| Identification | More | [Name]
Pretilachlor | [CAS]
51218-49-6 | [Synonyms]
2-CHLORO-2',6'-DIETHYL-N-(2-PROPOXYETHYL)ACETANILIDE
2-Chloro-N-(2,6-diethylphenyl)-N-(2-propoxyethyl)acetamide
PRETILACHLOR
Pretilchlor
RIFIT
SOFIT
SOLNET
2-chloro-n-(2,6-diethylphenyl)-n-(2-propoxyethyl)-acetamid
cg113
cga26423
pretilachlore
retilachlor
CGA 26423(CibaGeigy)
Rifit(Ciba-Geigy)
PRETILACHLOR PESTANAL (2-CHLORO-2', 6'-D
pretilachlor (bsi,iso)
Pretilachlor E.C.
2-chloro-2’， 6'-diethyl-NO(2-propoxyehtyl) aceta nilide
Pretalachlor
Rifit 500 | [Molecular Formula]
C17H26ClNO2 | [MDL Number]
MFCD00161476 | [Molecular Weight]
311.85 | [MOL File]
51218-49-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
25°C | [Boiling point ]
bp0.001 135° | [density ]
1.0521 (rough estimate) | [refractive index ]
nD20 1.5204 | [storage temp. ]
0-6°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [Water Solubility ]
Insoluble in water | [form ]
neat | [pka]
1.41±0.50(Predicted) | [color ]
Light yellow to Brown | [Specific Gravity]
1.076 (20℃) | [Merck ]
13,7829 | [BRN ]
2754162 | [Henry's Law Constant]
4.5×103 mol/(m3Pa) at 25℃, Hilal et al. (2008) | [Major Application]
agriculture
environmental | [InChI]
1S/C17H26ClNO2/c1-4-11-21-12-10-19(16(20)13-18)17-14(5-2)8-7-9-15(17)6-3/h7-9H,4-6,10-13H2,1-3H3 | [InChIKey]
YLPGTOIOYRQOHV-UHFFFAOYSA-N | [SMILES]
CCCOCCN(C(=O)CCl)c1c(CC)cccc1CC | [CAS DataBase Reference]
51218-49-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Pretilachlor(51218-49-6) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi;N,N,Xi | [Risk Statements ]
R38:Irritating to the skin.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
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 ]
UN 3082 9/PG 3 | [WGK Germany ]
2 | [RTECS ]
AB5427000 | [HazardClass ]
9 | [PackingGroup ]
III | [HS Code ]
29242990 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Inhalation
Skin Irrit. 2 | [Toxicity]
LD50 in rats (mg/kg): 6099 orally; >3100 dermally (Rufener, Quadranti); LC50 in rainbow trout, carp, catfish: 3.0, 3.0, 2.6 ppm (Vogel, Aebi) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Oil | [Uses]
Herbicide for use in rice paddys. | [Uses]
Pretilachlor is a chloroacetanalide herbicide. Pretilachlor is commonly used for weed control in wet seeded rice | [Definition]
ChEBI: Pretilachlor is an anilide. | [Production Methods]
The industrial synthesis of pretilachlor begins with the formation of 3-propoxypropionaldehyde, which is prepared by reacting sodium n-propoxide with 2-chloroacetaldehyde dimethyl acetal. This intermediate is then subjected to reductive amination with 2,6-diethylaniline in the presence of a hydrogenation catalyst under controlled pressure and temperature to yield the corresponding aminoether. The final step involves acylation of the aminoether with chloroacetyl chloride in a biphasic system using sodium hydroxide and toluene, forming the active pretilachlor compound. These reactions are carefully managed to ensure high yield and purity, with purification typically achieved through crystallisation or solvent extraction. | [Mechanism of action]
Selective. Inhibition of very long chain fatty acids (VLCFA, inhibition of cell division) | [Pesticide Type]
Herbicide |
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