| Identification | Back Directory | [Name]
3A,ALPHA,4ALPHA,5ALPHA,7ALPHA,7A,ALPHA-N,N-DIMETHYL-N'-(OCTAHYDRO-4,7-METHANO-1H POR | [CAS]
18530-56-8 | [Synonyms]
Narea
Norea
Nores
Herban
hercules7531
aseptaherban
Asepta Herban
Hercules 7531
Noruron@100 μg/mL in Acetonitrile
Noruron Solution in Acetonitrile, 100μg/mL
1-(Tetrahydrodicyclopentadienyl)-3,3-dimethylurea
3-(Hexahydro-4,7-methanoindan-5-yl)-1,1-dimethylurea
3-(hexahydro-4,7-methanoindan-5-yl)-1,1-dimethyl-,endo,exo-5-ure
1-(3a,4,5,6,7,7a-Hexahydro-4,7-methano-5-indanyl)-3,3-dimethylurea
urea,3-(hexahydro-4,7-methanoindan-5-yl)-1,1-dimethyl-,endo,exo-5-
1-(5-(3a,4,5,6,7,7a-Hexahydro-4,7-methanoindanyl))-3,3-dimethylurea
3-(5-(3a,4,5,6,7,7a-Hexahydro-4,6-methanoindanyl))-1,1-dimethylurea
exo-5-(3,3-Dimethylureido)-tetrahydro-endo-dicyclopentadien (Norea)
Urea, 3-(hexahydro-4,7-methanoindan-5-yl)-1,1-dimethyl-, endo,exo-5-
3a,alpha,4alpha,5alpha,7alpha,7a,alpha-N,N-Dimethyl-N'-(octahydro-4,7-methano-1H
3A,ALPHA,4ALPHA,5ALPHA,7ALPHA,7A,ALPHA-N,N-DIMETHYL-N'-(OCTAHYDRO-4,7-METHANO-1H POR
Urea, N,N-dimethyl-N'-[(3aR,4S,5R,7S,7aR)-octahydro-4,7-methano-1H-inden-5-yl]-, rel-
(3aalpha,4alpha,5alpha,7alpha,7aalpha)-1,1-dimethyl-3-(octahydro-4,7-methano-1H-inden-5-yl)urea
Urea, N,N-dimethyl-N'-(octahydro-4,7-methano-1H-inden-5-yl)-, (3aalpha,4alpha,5alpha,7alpha,7aalpha)- | [EINECS(EC#)]
242-406-2 | [Molecular Formula]
C13H22N2O | [MOL File]
18530-56-8.mol | [Molecular Weight]
222.327 |
| Chemical Properties | Back Directory | [Appearance]
White solid.Very
slightly soluble in water; soluble in polar solvents
such as cyclohexanone, acetone, alcohol; less soluble in nonpolar solvents such as benzene, xylene,
hexane, and kerosene. | [Melting point ]
176-178° | [Boiling point ]
363.51°C (rough estimate) | [density ]
0.9902 (rough estimate) | [refractive index ]
1.5430 (estimate) | [pka]
13.81±0.20(Predicted) | [Water Solubility ]
0.15g/L(25 ºC) | [EPA Substance Registry System]
Norea (18530-56-8) |
| Hazard Information | Back Directory | [Chemical Properties]
White solid.Very
slightly soluble in water; soluble in polar solvents
such as cyclohexanone, acetone, alcohol; less soluble in nonpolar solvents such as benzene, xylene,
hexane, and kerosene. | [Uses]
Selective herbicide. | [Hazard]
Highly toxic. | [Production Methods]
The commercial production of noruron involves the synthesis of its tricyclic core followed by urea functionalization. The process begins with the preparation of a tricyclodecane derivative, typically via Diels–Alder cycloaddition using cyclopentadiene and a suitable dienophile to form the rigid hydrocarbon framework. This intermediate is then selectively hydrogenated to introduce the required stereochemistry at five chiral centres. The key step involves reacting the tricyclic alcohol or amine derivative with dimethylurea or its activated form under controlled conditions to form the final urea linkage. | [Mechanism of action]
Selective, absorbed through roots and leaves. Its primary mode of action is the inhibition of photosynthesis, specifically by interrupting the photosynthetic electron transport chain at the photosystem II (PS II) complex. | [Pesticide Type]
Herbicide |
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