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THIOPHANAT-ETHYL, a colorless crystalline compound, is a member of the thioureas class. It is specifically the diethyl ester of (1,2-phenylenedicarbamothioyl)biscarbamic acid. This fungicide is known for its effectiveness against a wide range of diseases in various crops, such as fruit, vegetables, turf, and others.

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  • 23564-06-9 Structure
  • Basic information

    1. Product Name: THIOPHANAT-ETHYL
    2. Synonyms: THIOPHANATE;THIOPHANATE-ETHYL;THIOPHANAT-ETHYL;TOPSIN E;1,2-BIS(3-ETHOXYCARBONYL-2-THIOUREIDO) BENZENE;DIETHYL 4,4'-O-PHENYLENEBIS(3-THIO-ALLOPHANATE);DIETHYL 4,4'-O-PHENYLENEBIS(3-THIOALLOPHANATEL);CERCOBIN
    3. CAS NO:23564-06-9
    4. Molecular Formula: C14H18N4O4S2
    5. Molecular Weight: 370.45
    6. EINECS: 245-741-2
    7. Product Categories: Alpha sort;BenzimidazolesPesticides;CarbamatesPesticides&Metabolites;Fungicides;Pesticides;Q-ZAlphabetic;TF - TO
    8. Mol File: 23564-06-9.mol
  • Chemical Properties

    1. Melting Point: 195°C
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: °C
    4. Appearance: /
    5. Density: 1.3709 (rough estimate)
    6. Refractive Index: 1.6000 (estimate)
    7. Storage Temp.: 0-6°C
    8. Solubility: N/A
    9. PKA: 6.37±0.70(Predicted)
    10. CAS DataBase Reference: THIOPHANAT-ETHYL(CAS DataBase Reference)
    11. NIST Chemistry Reference: THIOPHANAT-ETHYL(23564-06-9)
    12. EPA Substance Registry System: THIOPHANAT-ETHYL(23564-06-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23564-06-9(Hazardous Substances Data)

23564-06-9 Usage

Uses

Used in Agricultural Industry:
THIOPHANAT-ETHYL is used as a fungicide for protecting crops from a broad spectrum of diseases. Its application helps in controlling and preventing issues like eyespot, scab, powdery mildew, and grey mould, ensuring healthier and more productive harvests.
Used in Fruit Crops:
THIOPHANAT-ETHYL is used as a protective agent for fruit crops, safeguarding them from fungal infections that could lead to reduced yield and quality.
Used in Vegetable Crops:
In the vegetable industry, THIOPHANAT-ETHYL is utilized as a fungicide to prevent the growth and spread of harmful fungi, thus maintaining the health and quality of the produce.
Used in Turf and Ornamental Plants:
THIOPHANAT-ETHYL is employed as a fungicidal treatment for turf and ornamental plants, helping to keep them free from diseases and maintaining their visual appeal and overall health.
Used in Other Crops:
Beyond fruit, vegetables, and turf, THIOPHANAT-ETHYL is also used in other types of crops to combat a variety of fungal diseases, ensuring the overall health and productivity of the agricultural sector.

Air & Water Reactions

Hydrolyzed by alkaline media.

Reactivity Profile

THIOPHANAT-ETHYL is a carbamate ester. Carbamates are chemically similar to, but more reactive than amides. Like amides they form polymers such as polyurethane resins. Carbamates are incompatible with strong acids and bases, and especially incompatible with strong reducing agents such as hydrides. Flammable gaseous hydrogen is produced by the combination of active metals or nitrides with carbamates. Strongly oxidizing acids, peroxides, and hydroperoxides are incompatible with carbamates. This substance is incompatible with copper containing compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 23564-06-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,5,6 and 4 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 23564-06:
(7*2)+(6*3)+(5*5)+(4*6)+(3*4)+(2*0)+(1*6)=99
99 % 10 = 9
So 23564-06-9 is a valid CAS Registry Number.
InChI:InChI=1/C14H18N4O4S2/c1-3-21-13(19)17-11(23)15-9-7-5-6-8-10(9)16-12(24)18-14(20)22-4-2/h5-8H,3-4H2,1-2H3,(H2,15,17,19,23)(H2,16,18,20,24)

23564-06-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name thiophanate

1.2 Other means of identification

Product number -
Other names Topsin NF 35

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:23564-06-9 SDS

23564-06-9Relevant articles and documents

TMEDA-catalyzed synthesis of N-aryl-N′-ethoxycarbonyl thiourea and arene (or polymethylene)-bis-ethoxycarbonylthiourea derivatives

Lin, Qi,Zhang, You-Ming,Gao, Li-Ming,Wei, Tai-Bao,Wang, Hai

, p. 2051 - 2057 (2007/10/03)

A novel and efficient method for synthesis ethoxycarbonyl isothiocyanate and ethoxycarbonyl thioureas catalyzed by TMEDA is reported. A series of N-aryl-N′-ethoxycarbonyl thioureas and arene (or polymethylene)-bis- ethoxycarbonyl thiourea derivatives have been synthesized in good-to-excellent yields via this method at room temperature.

Iminooxy-substituted benzyl phenyl ethers, processes and intermediates for their preparation, compositions comprising them, and their use for controlling harmful fungi

-

, (2008/06/13)

Iminooxy-substituted benzyl phenyl ethers of the formula I in which the substituents and the index are as defined below: Y is H, CH3, F or Cl; Q is C(═CHOCH3)—COOCH3, C(═CHCH3)—COOCH3, C(═NOCH3)—COOCH3, C(═NOCH3)—CONHCH3 or N(—OCH3)—COOCH3; X is hydrogen, halogen, alkyl, alkoxy or CF3; m is 1 or 2, where the radicals X may be different if m=2; R1 is alkyl and R2 is hydrogen or alkyl; or R1 and R2 together are cyclopropyl, cyclopentyl or cyclohexyl; R3 is alkyl or CF3; and R4 is alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl or haloalkynyl; processes and intermediates for their preparation, compositions comprising them, and their use, are described.

2-(Pyrazolyloxy) -pyridin-3-ylacetic acid derivatives, agents containing the same and use thereof against noxious fungi and animal parasites

-

, (2008/06/13)

Compounds of the formula I and salts thereof, in which the substituents and the index n have the following meanings: Q is —C(═CHCH3)—COOCH3, —C(═CHOCH3)—COOCH3, —C(═NOCH3)—COOCH3or —C(═NOCH3)—CONH(CH3); R1is hydrogen, halogen, C1-C4-alkyl, C1-C2-haloalkyl, C1-C4-alkoxy or C1-C2-haloalkoxy; R2is halogen, C1-C4-alkyl, C1-C2-haloalkyl, C1-C4-alkoxy; n is 0, 1 or 2, where the substituents R2may be different if n=2; R3is phenyl, pyridyl or pyrimidyl, compositions comprising them and the use of the compounds I and the compositions for controlling harmful fungi and animal pests are described.

Bisimino-substituted phenyl compounds and their use as pesticides

-

, (2008/06/13)

Imino-substituted phenyl compounds of the formula I where the substituents have the following meanings:z is a group A or B ?where? denotes the bond with the phenyl ring and?Ra is halogen, alkyl or alkoxy;y is halogen, alkyl, haloalkyl or alkoxy;n is 0, 1 or 2, it being possible for the radicals Y to be different if n=2;R1 is halogen, haloalkyl or alkoxy;R2 is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl or haloalkynyl;R3 is cyano, alkyl, haloalkyl, alkoxy, cycloalkoxy, alkoxyalkyl;?unsubstituted or substituted cycloalkyl, aryl, aryloxy or arylmethylene, heteroaryl, heterocyclyl,?C(R3a)=N—OR3b or C(R3a)=CR3cR3d, whereR3a, R3b, R3c, R3d independently of one another are hydrogen, alkyl or unsubstituted or substituted phenyl,processes for their preparation, and their use.

Method for combating harmful fungi

-

, (2008/06/13)

A method for control of harmful fungi is provided by treating the fungi, or the materials, plants, the soil or seeds to be protected against fungal infection, with an effective amount of a bisoxime of the formula I or a salt or adduct thereof, the index and the substituents having the following meanings: R1is halogen, alkyl or haloalkyl; R2is cyano, nitro, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino, dialkylamino, alkylaminocarbonyl, substituted or unsubstituted phenyl, phenoxy or phenylthio; n is 0, 1, 2 or 3; R3is alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl or phenylalkyl.

P-hydroxyaniline derivatives, their preparation and their use

-

, (2008/06/13)

p-Hydroxyaniline derivatives of the formula I STR1 where the substituents have the following meanings: R1 is unsubstituted or substituted bicycloalkyl or bicycloalkenyl; R2 and R3 independently of one another are halogen, alkyl, haloalkyl, alkoxy or haloalkoxy; R4 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, OR5 or NR5 R6, where R5 is unsubstituted or substituted alkyl, alkenyl, cycloalkyl, cycloalkenyl or aryl, and R6 is hydrogen or alkyl, and their salts, processes for their preparation, compositions containing them and their use for controlling harmful fungi or pests are described.

N-alkyl-2,6-dimethylmorpholinocarboxamide salts, compositions and their use as fungicides

-

, (2008/06/13)

Novel N-alkyl-2,6-dimethylmorpholinocarboxamide salts of the general formula I, STR1 processes for their preparation, and their use as fungicides for controlling pathogenic fungi. The agents according to the invention additionally possess plant growth-regulating properties. The meanings of R1, R2, R3, R4 and X- are given in the description. (Formula I)

Fungicidal compositions containing bisthioureido-benzenes and methods for use thereof

-

, (2008/06/13)

Fungicidal compositions are provided containing as the active constituent compounds having the formula: STR1 wherein each of R and R1 represents a member of the group consisting of alkyl containing from 1 to 12 carbon atoms, alkyl containing from 1 to 2 carbon atoms substituted with halogen, methoxy or phenyl, alkenyl containing 2 to 3 carbon atoms, alkynyl containing 2 to 3 carbon atoms, aryl containing not more than 10 carbon atoms, aryl containing not more than 10 carbon atoms substituted with halogen or methyl; each X represents halogen, nitro or methyl; n represents an integer from 0 to 3; and Y represents oxygen or sulfur, with the proviso that when Y represents sulfur, each R and R1 represents alkyl containing 1 to 12 carbon atoms. These compounds may be prepared in accordance with the following equation: STR2 wherein R, R1, X, Y and n are as stated above. These compounds have broad fungicidal activity with very low mammalian toxicity.

Bis-thioureido-benzenes, preparation and uses thereof

-

, (2008/06/13)

Compounds having the formula: STR1 wherein each of R and R1 represents a member of the group consisting of alkyl containing from 1 to 12 carbon atoms, alkyl containing from 1 to 2 carbon atoms substituted with halogen, methoxy or phenyl, alkenyl containing 2 to 3 carbon atoms, alkynyl containing 2 to 3 carbon atoms, aryl containing not more than 10 carbon atoms, aryl containing not more than 10 carbon atoms substituted with halogen or methyl; each X represents halogen, nitro or methyl; and n represents an integer from 0 to 3. These compounds may be prepared in accordance with the following equation: STR2 wherein R, R1, X and n are as stated above. These compounds have broad fungicidal activity with very low mammalian toxicity.

Pesticidal compositions containing phosphoric esters and divalent sulphur compounds

-

, (2008/06/13)

Pesticidal composition comprising: a pesticidal, phosphoric ester the molecule of which has at least one alkyl group of 1 to 3 carbon atoms, 0.05 to 10% of an agent stabilizing the said ester against decomposition by protonisation, together with adjuvants characterized in that the stabilizing agent comprises at least one sulphur compound containing per molecule at least one divalent sulphur atom of which one valence is bonded to an atom chosen from sulphur, carbon, nitrogen, hydrogen, and metals capable of giving a salt, the other valence being bonded to an atom chosen from hydrogen, the carbon atom already noted, a second carbon atom, the nitrogen atom already noted, a second nitrogen atom, the metal atom already noted in the case of a metal of valence greater than one, a second atom of metal and oxygen when the first valence is not attached to an atom of hydrogen, the proportion of sulphur calculated with reference to the weight of the sulphur compound being between 5 and 99%. Process for stabilizing a phosphoric ester of which the molecule possesses at least one alkyl group containing 1 to 3 carbon atoms characterized in that there is added to the phosphoric ester or to a mixture which contains it, 0.05 to 10% calculated on the weight of the phosphoric acid ester of an agent capable of stabilizing the said phosphoric ester against protonisation and comprising at least one sulphur compound such as that defined thereupon.

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