Product Name

  • Name

    Alachlor

  • EINECS 240-110-8
  • CAS No. 15972-60-8
  • Article Data21
  • CAS DataBase
  • Density 1.119 g/cm3
  • Solubility water: 0.024 g/100 mL
  • Melting Point 39-42 °C
  • Formula C14H20ClNO2
  • Boiling Point 404 °C at 760 mmHg
  • Molecular Weight 269.771
  • Flash Point 198.1 °C
  • Transport Information UN 3077
  • Appearance yellowish crystal
  • Safety 36/37-46-60-61-62-45
  • Risk Codes 22-40-43-50/53-67-65-38-11-52/53-39-23/24/25-51/53
  • Molecular Structure Molecular Structure of 15972-60-8 (Alachlor)
  • Hazard Symbols HarmfulXn,DangerousN
  • Synonyms Chimiclor;2-Chloro-N-(2,6-diethyl)phenyl-N-methoxymethylacetamide;Alanox;Lasagrin;Alapaz;2-Chloro-2,6-diethyl-N-(methoxymethyl)acetanilide;Alochlor;Alanex;LAZO;Alachlore [ISO-French];Lasso micro-tech;Micro-Tech;Alatox 480;
  • PSA 29.54000
  • LogP 2.98710

Synthetic route

2,6-diethyl-N-(methoxymethyl)aniline
39180-88-6

2,6-diethyl-N-(methoxymethyl)aniline

chloroacetyl chloride
79-04-9

chloroacetyl chloride

Alachlor
15972-60-8

Alachlor

Conditions
ConditionsYield
In toluene for 20h; Reflux; Green chemistry; Industrial scale;93%
2-chloro-2',6'-diethylacetanilide
6967-29-9

2-chloro-2',6'-diethylacetanilide

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

Alachlor
15972-60-8

Alachlor

Conditions
ConditionsYield
With sodium hydroxide; PEG-400 In benzene at 15℃; for 2h; Yield given;
formaldehyd
50-00-0

formaldehyd

2,6-diethylaniline
579-66-8

2,6-diethylaniline

chloroacetic acid
79-11-8

chloroacetic acid

trimethyl orthoformate
149-73-5

trimethyl orthoformate

Alachlor
15972-60-8

Alachlor

Conditions
ConditionsYield
With thionyl chloride; sodium sulfate 1.) 1,2-dichloroethane, room temperature, 1 h, 2.) 80 deg C, 3 h; Yield given. Multistep reaction;
2(3H)-Benzothiazolone
934-34-9

2(3H)-Benzothiazolone

Alachlor
15972-60-8

Alachlor

N-(2,6-Diethyl-phenyl)-N-methoxymethyl-2-(2-oxo-benzothiazol-3-yl)-acetamide
119584-52-0

N-(2,6-Diethyl-phenyl)-N-methoxymethyl-2-(2-oxo-benzothiazol-3-yl)-acetamide

Conditions
ConditionsYield
With potassium hydroxide In water; N,N-dimethyl-formamide at 80 - 90℃; for 24h;86%
Alachlor
15972-60-8

Alachlor

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide
74886-79-6

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide

Conditions
ConditionsYield
With [Co(4,4'-bis(hydroxymethyl)-2,2'-bipyridine)2](BF4)2 In water Kinetics; Reagent/catalyst; Electrolysis;85%
With triethanolamine; C53H75CoN4O14(1+)*ClO4(1-); rose bengal In methanol at 20℃; for 3h; Inert atmosphere; Visible light irradiation;84%
Alachlor
15972-60-8

Alachlor

butan-1-ol
71-36-3

butan-1-ol

N-butoxymethyl-2-chloro-N-(2,6-diethylphenyl)acetamide
23184-66-9

N-butoxymethyl-2-chloro-N-(2,6-diethylphenyl)acetamide

Conditions
ConditionsYield
With trifluoroborane diethyl ether83%
Alachlor
15972-60-8

Alachlor

2'-Deoxyguanosine
961-07-9

2'-Deoxyguanosine

A

7-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]guanine

7-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]guanine

B

alachlor-N1-2'-deoxyguanosine

alachlor-N1-2'-deoxyguanosine

Conditions
ConditionsYield
With sodium hydrogencarbonate In 2-methoxy-ethanol at 50℃; for 360h; Addition;A 6.1%
B 12%
Alachlor
15972-60-8

Alachlor

thymidine 3'-monophosphate disodium salt

thymidine 3'-monophosphate disodium salt

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine 3'-monophosphate disodium salt

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine 3'-monophosphate disodium salt

Conditions
ConditionsYield
With sodium hydrogencarbonate In 2-methoxy-ethanol; water at 75℃; for 24h; Addition;10.8%
Alachlor
15972-60-8

Alachlor

2'-deoxyguanosine 3'-monophosphate ammonium salt

2'-deoxyguanosine 3'-monophosphate ammonium salt

1-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]-2'-deoxyguanosine 3'-monophosphate ammonium salt

1-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]-2'-deoxyguanosine 3'-monophosphate ammonium salt

Conditions
ConditionsYield
With sodium hydrogencarbonate In 2-methoxy-ethanol; water at 50℃; for 48h; Addition;9.13%
Alachlor
15972-60-8

Alachlor

thymidine
50-89-5

thymidine

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine

Conditions
ConditionsYield
With sodium hydrogencarbonate In 2-methoxy-ethanol at 45 - 50℃; for 336h; Addition;5.3%
pyridine
110-86-1

pyridine

Alachlor
15972-60-8

Alachlor

N'-pyridinium chloride

N'-pyridinium chloride

Alachlor
15972-60-8

Alachlor

A

2-Hydroxy-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide
56681-55-1

2-Hydroxy-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide

B

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide
74886-79-6

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide

(1R,4S)-8-Ethyl-1-methoxymethyl-4-methyl-3,4-dihydro-1H-quinolin-2-one

(1R,4S)-8-Ethyl-1-methoxymethyl-4-methyl-3,4-dihydro-1H-quinolin-2-one

Conditions
ConditionsYield
In acetonitrile; benzene Rate constant; Mechanism; Irradiation; var. solvent mixtures;
N-acetylcystein
616-91-1

N-acetylcystein

Alachlor
15972-60-8

Alachlor

Alachlor mercapturate

Alachlor mercapturate

Conditions
ConditionsYield
With pyridine at 20℃; for 24h; Alkylation;
Alachlor
15972-60-8

Alachlor

2-chloro-2',6'-diethylacetanilide
6967-29-9

2-chloro-2',6'-diethylacetanilide

Conditions
ConditionsYield
With hydrogenchloride In acetone for 4h; Hydrolysis; Heating;
Alachlor
15972-60-8

Alachlor

2-Hydroxy-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide
56681-55-1

2-Hydroxy-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide

Conditions
ConditionsYield
With sodium hydroxide In acetone for 8h; Substitution; Heating;
With hydroxide at 25℃; Kinetics;
Alachlor
15972-60-8

Alachlor

2-[(2,6-diethylphenyl)(methoxymethyl)amino]-2-oxoethanesulfonic acid

2-[(2,6-diethylphenyl)(methoxymethyl)amino]-2-oxoethanesulfonic acid

Conditions
ConditionsYield
With sodium sulfite In ethanol for 4h; Substitution; Heating;
With sodium sulfite In ethanol Heating;
Alachlor
15972-60-8

Alachlor

A

N-(2,6-diethylphenyl)acetamide
16665-89-7

N-(2,6-diethylphenyl)acetamide

B

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide
74886-79-6

N-(2,6-Diethylphenyl)-N-(methoxymethyl)acetamide

Conditions
ConditionsYield
With iron In water for 120h; Kinetics; Dehalogenation;
thiophenolate
13133-62-5

thiophenolate

Alachlor
15972-60-8

Alachlor

N-(2,6-diethyl-phenyl)-N-methoxymethyl-2-phenylsulfanyl-acetamide

N-(2,6-diethyl-phenyl)-N-methoxymethyl-2-phenylsulfanyl-acetamide

Conditions
ConditionsYield
at 25℃; Kinetics;
Thiocyanate
302-04-5

Thiocyanate

Alachlor
15972-60-8

Alachlor

N-(2,6-diethyl-phenyl)-N-methoxymethyl-2-thiocyanato-acetamide

N-(2,6-diethyl-phenyl)-N-methoxymethyl-2-thiocyanato-acetamide

Conditions
ConditionsYield
at 25℃; Kinetics;
Alachlor
15972-60-8

Alachlor

2-bromo-N-(2,6-diethyl-phenyl)-N-methoxymethyl-acetamide

2-bromo-N-(2,6-diethyl-phenyl)-N-methoxymethyl-acetamide

Conditions
ConditionsYield
With bromide In phosphate buffer at 25℃; pH=7.0 - 7.7; Kinetics;
Alachlor
15972-60-8

Alachlor

N-(2,6-diethyl-phenyl)-2-iodo-N-methoxymethyl-acetamide

N-(2,6-diethyl-phenyl)-2-iodo-N-methoxymethyl-acetamide

Conditions
ConditionsYield
With iodide at 25℃; Kinetics;
Alachlor
15972-60-8

Alachlor

2-azido-N-(2,6-diethyl-phenyl)-N-methoxymethyl-acetamide

2-azido-N-(2,6-diethyl-phenyl)-N-methoxymethyl-acetamide

Conditions
ConditionsYield
With azide(1-) at 25℃; Kinetics;
Alachlor
15972-60-8

Alachlor

C14H21NO5S2

C14H21NO5S2

Conditions
ConditionsYield
With thiosulphate ion In phosphate buffer at 25℃; pH=7.7; Kinetics;
Alachlor
15972-60-8

Alachlor

2-Hydroxy-N-(2,6-diethylphenyl)acetamide
52559-52-1

2-Hydroxy-N-(2,6-diethylphenyl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 0.5 N HCl / acetone / 4 h / Heating
2: 0.7 M NaOH / acetone / 8 h / Heating
View Scheme
Alachlor
15972-60-8

Alachlor

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine

3-[[N-(methoxymethyl)-N-(2,6-diethylphenyl)carbamoyl]methyl]thymidine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 10.8 percent / sodium bicarbonate / 2-methoxy-ethanol; H2O / 24 h / 75 °C
2: sodium acetate buffer; zinc chloride; nuclease P1 / H2O / 2 h / 37 °C / pH 5.0 / Enzymatic reaction
View Scheme
Alachlor
15972-60-8

Alachlor

alachlor-N1-2'-deoxyguanosine

alachlor-N1-2'-deoxyguanosine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 9.13 percent / sodium bicarbonate / 2-methoxy-ethanol; H2O / 48 h / 50 °C
2: sodium acetate buffer; zinc chloride; nuclease P1 / H2O / 2 h / 37 °C / pH 5.0 / Enzymatic reaction
View Scheme
glutathion
70-18-8

glutathion

Alachlor
15972-60-8

Alachlor

C24H36N4O8S

C24H36N4O8S

Conditions
ConditionsYield
With ammonia In methanol; water at 180℃;

Alachlor Chemical Properties

IUPAC Name: 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide 
Empirical Formula: C14H20ClNO2
Molecular Weight: 269.7671g/mol
EINECS: 240-110-8 
Structure of Alachlor (CAS NO.15972-60-8):

Index of Refraction: 1.539
Molar Refractivity: 75.55 cm3
Molar Volume: 240.9 cm3
Polarizability: 29.95×10-24cm3
Surface Tension: 39.8 dyne/cm
Density: 1.119 g/cm3
Flash Point: 198.1 °C
Enthalpy of Vaporization: 65.54 kJ/mol 
Melting Point: 39-42°C
Boiling Point: 404 °C at 760 mmHg
Vapour Pressure: 9.74E-07 mmHg at 25°C 
Water Solubility: 0.024 g/100 mL 
Product Categories: AmideMethod Specific;2000/60/EC;A;AA to ALPesticides&Metabolites;A-BAlphabetic;Alpha sort;European Community: ISO and DIN;Herbicides;Pesticides&Metabolites 
Canonical SMILES: CCC1=C(C(=CC=C1)CC)N(COC)C(=O)CCl
InChI: InChI=1S/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3
InChIKey: XCSGPAVHZFQHGE-UHFFFAOYSA-N
Synonyms of Alachlor (CAS NO.15972-60-8): 2-Chloro-2',6'-diethyl-N-(methoxymethyl)acetanilide ; Acetamide, 2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)- ; Alachlor ; Alachlore ; Alanex ; Chimiclor ; Chloressigsaeure-N-(methoxymethyl)-2,6-diaethylanilid ; EPA Pesticide Chemical Code 090501 ; Lasagrin ; Lasso micro-tech ; Metachlor ; N-(Methoxymethyl)-2,6-diethylchloroacetanilide ; alpha-Chloro-2',6'-diethyl-N-methoxymethylacetanilide

Alachlor Uses

Alachlor (15972-60-8) is a chloroacetanilide class herbicide for grasses & broadleaf weeds on corn & sorghum, soybeans, peanuts, cotton, vegetables, forage crops.

Alachlor Toxicity Data With Reference

1.    

mmo-omi 90 mg/L

    JASIAB    Journal of Agricultural Science. 104 (1985),571.
2.    

mrc-smc 33 µg/plate

    MUREAV    Mutation Research. 136 (1984),233.
3.    

cyt-hmn:lym 4 mg/L

    MUREAV    Mutation Research. 116 (1983),341.
4.    

cyt-rat-ipr 1250 µg/kg

    MUREAV    Mutation Research. 116 (1983),341.
5.    

orl-rat LD50:930 mg/kg

    TXCYAC    Toxicology. 3 (1987),383.
6.    

orl-rat LD50:1200 mg/kg

    WRPCA2    World Review of Pest Control. 9 (1970),119.
7.    

orl-mus LD50:462 mg/kg

    GTPZAB    Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 21 (12)(1977),30.
8.    

skn-rbt LD50:3500 mg/kg

    GUCHAZ    Guide to the Chemicals Used in Crop Protection 6 (1973),3.
9.    

orl-mam LD50:3000 mg/kg

    GUCHAZ    Guide to the Chemicals Used in Crop Protection 6 (1973),3.
10.    

unk-mam LD50:1200 mg/kg

    30ZDA9    Chemistry of Pesticides. Melnikov, N.N.,New York, NY.: Springer-Verlag,1971,126.

Alachlor Consensus Reports

EPA Genetic Toxicology Program.

Alachlor Safety Profile

Hazard Codes: HarmfulXn;DangerousN,FlammableF,ToxicT
Risk Statements: 22-40-43-50/53-67-65-38-11-52/53-39-23/24/25-51/53 
R22:Harmful if swallowed. 
R40:Limited evidence of a carcinogenic effect. 
R43:May cause sensitization by skin contact. 
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R67:Vapours may cause drowsiness and dizziness. 
R65:Harmful: may cause lung damage if swallowed. 
R38:Irritating to skin. 
R11:Highly flammable. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R39:Danger of very serious irreversible effects. 
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed. 
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 36/37-46-60-61-62-45 
S36/37:Wear suitable protective clothing and gloves. 
S46:If swallowed, seek medical advice immediately and show this container or label. 
S60:This material and its container must be disposed of as hazardous waste. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S62:If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3077
RTECS: AE1225000
Hazardous Substances Data 15972-60-8(Hazardous Substances Data
Moderately toxic by ingestion, skin contact, and possibly other routes. Questionable carcinogen with experimental carcinogenic data. Human mutation data reported. When heated to decomposition it emits very toxic fumes of Cl and NOx.

Alachlor Standards and Recommendations

ASSAY: 90.% min

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