ChemicalBook--->CAS DataBase List--->34256-82-1

34256-82-1

34256-82-1 Structure

34256-82-1 Structure
IdentificationMore
[Name]

Acetochlor
[CAS]

34256-82-1
[Synonyms]

2-CHLORO-N-ETHOXYMETHYL-6'-ETHYLACET-O-TOLUIDIDE
ACENITE(R)
ACETOCHLOR
ERUNITE(R)
HARNESS
HARNESS PLUS(R)
SACEMID(R)
SURPASS(R)
TROPHY(R)
2’-Ethyl-6’-methyl-n-(ethoxymethyl)-2-chloro-acetylanilide
2-Chloro-2’-methyl-6’-ethyl-N-ethoxymethyl
2-chloro-n-(ethoxymethyl)-6’-ethyl-o-acetotoluidid
2-chloro-n-(ethoxymethyl)-6’-ethyl-o-acetotoluidide
2-chloro-n-(ethoxymethyl)-n-(2-ethyl-6-methylphenyl)-acetamid
Acetamide, 2-chloro-N-(ethoxymethyl)-N-(2-ethyl-6-methylphenyl)-
azetochlor
erunit
mg02
nevirex
ACETOCHLOR, 100MG, NEAT
[EINECS(EC#)]

251-899-3
[Molecular Formula]

C14H20ClNO2
[MDL Number]

MFCD00143534
[Molecular Weight]

269.77
[MOL File]

34256-82-1.mol
Chemical PropertiesBack Directory
[Melting point ]

<0°C
[Boiling point ]

bp0.4 torr 134°
[density ]

1.1
[refractive index ]

nD20 1.5272
[Fp ]

>68°C
[storage temp. ]

0-6°C
[solubility ]

Chloroform: Slightly Soluble,DMSO: Slightly Soluble,
[form ]

neat
[pka]

1.29±0.50(Predicted)
[Water Solubility ]

222.8mg/L(temperature not stated)
[BRN ]

2859702
[Henry's Law Constant]

3.7×104 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

InChI=1S/C14H20ClNO2/c1-4-12-8-6-7-11(3)14(12)16(10-18-5-2)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3
[InChIKey]

VTNQPKFIQCLBDU-UHFFFAOYSA-N
[SMILES]

C(N(COCC)C1=C(C)C=CC=C1CC)(=O)CCl
[LogP]

3.030
[CAS DataBase Reference]

34256-82-1(CAS DataBase Reference)
[NIST Chemistry Reference]

Acetamide, 2-chloro-n-(ethoxymethyl)-n-(2-ethyl-6-methylphenyl)-(34256-82-1)
[EPA Substance Registry System]

34256-82-1(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Warning
[Hazard statements ]

H315-H317-H332-H335-H351-H361f-H373-H410
[Precautionary statements ]

P202-P273-P280-P302+P352-P304+P340+P312-P308+P313
[Hazard Codes ]

Xn;N,N,Xn
[Risk Statements ]

R20:Harmful by inhalation.
R37/38:Irritating to respiratory system and skin .
R43:May cause sensitization by skin contact.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S2:Keep out of the reach of children .
S36/37:Wear suitable protective clothing and gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

UN3082 9/PG 3
[WGK Germany ]

2
[RTECS ]

AB5457000
[REACH Registrations]

Inactive
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Repr. 2
Skin Irrit. 2
Skin Sens. 1
STOT RE 2
STOT SE 3
[Hazardous Substances Data]

34256-82-1(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 1160 mg/kg (Upchurch)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Sodium hydroxide-->Phosphorus oxitrichloride-->Ammonium chloride-->Formaldehyde-->Xylene-->Phosphorus trichloride-->Aniline-->Paraformaldehyde-->Chloroacetic acid-->EMULSIFIER-->CHLOROETHANE-->CREAM-->1,3,5-trioxane-->2,6-Diethylaniline-->6-Ethyl-o-toluidine-->Polyoxymethylene-->Chloromethyl ethyl ether
[Preparation Products]

Acetochlor E.C.-->Oxyfluorfen+Acetochlor,E.C.-->Acetochlor+Bensulfuron-methyl+Methsulfuron-methyl,W.P.-->Acetochlor+Oxadiazon,E.C.-->Bensulfuron-methyl+Acetochlor,W.P.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Acenit(34256-82-1).msds
Questions And AnswerBack Directory
[Description]

Acetochlor is a member of the chloroacetanilide compounds. It is used as herbicide to control against grasses and broadleaf weeds in corn, soya beans, sorghum and peanuts grown in high organic content. It is applied to the soil as a pre- and post-emergence treatment. It is mainly absorbed by the roots and leaves, inhibiting protein synthesis in shoot meristems and root tips.
[References]

[1] N. Xiao, B. Jing, F. Ge and X. Liu, The fate of herbicide acetochlor and its toxicity to Eisenia fetida under laboratory conditions, Chemosphere, 2006, vol. 62, 1366-1373
[2] P. V. Sha and Angelo Moretto,  Acetochlor, WHO
Hazard InformationBack Directory
[Uses]

Herbicide.
[Definition]

ChEBI: A monocarboxylic acid amide that is N-phenylacetamide carrying an ethyl and a methyl group at positions 2 and 6 respectively on the benzene ring while one of the methyl hydrogens as well as the hydrogen attached to the nitrogen atom have been replaced by a chloro and an ethoxymethyl group respectively.
[Production Methods]

Acetochlor is commercially produced through a two-step chemical synthesis starting from 2-ethyl-6-methylaniline. In the first step, this compound reacts with chloroacetyl chloride to form an anilide intermediate. This intermediate is then treated with chloromethyl ethyl ether in the presence of sodium hydroxide, resulting in the formation of acetochlor.
[Agricultural Uses]

Herbicide: A U.S. EPA restricted Use Pesticide (RUP). Approval pending in the EU. A pre-emergence herbicide for control of annual grasses and broadleaf weeds. It is used on cabbage, citrus cops, coffee, all types of corn, cotton, green peas, maize, onion, peanuts, potatoes, vineyards, sugar cane, and sugar beets, among others. It is compatible with most other pesticides.
[Trade name]

ACENIT®; CP 55097®; DEGREE®; ERUNIT®; FULTIME®; GUARDIAN®; HARNESS®; KEYSTONE LA®; MG 02®; MON 097®; MON 58420®; NEVIREX®; RELAY®; SACEMID®; SURPASS®; TOPHAND®; TOPNOTCH®; TROPHEE®; TROPHY®; WINNER®
[Mechanism of action]

Selective, absorbed mainly by shoots and roots of germinating weeds. Inhibition of very long chain fatty acids (VLCFA, inhibition of cell division)
[Metabolic pathway]

The initial metabolism of acetochlor is investigated to delineate the detoxification pathway using tolerant corn and soybean seedlings. Acetochlor is rapidly absorbed and metabolized by etiolated corn seedlings to the glutathione conjugate and is also rapidly metabolized by etiolated soybean seedlings. However, the initial metabolite by soybean seedlings is the homoglutathione conjugate, not the glutathione conjugate.
[storage]

Store at -20°C
[Pesticide Type]

Herbicide
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

34256-82-1(sigmaaldrich)
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