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Trifluoromethanesulfonyl chloride

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Name

Trifluoromethanesulfonyl chloride

EINECS 207-009-0
CAS No. 421-83-0 Density 1.795 g/cm3
PSA 42.52000 LogP 2.15560
Solubility Hydrolyzes with water. Melting Point -26 °C
Formula CClF3O2S Boiling Point 30.5 °C at 760 mmHg
Molecular Weight 168.524 Flash Point 32°C
Transport Information UN 3265 8/PG 2 Appearance Clear colorless to faintly colored liquid
Safety 25-36/37/39-45 Risk Codes 34-14
Molecular Structure Molecular Structure of 421-83-0 (TRIFLUOROMETHANESULFONYL CHLORIDE) Hazard Symbols CorrosiveC
Synonyms

Trifluoromethylsulfonyl chloride;Trifluoromethylsulfuryl chloride;Trifluoromethylsulphonyl chloride;trifluoromethanesulfonyl chloride;Methanesulfonyl chloride, 1,1,1-trifluoro-;Methanesulfonyl chloride, trifluoro-;

Article Data 39

Trifluoromethanesulfonyl chloride Synthetic route

421-17-0

Trifluoromethylsulfenyl chloride

7782-50-5

chlorine

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
excess of Cl2 and H2O, 20°C, 7 days;98%
excess of Cl2 and H2O, 20°C, 7 days;98%

PCl5*ZnCl2

54010-75-2

zinc trifluoromethanesulfonate

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
260°C, 2 h;94%
260°C, 2 h;94%
1493-13-6

trifluorormethanesulfonic acid

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
With thionyl chloride; N,N-dimethyl-formamide at 40℃; for 12h; Cooling with ice; Green chemistry;87.5%
With phosphorus pentachloride at 100℃;85%
With phosphorus pentachloride
67-56-1

methanol

25030-42-6, 42179-04-4

trans-chlorotetrafluoro(trifluoromethyl)sulfur(VI)

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
in presence of (CH3)4N, 25°C, 10 h;75%
in presence of (CH3)4N, 25°C, 10 h;75%
7782-50-5

chlorine

344324-36-3

pentafluoroethanesulfinic acid

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
In acetic acid chlorination;74.6%
In acetic acid chlorination;74.6%
351-60-0

benzyl trifluoromethyl sulfide

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
With chlorine In water at 5℃; under 3040 Torr; for 2h;70%
932-72-9

(Dichloroiodo)benzene

344324-36-3

pentafluoroethanesulfinic acid

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
chlorination;65.7%
chlorination;65.7%
1493-13-6

trifluorormethanesulfonic acid

10026-13-8, 874483-75-7

phosphorus pentachloride

A

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
A 63%
B n/a
A 63%
B n/a
54010-75-2

zinc trifluoromethanesulfonate

7646-85-7

zinc(II) chloride

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
anhydr. ZnCl2, heating, Fischer burner, 4 h; fractional distn.;43%
anhydr. ZnCl2, heating, Fischer burner, 4 h; fractional distn.;43%
421-17-0

Trifluoromethylsulfenyl chloride

7722-84-1

dihydrogen peroxide

A

372-64-5

Bis(trifluoromethyl)disulfid

B

1493-13-6

trifluorormethanesulfonic acid

C

421-83-0

trifluoromethane sulfonyl chloride

Conditions
ConditionsYield
35% H2O2 soln.;A 35%
B 7%
C 40%
35% H2O2 soln.;A 35%
B 7%
C 40%

Trifluoromethanesulfonyl chloride Specification

The Trifluoromethanesulfonyl chloride, with the CAS registry number 421-83-0 and EINECS registry number 207-009-0, is a kind of lachrymatory chemical with the apperance of clear colorless to faintly colored liquid. And the molecular formula of this chemical is CClF3O2S.

The physical properties of Trifluoromethanesulfonyl chloride are as following: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.76; (4)ACD/LogD (pH 7.4): 1.76; (5)ACD/BCF (pH 5.5): 12.77; (6)ACD/BCF (pH 7.4): 12.77; (7)ACD/KOC (pH 5.5): 215.51; (8)ACD/KOC (pH 7.4): 215.51; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 42.52 Å2; (13)Index of Refraction: 1.359; (14)Molar Refractivity: 20.68 cm3; (15)Molar Volume: 93.8 cm3; (16)Polarizability: 8.2×10-24cm3; (17)Surface Tension: 28.6 dyne/cm; (18)Density: 1.795 g/cm3; (19)Enthalpy of Vaporization: 26.46 kJ/mol; (20)Boiling Point: 30.5 °C at 760 mmHg; (21)Vapour Pressure: 624 mmHg at 25°C.

Uses of Trifluoromethanesulfonyl chloride: It can react with 2-aziridin-1-yl-ethanol to produce 2-(1-aziridinyl)ethyl trifluoromethanesulfonate. This reaction will need reagent sodium hydride, and the solvent tetrahydrofuran. The reaction time is 4 hours with temperature of -80°C, and the yield is about 65%.

Trifluoromethanesulfonyl chloride can react with 2-aziridin-1-yl-ethanol to produce 2-(1-aziridinyl)ethyl trifluoromethanesulfonate

You should be cautious while dealing with this chemical. It reacts violently with water, and may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: FC(F)(F)S(Cl)(=O)=O
(2)InChI: InChI=1/CClF3O2S/c2-8(6,7)1(3,4)5
(3)InChIKey: GRGCWBWNLSTIEN-UHFFFAOYAL

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