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5-(4-Methylphenyl)Thiophene-2-boronic acid is a chemical compound characterized by the molecular formula C12H13BO2S. It is a boronic acid derivative featuring a thiophene ring with a methylphenyl group attached, known for its ability to form reversible covalent bonds with cis-diols. This unique structure and reactivity make it a versatile compound for various applications in organic synthesis, pharmaceutical research, and materials science.

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  • 296768-49-5 Structure
  • Basic information

    1. Product Name: 5-(4-METHYLPHENYL)THIOPHENE-2-BORONIC ACID
    2. Synonyms: 5-(4-METHYLPHENYL)THIOPHENE-2-BORONIC ACID;[5-(4-Methylphenyl)thiophen-2-yl]boronic acid;(5-(p-tolyl)thiophen-2-yl)boronic acid
    3. CAS NO:296768-49-5
    4. Molecular Formula: C11H11BO2S
    5. Molecular Weight: 218.08
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 296768-49-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 417.914 °C at 760 mmHg
    3. Flash Point: 206.547 °C
    4. Appearance: /
    5. Density: 1.259 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 5-(4-METHYLPHENYL)THIOPHENE-2-BORONIC ACID(CAS DataBase Reference)
    10. NIST Chemistry Reference: 5-(4-METHYLPHENYL)THIOPHENE-2-BORONIC ACID(296768-49-5)
    11. EPA Substance Registry System: 5-(4-METHYLPHENYL)THIOPHENE-2-BORONIC ACID(296768-49-5)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 296768-49-5(Hazardous Substances Data)

296768-49-5 Usage

Uses

Used in Organic Synthesis:
5-(4-Methylphenyl)Thiophene-2-boronic acid is used as a building block in organic synthesis for the creation of more complex organic compounds. Its reactivity with cis-diols allows for the formation of new chemical bonds, facilitating the synthesis of a wide range of molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 5-(4-Methylphenyl)Thiophene-2-boronic acid is used as a key intermediate in the development of new drugs. Its unique structure can be incorporated into drug molecules to enhance their pharmacological properties, such as potency, selectivity, and bioavailability.
Used in Materials Science:
5-(4-Methylphenyl)Thiophene-2-boronic acid is utilized in materials science for the development of novel materials with specific properties. Its ability to form reversible covalent bonds can be exploited to create self-healing materials, sensors, or other advanced materials with tailored characteristics.
Used as a Ligand in Catalytic Processes:
In catalysis, 5-(4-Methylphenyl)Thiophene-2-boronic acid is used as a ligand to modify the properties of catalysts. Its coordination to metal centers can enhance the catalytic activity and selectivity of various chemical reactions, making it a valuable component in the design of efficient catalytic systems.

Check Digit Verification of cas no

The CAS Registry Mumber 296768-49-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,9,6,7,6 and 8 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 296768-49:
(8*2)+(7*9)+(6*6)+(5*7)+(4*6)+(3*8)+(2*4)+(1*9)=215
215 % 10 = 5
So 296768-49-5 is a valid CAS Registry Number.

296768-49-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name [5-(4-methylphenyl)thiophen-2-yl]boronic acid

1.2 Other means of identification

Product number -
Other names 5-(4-Methylphenyl)thiophene-2-boronic 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:296768-49-5 SDS

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296768-49-5Downstream Products

296768-49-5Relevant articles and documents

SYSTEM FOR CONTROLLING THE REACTIVITY OF BORONIC ACIDS

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Page/Page column 15, (2009/02/11)

A protected organoboronic acid includes a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. A method of performing a chemical reaction includes contacting a protected organoboronic acid with a reagent, the protected organoboronic acid including a boron having an sp3 hybridization, a conformationally rigid protecting group bonded to the boron, and an organic group bonded to the boron through a boron-carbon bond. The organic group is chemically transformed, and the boron is not chemically transformed.

A simple and modular strategy for small molecule synthesis: Iterative Suzuki-Miyaura coupling of B-protected haloboronic acid building blocks

Gillis, Eric P.,Burke, Martin D.

, p. 6716 - 6717 (2008/02/05)

We herein describe a simple and highly modular strategy for small molecule synthesis involving the iterative cross-coupling of B-protected bifunctional haloboronic acids. Enabling this approach, we have newly discovered that the pyramidalization of boroni

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