66217-55-8

Basic information

• Product Name: 1,3,2-Dioxaborolane, 2-cyclopentyl-4,4,5,5-tetramethyl-
• CAS NO: 66217-55-8
• Molecular Formula: C11H21BO2
• Molecular Weight: 196.098
• Mol File: 66217-55-8.mol
• Article Data: 34

Chemical Properties

• CAS DataBase Reference: 1,3,2-Dioxaborolane, 2-cyclopentyl-4,4,5,5-tetramethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,2-Dioxaborolane, 2-cyclopentyl-4,4,5,5-tetramethyl-(66217-55-8)
• EPA Substance Registry System: 1,3,2-Dioxaborolane, 2-cyclopentyl-4,4,5,5-tetramethyl-(66217-55-8)

Safety Data

• Hazardous Substances Data: 66217-55-8(Hazardous Substances Data)

Usage

Type of Compound

Cyclic boronic ester

Usage

Widely used as a reagent in organic chemistry

Physical State

Colorless liquid

Molecular Weight

186.09 g/mol

Boiling Point

124-128°C

Applications

a. Building block in the synthesis of pharmaceuticals, agrochemicals, and materials
b. Reagent in organic synthesis, particularly in the Suzuki coupling reaction for carbon-carbon bond formation
c. Production of polymers and coordination compounds

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 13826-27-2 2,2'-bis(1,3,2-benzodioxaborole) 
• 1003-03-8 Cyclopentamine 
• 287-92-3 Cyclopentane 
• 946513-95-7 1,3-dioxoisoindolin-2-yl cyclopentanecarboxylate 
• 1556-18-9 cyclopentyl iodide 
• 32999-14-7 2-cyclopentyl-benzo[1,3,2]dioxaborole 
• 137-43-9 Cyclopentyl bromide 
• 274-07-7 benzo[1,3,2]dioxaborole 
• 73183-34-3 bis(pinacol)diborane 
• 3400-45-1 cyclopentanecarboxylic acid 
• 4524-93-0 Cyclopentanecarboxylic acid chloride 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 3558-06-3 cyclopentyl tosylate 

Downstream Products

• 1040745-70-7 cyclopentyltrifluoro-λ⁴-borane potassium salt 

Relevant articles and documents

Catalyst-controlled selectivity in the C-H borylation of methane and ethane

The C-H bonds of methane are generally more kinetically inert than those of other hydrocarbons, reaction solvents, and methane functionalization products.Thus, developing strategies to achieve selective functionalization of CH4 remains a major

Electrochemically promoted decarboxylative borylation of alkyl N-hydroxyphthalimide esters

An electrochemically promoted decarboxylative borylation reaction is reported. The reaction proceeds under mild conditions in an undivided cell without use of transition metal- or photo-catalysts. The key feature of the reaction is the compatibility of di

Electrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters

Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B2cat2 serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential.

Method for directly preparing alkyl borate compound from alkyl halide

The invention relates to a method for directly preparing an alkyl borate compound from an alkyl halide, which comprises the following steps: in a protective atmosphere, mixing a titanium metal catalyst, an alkali compound, a borate compound and an alkyl halide or sulfonate compound, reacting at 35-100 DEG C for 8-24 hours, so that the alkyl halide or sulfonate compound is directly converted into the alkyl boronic acid pinacol ester compound. The method is simple to operate, low in cost, good in functional group tolerance and wide in substrate application range.