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About This Item
Linear Formula:
CH3OC6H3(NO2)CHO
CAS Number:
Molecular Weight:
181.15
Beilstein:
1959385
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
≥97%
form
solid
mp
97-101 °C (lit.)
SMILES string
[H]C(=O)c1cccc(OC)c1[N+]([O-])=O
InChI
1S/C8H7NO4/c1-13-7-4-2-3-6(5-10)8(7)9(11)12/h2-5H,1H3
InChI key
GDTUACILWWLIJF-UHFFFAOYSA-N
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General description
3-Methoxy-2-nitrobenzaldehyde undergoes 1,4-diazabicyclo[2.2.2]octane-catalyzed reaction with methyl vinyl ketone (MVK) to afford normal Baylis-Hillman adduct, the MVK dimer and a pair of diastereomeric bis-(MVK)Baylis-Hillman adducts.
Application
3-Methoxy-2-nitrobenzaldehyde was used in the synthesis of 8-hydroxyquinazoline, methy-3-methoxyanthranilate and 3-methoxy-2-nitrobenzylidenebisformamide.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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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Find documentation for the products that you have recently purchased in the Document Library.
972. Analogues of 8-hydroxyquinoline having additional cyclic nitrogen atoms. Part I. Preparative.
Albert A and Hampton A.
Journal of the Chemical Society, 4985-4993 (1952)
Elucidation of the complex Baylis-Hillman reaction of 3-methoxy-2-nitrobenzaldehyde with methyl vinyl ketone.
Idahosa KC, et al.
South African Journal of Chemistry, 64, 144-150 (2011)
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