Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With water; chlorine at 5 - 10℃; for 0.25h; | 95% |
Chloromethyltrimethylsilane
A
Chloro(chloromethyl)dimethylsilane
B
sulfate de bis-(dimethylchloromethylsilyle)
C
methanesulfonyl chloride
Conditions | Yield |
---|---|
With chlorosulfonic acid at 50 - 80℃; | A n/a B 92% C n/a |
Conditions | Yield |
---|---|
With hydrogenchloride; iodosylbenzene for 0.0833333h; Chlorination; oxidation; | 91% |
With hydrogenchloride; iodosylbenzene for 0.0833333h; | 91 % Chromat. |
N-chlorodimesylamine
diphenyl phenylphosphonate
A
N-Mesyl-triphenoxyphosphinimid
B
methanesulfonyl chloride
Conditions | Yield |
---|---|
In dichloromethane for 18h; | A 82% B n/a |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With sulfur dioxide; chlorine at 25℃; under 2250.23 Torr; for 1h; Concentration; Wavelength; Irradiation; | A n/a B 69% |
N-chlorodimesylamine
A
N-Mesyl-trichlorphosphinimid
B
methanesulfonyl chloride
Conditions | Yield |
---|---|
With phosphorus trichloride In dichloromethane; chloroform for 12h; | A 61% B n/a |
methane
A
tetrachloromethane
B
methylene chloride
C
dichloromethane
D
chloroform
E
methanesulfonyl chloride
Conditions | Yield |
---|---|
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% |
methane
A
dichloromethane
B
chloroform
C
methanesulfonyl chloride
Conditions | Yield |
---|---|
With sulfur dioxide; chlorine at 65℃; under 2250.23 Torr; for 1h; Temperature; Irradiation; | A n/a B n/a C 54.9% |
(dichloromethyl)trimethylsilane
A
methanesulfonyl chloride
B
C3H7Cl3O3SSi
C
C3H7Cl3O3SSi
D
C6H14Cl4O4SSi2
Conditions | Yield |
---|---|
at 90 - 100℃; Further byproducts given; | A n/a B 51% C n/a D n/a |
Conditions | Yield |
---|---|
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℃; |
methane
methanesulfonyl chloride
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With sulfur dioxide; chlorine at 25℃; under 2250.23 Torr; for 1h; Temperature; Irradiation; | A n/a B 43.3% |
Conditions | Yield |
---|---|
With chlorine | 13.5% |
Conditions | Yield |
---|---|
With water; chlorine | |
With water; chlorine |
Conditions | Yield |
---|---|
With sulfuryl dichloride; diethyl ether at 10℃; |
Conditions | Yield |
---|---|
With water; chlorine |
Conditions | Yield |
---|---|
With diethyl ether; nitric acid at -15℃; |
2-methylisothiourea sulphate
methanesulfonyl chloride
Conditions | Yield |
---|---|
With water; chlorine at 10 - 15℃; |
Conditions | Yield |
---|---|
With hydrogenchloride at 105℃; |
1-Heptene
methanedisulfonyl chloride
A
1,3-dichlorooctane
B
3-chloro-octanesulfonyl chloride
C
methanesulfonyl chloride
Conditions | Yield |
---|---|
With dibenzoyl peroxide In benzene Heating; |
α,α-Dichlor-dimethylsulfid
methanesulfonyl chloride
Conditions | Yield |
---|---|
With water; chlorine In acetic acid |
methylsulphinyl chloride
A
methanethiosulfonic acid S-methyl ester
B
dimethylsulfide
C
S-methyl methanethiosulfinate
D
methyl methanesulfinyl sulfone
E
Zinc methanesulfinate
F
methanesulfonyl chloride
Conditions | Yield |
---|---|
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. |
methylsulphinyl chloride
A
methanethiosulfonic acid S-methyl ester
B
dimethylsulfide
C
S-(chloromethyl) methanesulphonothioate
D
methanesulfonyl chloride
Conditions | Yield |
---|---|
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. |
dimethyl sulfoxide
A
methanethiosulfonic acid S-methyl ester
B
dimethylsulfone
C
hydrochloric acid, dimethyl sulphoxide
D
methanesulfonyl chloride
Conditions | Yield |
---|---|
With chlorine In dichloromethane at -0.1℃; | |
With chlorine In dichloromethane at -0.1℃; Further byproducts given; |
Tetrahydro-pyran-4-ol
methanesulfonyl chloride
4-oxanyl methanesulfonate
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
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
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.
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)
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 Information about Methanesulfonyl chloride (CAS NO.124-63-0):
Hazard Codes: T+T,C
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
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