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Methabenzthiazuron is a benzothiazole and urea-based herbicide, characterized by its white crystalline solid appearance and its melting point at 120°C (248°F). It exhibits weak solubility in water, approximately 59 ppm at 20°C (68°F), but is soluble in organic solvents. This chemical compound is specifically designed to control a wide range of broad-leaved weeds and grasses in crops by inhibiting the photosynthetic electron transport chain, thereby disrupting the growth and development of unwanted vegetation.

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  • 18691-97-9 Structure
  • Basic information

    1. Product Name: Methabenzthiazuron
    2. Synonyms: 1-(2-benzothiazolyl)-1,3-dimethyl-ure;1,3-dimethyl-3-(2-benzthiazolyl)-harnstoff;bay74283;bayer5633;metabenzthiazuron;methbenzthiazuron;n-methyl-n’-methyl-n’-(2-benzothiazolyl)urea;preparation5633
    3. CAS NO:18691-97-9
    4. Molecular Formula: C10H11N3OS
    5. Molecular Weight: 221.28
    6. EINECS: 242-505-0
    7. Product Categories: BENZOTHIAZOLE
    8. Mol File: 18691-97-9.mol
  • Chemical Properties

    1. Melting Point: 119-120.5°
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: 11 °C
    4. Appearance: white crystalline solid
    5. Density: 1.2527 (rough estimate)
    6. Refractive Index: 1.6740 (estimate)
    7. Storage Temp.: APPROX 4°C
    8. Solubility: DMSO, Methanol (Sparingly)
    9. PKA: 12.83±0.46(Predicted)
    10. Water Solubility: 59mg/L(20 oC)
    11. Merck: 14,5939
    12. BRN: 196633
    13. CAS DataBase Reference: Methabenzthiazuron(CAS DataBase Reference)
    14. NIST Chemistry Reference: Methabenzthiazuron(18691-97-9)
    15. EPA Substance Registry System: Methabenzthiazuron(18691-97-9)
  • Safety Data

    1. Hazard Codes: N,T,F
    2. Statements: 50/53-39/23/24/25-23/24/25-11
    3. Safety Statements: 60-61-45-16-7
    4. RIDADR: UN 3077 9/PG 3
    5. WGK Germany: 2
    6. RTECS: YR8980000
    7. HazardClass: 9
    8. PackingGroup: III
    9. Hazardous Substances Data: 18691-97-9(Hazardous Substances Data)

18691-97-9 Usage

Uses

Used in Agricultural Industry:
Methabenzthiazuron is used as a herbicidal agent for the control of broad-leaved weeds and grasses in various crops. Its application reason is based on its ability to inhibit the photosynthetic electron transport chain, which is essential for plant growth and survival. By targeting this critical process, Methabenzthiazuron effectively suppresses the growth of unwanted vegetation, allowing for healthier and more productive crop yields.

Health Hazard

Gupta and Singh (1985) investigated thetoxicity of tribunil in calves. Animals treatedwith 500 mg/kg orally developed toxicityin 36–48 hours. The symptoms includedincrease in body temperature, depression,and a progressive decrease in respiration rateand pulse rate. Necropsy findings in animalsthat died showed congestion of the lungs.Other organs affected were liver, kidney,urinary bladder, spleen, heart, and brain.A 75-mg/kg dose produced toxicity after2–3 weeks.

Metabolic pathway

When methabenzthiazuron is presowing applied to the soil of pea fields, three degradation products are detected as (2-benzothiazoyl)urea, 2- (methylamino)benzothiazole and 2- aminobenzothiazole. The latter two amines represent a majority of the soil bound residues.

Check Digit Verification of cas no

The CAS Registry Mumber 18691-97-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,6,9 and 1 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18691-97:
(7*1)+(6*8)+(5*6)+(4*9)+(3*1)+(2*9)+(1*7)=149
149 % 10 = 9
So 18691-97-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H11N3OS/c1-11-9(14)13(2)10-12-7-5-3-4-6-8(7)15-10/h3-6H,1-2H3,(H,11,14)

18691-97-9 Well-known Company Product Price

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  • Sigma-Aldrich

  • (36156)  Methabenzthiazuron  PESTANAL®, analytical standard

  • 18691-97-9

  • 36156-100MG

  • 360.36CNY

  • Detail

18691-97-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name methabenzthiazuron

1.2 Other means of identification

Product number -
Other names N-2-benzothiazolyl-N,N’-dimethylurea

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:18691-97-9 SDS

18691-97-9Downstream Products

18691-97-9Related news

The influence of the herbicide Methabenzthiazuron (cas 18691-97-9) on the synthesis of plastidic lipids in Hordeum vulgare seedlings09/30/2019

The herbicide methabenzthiazuron, and inhibitor of the Hill reaction, was applied to Hordeum seeds at the time of sowing, and the greening process under continuous Fluora light was investigated to the age of 13 days. Chlorophyll and xanthophyll contents were increased by methabenzthiazuron relat...detailed

Minimization of Methabenzthiazuron (cas 18691-97-9) residues in leaching water using amended soils and photocatalytic treatment with TiO2 and ZnO10/01/2019

In the present work, potential groundwater pollution by methabenzthiazuron (MTBU) and the effect of three different amendments (composted sheep manure, composted pine bark and spent coffee grounds) on its mobility were investigated under laboratory conditions. The efficiency of ZnO and TiO2 susp...detailed

Application Herbicide Short communicationLiquid chromatographic determination of Methabenzthiazuron (cas 18691-97-9) in soil aqueous solutions with photodiode-array detection09/27/2019

A reversed-phase high-performance liquid chromatographic method has been developed for the determination of methabenzthiazuron in aqueous solutions in the presence of soil constituents. Spiked aqueous soil samples were injected after centrifugation and filtration. Quantitative recoveries were ob...detailed

Methabenzthiazuron (cas 18691-97-9) degradation with illuminated TiO2 aqueous suspensions. Kinetic and reactional pathway investigations09/26/2019

The degradation of the herbicide MBTU [N-(2-benzothiazolyl)-N,N′-dimethylurea] in water was studied under various conditions. TiO2 photocatalysis using UV lamp more effectively degraded MBTU compared to TiO2 alone and photolysis. Photocatalytic degradation (TiO2/UV) was also carried out in diff...detailed

Efficient degradation of Methabenzthiazuron (cas 18691-97-9) photoinduced by decatungstate anion in water: Kinetics and mechanistic studies09/25/2019

This study concerns the elimination of methabenzthiazuron (MBTU) photocatalysed by sodium decatungstate salts W10O324-.(DTA) in aqueous solution under irradiation at 365 nm. Ninety percentage of MBTU (10−4 M) is mineralised in the presence of the photocatalyst (2 × 10−4 M) after 7 d under expos...detailed

18691-97-9Relevant articles and documents

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

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, (2017/08/26)

An object of the present invention is to provide a compound having the controlling activity on a noxious arthropod, and a noxious arthropod controlling agent containing an amide compound of formula (I): wherein X represents a nitrogen atom or a CH group, p represents 0 or 1, A represents a tetrahydrofuranyl group or the like, R1, R2, R3, R4, R5, R6 and R7 represent a hydrogen atom or the like, n represents 1 or 2, Y represents an oxygen atom or the like, m represents any integer of 0 to 7, and Q represents a C1-8 chain hydrocarbon group optionally having a phenyl group or the like, has the excellent noxious arthropod controlling effect.

Herbicidal mixtures having a synergistic effect

-

, (2008/06/13)

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives

-

, (2008/06/13)

The present invention provides a process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives comprising reacting an amine, alcohol, or oxime nucleophile with a urea in an inert organic solvent.

Plant-protective pesticidal composition

-

, (2008/06/13)

The invention relates to a plant-protective solution containing 2.5 to 40 % by weight of one or more water-insoluble plant-protective ingredient(s) 20 to 71.5 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 10 to 71.5 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 1 to 15 % by weight of commonly used additives such as anionic and/or nonionic surface active agents and macromolecules. The invention also relates to the ready-for-use plant-protective suspension containing 0.2 to 10 % by weight of one or more water-insoluble plant-protective ingredient(s) with a particle size of 0.1 to 50 μm, 0 to 60 % by weight of a fertilizer, 0.2 to 10 % by weight of dimethylformamide and/or dimethylsulfoxide and/or acetone as water-miscible solvent, 0.2 to 10 % by weight of furfurol and/or furfuryl alcohol as partially water-miscible solvent, 0.05 to 2.5 by weight of a commonly used additive such as anionic and/or nonionic surface active agents macromolecules and water in an amount supplementing up to 100 % by weight.

Process for preparing ureas

-

, (2008/06/13)

The present invention provides a novel process for preparing herbicidal and insecticidal ureas, carbamates and carbamate derivatives of the formula E is -O- or -C(R4)2- ;, R is C1-C7 alkyl;, R1 is H, C1-C7 alkyl, C3-C7 cycloalkyl, phenyl, or C1-C4 alkylphenyl;, R2 is H, C1-C7 alkyl, C3-C7 cycloalkyl, C2-C7 alkenyl, C2-C7 alkynyl, or phenyl optionally substituted with Cl, Br, -NO2, -CF3, C1-C4 alkyl, C1-C4 alkoxy, or -N(C1-C4 alkyl)2;, R3 is H, F, Cl, Br, -CF3, C1-C7 alkyl option-ally substituted with F, Cl, or Br, -S(O)nC1-C7 alkyl, C1-C7 alkoxy, C3-C7 cycloalkyl optionally substituted with F, Cl, or Br, or phenyl optionally substituted with F, Cl, Br, -NO2, -CF3, or C1-C4 alkyl;, R4 is H or C1-C4 alkyl;, R5 is C1-C7 alkoxy or -S(O)nC1-C7 alkyl;, R6 is C1-C5 alkyl optionally substituted with F, Cl, or Br, C3-C5 cycloalkyl, phenyl, or, , - X is R3, -N=CH-N(C1-C4 alkyl)2, -N(C1-C4 alkyl)2 or -N(C2-C4 alkenyl)2, Y is H or S(O)nC1-C7 alkyl;, Z is H, C1-C4 alkyl, Cl, F, Br, haloalkyl, -NO2, -N(C1-C4 alkyl)2, -C≡N, phenyl, -S(C1-C4 alkyl), or C1-C4 alkoxy;, n is 0, 1, or 2; and, m is 1, 2 or 3,comprising reacting a nucleophile of the formula A-H, wherein A is as defined above, with a urea of the formula wherein each R is independently chosen from R as set forth above and each R1 is independently chosen from R1 as set forth above.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

-

, (2008/06/13)

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.

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