Cas no 121-02-8 (2-methyl-5-nitrobenzene-1-sulfonyl chloride)

2-Methyl-5-nitrobenzene-1-sulfonyl chloride is a sulfonylation reagent commonly used in organic synthesis, particularly for introducing the 2-methyl-5-nitrobenzenesulfonyl (Mns) protecting group. Its key advantages include high reactivity with amines and alcohols, facilitating the selective protection of functional groups in complex molecules. The nitro group enhances electrophilicity, improving sulfonylation efficiency, while the methyl substituent contributes to steric stabilization. This compound is valuable in peptide synthesis and pharmaceutical intermediates, where controlled protection and deprotection are critical. It is typically handled under anhydrous conditions due to moisture sensitivity. Proper storage and handling are essential to maintain its stability and reactivity.
2-methyl-5-nitrobenzene-1-sulfonyl chloride structure
121-02-8 structure
Product Name:2-methyl-5-nitrobenzene-1-sulfonyl chloride
CAS No:121-02-8
MF:C7H6ClNO4S
MW:235.644839763641
MDL:MFCD00051695
CID:35980
PubChem ID:135727317
Update Time:2025-05-19

2-methyl-5-nitrobenzene-1-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Methyl-5-nitrobenzenesulfonylchloride
    • 2-Methyl-5-nitrobenzenesulphonyl chloride
    • 5-Nitro-o-toluenesulphonyl chloride
    • 2-Methyl-5-nitrobenz
    • 2-Methyl-5-nitrobenzene-1-sulfonyl chloride
    • 2-methyl-5-nitro-benzene-sulfonyl chloride
    • 2-methyl-5-nitro-benzenesulphonyl chloride
    • 4-Nitrotoluen-2-sulfochlorid
    • 5-nitro-2-methylbe
    • 5-nitro-2-methyl-phenylsulfonyl chloride
    • EINECS 204-444-8
    • sulfonyl chloride
    • o-Toluenesulfonylchloride, 5-nitro- (6CI,7CI,8CI)
    • 2-Methyl-5-nitrophenylsulfonyl chloride
    • 5-Nitro-o-toluenesulfonyl chloride
    • NSC 49752
    • 4-nitrotoluen-2-sulfonylchlorid
    • 5-nitro-o-toluenesulfonylchlorid
    • 4-Nitrotoluene-2-sulfonyl chloride
    • 4-nitrotoluene-2-sulphonyl chloride
    • 2-Methyl-5-nitrobenzenesulfonyl chloride
    • Benzenesulfonyl chloride, 2-methyl-5-nitro-
    • o-Toluenesulfonyl chloride, 5-nitro-
    • 4-Nitrotoluen-2-sulfochlorid [Czech]
    • 4-Nitrotoluen-2-sulfonylchlorid [Czech]
    • 2-methyl-5-nitrophenylsu
    • 4-nitrotoluen-2-sulfochlorid;4-nitrotoluen-2-sulfonylchlorid;5-nitro-o-toluenesulfonylchlorid;2-Methyl-5-nitro phenylsulfonyl chloride
    • EN300-01723
    • W-108464
    • AKOS001018259
    • STR04719
    • Y7R9YZ83FS
    • MFCD00051695
    • BRN 2697079
    • CS-W012885
    • A24456
    • SCHEMBL1026210
    • 121-02-8
    • DTXSID10153096
    • WPGVQDHXOUAJBW-UHFFFAOYSA-N
    • SY070806
    • UNII-Y7R9YZ83FS
    • NSC-49752
    • Z56772648
    • 2-Methyl-5-nitrobenzenesulfonyl chloride, 97%
    • WLN: WSGR B1 ENW
    • NSC49752
    • UPCMLD0ENAT0502-0329:001
    • 3-Nitro-6-methylbenzolsulfochlorid
    • AM20020295
    • 2-Methyl-5-Nitrobenzene-1-SulfonylChloride
    • CK2504
    • 4-11-00-00236 (Beilstein Handbook Reference)
    • FT-0612980
    • 2-methyl-5-nitrobenzene sulphonyl chloride
    • 2-methyl-5-nitro-benzenesulfonyl chloride
    • NS00023942
    • 2-methyl-5-nitrobenzene sulfonyl chloride
    • F2190-0571
    • M2178
    • STL483081
    • DB-021360
    • Benzenesulfonyl chloride, 2-methyl-5-nitro-(9CI)
    • DTXCID9075587
    • 2-methyl-5-nitrobenzene-1-sulfonyl chloride
    • MDL: MFCD00051695
    • Inchi: 1S/C7H6ClNO4S/c1-5-2-3-6(9(10)11)4-7(5)14(8,12)13/h2-4H,1H3
    • InChI Key: WPGVQDHXOUAJBW-UHFFFAOYSA-N
    • SMILES: ClS(C1C=C(C=CC=1C)[N+](=O)[O-])(=O)=O
    • BRN: 2697079

Computed Properties

  • Exact Mass: 234.97100
  • Monoisotopic Mass: 234.971
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 318
  • 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: 2.1
  • Topological Polar Surface Area: 88.3

Experimental Properties

  • Density: 1.4103 (rough estimate)
  • Melting Point: 44.0 to 48.0 deg-C
  • Boiling Point: 198°C/20mmHg(lit.)
  • Flash Point: Degrees Fahrenheit:>230°F
    Degrees Celsius:>110°C
  • Refractive Index: 1.6000 (estimate)
  • PSA: 88.34000
  • LogP: 3.43470
  • Sensitiveness: Moisture Sensitive

2-methyl-5-nitrobenzene-1-sulfonyl chloride Security Information

  • Symbol: GHS05
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H314
  • Warning Statement: P280,P305+P351+P338,P310
  • Hazardous Material transportation number:3261
  • WGK Germany:3
  • Hazard Category Code: 34
  • Safety Instruction: S22-S26-S30-S45-S8-S36/37/39
  • RTECS:XT8000000
  • Hazardous Material Identification: C
  • HazardClass:8
  • PackingGroup:III
  • Storage Condition:Store at room temperature
  • Safety Term:8
  • Packing Group:II
  • Risk Phrases:R14; R29; R34
  • Packing Group:II
  • Hazard Level:8

2-methyl-5-nitrobenzene-1-sulfonyl chloride Customs Data

  • HS CODE:2904909090
  • Customs Data:

    China Customs Code:

    2904909090

    Overview:

    2904909090 Sulfonation of other hydrocarbons\nitrification\Nitrosative derivative(Whether halogenated or not). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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2-methyl-5-nitrobenzene-1-sulfonyl chloride Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:121-02-8)2-Methyl-5-nitrobenzenesulfonyl chloride
Order Number:sfd2746
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally

2-methyl-5-nitrobenzene-1-sulfonyl chloride Related Literature

Additional information on 2-methyl-5-nitrobenzene-1-sulfonyl chloride

Introduction to 2-methyl-5-nitrobenzene-1-sulfonyl chloride (CAS No. 121-02-8)

2-methyl-5-nitrobenzene-1-sulfonyl chloride, identified by the Chemical Abstracts Service Number (CAS No.) 121-02-8, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound serves as a crucial intermediate in the synthesis of various biologically active molecules, particularly in the development of novel therapeutic agents. Its unique structural features, including a methyl group and a nitro group at specific positions on the benzene ring, combined with the presence of a sulfonyl chloride functional group, make it a versatile building block for medicinal chemistry applications.

The sulfonyl chloride moiety in 2-methyl-5-nitrobenzene-1-sulfonyl chloride is particularly noteworthy due to its reactivity and utility in forming sulfonamide derivatives. Sulfonamides are a class of compounds that have been widely explored for their pharmacological properties, including antimicrobial, anti-inflammatory, and anticancer activities. The ability to introduce this sulfonyl chloride group into other molecules via nucleophilic substitution reactions opens up numerous possibilities for drug design and development. This reactivity has been leveraged in recent studies to create novel sulfonamide-based drugs that exhibit improved efficacy and reduced toxicity compared to existing therapies.

In recent years, there has been a surge in research focused on developing more effective treatments for chronic diseases, such as cancer and inflammatory disorders. The demand for innovative drug candidates has driven the exploration of diverse chemical scaffolds, including nitroaromatic compounds like 2-methyl-5-nitrobenzene-1-sulfonyl chloride. The nitro group present in this compound not only contributes to its electronic properties but also serves as a handle for further functionalization through reduction or other chemical transformations. These transformations can yield amino or hydrazine derivatives, which are key intermediates in the synthesis of various pharmacologically relevant molecules.

One of the most compelling aspects of 2-methyl-5-nitrobenzene-1-sulfonyl chloride is its role as a precursor in the synthesis of targeted drug candidates. For instance, researchers have utilized this compound to develop small-molecule inhibitors that modulate specific biological pathways implicated in disease progression. By strategically modifying the structure of 2-methyl-5-nitrobenzene-1-sulfonyl chloride, scientists have been able to generate derivatives with enhanced binding affinity and selectivity for their intended biological targets. Such advancements underscore the importance of this compound in modern drug discovery efforts.

The synthetic utility of 2-methyl-5-nitrobenzene-1-sulfonyl chloride extends beyond pharmaceutical applications. It has also found use in materials science and agrochemical research, where its ability to undergo various chemical reactions makes it a valuable starting material for synthesizing complex molecules with tailored properties. For example, researchers have employed this compound to create novel polymers and coatings that exhibit improved durability and functionality under harsh conditions. These applications highlight the broad versatility of 2-methyl-5-nitrobenzene-1-sulfonyl chloride across multiple scientific disciplines.

From a mechanistic standpoint, the reactivity of 2-methyl-5-nitrobenzene-1-sulfonyl chloride can be attributed to the electronic effects induced by its substituents. The methyl group at position 2 enhances electron density at the ortho and para positions relative to it, while the nitro group at position 5 exerts a strong electron-withdrawing effect. This interplay between electron-donating and electron-withdrawing groups influences the compound's overall reactivity and makes it an ideal candidate for selective functionalization. Understanding these electronic interactions is crucial for designing efficient synthetic routes and predicting the behavior of derivatives derived from this compound.

In conclusion, 2-methyl-5-nitrobenzene-1-sulfonyl chloride (CAS No. 121-02-8) represents a cornerstone in modern chemical synthesis, particularly within pharmaceutical research. Its unique structural features and reactivity make it an indispensable tool for developing novel therapeutic agents targeting various diseases. As research continues to evolve, the applications of this compound are expected to expand further, driving innovation across multiple scientific fields. The ongoing exploration of its derivatives and synthetic modifications promises to yield groundbreaking advancements in medicine and materials science.

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Suzhou Senfeida Chemical Co., Ltd
(CAS:121-02-8)2-Methyl-5-nitrobenzenesulfonyl chloride
sfd2746
Purity:99.9%
Quantity:200kg
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