ChemicalBook > CAS DataBase List > 4-METHOXY-2-NITRO-BENZALDEHYDE

4-METHOXY-2-NITRO-BENZALDEHYDE

Product Name
4-METHOXY-2-NITRO-BENZALDEHYDE
CAS No.
22996-21-0
Chemical Name
4-METHOXY-2-NITRO-BENZALDEHYDE
Synonyms
4-Mehtyl-2-Nitro-Benzaldehyde;4-Methoxy-2-nitrobenzaL;4-METHOXY-2-NITRO-BENZALDEHYDE;Benzaldehyde, 4-methoxy-2-nitro-;4-METHOXY-2-NITRO-BENZALDEHYDE ISO 9001:2015 REACH;4-Formyl-3-nitroanisole, 2-Formyl-5-methoxynitrobenzene
CBNumber
CB1485239
Molecular Formula
C8H7NO4
Formula Weight
181.15
MOL File
22996-21-0.mol
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4-METHOXY-2-NITRO-BENZALDEHYDE Property

Melting point:
95.5-96 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
Boiling point:
354.7±27.0 °C(Predicted)
Density 
1.322±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
powder
color 
Yellow
CAS DataBase Reference
22996-21-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
HS Code 
2913000090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
M219348
Product name
4-Methoxy-2-nitrobenzaldehyde
Packaging
10mg
Price
$45
Updated
2021/12/16
Matrix Scientific
Product number
072331
Product name
4-Methoxy-2-nitrobenzaldehyde
Purity
95+%
Packaging
1g
Price
$21
Updated
2021/12/16
AK Scientific
Product number
J55138
Product name
4-Methoxy-2-nitrobenzaldehyde
Packaging
1g
Price
$22
Updated
2021/12/16
SynQuest Laboratories
Product number
4654-1-W3
Product name
4-Methoxy-2-nitrobenzaldehyde
Purity
98%
Packaging
1g
Price
$36
Updated
2021/12/16
Matrix Scientific
Product number
072331
Product name
4-Methoxy-2-nitrobenzaldehyde
Purity
95+%
Packaging
5g
Price
$74
Updated
2021/12/16
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4-METHOXY-2-NITRO-BENZALDEHYDE Chemical Properties,Usage,Production

Uses

4-Methoxy-2-nitrobenzaldehyde is soluble in both water and ethanol. Its uses include the study of enzyme inhibition and regulation of gene expression. As an inhibitor of drug-metabolizing enzymes, it binds to the active site of the enzyme and impedes its catalytic function. In addition, it is an important tool for studying the regulation of gene expression.

Synthesis

17484-36-5

22996-21-0

Example 4 Preparation of 3-[7-(1-methylpiperidin-4-yloxy)quinazolin-2-yl]aminobenzenesulfonamide Step 1. Preparation of 4-methoxy-2-nitrobenzaldehyde 4-Methyl-3-nitroanisole (20.43 g, 0.122 mol, 1.0 eq.) was dissolved in 480 mL of CCl4 under the protection of Ar atmosphere. N-bromosuccinimide (NBS, 48.94 g, 0.275 mol, 2.2 eq.) was added to the solution as a one-time addition, followed by benzoyl peroxide (0.67 g, 2.76 mmol). The reaction mixture was stirred under reflux conditions for 4.5 hours. An aliquot was analyzed by 1H NMR showing that about 90% of the starting material was converted to the dibromo derivative. The reaction mixture was cooled to room temperature and concentrated. The residual CCl4 was removed by azeotropic distillation with acetone twice. The residue was dissolved in acetone (1 L) and silver carbonate (Ag2CO3, 37.1 g, 0.135 mol, 1.1 equiv) and water (100 mL) were added. The reaction mixture was stirred at room temperature overnight. The reaction progress was monitored by TLC (unfolding agent ratio: EtOAc:hexane = 3:7) and the formation of new spots was observed. The reaction mixture was filtered through a PP028218.0002 filter, the filter cake was washed with acetone and the filtrate was concentrated. To the crude product, 340 mL of water was added and the product was extracted with EtOAc (800 mL, 400 mL). The emulsion formed was filtered through diatomaceous earth to separate the organic and aqueous layers. The organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to give 8.27 g of crude product. The crude product was purified by column chromatography (eluent: EtOAc/hexane) to give 14.7 g (67% yield) of the pure compound 4-methoxy-2-nitrobenzaldehyde.

References

[1] Patent: WO2007/117607, 2007, A2. Location in patent: Page/Page column 309-310
[2] Journal of the Chemical Society, 1949, p. Spl. 231
[3] Chemical and Pharmaceutical Bulletin, 1962, vol. 10, p. 856 - 865
[4] J. Gen. Chem. USSR (Engl. Transl.), 1960, vol. 30, p. 3091 - 3095
[5] Zhurnal Obshchei Khimii, 1960, vol. 30, # 9, p. 3118

4-METHOXY-2-NITRO-BENZALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-METHOXY-2-NITRO-BENZALDEHYDE manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
4-methoxy-2-nitrobenzaldehyde 22996-21-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-02
Henan Fengda Chemical Co., Ltd
Product
4-METHOXY-2-NITRO-BENZALDEHYDE 22996-21-0
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-24
Shanghai Rlavie Technology Co ltd
Product
4-Methoxy-2-nitrobenzaldehyde 22996-21-0
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
98%min
Supply Ability
100kgs/month
Release date
2021-11-21