ChemicalBook--->CAS DataBase List--->74070-46-5

74070-46-5

74070-46-5 Structure

74070-46-5 Structure
IdentificationBack 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 PropertiesBack 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)
Safety DataBack Directory
[Symbol(GHS) ]

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

Warning
[Hazard statements ]

H317-H351-H410
[Precautionary statements ]

P201-P202-P273-P280-P302+P352-P308+P313
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

60-61
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

2
[RTECS ]

CX9858650
[HS Code ]

29214200
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Skin Sens. 1A
Hazard InformationBack 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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