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| | 3,4-Dichloronitrobenzene Basic information |
| | 3,4-Dichloronitrobenzene Chemical Properties |
| Melting point | 39-41 °C(lit.) | | Boiling point | 255-256 °C(lit.) | | density | 1.48 g/cm3 (55℃) | | bulk density | 750kg/m3 | | vapor pressure | 0.01 hPa (20 °C) | | refractive index | 1.5929 (estimate) | | Fp | 255 °F | | storage temp. | Store below +30°C. | | solubility | 0.151g/l | | form | Crystalline Mass | | color | Yellow to brown | | Water Solubility | 151 mg/L (20 ºC) | | FreezingPoint | 30~31℃ | | BRN | 1818163 | | Henry's Law Constant | 1.2×100 mol/(m3Pa) at 25℃, Altschuh et al. (1999) | | Stability: | Stable. Incompatible with strong oxidizing agents, strong bases. | | InChI | 1S/C6H3Cl2NO2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H | | InChIKey | NTBYINQTYWZXLH-UHFFFAOYSA-N | | SMILES | [O-][N+](=O)c1ccc(Cl)c(Cl)c1 | | CAS DataBase Reference | 99-54-7(CAS DataBase Reference) | | NIST Chemistry Reference | Benzene, 1,2-dichloro-4-nitro-(99-54-7) | | EPA Substance Registry System | 3,4-Dichloronitrobenzene (99-54-7) |
| Hazard Codes | Xn,N | | Risk Statements | 22-36-43-51/53 | | Safety Statements | 26-36/37-61-39-24/25 | | RIDADR | 2811 | | WGK Germany | 3 | | RTECS | CZ5250000 | | Autoignition Temperature | 420 °C | | TSCA | TSCA listed | | HazardClass | 9 | | PackingGroup | III | | HS Code | 29049085 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1 | | Hazardous Substances Data | 99-54-7(Hazardous Substances Data) | | Toxicity | LD50 orally in Rabbit: 643 mg/kg LD50 dermal Rat > 2000 mg/kg |
| | 3,4-Dichloronitrobenzene Usage And Synthesis |
| Chemical Properties | colourless to yellow crystals or beige powder | | Uses | 1,2-Dichloro-4-nitrobenzene is an intermediate in the synthesis of agrochemicals. Studies have been conducted to use 1,2-Dichloro-4-nitrobenzene as an organic intermediate for the synthetic preparation of ciprofloxacin (C482500). | | Production Methods | Nitration of 1,2-dichlorobenzene with mixed acid at 35 – 60 ℃ results in a mixture of 3-nitro (10 %) and 4-nitro (90 %) isomers, which are separated by crystallization. A more expensive process (two stages from chlorobenzene) is based on chlorination of molten 4-chloronitrobenzene (90 – 100 ℃) by a process similar to that used for 3- chloronitrobenzene production. Chlorination has the advantage of giving a pure product, but it cannot be used if the isomeric 1,2-dichloro-3-nitrobenzene is also required. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 42, p. 3494, 1977 DOI: 10.1021/jo00442a009 | | General Description | Colorless crystals or light beige solid. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | Can react vigorously with oxidizing materials. | | Fire Hazard | 3,4-Dichloronitrobenzene is combustible. | | Flammability and Explosibility | Non flammable | | Purification Methods | Crystallise it from absolute EtOH. [Beilstein 5 IV 726.] |
| | 3,4-Dichloronitrobenzene Preparation Products And Raw materials |
| Raw materials | 1,2-Dichlorobenzene-->4-Chloronitrobenzene-->2,5-Dinitroaniline-->3,4-DICHLOROPHENYLBORONIC ACID, PINACOL ESTER-->2,3-Dichloro-6-nitrobenzonitrile-->2,3-Dichloro-6-nitrobenzaldehyde-->2,3,4-TRICHLORONITROBENZENE-->2-Chloro-5-nitrobenzoic acid-->2,3-Dichlorobenzaldehyde-->1,2,4-Trichloro-5-nitrobenzene-->2,3-Dichloronitrobenzene-->1-Chloro-3-nitrobenzene-->2,5-Dichloronitrobenzene | | Preparation Products | Norfloxacin-->3,4-Dichloroaniline-->2-Chloro-4-nitrophenol-->Propanil-->Diuron-->3-CHLORO-4-PHENOXYANILINE-->2,4-Dinitrophenol-->Rafoxanide |
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