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Methanesulfonyl chloride

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Identification
Molecular formula
CH3SO2Cl
CAS number
124-63-0
IUPAC name
methanesulfonyl chloride
State
State

At room temperature, methanesulfonyl chloride is in a liquid state.

Melting point (Celsius)
-32.00
Melting point (Kelvin)
241.15
Boiling point (Celsius)
161.00
Boiling point (Kelvin)
434.15
General information
Molecular weight
114.54g/mol
Molar mass
114.5350g/mol
Density
1.4820g/cm3
Appearence

Methanesulfonyl chloride is a colorless to pale-yellow liquid. It has a pungent odor and exists in a clear liquid form under normal conditions.

Comment on solubility

Solubility of Methanesulfonyl Chloride

Methanesulfonyl chloride (CH32Cl), also referred to as mesyl chloride, exhibits a specific solubility profile that is essential for its applications in organic chemistry.

Key Points about Solubility:

  • Polar Solvent Compatibility: Methanesulfonyl chloride is highly soluble in polar organic solvents such as acetone, ether, and dichloromethane.
  • Water Solubility: It is only slightly soluble in water, which can hinder its use in aqueous environments.
  • Temperature Effects: Solubility may be influenced by temperature; typically, an increase in temperature enhances solubility in organic solvents.

This solubility behavior is primarily due to the compound's polar nature and the presence of the sulfuryl group, which can interact with solvent molecules. As noted, "the compatibility of solutes with solvents plays a vital role in their effective usage in reactions and processes." Thus, when handling methanesulfonyl chloride, one must consider its solvent preferences to optimize its reactivity and utility in synthetic applications.

Interesting facts

Interesting Facts about Methanesulfonyl Chloride

Methanesulfonyl chloride, often abbreviated as MsCl, is a versatile compound in organic chemistry with a variety of applications. Here are some fascinating insights into this compound:

  • Functional Group: It contains a sulfonyl group attached to a methyl group, making it highly reactive. Sulfonyl chlorides are known to be excellent electrophiles due to the electronegative chlorine atom.
  • Synthetic Utility: Methanesulfonyl chloride is a powerful reagent used in the synthesis of sulfonamides, which are critical in pharmaceuticals. This compound acts as a sulfonylating agent that introduces a sulfonyl functional group into various substrates.
  • Versatility: It’s used in the preparation of a wide range of derivatives, such as methanesulfonamides and other sulfonic acid derivatives. These derivatives often have valuable applications in medicinal chemistry.
  • Reactivity: When interacting with alcohols, amines, and other nucleophiles, it can generate sulfonates that are appreciated for their leaving group ability in subsequent reactions, thus facilitating various chemical transformations.
  • Safety Precautions: Being a reactive and corrosive compound, it requires careful handling. It can release toxic gases upon decomposition when exposed to moisture, so proper safety protocols must be followed in the laboratory.

In the realm of synthetic organic chemistry, methanesulfonyl chloride holds a significant place. As you delve deeper into its applications, you will find that understanding such compounds is key to mastering the intricate dance of chemical reactions.

Synonyms
Methanesulfonyl chloride
124-63-0
Mesyl chloride
Methanesulphonyl chloride
Methyl sulfochloride
Chloro methyl sulfone
METHYLSULFONYL CHLORIDE
Methanesulfuryl chloride
Methanesulfonic acid chloride
Methyl sulfonyl chloride
Chloromethyl sulfone
METHANE SULFONYL CHLORIDE
B17EWY1R7Q
DTXSID1021615
NSC-15039
DTXCID601615
RefChem:156944
204-706-1
Mesylchloride
MFCD00007454
NSC 15039
methane sulfonylchloride
CH3SO2Cl
MethanesulfonylChloride-d3
Methanesulfonyl Chloride-d3,13C
HSDB 5605
CH3ClO2S
EINECS 204-706-1
UN3246
UNII-B17EWY1R7Q
Mesylchoride
mesyl chlorid
AI3-52234
MsCl
Methansulfonylchlorid
Ms-Cl
ClSO2Me
MeSO2Cl
methanesufonylchloride
methanesulfonylchlorid
methylsulfonylchloride
Methansulfonylchloride
mesylic acid chloride
methylsufonyl chloride
methylsulfonyl choride
methysulfonyl chloride
methanesulfonlychloride
methanesulfonylchloride
methansulphonylchloride
methanesufonyl chloride
methanesulfonyl chlorid
methanesulfonyl choride
methanesulfonyl cloride
methanesulonyl chloride
methansulfonyl chloride
methansulfonyl-chloride
methylsulfonic chloride
Metanesulfonyl chloride
MeSO2-Cl
methanesulforiylchloride
methanesulphonylchloride
methane-sulfonylchloride
methanesulfonic chloride
methanesulfonly chloride
methanesulfonyl-chloride
methanesulphonyl choride
methansulphonyl chloride
methylsulphonyl chloride
Methanesulfonyl chlorine
Methanesulphonyl cloride
methyl-sulfonyl chloride
methylsulfonyl -chloride
methane sulphonylchloride
methanesuiphonyl chloride
methanesulfonoyl chloride
methanesulphonic chloride
methanesulphonyl-chloride
methariesulfonyl chloride
methane-sulfonyl chloride
methane-sulfonyl-chloride
methanesul-fonyl chloride
methyl sulphonyl chloride
Methane sulphonyl choride
methane-sulphonyl chloride
me thane sulfonyl chloride
methane- sulfonyl chloride
CH3S(O)2Cl
EC 204-706-1
methanesulfonic acid chlorid
SCHEMBL1562
methanesulfonoic acid chloride
methanesulphonic acid chloride
methane sulfonic acid chloride
methane sulphonic acid chloride
Methanesulfonyl chloride, 98%
SCHEMBL1727833
METHANE SULPHONYL CHLORIDE
Methanesulfonyl chloride, >=99%
Methanesulfonyl chloride, 99.5%
KBA66813
NSC15039
STR00131
Tox21_200643
METHANESULFONYL CHLORIDE [MI]
Methanesulfonyl chloride, >=99.7%
STL264180
AKOS000269070
METHANESULFONYL CHLORIDE [HSDB]
NCGC00248776-01
NCGC00258197-01
CAS-124-63-0
DB-002790
M0094
NS00001189
InChI=1/CH3ClO2S/c1-5(2,3)4/h1H
Methanesulfonyl chloride [UN3246] [Poison]
Methanesulfonyl chloride, purum, >=98.0% (AT)
Q417706
Methanesulfonyl chloride, puriss., >=99.0% (AT)