| Identification | More | [Name]
2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE | [CAS]
2797-51-5 | [Synonyms]
2-AMINO-3-CHLORO-1,4-NAPHTHOQUINONE
2-AMINO-3-CHLORO-1,4-NAPHTOQUINONE
ACN
ASISCHEM T86788
MOGETON
QUINOCLAMIN
QUINOCLAMINE
TIMTEC-BB SBB008204
06k
06k-50w
06K-Quinone
1,4-Naphthoquinone, 2-Amino-3-chloro-
2-amino-3-chloro-4-naphthalenedione
2-amino-3-chloro-4-naphthoquinone
2-Amino-3-Chloronaphthoquinone
2-Chloro-3-amino-1,4-naphthoquinone
3-Chloro-2-amino-1,4-naphthoquinone
ACNQ
Mogeton G
Mogeton granule | [EINECS(EC#)]
220-529-2 | [Molecular Formula]
C10H6ClNO2 | [MDL Number]
MFCD00001680 | [Molecular Weight]
207.61 | [MOL File]
2797-51-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Orange powder | [Melting point ]
198-200 °C | [Boiling point ]
310℃ | [density ]
1.49 | [refractive index ]
1.5790 (estimate) | [Fp ]
141℃ | [storage temp. ]
0-6°C | [solubility ]
DMSO: 250 mg/mL (1204.18 mM) | [Water Solubility ]
Insoluble in water | [form ]
Powder | [pka]
0.70±0.20(Predicted) | [color ]
Orange | [Henry's Law Constant]
3.3×104 mol/(m3Pa) at 25℃, Maniere et al. (2011) | [Major Application]
agriculture
environmental | [InChI]
1S/C10H6ClNO2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H,12H2 | [InChIKey]
OBLNWSCLAYSJJR-UHFFFAOYSA-N | [SMILES]
NC1=C(Cl)C(=O)c2ccccc2C1=O | [LogP]
2.120 | [CAS DataBase Reference]
2797-51-5(CAS DataBase Reference) | [EPA Substance Registry System]
2-Amino-3-chloro-1,4-naphthoquinone (2797-51-5) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R23:Toxic by inhalation.
R22:Harmful if swallowed. | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s., HI: all | [WGK Germany ]
3 | [RTECS ]
QL7350000 | [HazardClass ]
6.1 | [HS Code ]
29223990 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Eye Irrit. 2
Repr. 2
Skin Sens. 1A
STOT RE 2 | [Toxicity]
LD50 oral in rat: 1360mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
Orange powder | [Uses]
2-Amino-3-chloro-1,4-naphthoquinone is a pesticide residue in crops. | [Definition]
ChEBI: Quinoclamin is a member of 1,4-naphthoquinones. | [Production Methods]
Quinoclamine is commercially produced via a nucleophilic substitution reaction of 2,3-dichloro-1,4-naphthoquinone (derived from chlorination of 1,4-naphthoquinone) with ammonia or ammonium salts in refluxing ethanol or aqueous media under controlled pH and temperature to selectively displace the 2-chloro group, yielding the 2-amino-3-chloro-1,4-naphthoquinone core. The technical-grade active ingredient is purified by recrystallisation from organic solvents like dichloromethane or ethyl acetate. | [Mechanism of action]
Selective. Quinoclamine works by inhibiting photosynthesis. It achieves this by binding to the Qв binding site on the D1 protein of the Photosystem II (PSII) reaction centre, which is part of the electron transport chain. This leads to disruption of carbon dioxide fixation and the production of nutrients required for plant survival, causing rapid cellular damage, which manifests as chlorosis and necrosis. | [Pesticide Type]
Herbicide; Algicide |
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