347389-74-6

Basic information

• Product Name: 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• Synonyms: 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;Ethynylboronic acid pinacol ester;2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborlane;2-Ethynyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane AldrichCPR;1,3,2-Dioxaborolane, 2-ethynyl-4,4,5,5-tetramethyl-
• CAS NO: 347389-74-6
• Molecular Formula: C₈H₁₃BO₂
• Molecular Weight: 152
• Product Categories: organoboron
• Mol File: 347389-74-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 133℃
• Flash Point: 34℃
• Appearance: /
• Density: 0.93
• Refractive Index: 1.4300 to 1.4340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Sparingly)
• CAS DataBase Reference: 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(347389-74-6)
• EPA Substance Registry System: 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane(347389-74-6)

Safety Data

• RIDADR: UN 3272 3/PG III
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 347389-74-6(Hazardous Substances Data)

Usage

General Description

2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane is a chemical compound that contains boron and carbon atoms. It is commonly used as a reagent in organic synthesis and as a building block for pharmaceuticals and agrochemicals. 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane is known for its ability to form strong carbon-boron bonds, which makes it valuable in cross-coupling reactions. It is also used in the production of OLEDs (organic light-emitting diodes) and other optoelectronic devices. Additionally, 2-Ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane is considered to be relatively stable and safe to handle, making it a popular choice for researchers and manufacturers in the chemical industry.

Upstream product

• 6730-96-7 2,3-dimethyl-2,3-butanediol bis(trimethylsilyl) ether 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 70277-75-7 lithium acetylide 

Downstream Products

• 365564-05-2 1,3,5-tris(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene 
• 1438770-74-1 (4,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)biphenyl-2-yl)(methyl)diphenylsilane 
• 480425-35-2 methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 653589-95-8 2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzoic acid methyl ester 
• 910875-11-5 methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-(trimethylsilyl)benzoate 
• 910875-08-0 methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(trimethylsilyl)benzoate 
• 171364-80-0 methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate 
• 863422-41-7 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridazine 
• 374715-22-7 3-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-oxazole 
• 159087-46-4 4,4,5,5-tetramethyl-2-trimethylsilanylethynyl-[1,3,2]dioxaborolane 

Relevant articles and documents

Boronate Ester Bullvalenes

Boronate ester bullvalenes are now accessible in two to four operationally simple steps. This unlocks late-stage diversification through Suzuki cross-coupling reactions to give mono-, di-, and trisubstituted bullvalenes. Moreover, a linchpin strategy enab

Cobalt(I)-mediated preparation of polyborylated cyclohexadienes: Scope, limitations, and mechanistic insight

A series of 1,3- and 1,4-di-boryl-1,3-cyclohexadiencs have been prepared by intermolecular CoCp-mediated [2+2+2] cocyclizations of alkynylboronic pinacolate esters with alkenes, followed by oxidative demetallation with iron(III) chloride. The effect of su