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Quality Level
Assay
97%
mp
75-77 °C (lit.)
SMILES string
[H]C(=O)c1cc(ccc1Cl)[N+]([O-])=O
InChI
1S/C7H4ClNO3/c8-7-2-1-6(9(11)12)3-5(7)4-10/h1-4H
InChI key
VFVHWCKUHAEDMY-UHFFFAOYSA-N
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General description
2-Chloro-5-nitrobenzaldehyde undergoes condensation reaction with 2-methyl-1-propenylbenzimidazole to yield (E,Z)-2-(2-chloro-5-nitrostyryl)-1-(1-propenyl)benzimidazole. It reacts with 5-aminopyrazoles to yield symmetrical bispyrazolo[3,4-]pyridines.
Application
2-Chloro-5-nitrobenzaldehyde was used in the synthesis of 5-nitro-2-(1H-pyrrol-1-yl)benzaldehyde.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Reactions of 5-amino-1, 2-azoles with aromatic and heterocyclic o-chloroaldehydes:[1+ 1] versus [2+ 1] cyclocondensation.
Tetrahedron, 57(44), 9123-9129 (2001)
Acta crystallographica. Section C, Crystal structure communications, 53 ( Pt 7), 907-909 (1997-07-15)
The title compound, C18H14ClN3O2, was synthesized by the condensation of 2-chloro-5-nitrobenzaldehyde with 2-methyl-1-propenylbenzimidazole, and the molecule comprises a 2-chloro-5-nitrobenzene and a 1-(Z)-propenylbenzimidazole. The two aromatic moieties are conjugated through the vinyl group. The dihedral angle between the two rings is
Morita-Baylis-Hillman route to 4H-pyrrolo [1, 2-a][1] benzazepine derivatives.
Tetrahedron, 65(24), 4703-4708 (2009)
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