Page last updated: 2024-12-08
1,4-phenylenebis(boronic acid)
Description
## 1,4-Phenylenebis(boronic acid): A Building Block for Advanced Materials
**1,4-Phenylenebis(boronic acid)**, also known as **1,4-benzenediboronic acid**, is an organic compound with the formula C₆H₄(B(OH)₂)₂. It consists of a benzene ring with two boronic acid groups (-B(OH)₂) attached at the 1 and 4 positions.
This molecule plays a crucial role in research due to its unique properties:
**1. Versatile Building Block:**
* **Suzuki-Miyaura Coupling:** The boronic acid groups are highly reactive, enabling 1,4-phenylenebis(boronic acid) to participate in **Suzuki-Miyaura coupling reactions**. This reaction is a powerful tool for creating complex organic molecules by joining aromatic rings with various other functionalities.
* **Polymer Synthesis:** 1,4-phenylenebis(boronic acid) can be used as a monomer to create **polymers** with specific properties. The rigid aromatic structure provides strength and thermal stability, while the boronic acid groups can be modified to introduce diverse functionalities.
**2. Applications in Materials Science:**
* **Organic Electronics:** 1,4-phenylenebis(boronic acid) is a key building block for **organic semiconductors**, which are used in devices like organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs).
* **Polymers for Medicine:** 1,4-phenylenebis(boronic acid) is incorporated into polymers for biomedical applications, such as drug delivery, tissue engineering, and bioimaging. The boronic acid groups can bind to sugars, providing specific targeting abilities.
* **Sensors and Catalysis:** 1,4-phenylenebis(boronic acid) is used in the development of **sensors** for detecting specific analytes, like sugars, and as a **catalyst** for organic reactions.
**3. Advantages:**
* **Easy to Synthesize:** 1,4-phenylenebis(boronic acid) is readily available commercially or can be synthesized with relatively simple procedures.
* **High Stability:** The compound exhibits good stability under various conditions, making it suitable for various applications.
**Overall, 1,4-phenylenebis(boronic acid) is a versatile and important building block for research in various fields, including organic synthesis, materials science, and medicine. Its ability to form stable bonds and its adaptable functionalities contribute to its wide range of applications in the development of advanced materials and technologies.**
1,4-phenylenebis(boronic acid): structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
ID Source | ID |
PubMed CID | 230478 |
CHEMBL ID | 140916 |
SCHEMBL ID | 204921 |
MeSH ID | M0556920 |
Synonyms (43)
Synonym |
benzene-1,4-diboronic acid |
nsc25410 |
p-benzenediboronic acid |
4612-26-4 |
nsc-25410 |
benzene-1,4-diboronic acid, >=95.0% |
1,4-benzenediboronic acid |
NCGC00092017-01 |
1,4 phenyl diboronic acid |
CHEMBL140916 , |
(4-boronophenyl)boronic acid |
1,4-phenylenediboronic acid |
P1358 |
bdbm50067903 |
AKOS004116070 |
1,4-phenylenebisboronic acid |
A7211 |
1,4-phenylenebis(boronic acid) |
1,4-phenylenediboronicacid |
BCP9000038 |
FT-0606763 |
AM20040523 |
boronic acid, b,b'-1,4-phenylenebis- |
AB05330 |
BODYVHJTUHHINQ-UHFFFAOYSA-N |
1,4-benzene diboronic acid |
benzene-1,4-diyldiboronic acid |
1,4-phenylene diboronic acid |
SCHEMBL204921 |
[4-(dihydroxyboranyl)phenyl]boronic acid |
AS-3100 |
boronic acid, 1,4-phenylenebis- |
mfcd00236018 |
CS-W000938 |
BBL102130 |
SY025269 |
STL555929 |
BCP22772 |
DTXSID20963507 |
p-phenylenebisboronic acid |
676566-94-2 |
EN300-7363335 |
HY-W000938 |
Protein Targets (3)
Potency Measurements
Inhibition Measurements
Biological Processes (2)
Molecular Functions (2)
Ceullar Components (2)
Research
Studies (5)
Timeframe | Studies, This Drug (%) | All Drugs % |
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 1 (20.00) | 18.2507 |
2000's | 0 (0.00) | 29.6817 |
2010's | 3 (60.00) | 24.3611 |
2020's | 1 (20.00) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Market Indicators
Research Demand Index: 12.66
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
Metric | This Compound (vs All) |
---|
Research Demand Index | 12.66 (24.57) | Research Supply Index | 1.79 (2.92) | Research Growth Index | 4.45 (4.65) | Search Engine Demand Index | 0.00 (26.88) | Search Engine Supply Index | 0.00 (0.95) |
| |
Study Types
Publication Type | This drug (%) | All Drugs (%) |
Trials | 0 (0.00%) | 5.53% |
Reviews | 0 (0.00%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 5 (100.00%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |