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731-27-1

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731-27-1 Usage

Uses

Different sources of media describe the Uses of 731-27-1 differently. You can refer to the following data:
1. Tolylfluanid is used to control a wide range of fungal diseases on apples, grapes, strawberries and other fruit and storage diseases on many crops.
2. 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.

Check Digit Verification of cas no

The CAS Registry Mumber 731-27-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,3 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 731-27:
(5*7)+(4*3)+(3*1)+(2*2)+(1*7)=61
61 % 10 = 1
So 731-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H13Cl2FN2O2S2/c1-8-4-6-9(7-5-8)15(18-10(11,12)13)19(16,17)14(2)3/h4-7H,1-3H3

731-27-1 Well-known Company Product Price

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  • Sigma-Aldrich

  • (32060)  Tolylfluanid  PESTANAL®, analytical standard

  • 731-27-1

  • 32060-250MG

  • 629.46CNY

  • Detail

731-27-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name tolylfluanid

1.2 Other means of identification

Product number -
Other names N-[dichloro(fluoro)methyl]sulfanyl-N-(dimethylsulfamoyl)-4-methylaniline

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:731-27-1 SDS

731-27-1Synthetic route

N,N-dimethyl-N'-(4-methylphenyl)-sulfamide
66840-71-9

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

dichlorofluoromethanesulphenyl chloride
2712-93-8

dichlorofluoromethanesulphenyl chloride

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide
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
N,N-dimethyl-N'-(4-methylphenyl)-sulfamide
66840-71-9

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

triethylamine
121-44-8

triethylamine

dichlorofluoromethanesulphenyl chloride
2712-93-8

dichlorofluoromethanesulphenyl chloride

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide
731-27-1

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

dichloro-N-[(dimethylamino)sulfonyl]fluoro-N-(p-tolyl)methanesulfenamide
731-27-1

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

methylamine
74-89-5

methylamine

Conditions
ConditionsYield
aluminium In water; acetonitrile Product distribution; Irradiation; influence of aluminum foil;;

731-27-1Downstream Products

731-27-1Relevant articles and documents

Synthesis method of high-purity bacteriostatic agent and derivatives thereof

-

Paragraph 0096-0101, (2020/04/29)

The invention discloses a synthesis method of a high-purity bacteriostatic agent and derivatives thereof. The synthesis method comprises the following specific steps: adding primary amine or secondaryamine into a solvent, adding perchloromethyl mercaptan, reacting at room temperature for 14-18 hours, washing the reaction solution with water, separating, drying, concentrating the solvent and separating to obtain an intermediate 1; mixing the intermediate 1 with a solvent and fluoride, heating to 100-140 DEG C, reacting for 6-18 hours, filtering the reaction solution, washing with water, drying, concentrating the solvent, rectifying and separating to obtain an intermediate 2; mixing the intermediate 2 with a solvent, introducing hydrogen chloride gas at 0-10 DEG C to react for 2-16 hours, washing the reaction solution with water, separating, drying and concentrating the solvent to obtain an intermediate 3; and mixing the intermediate 4 with a solvent, adding alkali at 0-10 DEG C, reacting for 0.5-1 hour, adding the intermediate 3, reacting at room temperature for 1-2 hours, washing the reaction solution with water, separating, drying and concentrating the solvent to obtain the target compound. The method is low in cost and high in product yield and a high-purity product can be obtained.

Synergistic Active Compound Combinations Comprising Phenyltriazoles

-

, (2011/07/29)

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.

Fungicidal combinations of active substances

-

, (2008/06/13)

The novel active compound combinations of a fluoro-benzothiazole derivative of the formula and the active compound groups (1) to (51) listed in the description have very good fungicidal properties.

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