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5-Chloro-2-nitrobenzaldehyde

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CAS:6628-86-0
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  • 2025-09-25
  • CAS:6628-86-0
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5-Chloro-2-nitrobenzaldehyde Basic information
Product Name:5-Chloro-2-nitrobenzaldehyde
Synonyms:2-NITRO-5-CHLOROBENZALDEHYDE;5-CHLORO-2-NITROBENZALDEHYDE;TIMTEC-BB SBB003713;5-Chloro-2-Nitrobenzaldehyde 2-Nitro-5-Chlorobenzaldehyde;5-CHLORO-2-NITROBENZALDEHYDE, TECH.;5-Chloro-2-nitrobenzaldehyde, 99+%;2-Nirtro -5-chlorobenzaldehyde;Benzaldehyde, 5-chloro-2-nitro-
CAS:6628-86-0
MF:C7H4ClNO3
MW:185.56
EINECS:229-614-9
Product Categories:API Intermediate;Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde;Aldehydes;C7;Carbonyl Compounds
Mol File:6628-86-0.mol
5-Chloro-2-nitrobenzaldehyde Structure
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
InChI1S/C7H4ClNO3/c8-6-1-2-7(9(11)12)5(3-6)4-10/h1-4H
InChIKeySWGPIDCNYAYXMJ-UHFFFAOYSA-N
SMILES[H]C(=O)c1cc(Cl)ccc1[N+]([O-])=O
CAS DataBase Reference6628-86-0(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
10
Hazard Note Irritant
HazardClass 9
PackingGroup 
HS Code 29130000
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Acute 1
Eye Dam. 1
Met. Corr. 1
Skin Irrit. 2
Skin Sens. 1
MSDS Information
ProviderLanguage
5-Chloro-2-nitrobenzaldehyde English
ACROS English
SigmaAldrich English
5-Chloro-2-nitrobenzaldehyde Usage And Synthesis
Chemical Propertiesyellow powder
Synthesis Reference(s)The Journal of Organic Chemistry, 25, p. 1542, 1960 DOI: 10.1021/jo01079a020
Synthesis
Methyl 5-chloro-2-nitrobenzoate

51282-49-6

5-Chloro-2-nitrobenzaldehyde

6628-86-0

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