4-Chloro-2-nitrobenzaldehyde Chemical Properties

Melting point:

68 °C

Boiling point:

305.2±27.0 °C(Predicted)

Density 

1.485±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform

form 

Solid

color 

Yellow

CAS DataBase Reference

5551-11-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39-36

WGK Germany 

3

HS Code 

29130000

MSDS

• Language:English Provider:SigmaAldrich

4-Chloro-2-nitrobenzaldehyde Usage And Synthesis

Chemical Properties

Yellow Powder

Uses

4-Chloro-2-nitrobenzaldehyde (cas# 5551-11-1) is a compound useful in organic synthesis.

Synthesis

General procedure for the synthesis of 4-chloro-2-nitrobenzaldehyde from 4-chloro-2-nitrotoluene: 4-chloro-1-methyl-2-nitrobenzene (8.5 g, 0.05 mol) was dissolved in dimethylformamide (10 mL). N,N-dimethylformamide dimethyl acetal (18 g, 0.15 mol) was then added and mixed with stirring. The reaction mixture was heated to 135 °C and maintained at this temperature for 48 hours. After completion of the reaction, the system was cooled to room temperature. A mixed solution of sodium periodate (32.1 g, 0.15 mol) in water (100 mL) and DMF (50 mL) was slowly added dropwise at a temperature below 20 °C. After the dropwise addition, stirring was continued for 3 h at room temperature to ensure complete reaction. The reaction mixture was filtrated by pumping and the resulting filter cake was washed twice with toluene. The organic phase in the filtrate was separated, washed with water and the solvent was removed by rotary evaporation. The crude product was purified by column chromatography with the eluents in the order of petroleum ether:ethyl acetate=10:1 and petroleum ether:ethyl acetate=5:1 to give 4-chloro-2-nitrobenzaldehyde (5.00 g, 54% yield).

References

[1] Organic and Biomolecular Chemistry, 2018, vol. 16, # 28, p. 5113 - 5118
[2] Journal of Organic Chemistry, 2007, vol. 72, # 26, p. 9857 - 9865
[3] Patent: CN108484497, 2018, A. Location in patent: Paragraph 0045; 0046; 0066; 0067
[4] Patent: DE128727,
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2462 - 2467

4-Chloro-2-nitrobenzaldehyde(5551-11-1)Related Product Information

• 4-Nitrobenzoic acid
• 1-Chloro-3-nitrobenzene
• 4-Nitrobenzaldehyde
• 2-Nitrobenzaldehyde
• 3-Nitrobenzaldehyde
• 4-Chloro-2-nitrobenzoic acid
• METHYL 4-CHLORO-2-NITROBENZOATE
• Difluorochloromethane
• 2-Nitrochlorobenzene
• Nitrobenzene
• 2,4-Dichloro-5-nitrobenzalehyde
• 5-Chloro-2-nitrobenzaldehyde
• 2,6-Dichloro-3-nitrobenzaldehyde
• 3-CHLORO-5-NITROBENZALDEHYDE
• 4-CHLORO-3-NITROBENZALDEHYDE,4-Chloro-3-Nitrobenzaldehyde 3-Nitro-4-Chlorobenzaldehyde
• 2-CHLORO-3-NITROBENZALDEHYDE
• 2-CHLORO-5-NITROBENZALDEHYDE,2-Chloro-5-nitrobenzaldehyde 97%,6-Chloro-3-nitrobenzaldehyde
• Formaldehyde