865350-17-0

Basic information

• Product Name: 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE
• Synonyms: 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;Allenylboronic Acid Pinacol Ester;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1,2-propadien-1-yl)-;4,4,5,5-Tetramethyl-2-(1,2-propadienyl)-1,3,2-dioxaborolane;4,4,5,5-TetraMethyl-2-(propa-1,2-dien-1-yl)-1,3,2-dioxaborolane;Allenylboronic acid pinacol ester 97%
• CAS NO: 865350-17-0
• Molecular Formula: C₉H₁₅BO₂
• Molecular Weight: 166.03
• Product Categories: Boronic Acids Esters;B (Classes of Boron Compounds);Organoborons;Alkenyl Boronate Esters;Allenes;Boronate Esters;Boronic Acids and Derivatives;Building Blocks;Chemical Synthesis;Organic Building Blocks;Organometallic Reagents
• Mol File: 865350-17-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 81 °C / 18.6mmHg
• Flash Point: 66 °C
• Appearance: /
• Density: 0.94
• Vapor Pressure: 2.759mmHg at 25°C
• Refractive Index: n20/D 1.459
• Storage Temp.: Refrigerator
• CAS DataBase Reference: 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(865350-17-0)
• EPA Substance Registry System: 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE(865350-17-0)

Safety Data

• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 865350-17-0(Hazardous Substances Data)

Usage

General Description

2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is a chemical compound with a chemical formula of C9H15BO2. It is a boron-containing organic compound that is widely used in organic synthesis reactions. It is known for its ability to undergo various transformations, including hydroboration, allylation, and synthetic reactions. It is often used as a reagent in the synthesis of complex molecules, and it has applications in the pharmaceutical and agrochemical industries. 2-ALLENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE is a versatile and important chemical compound with various uses in organic chemistry.

InChI:InChI=1/C9H15BO2/c1-6-7-10-11-8(2,3)9(4,5)12-10/h7H,1H2,2-5H3

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 106-96-7 propargyl bromide 
• 1337935-39-3 4,4,5,5-tetramethyl-2-(prop-2-yn-1-yl)-1,3,2-dioxaborolane 
• 70557-99-2 2-(iodomethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 4301-14-8 acetylenemagnesium bromide 
• 83816-41-5 allenyl boronic acid 

Downstream Products

• 1160725-09-6 C₄₁H₂₆N₄Ni 
• 1160725-11-0 C₄₁H₂₆N₄Ni 
• 1160725-13-2 C₄₁H₂₆N₄Zn 
• 1337935-23-5 C₁₀H₈ClNO₃ 
• 84920-35-4 3-methyl-1-phenylhexa-4,5-dien-3-ol 
• 84920-36-5 3-methyl-1-phenylhex-5-yn-3-ol 
• 1337935-28-0 C₁₄H₁₇NO₃ 
• 1337935-38-2 C₁₄H₁₇NO₃ 
• 1337935-30-4 C₁₂H₁₃ClO 
• 54138-38-4 1-chloro-3-phenylhex-5-yn-3-ol 
• 1337935-24-6 C₁₄H₁₆O₄ 
• 1337935-36-0 C₁₄H₁₆O₄ 
• 1337935-27-9 1-(benzyloxy)penta-3,4-dien-2-ol 
• 115352-39-1 (+/-)-1-benzyloxy-4-pentyn-2-ol 

Relevant articles and documents

Allenylboronic Acid Pinacol Ester: A Selective Partner for [4 + 2] Cycloadditions

We have studied the reaction of allenylboronic acid pinacol ester with cyclopentadiene with experimental and computational methods. The reaction occurred efficiently with complete Diels-Alder periselectivity and regioselectivity at the proximal double bon

Silver-Catalyzed Enantioselective Propargylation Reactions of N-Sulfonylketimines

The enantioselective silver-catalyzed propargylation of N-sulfonylketimines is described. This reaction proceeds in high yield and excellent enantiomeric ratio and is compatible with a wide variety of diaryl- and alkylketimines. Synthetic transformations

Improved method for the conversion of pinacolboronic esters into trifluoroborate salts: facile synthesis of chiral secondary and tertiary trifluoroborates

A general method for the preparation of virtually any potassium trifluoroborate salt from the corresponding pinacolboronic ester is reported. Thus, conditions for an azeotropic removal of pinacol from the reaction mixture were found to afford the desired potassium trifluoroborates of sufficient purity (>95%) in nearly quantitative yields irrespective of the nature of the product. The utility of this method is illustrated by the preparation of a broad range of enantioenriched secondary and tertiary potassium trifluoroborates.