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Isopropenylboronic acid MIDA ester is a chemical compound that serves as a versatile reagent in organic synthesis, particularly in the field of chemical research and pharmaceutical development. It is known for its ability to participate in various chemical reactions, such as Suzuki-Miyaura cross-coupling, which is a widely used method for the formation of carbon-carbon bonds.

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  • 1104637-47-9 Structure
  • Basic information

    1. Product Name: Isopropenylboronic acid MIDA ester
    2. Synonyms: Isopropenylboronic acid MIDA ester;6-Methyl-2-(prop-1-en-2-yl)-1,3,6,2-dioxazaborocane-4,8-dione
    3. CAS NO:1104637-47-9
    4. Molecular Formula: C8H12BNO4
    5. Molecular Weight: 196.99618
    6. EINECS: N/A
    7. Product Categories: Alkenyl MIDA Boronates;Boronic Acids and Derivatives;Chemical Synthesis;MIDA Boronates;Organometallic Reagents
    8. Mol File: 1104637-47-9.mol
  • Chemical Properties

    1. Melting Point: 136-140℃
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: Isopropenylboronic acid MIDA ester(CAS DataBase Reference)
    10. NIST Chemistry Reference: Isopropenylboronic acid MIDA ester(1104637-47-9)
    11. EPA Substance Registry System: Isopropenylboronic acid MIDA ester(1104637-47-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1104637-47-9(Hazardous Substances Data)

1104637-47-9 Usage

Uses

Used in Chemical Research:
Isopropenylboronic acid MIDA ester is used as a reactant for stereoretentive Suzuki-Miyaura coupling reactions. This application is crucial in the synthesis of complex organic molecules with specific stereochemistry, which is essential for the development of new drugs and materials.
Used in Pharmaceutical Development:
Isopropenylboronic acid MIDA ester is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to participate in Suzuki cross-coupling with MIDA boronates allows for the creation of diverse molecular structures with potential therapeutic applications.
Used in Suzuki Cross-Coupling with MIDA Boronates:
Isopropenylboronic acid MIDA ester is used as a reactant in Suzuki cross-coupling reactions with MIDA boronates. This application is significant in the synthesis of complex organic molecules, as it enables the formation of carbon-carbon bonds with high selectivity and efficiency, which is vital for the development of new drugs and advanced materials in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1104637-47-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,1,0,4,6,3 and 7 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1104637-47:
(9*1)+(8*1)+(7*0)+(6*4)+(5*6)+(4*3)+(3*7)+(2*4)+(1*7)=119
119 % 10 = 9
So 1104637-47-9 is a valid CAS Registry Number.

1104637-47-9 Well-known Company Product Price

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  • Aldrich

  • (707252)  IsopropenylboronicacidMIDAester  

  • 1104637-47-9

  • 707252-1G

  • 569.79CNY

  • Detail
  • Aldrich

  • (707252)  IsopropenylboronicacidMIDAester  

  • 1104637-47-9

  • 707252-5G

  • 2,441.79CNY

  • Detail

1104637-47-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-methyl-2-prop-1-en-2-yl-1,3,6,2-dioxazaborocane-4,8-dione

1.2 Other means of identification

Product number -
Other names Isopropenylboronic acid MIDA ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1104637-47-9 SDS

1104637-47-9Relevant articles and documents

A general method for interconversion of boronic acid protecting groups: Trifluoroborates as common intermediates

Churches, Quentin I.,Hooper, Joel F.,Hutton, Craig A.

, p. 5428 - 5435 (2015/06/16)

We have developed a general protocol for the interconversion of diverse protected boronic acids, via intermediate organotrifluoroborates. N-Methyliminodiacetyl boronates, which have been hitherto resistant to direct conversion to trifluoroborates, have been shown to undergo fluorolysis at elevated temperatures. Subsequent solvolysis of organotrifluoroborates in the presence of trimethylsilyl chloride and a wide range of bis-nucleophiles enables the generation of a variety of protected boronic acids.

Methods for Forming Protected Organoboronic Acids

-

Page/Page column 19, (2011/09/14)

Described are methods of forming protected boronic acids that provide in a manner that is straightforward, scalable, and cost-effective a wide variety of building blocks, such as building blocks containing complex and/or pharmaceutically important structures, and/or provide simple or complex protected organoboronic acid building blocks. A first method includes reacting an imino-di-carboxylic acid and an organoboronate salt. A second method includes reacting a N-substituted morpholine dione and an organoboronic acid.

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