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3567-62-2

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3567-62-2 Usage

Description

1-(3,4-Dichlorophenyl)-3-methyl urea, also known as a metabolite of herbicides Diuron and Linuron, is a member of the class of ureas. It is characterized by a 3-methylurea substituted by a 3,4-dichlorophenyl group at position 1 and is found as a white solid.

Uses

Used in Agricultural Industry:
1-(3,4-Dichlorophenyl)-3-methyl urea is used as a metabolite in the breakdown process of herbicides for [application reason]. It was investigated in wheat and radish, which indicates its potential role in the agricultural industry for understanding the metabolic pathways of herbicides and their impact on crop growth and development.
Used in Environmental and Analytical Chemistry:
1-(3,4-Dichlorophenyl)-3-methyl urea can be used as a reference compound in environmental and analytical chemistry for [application reason]. Its chemical properties and structure make it a suitable candidate for studying the behavior of similar compounds in various environmental and chemical processes, as well as for developing analytical methods for their detection and quantification.
Used in Pharmaceutical Research:
Although not explicitly mentioned in the provided materials, 1-(3,4-Dichlorophenyl)-3-methyl urea could potentially be used as a starting material or a structural motif in the development of new pharmaceutical compounds for [application reason]. Its unique chemical structure may offer opportunities for designing novel molecules with specific biological activities or properties, which could be further explored in drug discovery and development.

Check Digit Verification of cas no

The CAS Registry Mumber 3567-62-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,6 and 7 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3567-62:
(6*3)+(5*5)+(4*6)+(3*7)+(2*6)+(1*2)=102
102 % 10 = 2
So 3567-62-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H8Cl2N2O/c1-11-8(13)12-5-2-3-6(9)7(10)4-5/h2-4H,1H3,(H2,11,12,13)

3567-62-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name diuron-desmethyl

1.2 Other means of identification

Product number -
Other names 1-(3,4-dichlorophenyl)-3-methylurea

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:3567-62-2 SDS

3567-62-2Synthetic route

3,4-dichlorophenylisocyanate
102-36-3

3,4-dichlorophenylisocyanate

methylamine
74-89-5

methylamine

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 2h; Substitution;72%
In tetrahydrofuran Addition;
3,4-dichlorophenylisocyanate
102-36-3

3,4-dichlorophenylisocyanate

methylamine
74-89-5

methylamine

A

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

B

1,5-bis-(3,4-dichloro-phenyl)-3-methyl-biuret
100961-22-6

1,5-bis-(3,4-dichloro-phenyl)-3-methyl-biuret

Conditions
ConditionsYield
With benzene
1-<1-(Cyclohexenyl-(1)>-3-(3,4-dichlor-phenyl)-1-methyl-harnstoff
16240-18-9

1-<1-(Cyclohexenyl-(1)>-3-(3,4-dichlor-phenyl)-1-methyl-harnstoff

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Conditions
ConditionsYield
With hydrogenchloride
DCMU
330-54-1

DCMU

A

N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea
34637-13-3

N,N-dimethyl-N'-(3-chloro-4-hydroxy-phenyl)-urea

B

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

C

N-(4-chloro-3-hydroxyphenyl)-N',N'-dimethylurea
69342-26-3

N-(4-chloro-3-hydroxyphenyl)-N',N'-dimethylurea

D

N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea
76409-92-2

N-(4,4-dichlorophenyl)-N'-formyl-N'-methylurea

Conditions
ConditionsYield
With Fe(OH)(2+) In water for 4h; pH=3.35; Kinetics; Quantum yield; Further Variations:; Reagents; reagent concentration; Decomposition; Photolysis;
3,4-dichlorophenylisocyanate
102-36-3

3,4-dichlorophenylisocyanate

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: toluene
2: aq. HCl
View Scheme
methyl isocyanate
624-83-9

methyl isocyanate

m,p-dichloroaniline
95-76-1

m,p-dichloroaniline

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Conditions
ConditionsYield
In di-isopropyl ether
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

cyanoacetic acid
372-09-8

cyanoacetic acid

1-(2-Cyano-acetyl)-3-(3,4-dichloro-phenyl)-1-methyl-urea
126381-34-8

1-(2-Cyano-acetyl)-3-(3,4-dichloro-phenyl)-1-methyl-urea

Conditions
ConditionsYield
With acetic anhydride at 60℃; for 3h;46%
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Glyoxilic acid
298-12-4

Glyoxilic acid

A

1-(3,4-Dichloro-phenyl)-5-hydroxy-3-methyl-imidazolidine-2,4-dione
134124-32-6

1-(3,4-Dichloro-phenyl)-5-hydroxy-3-methyl-imidazolidine-2,4-dione

B

3-(3,4-dichloro-phenyl)-5-hydroxy-1-methyl-imidazolidine-2,4-dione
38655-54-8

3-(3,4-dichloro-phenyl)-5-hydroxy-1-methyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
In chloroform Heating;
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

6-Amino-1-(3,4-dichloro-phenyl)-3-methyl-1H-pyrimidine-2,4-dione
126381-37-1

6-Amino-1-(3,4-dichloro-phenyl)-3-methyl-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 46 percent / acetic anhydride / 3 h / 60 °C
2: 74 percent / 33 percent NaOH / 0.17 h / 80 °C
View Scheme
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

6-Amino-1-(3,4-dichloro-phenyl)-3-methyl-5-nitroso-1H-pyrimidine-2,4-dione
126381-40-6

6-Amino-1-(3,4-dichloro-phenyl)-3-methyl-5-nitroso-1H-pyrimidine-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 46 percent / acetic anhydride / 3 h / 60 °C
2: 63 percent / NaNO2 / H2O / 0.17 h / 95 °C
View Scheme
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

2H-4-methyl-6-(3',4'-dichlorophenyl)-3,4,5,6-tetrahydro-1,2,4,6-thiatriazine-3,5-dione-1,1-dioxide
80653-08-3

2H-4-methyl-6-(3',4'-dichlorophenyl)-3,4,5,6-tetrahydro-1,2,4,6-thiatriazine-3,5-dione-1,1-dioxide

Conditions
ConditionsYield
In 1,4-dioxane; ethyl acetate; Petroleum ether
1-(3,4-dichlorophenyl)-3-(1-hydroxy-2,2,2-trichloroethyl)-3-methyl urea

1-(3,4-dichlorophenyl)-3-(1-hydroxy-2,2,2-trichloroethyl)-3-methyl urea

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

chloral
75-87-6

chloral

1-methyl-1-(1,2,2,2-tetrachloroethyl)-3-(3,4-dichlorophenyl) urea
39803-91-3

1-methyl-1-(1,2,2,2-tetrachloroethyl)-3-(3,4-dichlorophenyl) urea

Conditions
ConditionsYield
With sulfuric acid In diethyl ether
tetramethylsilane
75-76-3

tetramethylsilane

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-chlorothio-N-methyl-N'-(3,4-dichlorophenyl)-urea
54892-17-0

N-chlorothio-N-methyl-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
With pyridine; sulphur dichloride In dichloromethane
Methanesulfenyl chloride
5813-48-9

Methanesulfenyl chloride

diethyl ether
60-29-7

diethyl ether

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-methyl-N-methylthio-N'-(3,4-dichlorophenyl)-urea
41881-54-3

N-methyl-N-methylthio-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
In pyridine
n-propylsulphenyl chloride
19760-03-3

n-propylsulphenyl chloride

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

Dipropyl disulfide
629-19-6

Dipropyl disulfide

N-PROPYLTHIO-N-METHYL-N'-(3,4-DICHLOROPHENYL)-UREA
41881-66-7

N-PROPYLTHIO-N-METHYL-N'-(3,4-DICHLOROPHENYL)-UREA

Conditions
ConditionsYield
With sulfuryl dichloride In pyridine; dichloromethane; Petroleum ether
N-chloromercaptomorpholine

N-chloromercaptomorpholine

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

3-(3,4-dichloro-phenyl)-1-methyl-1-morpholin-4-ylsulfanyl-urea
41881-53-2

3-(3,4-dichloro-phenyl)-1-methyl-1-morpholin-4-ylsulfanyl-urea

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran
Diethyl disulfide
110-81-6

Diethyl disulfide

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-methyl-N-ethylthio-N'-(3,4-dichlorophenyl)-urea
41881-55-4

N-methyl-N-ethylthio-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
With sulfuryl dichloride In pyridine; dichloromethane
thirane
420-12-2

thirane

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-methyl-N-(2-chloroethylthio)-N'-(3,4-dichlorophenyl)-urea
62351-01-3

N-methyl-N-(2-chloroethylthio)-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
With chlorosulphuric acid In pyridine; dichloromethane
n-butylsulfenyl chloride
14925-97-4

n-butylsulfenyl chloride

dibutyl disulfide
629-45-8

dibutyl disulfide

3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-methyl-N-n-butylthio-N'-(3,4-dichlorophenyl)-urea
41881-68-9

N-methyl-N-n-butylthio-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
With sulfuryl dichloride In pyridine; dichloromethane
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

chloro-dimethyl-λ4-sulfanyl
144386-19-6

chloro-dimethyl-λ4-sulfanyl

N-methyl-N-(2-thiapropyl)-N'-(3,4-dichlorophenyl)-urea
41881-56-5

N-methyl-N-(2-thiapropyl)-N'-(3,4-dichlorophenyl)-urea

Conditions
ConditionsYield
With potassium carbonate In water; dimethyl sulfoxide
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

C18H15Cl2N3O2
1380583-40-3

C18H15Cl2N3O2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: carbon tetrabromide; triethylamine; triphenylphosphine / dichloromethane / 0 °C
2: copper(l) chloride / benzene / Reflux
View Scheme
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

C8H6Cl2N2
1380583-56-1

C8H6Cl2N2

Conditions
ConditionsYield
With carbon tetrabromide; triethylamine; triphenylphosphine In dichloromethane at 0℃;
3-(3,4-Dichlorophenyl)-1-methylurea
3567-62-2

3-(3,4-Dichlorophenyl)-1-methylurea

N-methyl-N-(2-chlorocycloheptylthio)-N'-(3,4-dichlorophenyl) urea

N-methyl-N-(2-chlorocycloheptylthio)-N'-(3,4-dichlorophenyl) urea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine; sulphur dichloride / dichloromethane
View Scheme

3567-62-2Relevant articles and documents

Phototransformation of linuron and chlorbromuron in aqueous solution

Faure,Boule

, p. 413 - 418 (1997)

The main photoproducts initially formed in the phototransformation of linuron and chlorbromuron in aqueous solution result from photohydrolysis, i.e. hydroxylation with release of halide ion, and from elimination of a methoxy group. Reductive debromination was also observed with chlorbromuron. The transformation is less specific than with diuron. The orientation of the reaction depends on the wavelength: short wavelengths (254 nm) favour demethoxylation and photohydrolysis in the meta position whereas, with 'black light', i.e. wavelengths longer than 330 nm, photohydrolysis in the para position is the main reaction observed.

Degradation of diuron photoinduced by iron(III) in aqueous solution

Mazellier,Jirkovsky,Bolte

, p. 259 - 267 (2007/10/03)

The degradation of diuron photoinduced by iron(III) in aqueous solution has been investigated with different iron(III) species (monomeric species Fe(OH)2+, dimeric species Fe2(OH)2/4+ and water-soluble oligomeric species) under monochromatic excitation at 365 nm and under sunlight. The rate of degradation depends on the concentration in Fe(OH)2+, the most reactive species in terms of ·OH radical formation. The major photoproduct is 3-(3,4-dichlorophenyl)-1-formyl-1-methylurea which represents more than 60% of diuron disappearance. The mechanism only involves the attack by ·OH radicals arising from iron(III) excited species. The half-lives of diuron when submitted to such a process in the environment were estimated to be 1-2 h and a few days according to the concentration of Fe(OH)2+ (respectively 70% and 10% of total iron(III) concentration).

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