34014-18-1

Basic information

• Product Name: 1-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea
• Synonyms: Perflan;Perfmid;Preflan;Prefmid;sha105501;spike80w;Tebithiuron;Tebulan
• CAS NO: 34014-18-1
• Molecular Formula: C₉H₁₆N₄OS
• Molecular Weight: 228.31
• EINECS: 251-793-7
• Product Categories: Alphabetic;Herbicides;TA - TEPesticides&Metabolites;Urea structure;Alpha sort;Pesticides&Metabolites;Q-ZAlphabetic;Pesticides intermediate
• Mol File: 34014-18-1.mol
• Article Data: 8

Chemical Properties

• Melting Point: 161-164°C
• Appearance: /Solid
• Density: 1.2080 (rough estimate)
• Refractive Index: 1.6390 (estimate)
• Storage Temp.: 0-6°C
• PKA: 13.36±0.46(Predicted)
• Water Solubility: 2.3g/L(temperature not stated)
• Merck: 14,9095
• BRN: 527479
• CAS DataBase Reference: 1-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea(34014-18-1)
• EPA Substance Registry System: 1-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea(34014-18-1)

Safety Data

• Hazard Codes: Xn;N,N,Xn
• Statements: 22-50/53
• Safety Statements: 37-60-61
• RIDADR: UN 3077
• WGK Germany: 3
• RTECS: YS4250000
• HazardClass: 9
• PackingGroup: III
• Hazardous Substances Data: 34014-18-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 34014-18-1 differently. You can refer to the following data:
1. Tebuthiuron is an nonselective broad spectrum herbicide used to control weeds, woody and herbaceous plants.
2. Herbicide.
3. Nonselective herbicide used to control herbaceous and woody plants on noncrop land.

Reactivity Profile

A urea, thiadiazole derivative.

Agricultural Uses

Herbicide: Tebuthiuron is a broad-spectrum herbicide that is used to control weeds in non-cropland areas, range lands, rights-of-way and industrial sites. In grasslands and sugar cane it controls woody and herbaceous plants and weeds such as alfalfa, bluegrasses, chickweed, clover, dock, goldenrod and mullein. Not approved for use in EU countries[ 115]. Registered for use in the U.S.

Trade name

BRULAN?; BRUSH-BULLET?; E-103?; GRASLAN?; HERBEC?; HERBIC?; PERFLAN?; RECLAIM; SHA-105501?; SPIKE?; SPRAKIL?; TEBULAN?; TIUROLAN?

Environmental Fate

Soil. In microbially active soils, tebuthiuron is degraded via demethylation. The average half-life in soil 12–15 months in areas receiving 60 inches of rainfall a year (Humburg et al., 1989).When tebuthiuron was applied to a rangeland at a rate of 0.84 kg/ha, 38% remained after 21 months (Emmerich et al., 1984).Groundwater . According to the U.S. EPA (1986) tebuthiuron has a high potential to leach to groundwater .Plant. Degrades in plants via N-demethylation and hydroxylation of the t-butyl sidechain (Hartley and Kidd, 1987; Humburg et al., 1989).

InChI:InChI=1/C9H16N4OS/c1-9(2,3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3,(H,10,14)

Upstream product

• 106141-32-6 N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N-methylcarbamoyl chloride 
• 74-89-5 methylamine 
• 50608-12-3 2-tert-butyl-5-methylamino-1,3,4-thiadiazole 
• 42826-42-6 pivalohydrazide 
• 75-98-9 Trimethylacetic acid 
• 96-31-1 N,N'-Dimethylurea 
• 95517-81-0 5-tert-butyl-2-methanesulfonyl-1,3,4-thiadiazole 

Downstream Products

• 74-89-5 methylamine 

Relevant articles and documents

Industrial production method of tebuthiuron active compound

The invention discloses an industrial production method of a tebuthiuron active compound. The method comprises the following steps: (1) dissolving a raw material 2-methylamino-5-tertbutyl-1, 3, 4-thiadiazole in an inert solvent to prepare an inert solvent solution with a certain concentration; (2) carrying out a photochemical reaction on the 2-methylamino-5-tertbutyl-1, 3, 4-thiadiazole toluene solution and phosgene or a diphosgene or triphosgene solution; (3) removing phosgene from the material after the photochemical reaction is finished; (4) carrying out amidation reaction on the phosgene-removed material and monomethylamine gas; and (5) after the amidation reaction is finished, carrying out post-treatment on the material to obtain the tebuthiuron product. The product quality is more stable. The device investment is reduced, the device production capacity is improved, the technological process is simpler, and continuous self-control operation of the device is facilitated.

NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND

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.

Process for preparing herbicidal ureas and insecticidal carbamates and carbamate derivatives

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.