80041-89-0

Basic information

• Product Name: Isopropylboronic acid
• Synonyms: ISOPROPYLBORONIC ACID;2-PROPANEBORONIC ACID;RARECHEM AH PB 0254;PROPANE-2-BORONIC ACID;Isopropylboronicacid,98%;Isopropylboronic;(propan-2-yl)boronic acid;Isopropylboronic Acid (contains varying aMounts of Anhydride)
• CAS NO: 80041-89-0
• Molecular Formula: C₃H₉BO₂
• Molecular Weight: 87.91
• EINECS: 1806241-263-5
• Product Categories: blocks;BoronicAcids;Alkyl;Organoborons;Boronic acid;Boronic Acids;Boronic Acids and Derivatives
• Mol File: 80041-89-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 95-100 °C(lit.)
• Boiling Point: 160.4 °C at 760 mmHg
• Flash Point: 50.8 °C
• Appearance: White/Flakes
• Density: 0.921 g/cm³
• Vapor Pressure: 0.833mmHg at 25°C
• Refractive Index: 1.385
• Storage Temp.: Refrigerator (+4°C)
• PKA: 10.49±0.43(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Hygroscopic
• BRN: 1731883
• CAS DataBase Reference: Isopropylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Isopropylboronic acid(80041-89-0)
• EPA Substance Registry System: Isopropylboronic acid(80041-89-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36-24/25
• WGK Germany: 3
• Hazardous Substances Data: 80041-89-0(Hazardous Substances Data)

Usage

Uses

Isopropylboronic acid as a reagent is involved in copper-promoted cross-coupling, Domino Heck-Suzuki reactions, Suzuki-Miyaura type couple reactions and alkylation-hydride reduction sequence.

InChI:InChI=1/C3H9BO2/c1-3(2)4(5)6/h3,5-6H,1-2H3

Upstream product

• 688-74-4 boric acid tributyl ester 
• 920-39-8 isopropylmagnesium bromide 
• 60-29-7 diethyl ether 
• 150-46-9 triethyl borate 
• 1068-55-9 isopropylmagnesium chloride 
• 7732-18-5 water 
• 76347-13-2 2-isopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 119246-82-1 2-isopropyl-[1,3,6,2]dioxazaborocane 
• 770-40-1 N-(4-chlorophenyl)-N-isopropylamine 
• 16495-67-3 4-(isopropylamino)anisole 
• 344396-19-6 3,5-dimethoxy-4-(1-methylethyl)benzaldehyde 
• 527-84-4 2-methylisopropylbenzene 
• 18970-44-0 1-ethyl-2-isopropylbenzene 
• 577-55-9 1,2-diisopropylbenzene 
• 2944-47-0 o-isopropylanisole 
• 7051-14-1 1-isopropyl-2,4-dimethyloxybenzene 
• 6526-72-3 o-nitrocumene 
• 6158-45-8 1-isopropylnaphthalene 
• 14411-75-7 2-isopropyl-1,3-dimethylbenzene 
• 90877-62-6 4-isopropyl-3,5-dimethylbenzonitrile 
• 58502-88-8 1-(4-isopropyl-3,5-dimethylphenyl)ethan-1-one 

Relevant articles and documents

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.

Tripeptidylpeptidase inhibitors

A compound of formula wherein the substituents are defined as in the specification and salts or hydrates thereof is disclosed as well as a method of treating disorders associated with the inactivation or excessive degradation of cholecystokinin.