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74223-64-6

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74223-64-6 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 74223-64-6 differently. You can refer to the following data:
1. Light yellow solid
2. White, off-white or pale yellow crystalline solid. Slight, sweet odor; ester-like.

Uses

Different sources of media describe the Uses of 74223-64-6 differently. You can refer to the following data:
1. Herbicide.
2. Metsulfuron-methyl is a triazine urea herbicide used to control broad-leaved weeds in barley and wheat.
3. Metsulfuron-methyl is an organic micro-pollutant.

Definition

ChEBI: A N-sulfonylurea in which the sulfonyl group is attached to a 2-(methoxycarbonyl)phenyl group while a (4-methoxy-6-methyl-1,3,5-triazin-2-yl group replaces one of the amino hydrogens of the remaining urea group.

Agricultural Uses

Herbicide: Metsulfuron-methyl is a pre-emergence and post-emergence herbicide used to control annual grasses, brush, woody plants and broadleaf weeds. It can be applied to cereals including barley, rye and wheat and to pastures. It is primarily used to control brush, woody plants and broadleaf weeds on rights-of-way, fence rows, storage areas, highways and other non-crop areas.

Trade name

ALLIE?; ALLY?; ALLY-20DF?; ANSWER?; BRUSH-OFF?; CANVAS?; CIMARRON?; DMC? WEED CONTROL; DPD 63760H?; DPX 6376?; DPX-T 6376?; ESCORT?; FINESSE?; GROPPER?; NUP?; PARTISAN ?; PASTURE? MD; RIVERDALE?; ROSULFURON?

Potential Exposure

Metsulfuron-methyl is a preemergence and postemergence sulfonylurea herbicide used to control annual grasses, brush, woody plants and broadleaf weeds. It can be applied to cereals including barley, rye and wheat and to pastures. It is primarily used to control brush, woody plants and broadleaf weeds on rights-of-way, fence rows, storage areas, highways and other noncrop areas.

Environmental Fate

Soil/Plant. Hydrolyzes in soil and plants to nontoxic products (Hartley and Kidd, 1987). The half-life in soil varies from 7 days to 1 month (Hartley and Kidd, 1987). Ismail and Lee (1995) studied the persistence of metsulfuron-methyl in a sandy loam (pH 5.1) and clay soil (3.1) under laboratory conditions. Degradation was more rapid in non-sterilized than in sterilized soil. In non-sterilized soil, the rate of degradation increased with increasing soil moisture content. When the moisture level in the sandy loam and clay soil was increased from 20 to 80% of field capacity at 35°C, the half-lives were reduced from 9.0 to 5.7 and 11.2 to 4.6, days, respectively. The investigators concluded that the disappearance of metsulfuron-methyl in soil resulted from microbial degradation and chemical hydrolysis.

Metabolic pathway

In soils, under aerobic conditions, metsulfuron methyl is degraded by the cleavage of the sulfonylurea linkage, resulting in the formation of methyl 2- (aminosulfonyl)benzoate, 4-methoxy-6-methyl-2-amino- 1,3,5-triazine, and saccharin as major products. Under anaerobic conditons, free acid of metsulfuron methyl and the resulting O-demethylation product are identified. The formation of two ring-opening products at the triazine moiety is observed. Under acidic conditions, hydrolytic degradation products identified are involved in the soil degradation products. In plants, the specific metabolites are identified as the hydroxylation product of the phenyl ring of metsulfuron methyl and 4-methoxy-6-hydroxymethyl-2-amino-1,3,5- triazine. Mammalian metabolites are also included in the soil metabolites.

Incompatibilities

Strong oxidizers. Stable in air to about 140 C. It is hydrolyzed in acid solutions.

Waste Disposal

It is the responsibility of chemical waste generators to determine the toxicity and physical properties and of a discarded chemical and to properly identify its classification and certification as a hazardous waste and to determine the disposal method. United States Environmental Protection Agency guidelines for the classification determination are listed in 40 CFR Parts 261.3. In addition, waste generators must consult and follow all regional, national, state and local hazardous waste laws to ensure complete and accurate classification and disposal methods. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Offer surplus and nonrecyclable solutions to a licensed disposal company. Dissolve or mix the pesticide with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.

Check Digit Verification of cas no

The CAS Registry Mumber 74223-64-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,2,2 and 3 respectively; the second part has 2 digits, 6 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 74223-64:
(7*7)+(6*4)+(5*2)+(4*2)+(3*3)+(2*6)+(1*4)=116
116 % 10 = 6
So 74223-64-6 is a valid CAS Registry Number.
InChI:InChI=1/C14H15N5O6S/c1-8-15-12(18-14(16-8)25-3)17-13(21)19-26(22,23)10-7-5-4-6-9(10)11(20)24-2/h4-7H,1-3H3,(H2,15,16,17,18,19,21)

74223-64-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name metsulfuron methyl

1.2 Other means of identification

Product number -
Other names methyl 2-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)benzoate

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:74223-64-6 SDS

74223-64-6Synthetic route

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

2-methoxycarbonylbenzenesulfonyl chloride
26638-43-7

2-methoxycarbonylbenzenesulfonyl chloride

Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one55%
2-(methoxycarbonyl)benzenesulfonyl isocyanate
74222-95-0

2-(methoxycarbonyl)benzenesulfonyl isocyanate

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

Conditions
ConditionsYield
In dichloromethane
In dichloromethane at 20℃; for 16h;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

methyl 2-(aminosulfonyl)benzoate
57683-71-3

methyl 2-(aminosulfonyl)benzoate

C

2-(methoxycarbonyl)benzenesulfonyl isocyanate
74222-95-0

2-(methoxycarbonyl)benzenesulfonyl isocyanate

D

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

E

2-Isocyanato-4-methoxy-6-methyl-[1,3,5]triazine

2-Isocyanato-4-methoxy-6-methyl-[1,3,5]triazine

F

3-(methoxy)-1,2-benzisothiazole 1,1-dioxide
18712-14-6

3-(methoxy)-1,2-benzisothiazole 1,1-dioxide

Conditions
ConditionsYield
at 800℃; for 0.00138889h; Product distribution; study of the pyrolysis of various sulfonylureas; other sulfonylureas and their products;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

methanol
67-56-1

methanol

B

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

Conditions
ConditionsYield
With sodium hydroxide at 25℃; pH=10; Kinetics; Further Variations:; pH-values; Hydrolysis;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

B

(o-Methoxycarbonylphenylsulfonyl)carbamic acid

(o-Methoxycarbonylphenylsulfonyl)carbamic acid

Conditions
ConditionsYield
With phosphoric acid In various solvent(s) at 25℃; pH=1.21; Kinetics; Activation energy; Further Variations:; pH-values; Temperatures; Reagents; Hydrolysis;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

Conditions
ConditionsYield
at 29℃; pH=10; Kinetics; Hydrolysis;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

methyl 2-(aminosulfonyl)benzoate
57683-71-3

methyl 2-(aminosulfonyl)benzoate

B

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

C

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

D

methyl 2-[[[[[[[(acetylamino)carbonyl]amino]carbonyl]amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[[[[(acetylamino)carbonyl]amino]carbonyl]amino]carbonyl]amino]sulfonyl]benzoate

Conditions
ConditionsYield
In water at 45℃; pH=2; Kinetics; Further Variations:; pH-values; Temperatures;
trimethylaluminum
75-24-1

trimethylaluminum

Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

2-propanethiol
75-33-2

2-propanethiol

2-[(4-methoxy-6-methyl-[1,3,5]triazin-2-ylcarbamoyl)-sulfamoyl]-thiobenzoic acid S-isopropyl ester
74224-52-5

2-[(4-methoxy-6-methyl-[1,3,5]triazin-2-ylcarbamoyl)-sulfamoyl]-thiobenzoic acid S-isopropyl ester

Conditions
ConditionsYield
With hydrogenchloride; aluminium In toluene
With hydrogenchloride; aluminium In toluene
n-hexan-2-ol
626-93-7

n-hexan-2-ol

trimethylaluminum
75-24-1

trimethylaluminum

Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

2-[(4-methoxy-6-methyl-[1,3,5]triazin-2-ylcarbamoyl)-sulfamoyl]-benzoic acid 1-methyl-pentyl ester
74223-65-7

2-[(4-methoxy-6-methyl-[1,3,5]triazin-2-ylcarbamoyl)-sulfamoyl]-benzoic acid 1-methyl-pentyl ester

Conditions
ConditionsYield
In dichloromethane; toluene
In dichloromethane; toluene
3(5)-amino-1,2,4-triazole
61-82-5

3(5)-amino-1,2,4-triazole

Al(CH3)3

Al(CH3)3

trimethylaluminum
75-24-1

trimethylaluminum

Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]-N-(1,2,4-triazol-3-yl)benzamide

2-[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]-N-(1,2,4-triazol-3-yl)benzamide

B

OCH3 on triazine

OCH3 on triazine

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane; toluene
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

A

methyl 2-(aminosulfonyl)benzoate
57683-71-3

methyl 2-(aminosulfonyl)benzoate

B

C13H15N5O7S

C13H15N5O7S

C

4-methoxy-6-methyl-1,3,5-triazin-2-amine
1668-54-8

4-methoxy-6-methyl-1,3,5-triazin-2-amine

D

N-(carbomethoxy phenylsulfonyl)-N'-methyl urea

N-(carbomethoxy phenylsulfonyl)-N'-methyl urea

E

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[(4-hydroxy-6-methyl-1,3,5-triazine-2-yl)amino]carbonyl]amino]sulfonyl]benzoate

F

methyl 2-[[[[[[[(acetylamino)carbonyl]amino]carbonyl]amino]carbonyl]amino]sulfonyl]benzoate

methyl 2-[[[[[[[(acetylamino)carbonyl]amino]carbonyl]amino]carbonyl]amino]sulfonyl]benzoate

Conditions
ConditionsYield
With HO(1-)*Fe(3+)*H2O In water pH=3.5; Irradiation;
Metsulfuron-methyl
74223-64-6

Metsulfuron-methyl

carbon dioxide
124-38-9

carbon dioxide

Conditions
ConditionsYield
With ZrO2/Fe modified hollow-C3N4 Reagent/catalyst; UV-irradiation;

74223-64-6Relevant articles and documents

PROCESS FOR PREPARING A NOVEL CRYSTALLINE FORM OF METSULFURON-METHYL AND USE OF THE SAME

-

Paragraph 0062, (2017/05/19)

A crystalline form of metsulfuron-methyl of formula (I), the crystal preparation process, the analyses of the crystal through various analytical methods and using the crystal to prepare stable agrochemical formulation. The invention also describes the use of various solvents towards the crystalline form preparation conditions.

N-phenylpyrrolidines

-

, (2008/06/13)

The 1-(3,5-bis-trifluoromethylphenyl)-2-thioxopyrrolidine-4-carboxylic acid derivatives of the formula I below are suitable for protecting crop plants against the phytotoxic action of herbicides and for regulating the plant growth. The 1-(3,5-bis-trifluoromethylphenyl)-2-thioxopyrrolidine-4-carboxylic acid derivatives are those of the formula I STR1 wherein A is --COOR1, --COSR1, --COO? M≈, --CONR2 R3 or --COCl; R1 is hydrogen, C1 -C4 alkyl, C2 -C6 alkenyl or C2 -C6 alkynyl; R2 and R3 independently of one another are hydrogen, C1 -C4 alkyl or C3 -C7 cycloalkyl; or R2 and R3 together with the nitrogen atom to which they are bonded are a saturated 3- to 7-membered heterocycle which can contain an additional hetero atom selected from the group comprising O, N and S and which is unsubstituted or up to trisubstituted by C1 14 C4 alkyl; and M≈ is the equivalent of an alkali metal cation or an alkaline earth metal cation or HN≈ (R2)3, and their isomers in optically pure or enriched form.

Process for preparing sulfonylureas

-

, (2008/06/13)

Sulfonylureas are prepared by contacting a sulfonyl halide with an ammonium, phosphonium, sulfonium, or an alkali metal cyanate salt in the presence of an amine.

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