1073354-67-2

Basic information

• Product Name: 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER
• Synonyms: 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER;2-(4-Methyl-3-pentenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Methylpent-2-ene-5-boronic acid pinacol ester, 4,4,5,5-Tetramethyl-2-(4-methyl-3-pentenyl)-1,3,2-dioxaborolane;4-Methyl-3-pentenylboronic acid pinacol ester;2-(4-METHYL-3-PENTENYL-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;2-(4-Methylpent-3-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Methyl(pent-2-en-5-yl)boronic acid, pinacol ester;4,4,5,5-tetramethyl-2-(4-methylpent-3-en-1-yl)-1,3,2-dioxaborolane
• CAS NO: 1073354-67-2
• Molecular Formula: C₁₂H₂₃BO₂
• Molecular Weight: 210.12
• Mol File: 1073354-67-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 219-223 °C/760 mmHg
• Flash Point: 85 °C
• Appearance: /
• Density: 0.881 g/mL at 25 °C
• Refractive Index: n20/D 1.441
• CAS DataBase Reference: 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER(1073354-67-2)
• EPA Substance Registry System: 2-METHYLPENT-2-ENE-5-BORONIC ACID PINACOL ESTER(1073354-67-2)

Safety Data

• Hazardous Substances Data: 1073354-67-2(Hazardous Substances Data)

Usage

Uses

4,4,5,5-Tetramethyl-2-(4-methyl-3-penten-1-yl)-1,3,2-dioxaborolane helps in developing enantiospecific coupling of secondary and tertiary Boronic esters with aromatic compounds.

Upstream product

• 64135-15-5 diethyl (3-methylbut-2-en-1-yl) phosphate 
• 78782-17-9 4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane 
• 556-82-1 3-methyl-2-buten-1-ol 
• 2270-59-9 1-bromo-4-methylpent-3-ene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 926-56-7 4-methyl-1,3-pentadiene 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 37586-57-5 4-methyl-3-pentenylmagnesium bromide 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 3649-81-8 (S)-curcumene 
• 147821-59-8 (S)-4-(3,7-dimethylocta-1,6-dien-3-yl)phenol 
• 1270304-94-3 [(1R)-1,5-dimethyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-4-en-1-yl](dimethyl)phenylsilane 

Relevant articles and documents

Catalytic Boration of Alkyl Halides with Borane without Hydrodehalogenation Enabled by Titanium Catalyst

An unprecedented and general titanium-catalyzed boration of alkyl (pseudo)halides (alkyl-X, X=I, Br, Cl, OMs) with borane (HBpin, HBcat) is reported. The use of titanium catalyst can successfully suppress the undesired hydrodehalogenation products that prevail using other transition-metal catalysts. A series of synthetically useful alkyl boronate esters are readily obtained from various (primary, secondary, and tertiary) alkyl electrophiles, including unactivated alkyl chlorides, with tolerance of other reducing functional groups such as ester, alkene, and carbamate. Preliminary studies on the mechanism revealed a possible radical reaction pathway. Further extension of our strategy to aryl bromides is also demonstrated.

Copper-Catalyzed SN2′-Selective Allylic Substitution Reaction of gem-Diborylalkanes

A Cu/(NHC)-catalyzed SN2′-selective substitution reaction of allylic electrophiles with gem-diborylalkanes is reported. Different substituted gem-diborylalkanes and allylic electrophiles can be employed in this reaction, and various synthetic v

Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

The expedient enantioselective synthesis of 5 bisabolane sesquiterpenes has been achieved using a common, one-pot lithiation-borylation reaction of secondary benzylic carbamates and either protodeboronation or oxidation to give the natural products in few