Atomfair Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate C10H19BO4 CAS 1150561-77-5

Description

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (CAS No. 1150561-77-5) is a high-purity boronic ester derivative with the molecular formula C₁₀H₁₉BO₄. This compound is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity as a boron-containing intermediate. Its structure features a 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety, which enhances its shelf life and handling properties compared to free boronic acids. The methyl ester group further increases its solubility in organic solvents, making it ideal for use in homogeneous catalytic systems. Suitable for researchers and industrial chemists, this product is rigorously tested for purity and consistency, ensuring reliable performance in advanced synthetic applications.

Properties

• CAS Number: 1150561-77-5
• Complexity: 234
• IUPAC Name: methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
• InChI: InChI=1S/C10H19BO4/c1-9(2)10(3,4)15-11(14-9)7-6-8(12)13-5/h6-7H2,1-5H3
• InChI Key: SWDXLJYTYJQFJI-UHFFFAOYSA-N
• Exact Mass: 214.1376392
• Molecular Formula: C10H19BO4
• Molecular Weight: 214.07
• SMILES: B1(OC(C(O1)(C)C)(C)C)CCC(=O)OC
• Topological: 44.8
• Monoisotopic Mass: 214.1376392
• Synonyms: 1150561-77-5, methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate, DTXSID00674907, DTXCID00625656, 853-169-5, Methyl 3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) propionate, 2-(METHOXYCARBONYL)ETHYLBORONIC ACID, PINACOL ESTER, 1,3,2-Dioxaborolane-2-propanoic acid, 4,4,5,5-tetramethyl-, methyl ester, MFCD10700159, 3-Methoxy-3-oxopropyl-1-boronic acid pinacol ester, C10H19BO4, 2-(Methoxycarbonyl)ethylboronic acid pinacol ester, 2-(Methoxycarbonyl)ethylboronic acid,pinacol ester, SCHEMBL15300105, SWDXLJYTYJQFJI-UHFFFAOYSA-N, AWB56177, BCP18825, ZB0268, AKOS025293603, AS-72900, SY066282, DB-354965, CS-0153820, W13748, 3-Methoxy-3-oxopropylboronic Acid Pinacol Ester, EN300-1179999, Z1509490030, METHYL 3-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PROPANOATE, methyl3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Application

Methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate is primarily employed in palladium-catalyzed cross-coupling reactions, such as the Suzuki-Miyaura reaction, to form carbon-carbon bonds in complex organic molecules. Its stability under ambient conditions makes it a preferred reagent for pharmaceutical and agrochemical synthesis. Additionally, it serves as a key intermediate in the preparation of boron-containing polymers and materials science applications. Researchers value this compound for its consistent reactivity and compatibility with a wide range of functional groups.

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 (100%): 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. 2A (100%)
• STOT SE 3 (100%)

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