≥96% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Argon charged,Desiccated Ships FedEx DG Service 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 6 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
2,4-Dinitrobenzenesulfonyl chloride is a useful synthesis reagent. It is used to protect primary amines.
2,4-Dinitrobenzenesulfonyl chloride was used to protect primary amines. It was used as starting reagent in the synthesis of tert-butyl 2-[(2,4-dinitrophenyl) sulfonyl]amino acetate.
| Canonical Smiles | C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])S(=O)(=O)Cl |
|---|---|
| IUPAC Name | 2,4-dinitrobenzenesulfonyl chloride |
| InChIKey | SSFSNKZUKDBPIT-UHFFFAOYSA-N |
| INCHI | 1S/C6H3ClN2O6S/c7-16(14,15)6-2-1-4(8(10)11)3-5(6)9(12)13/h1-3H |
| Isomeric SMILES | C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])S(=O)(=O)Cl |
| UN Number | 3261 |
| Packing Group | II |
| Molecular Weight | 266.62 |
| Reaxy-Rn | 2147583 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2147583&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 | Benzenesulfonyl compounds |
| Intermediate Tree Nodes | Benzenesulfonyl halides |
| Direct Parent | Benzenesulfonyl chlorides |
| Alternative Parents | Nitrobenzenes Nitroaromatic compounds Sulfonyls Sulfonyl chlorides Organosulfonic acids and derivatives Propargyl-type 1,3-dipolar organic compounds Organic oxoazanium compounds Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Benzenesulfonyl chloride - Nitrobenzene - Nitroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl chloride - Sulfonyl halide - Sulfonyl - C-nitro compound - Organic nitro compound - Organic oxoazanium - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic oxide - Organopnictogen compound - Organosulfur compound - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzenesulfonyl chlorides. These are aromatic compounds containing a benzenesulfonyl group, where the sulfonyl moiety is singly boned to a chloride atom. |
| External Descriptors | Not available |
| Solubility | Reacts with water. |
|---|---|
| Sensitivity | Moisture sensitive. |
| Melt Point(°C) | 100-104°C |
| Molecular Weight | 266.620 g/mol |
| XLogP3 | 1.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 1 |
| Exact Mass | 265.94 Da |
| Monoisotopic Mass | 265.94 Da |
| Topological Polar Surface Area | 134.000 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 393.000 |
| 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 |
| 1. Guanfan Chen, Mengzhuo Tang, Xiufang Fu, Fenmin Cheng, Xianghua Zou, Jingpei Wang, Rongjin Zeng. (2017) A highly sensitive and selective fluorescent sensor for detection of sulfide anion based on the steric hindrance effect. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2017.08.049] |
| 2. Zi-Yu Zhang, Yi-Yue Feng, Ju Luo, Wei Wang, XianXiu Qiu, Wen-Chao Yang. (2025) A glutathione S-transferase-activated fluorogenic sensor for in vivo plant stress diagnostics. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2025.137456] |
| 3. Wu Zhengjun, Zhao Taotao, Jiang Xingyue, Zhang Dan, Wang Feiyi, Ren Xiaoming, Wang Zhao, Wang Erfei, Ren Jun. (2024) A near-infrared fluorescent probe with a large Stokes shift for the detection and imaging of biothiols in vitro and in vivo. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, [PMID:39322801] [10.1007/s00216-024-05537-w] |
| 4. Yudong Xue, Jia Tian, Zhiyong Liu, Jianbo Chen, Mengsi Wu, Yongjia Shen, Weian Zhang. (2019) A Redox Stimulation-Activated Amphiphile for Enhanced Photodynamic Therapy. BIOMACROMOLECULES, [PMID:31244019] [10.1021/acs.biomac.9b00581] |
| 5. Meili Yang, Zuzhe Kang, Xinpei Zhong, Sirui Bai, Dong-En Wang, Qin Tu, Sheng Chen, Jinyi Wang, Mao-Sen Yuan. (2025) Visualizing GSH-ONOO− Redox and Tracking Lesion-Remedy of Acute Kidney Oxidative Injury Based on a Dual-Site Chemosensor. Advanced Healthcare Materials, [PMID:40424091] [10.1002/adhm.202500907] |
| 6. He Gao, Haiyan Ma, Ling Yan, Shiqi Li, Longbin Xu. (2026) Sequential and selective fluorescent detection of sulfur pollutants in environmental water using a dual-channel probe. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2026.145563] |
E2423462