5-Chloro-2-nitrobenzaldehyde Chemical Properties

Melting point:

65-69 °C (lit.)

Boiling point:

310.2±27.0 °C(Predicted)

Density 

1.485±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Powder

color 

Yellow

BRN 

1910197

CAS DataBase Reference

6628-86-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,C,F,N

Risk Statements 

36/37/38-43-34-14/15-50/53

Safety Statements 

22-24/25-36/37-26-45-43-36/37/39-36-7/8-61

RIDADR 

UN3077 9/PG 3

WGK Germany 

3

F 

10

Hazard Note 

Irritant

HazardClass 

9

PackingGroup 

Ⅲ

HS Code 

29130000

MSDS

• Language:English Provider:5-Chloro-2-nitrobenzaldehyde
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

5-Chloro-2-nitrobenzaldehyde Usage And Synthesis

Chemical Properties

yellow powder

Synthesis Reference(s)

The Journal of Organic Chemistry, 25, p. 1542, 1960 DOI: 10.1021/jo01079a020

Synthesis

The general procedure for the synthesis of 2-nitro-5-chlorobenzaldehyde from methyl 2-nitro-5-chlorobenzoate was as follows: to a stirred mixture of methyl 2-nitro-5-chlorobenzoate (8.20 g, 38.0 mmol) and anhydrous dichloromethane (205 mL) at -78 °C, diisobutylaluminum hydroxide (DIBAL-H, 48.0 mL. 48.0 mmol, 1.0 M in dichloromethane). After 45 minutes of reaction, methanol (20 mL) was added and the reaction mixture was gradually warmed to room temperature. Subsequently, 10% aqueous sodium tartrate (200 mL) was added and the suspension was vigorously stirred until the two phases separated. The reaction mixture was diluted with dichloromethane (100 mL) and washed sequentially with water (2 x 100 mL), saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution (2 x 100 mL). The organic phase was dried with anhydrous sodium sulfate and purified by silica gel fast column chromatography with 20-50% ethyl acetate/hexane as eluent to afford the target product 2-nitro-5-chlorobenzaldehyde (6.80 g, 36.7 mmol, 97% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) and 13C NMR (100 MHz, CDCl3).

References

[1] Journal of Organic Chemistry, 2007, vol. 72, # 26, p. 9857 - 9865
[2] Patent: WO2008/156656, 2008, A2. Location in patent: Page/Page column 44; 180

5-Chloro-2-nitrobenzaldehyde(6628-86-0)Related Product Information

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