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731-27-1

Basic Information
CAS No.: 731-27-1
Name: TOLYLFLUANID
Article Data: 15
Molecular Structure:
Molecular Structure of 731-27-1 (TOLYLFLUANID)
Formula: C10H13 Cl2 F N2 O2 S2
Molecular Weight: 347.262
Synonyms: Sulfamide,N-[(dichlorofluoromethyl)thio]-N',N'-dimethyl-N-p-tolyl- (7CI,8CI); BAY 5712a;Bayer 5712a; Dichlofluanid-methyl; Euparen M; Euparen Multi; Folicur multi;GORI 28; Melody Multi;N-Dichlorofluoromethylthio-N',N'-dimethyl-N-p-tolylsulfamide;N'-Dichlorofluoromethylthio-N,N-dimethyl-N'(p-tolyl)sulfamide; Preventol A 5S;Tolilfluanide; Tolylfluanid; Tolylfluanide
Density: 1.505g/cm3
Melting Point: 96°C
Boiling Point: 366oC at 760 mmHg
Flash Point: 175.1oC
Solubility: 0.9 mg l-1 (20 °C)
Hazard Symbols: T,N
Risk Codes: R23; R36/37/38; R43; R48/20; R50/53
Safety: Poison by ingestion. Moderately toxic by skin contact. When heated to decomposition it emits very toxic fumes of Cl, F, NOx, and SOx.
PSA: 74.30000
LogP: 4.39520
Synthetic route
66840-71-9

N,N-dimethyl-N'-(4-methylphenyl)-sulfamide

2712-93-8

dichlorofluoromethanesulphenyl chloride

731-27-1

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide

Conditions
ConditionsYield
Stage #1: N,N-dimethyl-N'-(4-methylphenyl)-sulfamide With sodium hydride In tetrahydrofuran at 0 - 10℃; Inert atmosphere;
Stage #2: dichlorofluoromethanesulphenyl chloride In tetrahydrofuran at 20℃; Reagent/catalyst; Temperature; Inert atmosphere;
17.1 g
66840-71-9

N,N-dimethyl-N'-(4-methylphenyl)-sulfamide

121-44-8

triethylamine

2712-93-8

dichlorofluoromethanesulphenyl chloride

731-27-1

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide

731-27-1

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide

74-89-5

methylamine

Conditions
ConditionsYield
aluminium In water; acetonitrile Product distribution; Irradiation; influence of aluminum foil;;
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  • Methanesulfenamide,1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)-

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    Methanesulfenamide,1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)-

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    731-27-1

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    tolylfluanid

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Chemistry

IUPAC Name: N-[Dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline
Synonyms: 1,1-Dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfenamide (9CI) ; 1,1-Dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)methanesulfenamide ;methanesulfenamide, 1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)- ; N-{[dichloro(fluoro)methyl]sulfanyl}-N',N'-dimethyl-N-(4-methylphenyl)sulfuric diamide ; 1,1-Dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfenamide
Product Categories: Organics;Amide structureAlphabetic;Alpha sort;Amide structurePesticides&Metabolites;Fungicides;Pesticides;Q-ZAlphabetic;TF - TO CAS NO: 731-27-1
Molecular Formula of N'-Dichlorofluoromethylthio-n,n-dimethyl-n'-(4-tolyl)sulfamide (CAS NO.731-27-1) : C10H13Cl2FN2O2S2
Molecular Weight  of N'-Dichlorofluoromethylthio-n,n-dimethyl-n'-(4-tolyl)sulfamide (CAS NO.731-27-1) : 347.26
Molecular Structure  of N'-Dichlorofluoromethylthio-n,n-dimethyl-n'-(4-tolyl)sulfamide (CAS NO.731-27-1) :
EINECS: 211-986-9
Mol File: 731-27-1.mol
Index of Refraction: 1.606
Surface Tension: 54.7 dyne/cm
Density: 1.505 g/cm3
Flash Point: 175.1 °C
Enthalpy of Vaporization: 61.24 kJ/mol
Boiling Point: 366 °C at 760 mmHg
Vapour Pressure: 1.51E-05 mmHg at 25°C
Storage temp: 0-6°C
Appearance: colorless to light yellow crystalline powder
Solubility: Water 4g / L, methanol, 46g / L, benzene, 570g / L, xylene 230g / L.

Uses

 N'-Dichlorofluoromethylthio-n,n-dimethyl-n'-(4-tolyl)sulfamide (CAS NO.731-27-1) can prevent apple scab, strawberries, and other ornamental plants, flowers rot.

Production

 Cl3CSCl and HF for reaction, resultant further reaction with N-P-Toluidine-N ', N'-dimethyl-sulfonamide ,N'-Dichlorofluoromethylthio-n,n-dimethyl-n'-(4-tolyl)sulfamide (CAS NO.731-27-1) is obtained.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - domestic LD50 oral 1gm/kg (1000mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 225, 1976.
guinea pig LD50 oral 250mg/kg (250mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
mouse LD50 oral 1gm/kg (1000mg/kg)   Pesticide Science. Vol. 4, Pg. -, 1973.
quail LD50 unreported > 5gm/kg (5000mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C131, 1991.
rabbit LD50 oral 500mg/kg (500mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 225, 1976.
rat LC50 inhalation 300mg/m3/4H (300mg/m3)   Pesticide Manual. Vol. 9, Pg. 827, 1991.
rat LD50 oral 1gm/kg (1000mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 505, 1973.
rat LD50 skin 500mg/kg (500mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 505, 1973.
rat LD50 subcutaneous 500mg/kg (500mg/kg)   Pesticide Science. Vol. 4, Pg. -, 1973.

 

Safety Profile

Poison by ingestion. Moderately toxic by skin contact. When heated to decomposition it emits very toxic fumes of Cl, F, NOx, and SOx.
Hazard Codes ToxicT,DangerousN
Risk Statements 23-36/37/38-43-48/20-50/53
R23 :Toxic by inhalation. 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R43:May cause sensitization by skin contact.
R48/20: Harmful: danger of serious damage to health by prolonged exposure through inhalation 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements 24-26-37-38-45-60-61
S24:Avoid contact with skin. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37:Wear suitable gloves. 
S38:In case of insufficient ventilation, wear suitable respiratory equipment. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR 2588
RTECS WO6560000
HazardClass 6.1(b)
PackingGroup III