153737-25-8

Basic information

• Product Name: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER
• Synonyms: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER;3,3-diethoxy-1-propenylboronic acid pinacol ester, (e)+(z);3,3-DIETHOXY-1-PROPENYLBORONIC ACID PICANOL ESTER, (E)+(Z);3,3-Diethoxy-trans-1-propenylboronic acid pinacol ester, 97%;3-Propene aldehyde-boronic acid pinacol ester diethyl acetal;(E)-3,3-Diethoxy-1-propenylboronic acid pinacol ester, 97%;3-Diethoxy-1-propenylboronic acid pinacol ester;1,3,2-Dioxaborolane, 2-[(1E)-3,3-diethoxy-1-propen-1-yl]-4,4,5,5-tetramethyl-
• CAS NO: 153737-25-8
• Molecular Formula: C₁₃H₂₅BO₄
• Molecular Weight: 256.15
• EINECS: -0
• Product Categories: Organoborons
• Mol File: 153737-25-8.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 278.9°Cat760mmHg
• Flash Point: 122.5°C
• Appearance: Clear colorless/Liquid
• Density: 0.96g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.4405
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Water Solubility: Not miscible or difficult to mix in water.
• CAS DataBase Reference: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER(153737-25-8)
• EPA Substance Registry System: 3,3-DIETHOXY-1-PROPENYLBORONIC ACID PINACOL ESTER(153737-25-8)

Safety Data

• Safety Statements: 23-24/25
• Hazardous Substances Data: 153737-25-8(Hazardous Substances Data)

Usage

Description

3,3-Diethoxy-1-propenylboronic acid pinacol ester is an organic compound that serves as a versatile intermediate in the synthesis of various organic and pharmaceutical compounds. It is characterized by its unique structure, which includes a boronic acid group and a pinacol ester moiety, making it a valuable building block in chemical reactions.

Uses

Used in Pharmaceutical Industry:
3,3-Diethoxy-1-propenylboronic acid pinacol ester is used as a synthetic intermediate for the development of new pharmaceutical compounds. Its unique structure allows for the creation of a wide range of molecules with potential therapeutic applications, making it a valuable tool in the design and synthesis of novel drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3,3-Diethoxy-1-propenylboronic acid pinacol ester is used as a key intermediate for the production of various organic compounds. Its reactivity and functional groups enable it to participate in a variety of chemical reactions, such as cross-coupling, Suzuki-Miyaura, and other C-C bond-forming reactions, leading to the formation of complex molecular structures with diverse applications.

InChI:InChI=1/C13H25BO4/c1-7-15-11(16-8-2)9-10-14-17-12(3,4)13(5,6)18-14/h9-11H,7-8H2,1-6H3/b10-9+

Upstream product

• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 10160-87-9 Propiolaldehyde diethyl acetal 
• 161091-03-8 diethyl-3,3-diethoxyprop-1-enylboronate 

Downstream Products

• 1393374-08-7 (R,E)-1-(6,6-diethoxy-3-methylhexa-1,4-dien-3-yl)-2-methoxybenzene 
• 832698-94-9 tert-butyl 4-{4-amino-7-[(1E)-3,3-diethoxy-1-propenyl]thieno[3,2-c]pyridin-3-yl}-2-methoxyphenylcarbamate 

Relevant articles and documents

(E)-α-substituted γ-alkoxyallylboronic esters as new reagents: Synthesis and reactivity toward aldehydes

(Chemical Equation Presented) We have developed a synthesis of new allylboration reagents based on an allylic rearrangement. This approach led to the α-substituted γ-alkoxyallylboronates 2 with a high stereoselectivity in favor of the E-isomer, independen