Sulfhydryl reagent used to characterize reactive SH groups. for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 652 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1=CC(=C(C=C1SSC2=CC(=C(C=C2)[N+](=O)[O-])C(=O)O)C(=O)O)[N+](=O)[O-] |
|---|---|
| IUPAC Name | 5-[(3-carboxy-4-nitrophenyl)disulfanyl]-2-nitrobenzoic acid |
| InChIKey | KIUMMUBSPKGMOY-UHFFFAOYSA-N |
| INCHI | 1S/C14H8N2O8S2/c17-13(18)9-5-7(1-3-11(9)15(21)22)25-26-8-2-4-12(16(23)24)10(6-8)14(19)20/h1-6H,(H,17,18)(H,19,20) |
| Isomeric SMILES | C1=CC(=C(C=C1SSC2=CC(=C(C=C2)[N+](=O)[O-])C(=O)O)C(=O)O)[N+](=O)[O-] |
| WGK Germany | 3 |
| RTECS | DG9650000 |
| Molecular Weight | 396.35 |
| Beilstein | 1896821 |
| Reaxy-Rn | 1896821 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1896821&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Benzene and substituted derivatives |
| Subclass | Benzoic acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Nitrobenzoic acids and derivatives |
| Alternative Parents | M-sulfanylbenzoic acids Benzoic acids Nitrobenzenes Benzoyl derivatives Nitroaromatic compounds Dicarboxylic acids and derivatives Organic disulfides Sulfenyl compounds Propargyl-type 1,3-dipolar organic compounds Carboxylic acids Organic oxoazanium compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organooxygen compounds Organopnictogen compounds |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Nitrobenzoate - M-sulfanylbenzoic acid - M-sulfanylbenzoic acid or derivatives - Benzoic acid - Nitrobenzene - Nitroaromatic compound - Benzoyl - Dicarboxylic acid or derivatives - Organic nitro compound - C-nitro compound - Organic disulfide - Carboxylic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Sulfenyl compound - Organic oxoazanium - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organopnictogen compound - Organic oxide - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as nitrobenzoic acids and derivatives. These are compounds containing a nitrobenzoic acid moiety, which consists of a benzene ring bearing both a carboxylic acid group and a nitro group on two different ring carbon atoms. |
| External Descriptors | organic disulfide - nitrobenzoic acid |
| Solubility | ethanol: 8 mg/mL |
|---|---|
| Melt Point(°C) | 240-245°C |
| Molecular Weight | 396.400 g/mol |
| XLogP3 | 2.700 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 5 |
| Exact Mass | 395.972 Da |
| Monoisotopic Mass | 395.972 Da |
| Topological Polar Surface Area | 217.000 Ų |
| Heavy Atom Count | 26 |
| Formal Charge | 0 |
| Complexity | 528.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 55. Ruiling Li, Ningzhe Wang, Chao Ma, Jiacheng Wang, Jing Wang, Xin Yang. (2025) Effect and mechanism of ultrasound time and storage time on physicochemical properties, 3D printing accuracy, and microstructure of ovalbumin–gellan gum emulsion gels. FOOD CHEMISTRY, [PMID:40010193] [10.1016/j.foodchem.2025.143518] |
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| 57. Wenmei Hu, Xindong Xu, Xingyan Wang, Tinghong Ma, Yuting Li, Xianglin Qin, Jibin Wei, Shan Chen. (2024) Effect of curdlan on the gel properties and interactions of whey protein isolate gels. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39059535] [10.1016/j.ijbiomac.2024.134161] |
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| 60. Yafang Shang, Tong Jiang, Yiwei Liu, Yidan Xu, Yuzhu Gao, Huang Xiao, Yilong Ma, Shaohua Yang, Zhaojun Wei. (2025) Effect of phytochemicals from grape seed on the improvement of noodle quality and the structure of wheat gluten. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2025.117482] |
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| 396. Ruoxi Zhao, Rui Zhang, Lili Feng, Yushan Dong, Jialing Zhou, Songnan Qu, Shili Gai, Dan Yang, He Ding, Piaoping Yang. (2021) Constructing virus-like SiOx/CeO2/VOx nanozymes for 1064 nm light-triggered mild-temperature photothermal therapy and nanozyme catalytic therapy. Nanoscale, 14 (2): (361-372). [PMID:34878482] [10.1039/D1NR06128C] |
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| 417. Wanjun Zhang, Jinling Gao, Lin Lu, Tsendmaa Bold, Xin Li, Shuo Wang, Zhishang Chang, Jing Chen, Xiao Kong, Yuxin Zheng, Mingliang Zhang, Jinglong Tang. (2021) Intracellular GSH/GST antioxidants system change as an earlier biomarker for toxicity evaluation of iron oxide nanoparticles. NanoImpact, [PMID:35559839] [10.1016/j.impact.2021.100338] |
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