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124-63-0

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Basic Information
CAS No.: 124-63-0
Name: Methanesulfonyl chloride
Molecular Structure:
Molecular Structure of 124-63-0 (Methanesulfonyl chloride)
Formula: CH3ClO2S
Molecular Weight: 114.54
Synonyms: Methane Sulfonyl Chloride;Methyl sulfonyl chloride;Chloro methyl sulfone;Mesyl chloride;Methylsulfonyl chloride;Methanesulfonic acid chloride;Methyl sulfochloride;Chloromethyl sulfone;
EINECS: 204-706-1
Density: 1.478 g/cm3
Melting Point: -33 °C
Boiling Point: 160.7 °C at 760 mmHg
Flash Point: 42.2 °C
Solubility: Slightly soluble in water, soluble in alcohol and ether
Appearance: Colorless to yellow liquid
Hazard Symbols: VeryT+,ToxicT,CorrosiveC
Risk Codes: 24/25-26-34-37-35-22-41
Safety: 26-28-36/37/39-45-25
Transport Information: UN 3246 6.1/PG 1
PSA: 42.52000
LogP: 1.26560
Synthetic route
624-92-0

Dimethyldisulphide

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride; manganese(IV) oxide; potassium sulfate; water at 60 - 90℃; for 22h; Reagent/catalyst; Temperature; Large scale;99.81%
With chloro-trimethyl-silane; potassium nitrate In dichloromethane at 50℃; for 8h;90%
868-84-8

S,S-dimethyl dithiocarbonate

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine at 5 - 10℃; for 0.25h;95%
2344-80-1

Chloromethyltrimethylsilane

A

1719-57-9

Chloro(chloromethyl)dimethylsilane

B

20991-92-8

sulfate de bis-(dimethylchloromethylsilyle)

C

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With chlorosulfonic acid at 50 - 80℃;A n/a
B 92%
C n/a
766-92-7

[(methylthio)methyl]-benzene

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride; iodosylbenzene for 0.0833333h; Chlorination; oxidation;91%
With hydrogenchloride; iodosylbenzene for 0.0833333h;91 % Chromat.
71954-24-0

N-chlorodimesylamine

3049-24-9

diphenyl phenylphosphonate

A

102173-66-0

N-Mesyl-triphenoxyphosphinimid

B

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
In dichloromethane for 18h;A 82%
B n/a
867-44-7

S-Methylisothiourea sulfate

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With tert-butylhypochlorite In water; acetonitrile at 0 - 20℃;79%
In diethyl ether; water at 0 - 20℃; for 0.5h; Green chemistry;0.808 g
34557-54-5

methane

A

75-09-2

dichloromethane

B

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With sulfur dioxide; chlorine at 25℃; under 2250.23 Torr; for 1h; Concentration; Wavelength; Irradiation;A n/a
B 69%
71954-24-0

N-chlorodimesylamine

A

29651-24-9

N-Mesyl-trichlorphosphinimid

B

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With phosphorus trichloride In dichloromethane; chloroform for 12h;A 61%
B n/a
34557-54-5

methane

A

56-23-5

tetrachloromethane

B

74-87-3

methylene chloride

C

75-09-2

dichloromethane

D

67-66-3

chloroform

E

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride; sulfur dioxide; chlorine at 63 - 67℃; under 6750.68 Torr; Photolysis;A n/a
B n/a
C n/a
D n/a
E 55%
34557-54-5

methane

A

75-09-2

dichloromethane

B

67-66-3

chloroform

C

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With sulfur dioxide; chlorine at 65℃; under 2250.23 Torr; for 1h; Temperature; Irradiation;A n/a
B n/a
C 54.9%
5926-38-5

(dichloromethyl)trimethylsilane

A

124-63-0

methanesulfonyl chloride

B

107716-52-9

C3H7Cl3O3SSi

C

107716-51-8

C3H7Cl3O3SSi

D

107716-53-0

C6H14Cl4O4SSi2

Conditions
ConditionsYield
at 90 - 100℃; Further byproducts given;A n/a
B 51%
C n/a
D n/a
75-75-2

methanesulfonic acid

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; triethylamine In acetone for 20h; Heating;47%
With thionyl chloride at 95℃;
With phosphorus trichloride at 80℃;
34557-54-5

methane

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With sulfur dioxide; chlorine at -10 - 110℃; for 2h; Product distribution / selectivity; Sealed reactor;47%
With sulfuryl dichloride; sulfur trioxide; dihydrogen peroxide; rhodium(III) chloride; urea In sulfuric acid at 60℃; under 36201.3 Torr; for 12h;1.9 mmol
34557-54-5

methane

A

67-66-3

chloroform

B

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With sulfur dioxide; chlorine at 25℃; under 2250.23 Torr; for 1h; Temperature; Irradiation;A n/a
B 43.3%
676-85-7

methylsulphinyl chloride

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With chlorine13.5%
556-64-9

methyl thiocyanate

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine
With water; chlorine
917-64-6

methyl magnesium iodide

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride; diethyl ether at 10℃;
75-18-3

dimethylsulfide

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine
5813-48-9

Methanesulfenyl chloride

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With diethyl ether; nitric acid at -15℃;
14527-26-5, 867-44-7

2-methylisothiourea sulphate

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine at 10 - 15℃;
7143-01-3

Methanesulfonic anhydride

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With hydrogenchloride at 105℃;
592-76-7

1-Heptene

5799-68-8

methanedisulfonyl chloride

A

5799-71-3

1,3-dichlorooctane

B

5799-72-4

3-chloro-octanesulfonyl chloride

C

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With dibenzoyl peroxide In benzene Heating;
64258-22-6

α,α-Dichlor-dimethylsulfid

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With water; chlorine In acetic acid
676-85-7

methylsulphinyl chloride

A

2949-92-0

methanethiosulfonic acid S-methyl ester

B

75-18-3

dimethylsulfide

C

13882-12-7

S-methyl methanethiosulfinate

D

14128-56-4

methyl methanesulfinyl sulfone

E

19186-23-3

Zinc methanesulfinate

F

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With zinc In various solvent(s) at -30℃; for 1.5h; Mechanism; Product distribution; var. solv., var. time, var. temp.;A 7 % Spectr.
B 1 % Spectr.
C 3 % Spectr.
D 1 % Spectr.
E 5 % Spectr.
F 9 % Spectr.
676-85-7

methylsulphinyl chloride

A

2949-92-0

methanethiosulfonic acid S-methyl ester

B

75-18-3

dimethylsulfide

C

22224-96-0

S-(chloromethyl) methanesulphonothioate

D

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
triethylamine In diethyl ether at 22 - 24℃; for 24h; Product distribution; other amines;A 6 % Spectr.
B 5 % Spectr.
C 27 % Spectr.
D 3 % Spectr.
67-68-5

dimethyl sulfoxide

A

2949-92-0

methanethiosulfonic acid S-methyl ester

B

67-71-0

dimethylsulfone

C

26394-12-7

hydrochloric acid, dimethyl sulphoxide

D

124-63-0

methanesulfonyl chloride

Conditions
ConditionsYield
With chlorine In dichloromethane at -0.1℃;
With chlorine In dichloromethane at -0.1℃; Further byproducts given;
2081-44-9

Tetrahydro-pyran-4-ol

124-63-0

methanesulfonyl chloride

134419-59-3

4-oxanyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 2.5h;100%
With triethylamine In dichloromethane at 0℃; for 1.5h;100%
67-56-1

methanol

124-63-0

methanesulfonyl chloride

66-27-3

Methyl methanesulfonate

Conditions
ConditionsYield
Stage #1: methanol With triethylamine In dichloromethane at 25℃;
Stage #2: methanesulfonyl chloride In dichloromethane at 0 - 20℃;
100%
With pyridine; diethyl ether at -30℃;
With triethylamine
71-23-8

propan-1-ol

124-63-0

methanesulfonyl chloride

1912-31-8

propyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;100%
With pyridine 1.) from -20 deg C to 30 deg C, 2.) room temp., 2 h;65%
With pyridine at 0℃;
100-02-7

4-nitro-phenol

124-63-0

methanesulfonyl chloride

20455-07-6

p-nitrophenyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 0.75h;100%
With triethylamine In dichloromethane at 0 - 20℃;98%
With triethylamine In ethyl acetate at 0 - 20℃; for 0.166667h; Green chemistry;97%
821-09-0

n-Pent-4-enyl alcohol

124-63-0

methanesulfonyl chloride

64818-35-5

4-pentenyl mesylate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -15℃; for 1h; Green chemistry;100%
With triethylamine In dichloromethane at -5℃; for 0.666667h;98%
With triethylamine In dichloromethane at 0 - 20℃; for 91312.5h; Inert atmosphere;98%
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Chemistry

IUPAC Name: Methanesulfonyl chloride
Synonyms of Methanesulfonyl chloride (CAS NO.124-63-0): Mesyl chloride ; Methanesulfonic acid chloride ; Methanesulfonyl chloride ; Methanesulphonyl chloride
CAS NO: 124-63-0
Molecular Formula: CH3ClO2S
Molecular Weight: 114.54
Molecular Structure:
EINECS: 204-706-1
H bond acceptors: 2
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 42.52 Å2
Index of Refraction: 1.437
Molar Refractivity: 20.31 cm3
Molar Volume: 77.4 cm3
Surface Tension: 38.9 dyne/cm
Density: 1.478 g/cm3
Flash Point: 42.2 °C
Enthalpy of Vaporization: 38.09 kJ/mol
Boiling Point: 160.7 °C at 760 mmHg
Vapour Pressure: 3.07 mmHg at 25°C
Melting Point: -33°C
Storage temp: Store at R.T.
Sensitive: Moisture Sensitive
Appearance: Colorless to yellow liquid
Solubility: Slightly soluble in water, soluble in alcohol and ether
Product Categories of Methanesulfonyl chloride (CAS NO.124-63-0): Organics

Uses

 Methanesulfonyl chloride (CAS NO.124-63-0) is used to make methanesulfonates and to generate sulfene. It is mainly used for the formation of methanesulfonates from alcohols and a non-nucleophilic base.

Production

Here are preparation, manufacture and handling of Methanesulfonyl chloride (CAS NO.124-63-0): 
 Methanesulfonyl chloride is manufactured either via direct synthesis from methane and sulfuryl chloride in a radical reaction (1):

CH4 (g) + SO2Cl2 (g) → CH3SO2Cl + HCl (g) (1)
other method of manufacture starts with methanesulfonic acid, which is accessible out of methane and sulfur trioxide (2) or by vigorous oxidation of methanethiol (3):

CH4 (g) + SO3 (g) → CH3SO3H (l) (2)
CH3SH + HNO3 → CH3SO3H + H2O + NOx (3)
The methanesulfonic acid prepared is reacted with thionyl chloride (4) or phosgene (5) to form mesyl chloride:

CH3SO3H + SOCl2 → CH3SO2Cl + SO2 + HCl (4)
CH3SO3H + COCl2 → CH3SO2Cl + CO2 + HCl (5)

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin 100uL/kg (0.1mL/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" National Technical Information Service. Vol. OTS0571119,
mouse LD50 intraperitoneal 10mg/kg (10mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
National Technical Information Service. Vol. OTS0571119,
mouse LD50 oral 200mg/kg (200mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA National Technical Information Service. Vol. OTS0571119,
rat LCLo inhalation 620mg/m3/6H (620mg/m3) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0571119,
rat LD50 oral 50mg/kg (50mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

KIDNEY, URETER, AND BLADDER: HEMATURIA
National Technical Information Service. Vol. OTS0571119,
rat LDLo intraperitoneal 5mg/kg (5mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

KIDNEY, URETER, AND BLADDER: HEMATURIA
National Technical Information Service. Vol. OTS0571119

Safety Profile

Safety Information about Methanesulfonyl chloride (CAS NO.124-63-0):
Hazard Codes: VeryT+T,CorrosiveC
Risk Statements: 24/25-26-34-37-35-22-41 
R22: Harmful if swallowed. 
R24/25: Toxic in contact with skin and if swallowed 
R26: Very toxic by inhalation. 
R34: Causes burns. 
R35: Causes severe burns. 
R37: Irritating to respiratory system 
R41: Risk of serious damage to the eyes.
Safety Statements: 26-28-36/37/39-45-25
S25: Avoid contact with eyes. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3246 6.1/PG 1
WGK Germany: 2
RTECS: PB2790000
Hazard Note: Toxic/Corrosive
HazardClass: 6.1
PackingGroup: I