662534
4-Mercaptobenzoic acid
technical grade, 90%
Sinónimos:
4-Carboxybenzenethiol, 4-Carboxythiophenol, 4-Mercaptobenzoic acid, p-Carboxybenzenethiol, p-Mercaptobenzoic acid
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Fórmula lineal:
HSC6H4CO2H
Número CAS:
Peso molecular:
154.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
90%
Form:
solid
Servicio técnico
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technical grade
Quality Segment
assay
90%
form
solid
mp
215-224 °C (lit.)
functional group
carboxylic acid
SMILES string
OC(=O)c1ccc(S)cc1
InChI
1S/C7H6O2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H,(H,8,9)
InChI key
LMJXSOYPAOSIPZ-UHFFFAOYSA-N
General description
4-Mercaptobenzoic acid (4-MBA), also known as 4-Carboxythiophenol or p-Mercaptobenzoic acid, is an aromatic compound used in organic synthesis. 4-MBA promotes the formation of disulfide bonds through its reactive thiol (-SH) group. The sulfur atom in the thiol group is highly nucleophilic, allowing it to attack electrophiles. facilitates the formation of diverse thiol-containing compounds. Additionally, 4-MBA serves as a ligand to form coordination complexes and is utilized for surface functionalization, particularly in creating self-assembled monolayers (SAMs) on metal surfaces.
Application
- SERS substrate for food adulteration detection: 4-Mercaptobenzoic acid was employed in the layer-by-layer biopolymer assembly for the in situ fabrication of AuNP plasmonic paper, serving as a SERS substrate useful in detecting food adulteration (Viriyakitpattana et al., 2024).
- Development of magneto-plasmonic nanoparticles: Research highlighted the use of 4-Mercaptobenzoic acid in the multiwavelength SERS of magneto-plasmonic nanoparticles, obtained through combined laser ablation and solvothermal methods, showing versatility in nanoparticle synthesis (Talaikis et al., 2023).
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A theoretical study of 4-Mercaptobenzoic acid assembled on Ag for surface-enhanced raman scattering applications
Mhlanga et al.
Materials Today Communications, 26, 101698-101698 (2021)
Electrochemical and infrared spectroscopy studies of 4-mercaptobenzoic acid SAMs on gold surfaces
Rosendahl et al.
Electrochimica Acta, 53, 6759-6767 (2008)
Coordination chemistry of 3-and 4-mercaptobenzoate ligands: versatile hydrogen-bonding isomers of the thiosalicylate (2-mercaptobenzoate) ligand
Tiekink et al.
Coordination Chemistry Reviews, 341, 19-52 (2017)