Alachlor

Base Information

• Chemical Name: Alachlor
• CAS No.: 15972-60-8
• Molecular Formula: C14H20ClNO2
• Molecular Weight: 269.771
• Hs Code.: 2924299034
• European Community (EC) Number: 240-110-8
• ICSC Number: 0371
• UN Number: 2588,3077
• UNII: 24S2S61PXL
• DSSTox Substance ID: DTXSID1022265
• Nikkaji Number: J3.136D
• Wikipedia: Alachlor
• Wikidata: Q421204
• ChEMBL ID: CHEMBL1414154
• Mol file: 15972-60-8.mol

Synonyms:2-chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide;alachlor;metachlor

Chemical Property of Alachlor

Chemical Property:

• Appearance/Colour: yellowish crystal
• Vapor Pressure: 9.74E-07mmHg at 25°C
• Melting Point: 39-42 °C
• Refractive Index: 1.539
• Boiling Point: 404 °C at 760 mmHg
• PKA: 1.20±0.50(Predicted)
• Flash Point: 198.1 °C
• PSA: 29.54000
• Density: 1.119 g/cm³
• LogP: 2.98710
• Storage Temp.: APPROX 4°C
• Water Solubility.: 0.024 g/100 mL
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 269.1182566
• Heavy Atom Count: 18
• Complexity: 248
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Alachlor ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn;N,N,Xn,F,T
• Statements: 22-40-43-50/53-67-65-38-11-52/53-39/23/24/25-23/24/25-51/53
• Safety Statements: 36/37-46-60-61-62-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chloracetanilide
• Canonical SMILES: CCC1=C(C(=CC=C1)CC)N(COC)C(=O)CCl
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the kidneys and liver. The substance may have effects on the spleen. This may result in siderosis. This substance is possibly carcinogenic to humans.
• description: Alachlor is a pre- and postemergence herbicide used to control annual grasses and many broad-leaved weeds in corn and in many other crops. There are liquid, dry flowable, microencapsulated, and granular formulations. Alachlor is applied by ground, aerial, and chemigation equipment. It can also be mixed with dry bulk fertilizer. It is lost from soil mainly through volatilization, photodegradation, and biodegradation. Alachlor and its degradation products may be found in soil, groundwater, and surface water.
• Uses: It can be used as selective herbicide for dryland bud. If a plant bud absorbs the agent, it can inhibit the activity of the protease and hinder protein synthesis, resulting in the death of weeds. It is mainly used for the germination of weeds in the soil before the seedlings, which is basically ineffective for the unearthed weeds. It can prevent annual grasses in the fields of dryland crops such as soybean, cotton, sugar beet, corn, peanut and rape, such as barnyard grass, Goosegrass, autumn grass, crabgrass, Goosegrass, Setaria, Brachiaria etc. Alachlor is used pre- or early post-emergence to control annual grasses and many broadleaved weeds mainly in maize, but also in cotton, brassicas, oilseed rape, peanuts, radish, soy beans, and sugar-cane. Alachlor is one of the most widely used herbicides in the United States and is used as an herbicide for grasses, broadleaf seeds, corn, sorghum, soybeans, peanuts, cotton, vegetables, and forage crops. Preemergence, early postemergence or soil-incorporated herbicide used to control most annual grasses and many annual broad-leaved weeds in beans, corn, cotton, milo, peanuts, peas, soybeans, sunflower and certain woody ornamentals.
• Description: Alachlor is a herbicide. Occupational contact dermatitis was rarely observed in agricultural workers.

Technology Process of Alachlor

There total 4 articles about Alachlor which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

N-(Methoxymethyl)-2,6-diethylaniline (39180-88-6) + chloroacetyl chloride (79-04-9) → Alachlor (15972-60-8,155773-66-3)

Guidance literature:

In toluene; for 20h; Reflux; Green chemistry; Industrial scale;

Reference yield:

2-chloro-2',6'-diethylacetanilide (6967-29-9) + chloromethyl methyl ether (107-30-2) → Alachlor (15972-60-8,155773-66-3)

Guidance literature:

With sodium hydroxide; PEG-400; In benzene; at 15 ℃; for 2h; Yield given;

DOI:10.1055/s-1982-30008

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,6-diethylaniline (579-66-8) + chloroacetic acid (79-11-8) + trimethyl orthoformate (149-73-5) → Alachlor (15972-60-8,155773-66-3)

Guidance literature:

With thionyl chloride; sodium sulfate; Yield given. Multistep reaction; 1.) 1,2-dichloroethane, room temperature, 1 h, 2.) 80 deg C, 3 h;

upstream raw materials:

2-chloro-2',6'-diethylacetanilide

chloromethyl methyl ether

formaldehyd

2,6-diethylaniline

Downstream raw materials:

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

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

N-(2,6-diethylphenyl)acetamide

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

Refernces

• 1、 -. "NOXIOUS ARTHROPOD CONTROL AGENT CONTAINING AMIDE COMPOUND". . . Retrieved 2017/08/26.
• 2、 -. "Herbicidal compositions comprising diamino-1,3,5-triazine and chloroacetanilide herbicides and a surfactant system". . . Retrieved 2008/06/13.