4-Methoxy-2-nitrobenzaldehyde
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4-Methoxy-2-nitrobenzaldehyde
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CAS No:
22996-21-0
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Formula:
C8H7NO4
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Chemical Name:
4-Methoxy-2-nitrobenzaldehyde
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Synonyms:
Benzaldehyde,4-methoxy-2-nitro-;p-Anisaldehyde,2-nitro-;4-Methoxy-2-nitrobenzaldehyde;2-Nitro-4-methoxybenzaldehyde;NSC 617208
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CAS No:
Characteristics
72.1
1.3
1.3±0.1 g/cm3
95.5-96 °C @ Solvent: Chloroform, Ligroine
354.7°C at 760 mmHg
184.2±25.7 °C
1.590
3.28E-05mmHg at 25°C
Safety Information
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-Methoxy-2-nitrobenzaldehyde Use and Manufacturing
Preparation of 3-(7-(l-Methylpiperidin-4-yloxy)quinazolin-2-ylarnino)benzenesulfonanτideStep 1. Preparation of 4-methoxy-2-nitrobenzaldehydeCompound 5 (20.43 g, 0.122 mol, 1.0 eq) was dissolved in 480 ml OfCClGeneral procedure: 10 mmol of the desired p-substituted benzaldehyde was dissolved in 5 mL of conc. sulfuric acid, and cooled to 0 °C, and then 1.2 equiv. of nitric acid was dissolved in 1 mL of conc. sulfuric acid, and then slowly added to the reaction mixture. The reaction was allowed to warmgradually to room temperature and stirred for 30 min at room temperature. It was then poured into 50 mL of ice-cold water. The produced precipitate was filtered and washed with cold water. The product was purified on reverse phase column chromatography with gradient increase of methanol in water containing 0.1percent of formic acid as eluent.To a mixture of (E)-l-(4-methoxy-2- nitrostyryl)pyrrolidine (7.4 g, 30 mmol) in THF (80 mL) was added a solution of NalC (16 g, 75 mmol) in H2O (240 mL). The reaction mixture was stirred at 35 °C for 16 hr then extracted with DCM (100 mL). The organic layer was separated, dried over anhydrous Na2SC>4, and concentrated under reduced pressure.[0229] The residue was purified by flash column chromatography to afford 4-methoxy-2- nitrobenzaldehyde (5 g, 92percent yield). LC-MS: m/z 182 (M+H)+.
Computed Properties
Molecular Weight:181.15
XLogP3:1.3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:181.03750770
Monoisotopic Mass:181.03750770
Topological Polar Surface Area:72.1
Heavy Atom Count:13
Complexity:201
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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