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2,6-Diisopropylphenylboronic acid is a chemical compound that features a boronic acid group attached to a 2,6-diisopropylphenyl ring. It is recognized for its role in organic synthesis, particularly as a building block for the creation of complex molecules. 2,6-Diisopropylphenylboronic acid has demonstrated significant utility in medicinal chemistry, where it aids in the development of pharmaceuticals and serves as a tool for chemical biology research. Its versatility is further highlighted by its application in cross-coupling reactions, such as Suzuki-Miyaura coupling, and other organic transformations, establishing it as a valuable reagent in chemical synthesis.

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  • 363166-79-4 Structure
  • Basic information

    1. Product Name: 2,6-Diisopropylphenylboronic acid
    2. Synonyms: 2,6-Diisopropylphenylboronic acid;2-(3-isopropylphenyl)propylboronic acid
    3. CAS NO:363166-79-4
    4. Molecular Formula: C12H19BO2
    5. Molecular Weight: 206.08906
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 363166-79-4.mol
  • Chemical Properties

    1. Melting Point: 167-172°C
    2. Boiling Point: 327.5±52.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 0.99±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
    8. Solubility: N/A
    9. PKA: 8.74±0.58(Predicted)
    10. CAS DataBase Reference: 2,6-Diisopropylphenylboronic acid(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2,6-Diisopropylphenylboronic acid(363166-79-4)
    12. EPA Substance Registry System: 2,6-Diisopropylphenylboronic acid(363166-79-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: nwg
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 363166-79-4(Hazardous Substances Data)

363166-79-4 Usage

Uses

Used in Organic Synthesis:
2,6-Diisopropylphenylboronic acid is used as a building block for the creation of complex molecules, facilitating the synthesis of a wide range of organic compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2,6-Diisopropylphenylboronic acid is utilized in the development of pharmaceuticals, contributing to the design and synthesis of new drug candidates.
Used in Chemical Biology Research:
2,6-Diisopropylphenylboronic acid also serves as a tool in chemical biology research, enabling the exploration of biological processes and the interaction of molecules with biological targets.
Used in Cross-Coupling Reactions:
2,6-Diisopropylphenylboronic acid is employed in cross-coupling reactions, such as the Suzuki-Miyaura coupling, to form carbon-carbon bonds, which are crucial for the synthesis of various organic compounds.
Used in Other Organic Transformations:
2,6-Diisopropylphenylboronic acid shows potential in various other organic transformations, further expanding its utility in the synthesis of a diverse array of chemical products.

Check Digit Verification of cas no

The CAS Registry Mumber 363166-79-4 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,6,3,1,6 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 363166-79:
(8*3)+(7*6)+(6*3)+(5*1)+(4*6)+(3*6)+(2*7)+(1*9)=154
154 % 10 = 4
So 363166-79-4 is a valid CAS Registry Number.

363166-79-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name [2,6-di(propan-2-yl)phenyl]boronic acid

1.2 Other means of identification

Product number -
Other names 2,6-diisopropylphenylboronic acid

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:363166-79-4 SDS

363166-79-4Relevant articles and documents

2,6-diisopropyl benzene boric acid derivatives an pharmaceutical use thereof

-

Paragraph 0018-0020, (2018/12/02)

The invention relates to a type of 2,6-diisopropyl benzene boric acid derivatives and pharmaceutical use thereof. The structure of the derivatives is accordant with a general formula shown in the description, wherein R1 represents -H or -CH(CH3)2. The drugs are sensitive to free radicals, and a large number of free radicals exist at ischemic parts, so that the drugs are capable of releasing diprivan or analogs of diprivan at the ischemic parts, are capable of well protecting ischemic injury and have a neuroprotective effect better than that of diprivan. The derivatives can be applied to the preparation of drugs for treating the ischemic injury.

Luminescent Pt(ii) complexes bearing dual isoquinolinyl pyrazolates: Fundamentals and applications

Ku, Hsiao-Yun,Tong, Bihai,Chi, Yun,Kao, Hao-Che,Yeh, Chia-Chi,Chang, Chih-Hao,Lee, Gene-Hsiang

supporting information, p. 8552 - 8563 (2015/05/20)

A series of four Pt(ii) metal complexes with trans-arranged isoquinolinyl azolates have been prepared, [Pt(Lx)2], x = 1-4, (1-4). The associated chelates possess various substituents; namely: one t-butyl (But) at the 6-position (L1), two But groups at the 5,7-positions (L2), one dip (2,6-di-isopropylphenyl) group at the 6-position (L3), and a single dip group at the 4-position of the 1-isoquinolinyl fragment (L4), respectively. Crystal structures of 1 and 4 were determined to shed light on the relationship of photophysics and packing arrangements. Their photophysical properties were measured and compared, for which the solid-state emission spectra of 2 and 4 are nearly identical to the solution spectra of all the Pt(ii) complexes, showing the formation of isolated molecular entities. In contrast, the Pt(ii) complexes 1 and 3 are found to be sensitive to their morphological states and external stimulus. This is confirmed by the gradual red-shifting of the emission with increasing concentration in the PMMA matrix, and the eventual formation of the broadened, metal-metal-to-ligand charge transfer (MMLCT) emission, by (i) wetting with acetone and drying in air, or (ii) grinding with a mortar and pestle, respectively. Organic light-emitting diodes (OLEDs) were also fabricated using multiple layered architecture and lowered doping concentration (e.g. 8 wt%), the latter is for avoiding dopant aggregation in the emitting layer. The associated OLED performances (i.e. ηmax = 11.5%, 8.5%, and 11.2% for 1, 2 and 3) confirmed their suitability and potential as dopants for phosphorescent OLEDs.

Structure-based approach to the development of potent and selective inhibitors of dihydrofolate reductase from Cryptosporidium

Bolstad, David B.,Bolstad, Erin S. D.,Frey, Kathleen M.,Wright, Dennis L.,Anderson, Amy C.

supporting information; experimental part, p. 6839 - 6852 (2009/11/30)

Cryptosporidiosis is an emerging infectious disease that can be life-threatening in an immune-compromised individual and causes gastrointestinal distress lasting up to 2 weeks in an immune-competent individual. There are few therapeutics available for eff

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