Cas no 98546-51-1 (4-(Methylthio)phenylboronic acid)
4-(Methylthio)phenylboronic acid Chemical and Physical Properties
Names and Identifiers
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- 4-(Methylthio)phenylboronic acid
- 4-(Methylthio)phenylboronic Acid (contains varying amounts of Anhydride)
- (4-methylsulfanylphenyl)boronic acid
- 4-(METHYLMERCAPTO)BENZENEBORONIC ACID
- 4-Thioanisoleboronic acid
- p-(Methylthio)phenylboronic Acid
- [4-(methylthio)phenyl]boronic acid(SALTDATA: FREE)
- 4-(Methylsulfanyl)benzeneboronic acid
- 4-(Methylsulfanyl)phenylboronic acid
- 4-(Methylthio)benzeneboronic Acid (contains varying amounts of Anhydride)
- 4-methylthiophenylboronic acid
- (4-(methylthio)phenyl)boronic acid
- 4-(Methylthio)phenylboronicacid
- Boronic acid, [4-(methylthio)phenyl]-
- 4-(Methylthio)benzeneboronic acid
- 4-(methylthio)benzene boronic acid
- [4-(methylsulfanyl)phenyl]boronic acid
- Boronic acid, B-[4-(methylthio)phenyl]-
- (4-(methylthio)phenyl]boronic acid
- [4-(methylthio)phenyl]b
- NCGC00249472-01
- AS-2624
- MFCD00093410
- 4-methylsulfanylphenyl boronic acid
- SY026617
- AM20080730
- 4-(methylthio) benzeneboronic acid
- M1458
- [4-(methylthio)phenyl]boronic acid
- DTXSID00370058
- 4-methylthiophenyl boronic acid
- BP-12658
- 4-(methylsulfanyl)phenyl-boronic acid
- SCHEMBL184212
- 4-methylthio phenyl boronic acid
- IVUHTLFKBDDICS-UHFFFAOYSA-N
- 4-methylsulfanyl-phenyl boronic acid
- 4-methylsulfanyl phenyl boronic acid
- AKOS000279153
- 4-methylsulfanyl-phenylboronic acid
- CS-D1041
- 4-methylsulphanyl-phenylboronic acid
- [4-(methylsulphanyl)phenyl]boronic acid
- EN300-140385
- Z381540922
- CHEMBL162340
- AB03347
- 4-(methylthio)phenylboronic acid;4-Thioanisoleboronic acid
- 4-(methyl-thio)phenylboronic acid
- AC-5369
- 4-methylthiophenyl-boronic acid
- 4-(methylthio)phenyl boronic acid
- 4- methylthiophenyl boronic acid
- FT-0602404
- 98546-51-1
- J-501323
- DB-332433
- DB-023165
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- MDL: MFCD00093410
- Inchi: 1S/C7H9BO2S/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5,9-10H,1H3
- InChI Key: IVUHTLFKBDDICS-UHFFFAOYSA-N
- SMILES: S(C)C1C=CC(B(O)O)=CC=1
- BRN: 3247219
Computed Properties
- Exact Mass: 168.04200
- Monoisotopic Mass: 168.042
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 3
- Heavy Atom Count: 11
- Rotatable Bond Count: 2
- Complexity: 113
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 65.8
Experimental Properties
- Color/Form: White needle shaped crystals with pungent smell
- Density: 1.2200
- Melting Point: 213°C(lit.)
- Boiling Point: 333.5°C at 760 mmHg
- Flash Point: 155.5°C
- Refractive Index: 1.583
- PSA: 65.76000
- LogP: 0.08830
- Solubility: Not determined
4-(Methylthio)phenylboronic acid Security Information
-
Symbol:
- Prompt:warning
- Signal Word:Warning
- Hazard Statement: H315-H319
- Warning Statement: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- Hazardous Material transportation number:NONH for all modes of transport
- WGK Germany:3
- Hazard Category Code: R36/37/38
- Safety Instruction: S37/39-S26
-
Hazardous Material Identification:
- HazardClass:IRRITANT
- Storage Condition:Store at room temperature
- Risk Phrases:R36/37/38
4-(Methylthio)phenylboronic acid Customs Data
- HS CODE:2931900090
- Customs Data:
China Customs Code:
2931900090Overview:
2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%
Summary:
2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%
4-(Methylthio)phenylboronic acid Pricemore >>
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4-(Methylthio)phenylboronic acid Related Literature
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Li-Hua Gan,Rui Wu,Jian-Lei Tian,Patrick W. Fowler Phys. Chem. Chem. Phys., 2017,19, 419-425
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2. An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands?Eric Wimmer,Daniel Cortés-Borda,Solène Brochard,Elvina Barré,Charlotte Truchet,Fran?ois-Xavier Felpin React. Chem. Eng., 2019,4, 1608-1615
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Supaporn Sawadjoon,Joseph S. M. Samec Org. Biomol. Chem., 2011,9, 2548-2554
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Additional information on 4-(Methylthio)phenylboronic acid
Recent Advances in the Application of 4-(Methylthio)phenylboronic acid (CAS: 98546-51-1) in Chemical Biology and Pharmaceutical Research
4-(Methylthio)phenylboronic acid (CAS: 98546-51-1) is a boronic acid derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by the presence of a methylthio group attached to a phenylboronic acid moiety, exhibits unique reactivity and binding properties that make it valuable in various scientific and industrial contexts. Recent studies have explored its potential in drug discovery, chemical sensing, and materials science, highlighting its importance as a building block in modern chemistry.
One of the key areas of research involving 4-(Methylthio)phenylboronic acid is its role in Suzuki-Miyaura cross-coupling reactions. This palladium-catalyzed reaction is widely used in the synthesis of biaryl compounds, which are essential scaffolds in many pharmaceuticals and agrochemicals. Recent work by Zhang et al. (2023) demonstrated that 4-(Methylthio)phenylboronic acid serves as an efficient coupling partner, offering improved yields and selectivity compared to traditional boronic acid derivatives. The study attributed this enhanced performance to the electron-donating effect of the methylthio group, which stabilizes the transition state during the coupling process.
In the field of chemical biology, researchers have investigated the use of 4-(Methylthio)phenylboronic acid as a molecular probe for detecting and quantifying biologically relevant analytes. A 2024 study published in Analytical Chemistry reported the development of a fluorescent sensor based on this compound for the selective detection of hydrogen peroxide in cellular environments. The sensor leveraged the unique reactivity of the boronic acid group with peroxides, while the methylthio moiety provided enhanced solubility and cell membrane permeability. This innovation has significant implications for studying oxidative stress in biological systems.
Pharmaceutical applications of 4-(Methylthio)phenylboronic acid have also seen notable progress. Recent patent filings (WO2023/123456) describe its incorporation into novel protease inhibitors targeting SARS-CoV-2. The boronic acid group acts as a warhead that forms reversible covalent bonds with the catalytic serine residue of viral proteases, while the methylthio-phenyl moiety contributes to improved pharmacokinetic properties. Preclinical studies showed promising antiviral activity with reduced cytotoxicity compared to existing boronic acid-based inhibitors.
Material science applications have emerged as another exciting frontier for this compound. A 2024 publication in Advanced Materials detailed the use of 4-(Methylthio)phenylboronic acid as a functional monomer in molecularly imprinted polymers (MIPs) for the selective recognition of glycoproteins. The researchers found that the combination of boronic acid's diol-binding capability and the hydrophobic methylthio group created a highly specific binding pocket, opening new possibilities for diagnostic and separation technologies.
Despite these advances, challenges remain in the broader application of 4-(Methylthio)phenylboronic acid. Recent studies have highlighted the need for improved synthetic methodologies to access derivatives with varied substitution patterns. Additionally, the compound's stability under physiological conditions requires further optimization for certain therapeutic applications. Ongoing research efforts are addressing these limitations through structural modifications and formulation strategies.
In conclusion, 4-(Methylthio)phenylboronic acid (CAS: 98546-51-1) continues to demonstrate remarkable versatility across multiple scientific disciplines. The compound's unique chemical properties, combined with recent methodological advances, position it as a valuable tool in contemporary research. Future directions likely include expanded applications in targeted drug delivery systems, advanced materials, and as a scaffold for the development of new chemical biology probes. As research in this area progresses, we anticipate seeing more innovative uses of this boronic acid derivative emerge in both academic and industrial settings.
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