| Identification | Back Directory | [Name]
ACLONIFEN | [CAS]
74070-46-5 | [Synonyms]
bandur
Bandren
Cme 127
Acloifen
ACLONIFEN
CHALLENGE
Aclonifen 10
Einecs 277-704-1
Aclonifen, 100ppm
Aclonifen Solution
aclonifen (bsi,iso)
2-Chloro-3-phenoxy-6-nitroaniline
2-chloro-6-nitri-3-phenoxyaniline
2-CHLORO-6-NITRO-3-PHENOXY-ANILINE
Aclonifen@100 μg/mL in Acetonitrile
2-chloro-6-nitro-3-phenoxy-benzenamin
2-chloro-6-nitro-3-phenoxybenzenamine
ACLONIFEN PESTANAL (2-CHLORO-6-NI- TRO-3
Benzenamine, 2-chloro-6-nitro-3-phenoxy- | [EINECS(EC#)]
277-704-1 | [Molecular Formula]
C12H9ClN2O3 | [MDL Number]
MFCD00143542 | [MOL File]
74070-46-5.mol | [Molecular Weight]
264.66 |
| Chemical Properties | Back Directory | [Melting point ]
81.5 °C | [Boiling point ]
361.5±42.0 °C(Predicted) | [density ]
1.4257 (rough estimate) | [refractive index ]
1.5800 (estimate) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
-3.15±0.25(Predicted) | [color ]
Light yellow to Yellow to Orange | [BRN ]
8321574 | [Henry's Law Constant]
5.9×102 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C12H9ClN2O3/c13-11-10(18-8-4-2-1-3-5-8)7-6-9(12(11)14)15(16)17/h1-7H,14H2 | [InChIKey]
DDBMQDADIHOWIC-UHFFFAOYSA-N | [SMILES]
C1(N)=C([N+]([O-])=O)C=CC(OC2=CC=CC=C2)=C1Cl | [LogP]
4.040 | [EPA Substance Registry System]
Aclonifen (74070-46-5) |
| Hazard Information | Back Directory | [Description]
Aclonifen is a herbicide that is used to control grass and broadleaved weeds. It is not highly soluble in water but is in many organic solvents. It is non-volatile and is not expected to leach to groundwater. It is moderately persistence in soil systems and can be very persistent in aquatic systems under certain conditions. It has a low mammalian toxicity and may bioaccumulate. It is a recognised skin irritant. It is relatively non-toxic to birds and honeybees but more so to most aquatic organisms. | [Uses]
Aclonifen is used as a pesticide and herbicide. | [Definition]
ChEBI: Aclonifen is a primary amino compound that is aniline in which the phenyl group has been substituted at positions 2, 3, and 6 by chlorine, phenoxy, and nitro groups, respectively. A protoporphyrinogen oxidase (PPO) inhibitor, it is used as a herbicide against a broad range of weeds in a wide range of crops. It has a role as a herbicide, an agrochemical, an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor and a carotenoid biosynthesis inhibitor. It is a member of monochlorobenzenes, an aromatic ether, a C-nitro compound, a substituted aniline and a primary amino compound. | [Production Methods]
Aclonifen is manufactured through a four-step chemical synthesis starting from o-dichlorobenzene. The process begins with chlorination to produce 1,2,3-trichlorobenzene, which is then nitrated to form 2,3-dichloro-6-nitrobenzene. This intermediate undergoes ammonolysis in a continuous flow reactor using ammonia in dimethyl sulfoxide to yield 2,3-dichloro-6-nitroaniline. In the final step, an Ullmann ether synthesis is performed by reacting this aniline derivative with freshly prepared sodium phenolate in acetonitrile, producing aclonifen. | [Mechanism of action]
Systemic and selective. Bleaching - Carotenoid biosynthesis inhibitor. | [Pesticide Type]
Herbicide |
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