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15972-60-8

Basic Information
CAS No.: 15972-60-8
Name: Alachlor
Article Data: 21
Molecular Structure:
Molecular Structure of 15972-60-8 (Alachlor)
Formula: C14H20ClNO2
Molecular Weight: 269.771
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;
EINECS: 240-110-8
Density: 1.119 g/cm3
Melting Point: 39-42 °C
Boiling Point: 404 °C at 760 mmHg
Flash Point: 198.1 °C
Solubility: water: 0.024 g/100 mL
Appearance: yellowish crystal
Hazard Symbols: HarmfulXn,DangerousN
Risk Codes: 22-40-43-50/53-67-65-38-11-52/53-39-23/24/25-51/53
Safety: 36/37-46-60-61-62-45
Transport Information: UN 3077
PSA: 29.54000
LogP: 2.98710
Synthetic route
39180-88-6

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

79-04-9

chloroacetyl chloride

15972-60-8

Alachlor

Conditions
ConditionsYield
In toluene for 20h; Reflux; Green chemistry; Industrial scale;93%
6967-29-9

2-chloro-2',6'-diethylacetanilide

107-30-2

chloromethyl methyl ether

15972-60-8

Alachlor

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

formaldehyd

579-66-8

2,6-diethylaniline

79-11-8

chloroacetic acid

149-73-5

trimethyl orthoformate

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;
934-34-9

2(3H)-Benzothiazolone

15972-60-8

Alachlor

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%
15972-60-8

Alachlor

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%
15972-60-8

Alachlor

71-36-3

butan-1-ol

23184-66-9

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

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

Alachlor

961-07-9

2'-Deoxyguanosine

A

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

B

alachlor-N1-2'-deoxyguanosine

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

Alachlor

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%
15972-60-8

Alachlor

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%
15972-60-8

Alachlor

50-89-5

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%
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  • Manufactuer   Alachlor(CAS#15972-60-8)

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Chemistry

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

Uses

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

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.

Consensus Reports

EPA Genetic Toxicology Program.

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.

Standards and Recommendations

ASSAY: 90.% min