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Trifluoromethylsulphenyl Chloride, with the molecular formula CF3SCl, is a specialized chemical compound that serves as an essential intermediate in chemical synthesis. Its unique structure, featuring a trifluoromethyl group, allows for the efficient introduction of fluorine into other chemical combinations, making it a valuable component in various applications.

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  • 421-17-0 Structure
  • Basic information

    1. Product Name: TRIFLUOROMETHYLSULPHENYL CHLORIDE
    2. Synonyms: trifluoro-methanesulfenylchlorid;trifluoromethanesulfenylchloride;trifluoromethane-sulfenylchloride;TRIFLUOROMETHYLSULFENYL CHLORIDE;TRIFLUOROMETHYLSULPHENYL CHLORIDE;trifluoromethanesulphenyl chloride;Trifluoromethylsulphenylchloride97%;Trifluoromethylsulphenyl chloride 97%
    3. CAS NO:421-17-0
    4. Molecular Formula: CClF3S
    5. Molecular Weight: 136.52
    6. EINECS: 207-003-8
    7. Product Categories: N/A
    8. Mol File: 421-17-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: -3°C
    3. Flash Point: °C
    4. Appearance: /
    5. Density: 1.573g/cm3
    6. Vapor Pressure: 1850mmHg at 25°C
    7. Refractive Index: 1.377
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. Sensitive: Lachrymatory
    11. CAS DataBase Reference: TRIFLUOROMETHYLSULPHENYL CHLORIDE(CAS DataBase Reference)
    12. NIST Chemistry Reference: TRIFLUOROMETHYLSULPHENYL CHLORIDE(421-17-0)
    13. EPA Substance Registry System: TRIFLUOROMETHYLSULPHENYL CHLORIDE(421-17-0)
  • Safety Data

    1. Hazard Codes: T
    2. Statements: 26-34
    3. Safety Statements: 23-24/25-26-36/37/39-45
    4. RIDADR: 3308
    5. WGK Germany:
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 421-17-0(Hazardous Substances Data)

421-17-0 Usage

Uses

Used in Pharmaceutical Industry:
Trifluoromethylsulphenyl Chloride is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its ability to introduce fluorine into chemical structures contributes to the development of new drugs with improved properties, such as enhanced bioavailability and increased stability.
Used in Agrochemical Industry:
In the agrochemical sector, Trifluoromethylsulphenyl Chloride is employed as a crucial component in the production of agrochemicals. Its reactivity and effectiveness in introducing fluorine help in the creation of more potent and environmentally friendly pesticides and other agricultural chemicals.
Used in Scientific Research:
Trifluoromethylsulphenyl Chloride is utilized as a vital reagent in various scientific research projects. Its unique properties and reactivity make it an indispensable tool in the synthesis of novel compounds and the exploration of new chemical reactions.
Safety Precautions:
Due to the volatile nature of Trifluoromethylsulphenyl Chloride, it is essential to handle this compound with extreme care. Safety measures should be implemented to prevent exposure and minimize potential health risks, ensuring the safe use of this valuable chemical intermediate in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 421-17-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,2 and 1 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 421-17:
(5*4)+(4*2)+(3*1)+(2*1)+(1*7)=40
40 % 10 = 0
So 421-17-0 is a valid CAS Registry Number.
InChI:InChI=1/CClF3S/c2-6-1(3,4)5

421-17-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name trifluoromethyl thiohypochlorite

1.2 Other means of identification

Product number -
Other names trifluoromethyl sulfenyl chloride

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:421-17-0 SDS

421-17-0Synthetic route

hydrogen fluoride
7664-39-3

hydrogen fluoride

chlorothio-trichloro-methane
594-42-3

chlorothio-trichloro-methane

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

C

Trifluoro-methanethiosulfonic acid S-trifluoromethyl ester
358-15-6

Trifluoro-methanethiosulfonic acid S-trifluoromethyl ester

Conditions
ConditionsYield
180°C; chrom oxide fluoride catalyst;A 74%
B n/a
C n/a
sodium fluoride

sodium fluoride

chlorothio-trichloro-methane
594-42-3

chlorothio-trichloro-methane

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Conditions
ConditionsYield
In further solvent(s) in tetramethylsulphone at 170-250°C;47%
In acetonitrile 170-250°C;47%
In acetonitrile 170-250°C;47%
In further solvent(s) in tetramethylsulphone at 170-250°C;47%
In acetonitrile 170-250°C;47%
potassium fluoride

potassium fluoride

chlorodifluoromethansulfenylchloride
993-38-4

chlorodifluoromethansulfenylchloride

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

chlorodifluoromethanesulphenic acid fluoride
17742-03-9

chlorodifluoromethanesulphenic acid fluoride

Conditions
ConditionsYield
at 150°C;A 25%
B 5%
at 150°C;A 25%
B 5%
chlorodifluoromethansulfenylchloride
993-38-4

chlorodifluoromethansulfenylchloride

antimony(III) fluoride
7783-56-4

antimony(III) fluoride

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Conditions
ConditionsYield
11%
11%
chlorodifluoromethansulfenylchloride
993-38-4

chlorodifluoromethansulfenylchloride

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Conditions
ConditionsYield
With antimonypentachloride; antimony(III) fluoride
Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Conditions
ConditionsYield
With chlorine Irradiation.bei mehrtaegiger Bestrahlung mit UV-Licht;
With chlorine Irradiation (UV/VIS);
With chlorine Irradiation (UV/VIS);
1,1,1-trifluoromethanesulfenylamine
1512-33-0

1,1,1-trifluoromethanesulfenylamine

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

S2Cl2, Cl3S3N3

S2Cl2, Cl3S3N3

Conditions
ConditionsYield
With chlorine at -30℃; for 0.5h; Product distribution;
thiocarbonyl fluoride
420-32-6

thiocarbonyl fluoride

chlorine monofluoride
7790-89-8

chlorine monofluoride

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

sodium fluoride

sodium fluoride

chlorothio-trichloro-methane
594-42-3

chlorothio-trichloro-methane

A

chlorodifluoromethansulfenylchloride
993-38-4

chlorodifluoromethansulfenylchloride

B

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

CF3SCNCFSSCF3

CF3SCNCFSSCF3

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

trifluoromethylcarbamoyldisulfane
33278-65-8

trifluoromethylcarbamoyldisulfane

Conditions
ConditionsYield
With hydrogenchloride; water byproducts: HF;
With HCl; H2O byproducts: HF;
Methanesulfenyl chloride
5813-48-9

Methanesulfenyl chloride

trifluoromethylsulfenyl fluoride
17742-04-0

trifluoromethylsulfenyl fluoride

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

trifluoromethyl disulphide
14410-21-0

trifluoromethyl disulphide

C

Methylsulfur trifluoride
65082-47-5

Methylsulfur trifluoride

Conditions
ConditionsYield
-50°C;
-50°C;
1,1,1-trifluoromethanesulfenylamine
1512-33-0

1,1,1-trifluoromethanesulfenylamine

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

ammonium chloride

ammonium chloride

Conditions
ConditionsYield
With hydrogenchloride
With HCl
trifluoromethylmercaptoisocyanate
691-03-2

trifluoromethylmercaptoisocyanate

bis(trifluoromethylthio) amine
763-24-6

bis(trifluoromethylthio) amine

dichlorofluoromethanesulphenyl chloride
2712-93-8

dichlorofluoromethanesulphenyl chloride

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

trifluoromethylmercapto-bis(dichlorofluoromethylmercapto)amine
34153-27-0

trifluoromethylmercapto-bis(dichlorofluoromethylmercapto)amine

C

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

chlorodifluoromethanesulphenic acid fluoride
17742-03-9

chlorodifluoromethanesulphenic acid fluoride

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Conditions
ConditionsYield
room temp.;
chlorodifluoromethansulfenylchloride
993-38-4

chlorodifluoromethansulfenylchloride

trifluoromethylmercaptoisocyanate
691-03-2

trifluoromethylmercaptoisocyanate

bis(trifluoromethylthio) amine
763-24-6

bis(trifluoromethylthio) amine

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

trifluoromethylmercapto-bis(chlorodifluoromethylmercapto)amine
34153-25-8

trifluoromethylmercapto-bis(chlorodifluoromethylmercapto)amine

C

trimethylamine hydrochloride
593-81-7

trimethylamine hydrochloride

chlorothio-trichloro-methane
594-42-3

chlorothio-trichloro-methane

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

C

trifluoromethanesulfinyl fluoride
812-12-4

trifluoromethanesulfinyl fluoride

Conditions
ConditionsYield
fluorination;
fluorination;
trifluoromethylmercapto carbamic acid chloride
6080-81-5

trifluoromethylmercapto carbamic acid chloride

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

14,14,14-Trifluor-13-thia-2,4,6,8,10,12-hexaaza-tetradecan-pentaon-(3,5,7,9,11)-saeurechlorid
6417-75-0

14,14,14-Trifluor-13-thia-2,4,6,8,10,12-hexaaza-tetradecan-pentaon-(3,5,7,9,11)-saeurechlorid

Conditions
ConditionsYield
20°C;
20°C;
N-Chlor-bis(fluorcarbonyl)-amin
42016-33-1

N-Chlor-bis(fluorcarbonyl)-amin

mercury bis(trifluoromethanethiolate)
21259-75-6

mercury bis(trifluoromethanethiolate)

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

Hg(2+)*(FCO)2N(1-)*SCF3(1-)=(FCO)2NHgSCF3

Hg(2+)*(FCO)2N(1-)*SCF3(1-)=(FCO)2NHgSCF3

mercury bis(trifluoromethanethiolate)
21259-75-6

mercury bis(trifluoromethanethiolate)

chlorine
7782-50-5

chlorine

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

Bis(trifluoromethyl)disulfid
372-64-5

Bis(trifluoromethyl)disulfid

C

trifluoromethylthio-mercury(II) chloride

trifluoromethylthio-mercury(II) chloride

Conditions
ConditionsYield
-22°C;
N,N'-bis(trifluoromethylmercapto)-chloroformamidine
36668-60-7

N,N'-bis(trifluoromethylmercapto)-chloroformamidine

N,N,N'-tris(trifluoromethylmercapto)-chloroformamidine
36668-61-8

N,N,N'-tris(trifluoromethylmercapto)-chloroformamidine

A

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

B

(CF3S)2NCN

(CF3S)2NCN

C

hexakis(trifluoromethylmercapto)melamine
36757-19-4

hexakis(trifluoromethylmercapto)melamine

Conditions
ConditionsYield
With trimethylamineA n/a
B 0%
C n/a
With (CH3)3NA n/a
B 0%
C n/a
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

hypofluorous acid trifluoromethyl ester
373-91-1

hypofluorous acid trifluoromethyl ester

trifluoro(trifluoromethyl)sulfur(IV)
374-10-7

trifluoro(trifluoromethyl)sulfur(IV)

Conditions
ConditionsYield
at -78°C, 0.5 h;100%
at -78°C, 0.5 h;100%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

N-chlorobistrifluoromethylketimine
10181-78-9

N-chlorobistrifluoromethylketimine

trifuloromethylsulfur perfluoroisopropylideneamide
31340-34-8

trifuloromethylsulfur perfluoroisopropylideneamide

Conditions
ConditionsYield
With mercury in Carius tube;100%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

water
7732-18-5

water

chlorine
7782-50-5

chlorine

trifluoromethane sulfonyl chloride
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%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

bis(sulfinylamido)tellurane
124824-09-5

bis(sulfinylamido)tellurane

bis(sulfinylamido) tellurium(IV) chloride
160785-74-0

bis(sulfinylamido) tellurium(IV) chloride

Conditions
ConditionsYield
In dichloromethane byproducts: CF3SSCF3; 2 equiv. of CF3SCl was condensed to Te-compd., stirred for 12 h at -60 ° C; volatiles were removed in vac., solid was dried in vac. for 12 h at 20 °C.;97%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

ethyl acetate
141-78-6

ethyl acetate

ethyl esetrs of α-(trifluoromethylthio)acetic acid
42105-37-3

ethyl esetrs of α-(trifluoromethylthio)acetic acid

Conditions
ConditionsYield
-20 to +24°C;96%
-20 to +24°C;96%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

bis(sulfinylamido) tellurium(IV) chloride
160785-74-0

bis(sulfinylamido) tellurium(IV) chloride

Te2Cl5N

Te2Cl5N

Conditions
ConditionsYield
In dichloromethane byproducts: SO2, CF3SSCF3; Te-compd. and CF3SCl in 1:2 molar ratio were stirred for 12 h at 22 ° C; volatiles were detected by IR;96%
In dichloromethane byproducts: SO2, CF3SNSO; 1 equiv. of CF3SCl was condensed to Te-compd., stirred for 3 d at -15 ° C; volatiles were identified by GC-MS and (19)F NMR;95%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

cyclohexene
110-83-8

cyclohexene

rac-(1R,2R)-1-chloro-2-[(trifluoromethyl)sulfanyl]cyclohexane

rac-(1R,2R)-1-chloro-2-[(trifluoromethyl)sulfanyl]cyclohexane

Conditions
ConditionsYield
trifluoroacetic acid at -20℃;95%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

bis(trifluoromethylthio)tellurium
83665-28-5

bis(trifluoromethylthio)tellurium

Conditions
ConditionsYield
With bis(triphenylstannyl)tellurium In various solvent(s) at 20℃; for 4h;95%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

chlorine trifluoride
7790-91-2

chlorine trifluoride

trifluoro(trifluoromethyl)sulfur(IV)
374-10-7

trifluoro(trifluoromethyl)sulfur(IV)

Conditions
ConditionsYield
In dichloromethane -78°C;95%
In dichloromethane -78°C;95%
In further solvent(s) in CF2Cl2 at -196 to -78°C;
In further solvent(s) in CF2Cl2 at -196 to -78°C;
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

trifluoromethylsulfinyl chloride
20621-29-8

trifluoromethylsulfinyl chloride

Conditions
ConditionsYield
With m-chloroperbenzoic acid oxidn., from -20 to +25°C, 12 h;95%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Trifluormethylselenosilber
75264-94-7

Trifluormethylselenosilber

trifluoromethyl trifluoromethanesulfenoselenoate
73076-98-9

trifluoromethyl trifluoromethanesulfenoselenoate

Conditions
ConditionsYield
at -60℃;93%
-60°C;93-94
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

β-aminocinnamic amide
23787-16-8

β-aminocinnamic amide

β-amino-α-trifluoromethylthio-cinnamic acid amide

β-amino-α-trifluoromethylthio-cinnamic acid amide

Conditions
ConditionsYield
In chloroform Heating; 0 deg C, 30 min, room temperature, 20 h;90%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

β-imino-β-phenylpropionitrile
16187-90-9

β-imino-β-phenylpropionitrile

β-amino-α-trifluoromethylthio-cinnamic acid nitrile

β-amino-α-trifluoromethylthio-cinnamic acid nitrile

Conditions
ConditionsYield
In chloroform Heating; 0 deg C, 30 min, room temperature, 20 h;90%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

Trifluormethyl-1,2,2-trichlorethyl-sulfid
40302-61-2

Trifluormethyl-1,2,2-trichlorethyl-sulfid

Conditions
ConditionsYield
Irradiation (UV/VIS); 3:2 cis-trans isomer 1,2-dichloroethylene; distn.;90%
Irradiation (UV/VIS); 3:2 cis-trans isomer 1,2-dichloroethylene; distn.;90%
80%
80%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

silver fluoride

silver fluoride

A

trifluoromethylsulfenyl fluoride
17742-04-0

trifluoromethylsulfenyl fluoride

B

difluoro(trifluoromethyl)trifluormethylsulfanylsulfur(IV)
26391-89-9

difluoro(trifluoromethyl)trifluormethylsulfanylsulfur(IV)

Conditions
ConditionsYield
at 100°C;A 10%
B 90%
at 100°C;A 10%
B 90%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Hg(2+)*Cl(1-)*OC(CF3)3(1-)=HgCl{OC(CF3)3}

Hg(2+)*Cl(1-)*OC(CF3)3(1-)=HgCl{OC(CF3)3}

Perfluor-tert.-butyl-trifluormethansulfenat
66700-53-6

Perfluor-tert.-butyl-trifluormethansulfenat

Conditions
ConditionsYield
with Hg(Cl)OC(CF3)3 excess at 0°C (24 h);90%
excess of (CF3)3COHgCl, 24 h, 0°C;90%
with Hg(Cl)OC(CF3)3 excess at 0°C (24 h);90%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

A

CF3SCH2CHClCO2CH3

CF3SCH2CHClCO2CH3

B

α-(Trifluormethylthio)-β-chlorpropionat
34033-72-2

α-(Trifluormethylthio)-β-chlorpropionat

C

2-Chloromethyl-4-trifluoromethylsulfanyl-pentanedioic acid dimethyl ester
34033-73-3

2-Chloromethyl-4-trifluoromethylsulfanyl-pentanedioic acid dimethyl ester

Conditions
ConditionsYield
CF3SCl excess; gas chromy. and (19)F-NMR detection;A 10%
B 90%
C n/a
CF3SCl excess; gas chromy. and (19)F-NMR detection;A 10%
B 90%
C n/a
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

N-Sulfinyl-trifluormethansulfenamid
22089-64-1

N-Sulfinyl-trifluormethansulfenamid

Conditions
ConditionsYield
With N-sulfinyl trimethylsilanamine at 0℃; for 4h; ultrasound;89%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Se,Se-bis(trifluoromethyl) carbonodiselenothioate
54393-47-4

Se,Se-bis(trifluoromethyl) carbonodiselenothioate

Bis(trifluormethylselenyl)chlormethyl-trifluormethyldisulfan

Bis(trifluormethylselenyl)chlormethyl-trifluormethyldisulfan

Conditions
ConditionsYield
for 2h; Irradiation;88%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

3-oxo-3-phenylpropanamide
3446-58-0

3-oxo-3-phenylpropanamide

A

α,α-bis(trifluoromethylthio)benzoylacetic acid amide

α,α-bis(trifluoromethylthio)benzoylacetic acid amide

B

α-trifluoromethylthio-benzoylacetic acid amide
116073-28-0

α-trifluoromethylthio-benzoylacetic acid amide

Conditions
ConditionsYield
In chloroform Heating; 0 deg C, 30 min, room temperature, 20 h;A 4%
B 88%
Conditions
ConditionsYield
In tetrahydrofuran 20°C for 1.5 h, Carius tube;88%
In tetrahydrofuran 20°C for 1.5 h, Carius tube;88%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

Bis<2,2,4,4-tetrakis(trifluormethyl)-4H-1,3,5-dioxazin-6-ylthio>quecksilber
93383-98-3

Bis<2,2,4,4-tetrakis(trifluormethyl)-4H-1,3,5-dioxazin-6-ylthio>quecksilber

<2,2,4,4-Tetrakis(trifluormethyl)-4H-1,3,5-dioxazin-6-yl>(trifluormethyl)disulfan
103191-46-4

<2,2,4,4-Tetrakis(trifluormethyl)-4H-1,3,5-dioxazin-6-yl>(trifluormethyl)disulfan

Conditions
ConditionsYield
In dichloromethane at -196℃; for 12h;87%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

acetone
67-64-1

acetone

1-trifluoromethylthio-2-propanone
42105-30-6

1-trifluoromethylthio-2-propanone

Conditions
ConditionsYield
bomb tube (-80 to +20°C);86%
bomb tube (-80 to +20°C);86%
71%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

dimedone
126-81-8

dimedone

2-(trifluoromethylthio)-5,5-dimethyl-1,3-cyclohexanedione
128402-12-0

2-(trifluoromethylthio)-5,5-dimethyl-1,3-cyclohexanedione

Conditions
ConditionsYield
With pyridine In chloroform Ambient temperature;86%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

bis(trifluoromethylthio)selenide

bis(trifluoromethylthio)selenide

Conditions
ConditionsYield
With dmap; hydrogen selenide In dichloromethane at -78℃; for 3h;86%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

5-amino-1-(2-chloro-6-fluoro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile
1000815-86-0

5-amino-1-(2-chloro-6-fluoro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile

5-amino-3-cyano-1-(2-chloro-6-fluoro-4-trifluoromethylphenyl)-4-trifluoro-methylthiopyrazole
1000815-85-9

5-amino-3-cyano-1-(2-chloro-6-fluoro-4-trifluoromethylphenyl)-4-trifluoro-methylthiopyrazole

Conditions
ConditionsYield
Stage #1: Trifluoromethylsulfenyl chloride; 5-amino-1-(2-chloro-6-fluoro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile In dichloromethane at 0 - 25℃;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water
86%
2,5-DIMETHYLTHIOPHENE
638-02-8

2,5-DIMETHYLTHIOPHENE

Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

2,5-dimethyl-3-trifluoromethylsulfanyl-thiophene
60830-50-4

2,5-dimethyl-3-trifluoromethylsulfanyl-thiophene

Conditions
ConditionsYield
tin(IV) chloride86%
tin(IV) chloride86%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

silver-2,3,4,5-tetrakis(trifluoromethylsulfanyl)-1H-pyrrolide
71940-96-0

silver-2,3,4,5-tetrakis(trifluoromethylsulfanyl)-1H-pyrrolide

1,2,3,4,5-Pentakis(trifluoromethylthio)pyrrole
87840-93-5

1,2,3,4,5-Pentakis(trifluoromethylthio)pyrrole

Conditions
ConditionsYield
at 20℃; for 24h;85%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

N-silver(I) succinimide
55047-82-0

N-silver(I) succinimide

1-((trifluoromethyl)thio)pyrrolidine-2,5-dione

1-((trifluoromethyl)thio)pyrrolidine-2,5-dione

Conditions
ConditionsYield
In diethyl ether 1) -78 deg C to 20 deg C, 16 h, 2) 20 deg C, 24 h;85%
Trifluoromethylsulfenyl chloride
421-17-0

Trifluoromethylsulfenyl chloride

1,1,1-trifluoro-N-(3-methoxyphenyl)methanesulfonamide
23384-33-0

1,1,1-trifluoro-N-(3-methoxyphenyl)methanesulfonamide

N-(Trifluormethyl-sulfonyl)-4,6-bis-(trifluormethylthio)-3-methoxy-anilin
66476-52-6

N-(Trifluormethyl-sulfonyl)-4,6-bis-(trifluormethylthio)-3-methoxy-anilin

Conditions
ConditionsYield
In pyridine; chloroform -40°C;85%
In pyridine; chloroform -40°C;85%

421-17-0Relevant articles and documents

Bis(trifluormethylsulfanyl)carben (CF3S)2C:; Generierung und Nachweis

Dorra, Michael,Haas, Alois

, p. 91 - 94 (1994)

Irradiation of bis(trifluoromethylsulfanyl)ketene (2) with UV light in an Ar matrix at 10 K produces CO, CS2 and C2F6, which have been identified by infrared spectroscopy and interpreted as the decomposition products of bis(trifluoromethylsulfanyl)carbene (1).Irradiation of 2 in n-hexane at 283 K provides the bis(trifluoromethylsulfanyl)methyl radical (3) as an unstable intermediate by ESR spectroscopy.If 2 is irradiated neat or in C6F6 solution, small yields of (CF3S)2C=C(SCF3)2 (5) are obtained.The formation of 3 from 1 is discussed.

Transition-Metal-Free Electrophilic Fluoroalkanesulfinylation of Electron-Rich (Het)Arenes with Fluoroalkyl Heteroaryl Sulfones via C(Het)?S and S=O Bond Cleavage

Wei, Jun,Bao, Kun,Qi, Chengcheng,Liu, Yao,Ni, Chuanfa,Sheng, Rong,Hu, Jinbo

supporting information, p. 5528 - 5533 (2019/11/14)

A novel Ph2P(O)Cl-mediated direct fluoroalkanesulfinylation of electron-rich (het)arenes using fluoroalkyl heteroaryl sulfones as the RfSO source (Rf=C4F9, CF2Cl, CF2Br, and CF2COOEt) was developed. This is the first example where 2-HetSO2Rf performs as the RfSO synthon in organic synthesis via both C(Het)?S and S=O bond cleavage. (Figure presented.).

METHOD FOR PREPARATION OF PERFLUOROALKYL SULFENYL CHLORIDE

-

Page/Page column 9, (2012/12/13)

The present disclosure provides a process for the preparation of perfluoroalkyl sulfenyl chloride by reacting a compound of formula [I] with at least one fluoride compound and thiophosgene.

A METHOD FOR PREPARATION OF PERFLUOROALKYL SULFENYL CHLORIDE

-

Page/Page column 22-23, (2011/07/30)

A process for the preparation of perfluoroalkyl sulfenyl chloride; said process comprising i) reacting a compound of formula (I) wherein R represents an aromatic group with or without a substituent; and R' represents a halogen, with at least one fluoride compound and thiophosgene in a solvent to obtain a reaction mass; ii) pulverizing the reaction mass with the help of beads to obtain a mixture containing trifluoromethyl thiomethyl benzene derivative; iii) isolating the trifluoromethyl thiomethyl benzene derivative from the mixture; iv) distilling the trifluoromethyl thiomethyl benzene derivative to obtain a purified trifluoromethyl thiomethyl benzene derivative; v) dissolving the purified trifluoromethyl thiomethyl benzene derivative in a solvent selected from the group consisting of dichloromethane, toluene, benzene, ethylene dichloride, mono chloro benzene, carbon tctra chloride, ortho dichloro benzene and tri chloro benzene; and vi) cleaving the trifluoromethyl thiomethyl benzene derivative by selective chlorinolysis by passing chlorine gas at a temperature in the range of about -10 to about 30°C to obtain perfluoroalkyl sulfenyl chloride

PROCESS FOR SYNTHESIS OF FIPRONIL

-

Page/Page column 22-23, (2011/10/03)

A process for preparation of a trifluoromethylsulfinyl pyrazole compound of formula (I) from a compound of formula (III) is provided, wherein R, R1 and R2 represent a group containing halogen respectively and R3 represents a perhaloalkyl.

Trifluoromethanesulfinanilide, process for preparing trifluoromethanesulfonanilide from the same, and a controlling agent formulated from trifluoromethanesulfinanilide

-

, (2008/06/13)

A trifluoromethanesulfinanilide compound having a structure represented by the following formula: STR1 wherein R1 represents a halogen and R2 represents a lower alkyl group is provided. In addition, a process is provided for oxidizing the trifluoromethanesulfinanilide compound with a magnesium monoperoxydicarboxylate to prepare a trifluoromethanesulfonanilide having a structure represented by the following formula: STR2 The trifluoromethanesulfinanilide compound (I) also serves as an excellent active ingredient of a controlling agent for regulating the population of house dust mites.

Photolysis of matrix-isolated CF3C(O)SH and CF3C(O)SCl

Ulic,Gobbato,Della Vedova

, p. 171 - 175 (2007/10/03)

Perfluoroacetylthiol, CF3C(O)SH, and perfluoroacetylsulphenyl chloride, CF3C(O)SCl, were irradiated in an inert gas matrix to produce CF3SH and CO, and CF3SCl, CF3Cl, CO and SCO, respectively. The compounds are identified by evaluating the apparition of new bands in the FTIR spectrum of the matrix-isolated substance. The results are compared with related studies of similar compounds taking into account both the irradiation and the stability of the formed products.

Process for the preparation of trifluoromethanesulphenyl chloride

-

, (2008/06/13)

Trifluoromethanesulphenyl chloride is prepared by reacting bis-(trifluoromethyl)disulfane in the liquid phase with chlorine in the presence of a strong acid.

REACTION OF ORGANIC COMPOUNDS WITH THE SF4-HF-HALOGENATING SYSTEM IX. REACTIONS OF PERFLUOROOLEFINS WITH THE SF4-HF-S2Cl2 SYSTEM

Kunshenko, B. V.,Omarov, V. O.,Muratov, N. N.,Yagupol'skii, L. M.

, p. 684 - 690 (2007/10/02)

The reaction of perfluoroolefins with the SF4-HF-S2Cl2 system leads to perfluoroalkanesulfenyl chlorides, thiosulfenyl chlorides, and polysulfides.Preparative methods were developed for the production of trifluoromethanesulfenyl, perfluoroethanesulfenyl, perfluoro(1-methylethane)sulfenyl, and perfluoro(1-methylheptane)sulfenyl chlorides and the corresponding sulfonyl chlorides.

Preparation and Chemical Properties of S-(Trifluoromethyl)-S,N-dihalosulfimides, (Trifluoromethylthio)(thiosulfinyl)amine, and Bis(trifluoromethyldithio)sulfur Diimide

Haas, Alois,Walz, Ruediger

, p. 3248 - 3257 (2007/10/02)

Oxidative halogenation of CF3SN(SiMe3)2 with F2 or Cl2 leads to CF3S(X)=NX (X=F, Cl) (2a, b).During the chlorination process CF3S(Cl)=NSiMe3 (3a) was isolated and characterized as an intermediate.It reacts with CF3SCl to give CF3S(Cl)=NSCF3 (3b) which was also obtained from (CF3S)2NH and Cl2 at -60 deg C.Similarly, CF3S(F)=NSCF3 (3c) was synthesized from (CF3S)2NH and F2 or from CF3SF3 and CF3SNH2. 3a-c decompose already at temperatures 5a, b).Analoguosly, CF3SN=S=NSCF3 (4b) reacts with cyclopentadiene to give 5c.Ringopening takes place during the reaction of + Cl- (6) with Hg(SCF3)2 with formation of CF3SSN=S=NSSCF3 (7) which was also obtained from (CF3SS)2NH and (ClSN)3 in the presence of pyridine.Physical and spectroscopic data of the compounds are reported.

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