Benzenesulfonyl chloride, 3-methoxy-


Chemical Name: Benzenesulfonyl chloride, 3-methoxy-
CAS Number: 10130-74-2
Product Number: AG00046I(AGN-PC-0KK8KC)
Synonyms:
MDL No:
Molecular Formula: C7H7ClO3S
Molecular Weight: 206.6467

Identification/Properties


Properties
BP:
158-159°C 20mm
Storage:
Inert atmosphere;2-8℃;
Form:
Liquid
Stability:
Moisture Sensitive
Refractive Index:
n20/D 1.5560(lit.)
Computed Properties
Molecular Weight:
206.64g/mol
XLogP3:
1.6
Hydrogen Bond Donor Count:
0
Hydrogen Bond Acceptor Count:
3
Rotatable Bond Count:
2
Exact Mass:
205.98g/mol
Monoisotopic Mass:
205.98g/mol
Topological Polar Surface Area:
51.8A^2
Heavy Atom Count:
12
Formal Charge:
0
Complexity:
232
Isotope Atom Count:
0
Defined Atom Stereocenter Count:
0
Undefined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Covalently-Bonded Unit Count:
1
Compound Is Canonicalized:
Yes

Safety Information


GHS Pictogram:
Signal Word:
Danger
UN#:
3265
Hazard Statements:
H314-H290
Precautionary Statements:
P260-P280-P303+P361+P353-P301+P330+P331-P304+P340+P310-P305+P351+P338+P310
Class:
8
Packing Group:

NMR Spectrum


Other Analytical Data


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Chemical Structure



3-Methoxybenzene-1-sulfonyl chloride, also known as mesyl chloride, plays a crucial role as a versatile reagent in chemical synthesis. This compound is widely used as a sulfonylating agent for the introduction of the mesyl group into various organic molecules. Its reactivity and selectivity make it a valuable tool in the preparation of diverse functionalized compounds.One important application of 3-Methoxybenzene-1-sulfonyl chloride is in the synthesis of sulfonamide derivatives. By reacting with amines, mesyl chloride can facilitate the formation of sulfonamides, which are valuable intermediates in pharmaceuticals, agrochemicals, and materials science. This reaction is highly efficient and provides a route to access a wide range of sulfonamide compounds with different substituents.Additionally, 3-Methoxybenzene-1-sulfonyl chloride is employed in the protection of alcohols and amines during chemical transformations. By reacting with hydroxyl or amino groups, mesyl chloride forms stable mesylates, which can be easily removed under mild conditions to regenerate the original functional groups. This strategy is commonly used in organic synthesis to control the reactivity and selectivity of specific functional groups in complex molecules.Furthermore, mesyl chloride is utilized in the preparation of mesylate esters, which are key intermediates in the synthesis of various pharmaceutical compounds, natural products, and fine chemicals. The mesyl group can serve as a good leaving group in nucleophilic substitution reactions, enabling the conversion of alcohols to mesylates for further functional group transformations.In summary, 3-Methoxybenzene-1-sulfonyl chloride is a versatile reagent with applications in sulfonamide synthesis, protection of functional groups, and formation of mesylate esters. Its unique reactivity and compatibility with diverse substrates make it an indispensable tool for organic chemists in the development of new molecules and materials.