ChemicalBook--->CAS DataBase List--->731-27-1

731-27-1

731-27-1 Structure

731-27-1 Structure
IdentificationBack Directory
[Name]

TOLYLFLUANID
[CAS]

731-27-1
[Synonyms]

B-49854
bay5212
bay5712a
BAY 5212
bay49854
731-27-1
kue13183b
BAY 5712a
BAY 49854
EUPAREN M
ELVARON M
bayer49854
KUE 13183b
bayer5712a
olylfluani
BAYER 49854
Bayer 5712a
TOLYFLUANID
TOLYLFLUANID
EUPAREN M(R)
EUPARENMULTI
Tolyfluanide
Tolylfluanide
Euparen M(TM)
Dichlofluanid-methyl
Tolylfluanid Standard
tolylfluanid (bsi,iso)
Tolylfluanid=Tolyfluanid
T0LYLFLUANID, 250MG, NEAT
TOLYLFLUANID PESTANAL, 250 MG
Tolylfluanid Solution, 100ppm
Tolylfluanid Solution, 1000ppm
Tolylfluanid 250mg [731-27-1]
Tolylfluanide @100 μg/mL in MeOH
Tolylfluanide@1000 μg/mL in Acetone
1,1-Dichloro-N-((Dimethylamino)Sulfonyl)-1-Fluor
N-Dichlorfluormethylthio-N',N'-dimethyl-N-p-tolylsulfamid
N-dichlorofluoromethylthio-N,N-dimethyl-N-p-tolylsulphamide
N,N-DIMETHYL-N'-TOLYL-N'-(DICHLOROFLUOROMETHYLTHIO) SULFAMIDE
N,N-Dimethyl-N'-(4-tolyl)-N'-(dichlorfluormethylthio)-sulfamid
n,n-dimethyl-n’-(4-tolyl)-n’-(dichlorfluormethylthio)-sulfamid
n’-dichlorofluoromethylthio-n,n-dimethyl-n’-(4-tolyl)sulfamide
N'-Dichlorofluoromethylthio-N,N-dimethyl-N'-(4-tolyl)sulfamide
N,N-Dimethyl-N-(4-tolyl)-N-(dichlorofluor-methylthio)-sulfamide
N-(dichlorofluoromethyl)thio-N’,N’-dimethyl-N-(p-tolyl)-Sulfamide
n-((dichlorofluoromethyl)thio)-n’,n’-dimethyl-n-(p-tolyl)-sulfamid
Sulfamide, N-((dichlorofluoromethyl)thio)-N',N'-dimethyl-N-(p-tolyl)-
[[dichloro(fluoro)methyl]thio]-(dimethylsulfamoyl)-(4-methylphenyl)amine
N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline
N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methyl-aniline
dichloro-N-[(dimethylamino)sulphonyl]fluoro-N-(p-tolyl)methanesulphenamide
1,1-dichloro-n-((dimethylamino)sulfonyl)-1-fluoro-n-(4-methanesulfanenamid
methanesulfenamide,1,1-dichloro-n-[(dimethylamino)sulfonyl]-1-fluoro-n-(4-meth
N-([Dichloro(fluoro)methyl]sulfanyl)-N',N'-dimethyl-N-(4-methylphenyl)sulfamide
1,1-Dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfonamide
1,1-DICHLORO-N-[(DIMETHYLAMINO)SULFONYL]-1-FLUORO-N-(4-METHYLPHENYL)METHANESULFENAMIDE
Methanesulfenamide, 1,1-dichloro-N-[(dimethylamino)sulfonyl]-1-fluoro-N-(4-methylphenyl)-
Methanesulfanenamide, 1,1-dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)-
dichloro-N-[(dimethylamino)sulphonyl]fluoro-N-(p-tolyl)methanesulphenamide,tolylfluanid (ISO)
tolylfluanid (ISO) dichloro-N-[(dimethylamino)sulphonyl]fluoro-N-(p-tolyl)methanesulphenamide
N-(dichlorofluoromethyl)thio-N',N'-dimethyl- N-(p-tolyl)-Sulfamide n-((dichlorofluoromethyl)thio)-n',n'-dimethyl-n-(p-tolyl)-sulfamid
[EINECS(EC#)]

211-986-9
[Molecular Formula]

C10H13Cl2FN2O2S2
[MDL Number]

MFCD00055477
[MOL File]

731-27-1.mol
[Molecular Weight]

347.26
Chemical PropertiesBack Directory
[Melting point ]

96°C
[Boiling point ]

93℃
[density ]

1.5132 (rough estimate)
[vapor pressure ]

2 x 10-5 Pa (20 °C)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

-20°C
[solubility ]

soluble in DMSO, Methanol
[Colour Index ]

45430
[form ]

neat
[pka]

-5.06±0.50(Predicted)
[Water Solubility ]

0.9 mg l-1 (20 °C)
[BRN ]

2949607
[LogP]

3.900
[EPA Substance Registry System]

Tolylfluanid (731-27-1)
Safety DataBack Directory
[Hazard Codes ]

T,N,T+
[Risk Statements ]

23-36/37/38-43-48/20-50/53-50-48/23-26
[Safety Statements ]

24-26-37-38-45-60-61-63-36/37/39-28
[RIDADR ]

2588
[WGK Germany ]

3
[RTECS ]

WO6560000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Hazardous Substances Data]

731-27-1(Hazardous Substances Data)
Hazard InformationBack Directory
[Uses]

Tolylfluanid is used to control a wide range of fungal diseases on apples, grapes, strawberries and other fruit and storage diseases on many crops.
[Uses]

Tolylfluanid may be used as a reference standard for the determination of the analyte in nutraceutical formulations using dispersive liquid-liquid microextraction(DLLME) coupled with gas chromatography-mass spectrometry method.
[Definition]

ChEBI: A member of the class of sulfamides that is dichlofluanid in which the hydrogen at the para position of the phenyl group is replaced by a methyl group. A fungicide first marketed in 1971 and used in the cultivation of fruit and vegetables, as ell as in wood preservatives, it is no longer approved for use in the European Union.
[Metabolic pathway]

Tolylfluanid contains an unstable dichlorofluoromethylthio (sulfenyl) moiety that has been shown to undergo rapid hydrolytic and metabolic degradation to dimethylaminosulfotoluidide (2). By analogy with captan, presumably the dichlorofluoromethylthio moiety can be transferred to the sulfur atoms of cellular thiols such as cysteine and glutathione. Thus, in the presence of thiols tolylfluanid is probably cleaved at the N-S bond to form thiophosgene or its monofluoro analogue (3) and other gaseous products such as hydrogen sulfide, hydrogen chloride and carbonyl sulfide. Thiophosgene or its monofluoro analogue is rapidly hydrolysed by water. The dichlorofluoromethylthio group and thiophosgene may be intermediates in the formation of addition products, for example addition to cysteine affords thiazolidine-2-thione-4-carboxylica cid (4). A thiazolidine derivative of glutathione may also be formed. The main metabolic reactions in all media were cleavage of the N-S bond to give dimethylaminosulfotoluidide (2) followed by hydroxylation of the phenyl ring and oxidation of the methyl substituent on the phenyl ring. Glucoside conjugates were detected in plants and the cysteine adduct, thiazolidine-2- thione-4-carboxylic acid (4), was formed in rats.
[Degradation]

Tolylfluanid is hydrolysed rapidly in alkaline conditions. The hydrolytic DT50 is about 12 days, 29 hours and <10 minutes at pH 4,7 and 9, respectively, at 22 °C. In the environment, hydrolysis is faster than photolysis (PM; PSD, 1995). Tolylfluanid does not absorb light of wavelength >295 nm and so photodegradation is unlikely to occur in the absence of photosensitisers.
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