4-Chloro-3-nitrotoluene CAS 89-60-1
4-Chloro-3-nitrotoluene Basic information
| Product Name: | 4-Chloro-3-nitrotoluene |
| Synonyms: | 4-CHLORO-3-NITROTOLUENE;3-NITRO-4-CHLORO TOLUENE;M-NITRO-P-CHLOROTOLUENE;Toluene, 4-chloro-3-nitro-;2-CHLORO-5-METHYLNITROBENZENE;1-CHLORO-4-METHYL-2-NITROBENZENE;1-chloro-4-methyl-2-nitro-benzen;4,3-Chloronitrotoluene |
| CAS: | 89-60-1 |
| MF: | C7H6ClNO2 |
| MW: | 171.58 |
| EINECS: | 201-922-8 |
| Product Categories: | Aromatic Hydrocarbons (substituted) & Derivatives;Building Blocks;Chemical Synthesis;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks;Nitro Compounds;Nitrogen Compounds;Organic Building Blocks |
| Mol File: | 89-60-1.mol |
4-Chloro-3-nitrotoluene Chemical Properties
| Melting point | 7 °C(lit.) |
| Boiling point | 260 °C745 mm Hg(lit.) |
| density | 1.297 g/mL at 25 °C(lit.) |
| refractive index | n |
| Fp | >230 °F |
| storage temp. | Sealed in dry,Room Temperature |
| form | clear liquid |
| color | Light yellow to Yellow to Orange |
| BRN | 511055 |
| InChI | 1S/C7H6ClNO2/c1-5-2-3-6(8)7(4-5)9(10)11/h2-4H,1H3 |
| InChIKey | NWESJZZPAJGHRZ-UHFFFAOYSA-N |
| SMILES | Cc1ccc(Cl)c(c1)[N+]([O-])=O |
| CAS DataBase Reference | 89-60-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzene, 1-chloro-4-methyl-2-nitro-(89-60-1) |
| EPA Substance Registry System | Benzene, 1-chloro-4-methyl-2-nitro- (89-60-1) |
Safety Information
| Hazard Codes | Xn,N |
| Risk Statements | 22-36/37/38-20/21/22-52/53-51/53-36/38-33 |
| Safety Statements | 36/37/39-26-61-57-36/37-23-9 |
| RIDADR | UN 2433 6.1/PG 3 |
| WGK Germany | 3 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29049085 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Aquatic Chronic 2 Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Chemical Properties | CLEAR YELLOW LIQUID |
| Uses | 4-Chloro-3-nitrotoluene is used in the synthesis of quinazoline-2,4(1H,3H)-dione derivatives as PARP-2 selective inhibitors. |
| Uses | 4-Chloro-3-nitrotoluene was used in the synthesis of 4-(2-hydroxyethylamino)-3-nitrotoluene. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 42, p. 2426, 1977 DOI: 10.1021/jo00434a017 |
| General Description | Vibrational spectral analysis of 4-chloro-3-nitrotoluene has been studied using Raman and IR spectroscopy. |
| Synthesis | 27329-27-7 89-60-1 General procedure for the synthesis of 1-chloro-4-methyl-2-nitrobenzene from 4-methyl-2-nitrobenzoic acid: 6.2 mg of silver sulfate, 36.3 mg of copper acetate, 12.5 mg of 2,9-dimethyl-1,10-o-phenanthroline, 36.2 mg of 4-methyl-2-nitrobenzoic acid, and 17.5 mg of sodium chloride were added sequentially to a Silak reactor tube fitted with a magnetic stirrer. NaCl, followed by the addition of 4 mL of dimethyl sulfoxide as solvent. The reaction mixture was heated and stirred at 160 °C for 24 hours under an oxygen atmosphere. Upon completion of the reaction, the reaction was quenched by the addition of appropriate amount of distilled water and extracted three times with ethyl acetate (10 mL each time). The organic phases were combined and concentrated under reduced pressure to give 17.5 mg of 1-chloro-4-methyl-2-nitrobenzene in 51% yield. |
| References | [1] Patent: CN107325002, 2017, A. Location in patent: Paragraph 0091 [2] Organic and Biomolecular Chemistry, 2018, vol. 16, # 30, p. 5416 - 5421 [3] Journal of Organic Chemistry, 2016, vol. 81, # 7, p. 2794 - 2803 |
4-Chloro-3-nitrotoluene Preparation Products And Raw materials
| Raw materials | Copper(I) chloride-->3-Nitrotoluene-->4-METHYL-2-NITROBENZOIC ACID-->Neocuproine-->COPPER(I) ACETATE-->Oxygen-->Silver sulfate-->Sodium chloride-->Dimethyl sulfoxide |
| Preparation Products | 2-Methoxy-5-methylaniline-->2-Amino-4-methylbenzonitrile-->Meclofenamic acid-->Phenol, 5-chloro-2-methyl-, acetate-->2-Chloro-5-nitrotoluene-->4-METHYL-2-NITROBENZOIC ACID-->2-Nitro-p-cresol-->4-Chloro-2-nitrotoluene |
