40218-49-3

Basic information

• Product Name: 2-PROPYL-1,3,2-BENZODIOXABOROLE
• Synonyms: 2-PROPYL-1,3,2-BENZODIOXABOROLE;1-Propylboronic acid catechol ester, 97%;2-propyl-2H-1,3,2-benzodioxaborole
• CAS NO: 40218-49-3
• Molecular Formula: C₉H₁₁BO₂
• Molecular Weight: 161.99
• Mol File: 40218-49-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 40-42 °C/0.05 mmHg(lit.)
• Flash Point: 66 °C
• Appearance: /
• Density: 1.052 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.255mmHg at 25°C
• Refractive Index: n20/D 1.499(lit.)
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: 2-PROPYL-1,3,2-BENZODIOXABOROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PROPYL-1,3,2-BENZODIOXABOROLE(40218-49-3)
• EPA Substance Registry System: 2-PROPYL-1,3,2-BENZODIOXABOROLE(40218-49-3)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• Hazardous Substances Data: 40218-49-3(Hazardous Substances Data)

Usage

Description

2-PROPYL-1,3,2-BENZODIOXABOROLE is an organic compound that belongs to the class of benzodioxaboroles. It is characterized by its unique chemical structure, which features a boron atom bonded to a benzene ring with an oxygen atom and a three-membered boron-oxygen-boron ring. 2-PROPYL-1,3,2-BENZODIOXABOROLE has gained attention in the field of medicinal chemistry due to its potential applications in the development of novel therapeutic agents.

Uses

Used in Pharmaceutical Industry:
2-PROPYL-1,3,2-BENZODIOXABOROLE is used as a key intermediate in the synthesis of Sulfonamides, which are a class of compounds with antiangiogenic and anticancer activity. These Sulfonamides have shown promise in inhibiting the formation of new blood vessels in tumors, thereby disrupting their growth and progression. 2-PROPYL-1,3,2-BENZODIOXABOROLE's unique structure allows for the development of targeted therapies with potential applications in the treatment of various types of cancer.

InChI:InChI=1/C9H11BO2/c1-2-7-10-11-8-5-3-4-6-9(8)12-10/h3-6H,2,7H2,1H3

Upstream product

• 590-15-8 trans-2-propenyl bromide 
• 274-07-7 benzo[1,3,2]dioxaborole 

Downstream Products

• 681246-59-3 benzyl 6-[(tert-butoxycarbonyl)amino]-2-methyl-3-propylbenzoate 
• 2938-87-6 PrB(OMe)2 
• 120-80-9 benzene-1,2-diol 
• 1181701-54-1 1-phenyl-3-propylnonane-1,8-dione 

Relevant articles and documents

Combining high pressure and catalysis: Pinacol- or catecholborane hydroboration of functionalized olefins

The hydroboration of three families of functionalized olefins (1-bromo- and 1,3-dibromopropenes, allylamines, 2,3-dihydrofuran) by pinacolborane and catecholborane has been studied under various experimental conditions. For 1-bromo- and 1,3-dibromopropenes, pinacolborane (PBH) is a poor reagent that requires the use of high pressure in ethereal solvents and provides only by-products, resulting from the undesired β-bromoboronate regioisomer. By contrast, catecholborane (CBH) affords mainly the expected α-bromoboronate at atmospheric pressure. With dibenzylallylamine, PBH yields a mixture of the two possible regioisomers (β- and γ-aminoboronates), whatever the pressure, while CBH affords selectively the expected γ-isomer in good yields under atmospheric thermal conditions. For 2,3-dihydrofuran, only PBH gives an efficient access, in THF, to a mixture of the corresponding α- and β-regioisomers when combining the effects of 0.5% Wilkinson's catalyst and high pressure. The Royal Society of Chemistry 2000.