86253-12-5

Basic information

• Product Name: TERT-BUTYLBORONIC ACID
• Synonyms: TERT-BUTYLBORONIC ACID
• CAS NO: 86253-12-5
• Molecular Formula: C₄H₁₁BO₂
• Molecular Weight: 101.93994
• Mol File: 86253-12-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 171.2±23.0 °C(Predicted)
• Appearance: /
• Density: 0.913±0.06 g/cm3(Predicted)
• PKA: 10.88±0.43(Predicted)
• CAS DataBase Reference: TERT-BUTYLBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYLBORONIC ACID(86253-12-5)
• EPA Substance Registry System: TERT-BUTYLBORONIC ACID(86253-12-5)

Safety Data

• Hazardous Substances Data: 86253-12-5(Hazardous Substances Data)

Usage

General Description

Tert-butylboronic acid, also known as t-butyboronic acid, is a chemical compound with the formula (CH3)3C–B(OH)2. It is a boronic acid derivative with a tert-butyl group attached to the boron atom. TERT-BUTYLBORONIC ACID is commonly used as a reagent in organic synthesis, specifically in the formation of carbon-carbon and carbon-oxygen bonds. Tert-butylboronic acid is widely utilized in the Suzuki-Miyaura coupling reaction to construct biaryl compounds, as well as in other cross-coupling reactions. Its high stability and compatibility with a variety of functional groups make it a valuable tool in the pharmaceutical and agrochemical industries for the synthesis of complex organic compounds.

Upstream product

• 121-43-7 Trimethyl borate 
• 2259-30-5 tert-butylmagnesium bromide 
• 22092-92-8 diisopropopylaminoborane 
• 7732-18-5 water 
• 99810-76-1 2-(tert-butyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 100729-34-8 C₂₂H₃₂B₂N₂ 
• 594-19-4 tert.-butyl lithium 
• 2179-90-0 2-tert-butyl-1,3-diphenyl-[1,3,2]diazaborolidine 
• 1113-42-4 tri-tert-butylborane 
• 13155-00-5 tri-tert-butylboroxine 

Downstream Products

• 594-82-1 tetramethyl-2,2,3,3 butane 
• 7440-22-4 silver 
• 11113-50-1 boric acid 
• 75-65-0 tert-butyl alcohol 
• 868266-21-1 4-iodo-2-neopentylphenol 
• 877-65-6 p-tert-butylbenzyl alcohol 
• 937-33-7 N-tert-butylaniline 
• 3602-55-9 2-tert-butyl-1,4-benzoquinone 
• 61024-94-0 2-bromo-4-tert-butyl-1-methylbenzene 
• 75-28-5 Isobutane 
• 115-11-7 isobutene 
• 13155-00-5 tri-tert-butylboroxine 

Relevant articles and documents

Template synthesis and structures of apically functionalized iron(II) clathrochelates

Template condensation of three nioxime or dichloroglyoxime molecules with monosubstituted boronic acids on an iron(II) ion matrix afforded apically functionalized tris-nioximate clathrochelates and hexachloride precursors of apically-ribbed functionalized

A General C(sp3)-C(sp3) Cross-Coupling of Benzyl Sulfonylhydrazones with Alkyl Boronic Acids

A general transition-metal-free cross-coupling between benzylic sulfonylhydrazones and 1°, 2°, or 3° alkyl boronic acids is reported. The base-promoted reaction is operationally simple and exhibits a broad substrate scope to forge a variety of alkyl-alkyl bonds, including between sterically encumbered secondary and tertiary sp3-carbons. The ability of this method to simplify retrosynthetic analysis is exemplified by the improved synthesis of multiple medicinally relevant scaffolds.

Reaction of grignard reagents with diisopropylaminoborane. Synthesis of alkyl, aryl, heteroaryl and allyl boronic acids from organo(diisopropyl)- aminoborane by a simple hydrolysis

Diisopropylaminoborane (BH2-N(iPr)2) is prepared by reacting lithium diisopropylaminoborohydride (iPr-LAB) with trimethylsilyl chloride (TMSCl). Aliphatic, aromatic, and heteroaromatic (diisopropylamino) boranes are readily synthesiz