions for the synthesis of biaryl compounds and complex cyclic systems. It finds particular utility in pharmaceutical research for creating potential drug candidates with cyclohexene scaffolds. The compound also serves as a valuable precursor in materials science for developing novel organic electronic materials.

Safety and Hazards

GHS Hazard Statements

• H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): 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 (25%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (75%)

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