3-Chloro-4-methylaniline CAS 95-74-9
Introduction：Basic information about 3-Chloro-4-methylaniline CAS 95-74-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3-Chloro-4-methylaniline Basic information
| Product Name: | 3-Chloro-4-methylaniline |
| Synonyms: | CPT;3-amino-2-chlorotoluene;3-CHLORO-P-TOLUIDINE;3-cpt;3-CHLORO-4-METHYLANILINE;3-chloro-4-methyl-benzenamine;AKOS BBS-00003549;4-AMINO-2-CHLOROTOLUENE |
| CAS: | 95-74-9 |
| MF: | C7H8ClN |
| MW: | 141.6 |
| EINECS: | 202-446-3 |
| Product Categories: | |
| Mol File: | 95-74-9.mol |
3-Chloro-4-methylaniline Chemical Properties
| Melting point | 25 °C |
| Boiling point | 237-238 °C(lit.) |
| density | 1.17 |
| vapor pressure | 4.973-8.666Pa at 25℃ |
| refractive index | n |
| Fp | 212 °F |
| storage temp. | 2-8°C |
| solubility | Chloroform, Methanol (Slightly) |
| form | powder to lump to clear liquid |
| pka | pK1: 4.05(+1) (25°C) |
| color | White or Colorless to Light orange to Yellow |
| Specific Gravity | 1.167 |
| Water Solubility | 1 g/L (20 ºC) |
| BRN | 636511 |
| Stability: | Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acids, acid anhydrides, chloroformates, reducing agents. |
| InChI | 1S/C7H8ClN/c1-5-2-3-6(9)4-7(5)8/h2-4H,9H2,1H3 |
| InChIKey | RQKFYFNZSHWXAW-UHFFFAOYSA-N |
| SMILES | Cc1ccc(N)cc1Cl |
| LogP | 2.27 |
| CAS DataBase Reference | 95-74-9(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzenamine, 3-chloro-4-methyl-(95-74-9) |
| EPA Substance Registry System | 3-Chloro-4-methylaniline (95-74-9) |
Safety Information
| Hazard Codes | T,N,Xn |
| Risk Statements | 24/25-36/38-43-50/53-36/37/38-22 |
| Safety Statements | 36/37/39-45-61-60-36/37-26 |
| RIDADR | UN 2239 6.1/PG 3 |
| WGK Germany | 2 |
| RTECS | XU5111000 |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | III |
| HS Code | 29214300 |
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 Eye Irrit. 2 Skin Irrit. 2 Skin Sens. 1 |
| Hazardous Substances Data | 95-74-9(Hazardous Substances Data) |
| Chemical Properties | brown solid |
| Chemical Properties | The chloromethylanilines are colorless orwhite crystalline solids or liquids, some have a mildfishy odor. |
| Uses | 2-Chloro-4-aminotoluene has been used in the preparation of 2-chloro-4-cyanotoluene by Sandmeyer reaction with cuprous cyanide. |
| Definition | ChEBI: A monochloroaniline that is p-toluidine in which one of the hydrogens that is meta to the amino group is replaced by a chlorine. |
| General Description | Brown solid with a mild odor. |
| Air & Water Reactions | May be sensitive to prolonged exposure to air and light. Insoluble in water. |
| Reactivity Profile | 3-Chloro-4-methylaniline may be sensitive to prolonged exposure to air and light. 3-Chloro-4-methylaniline may react with oxidizing agents. 3-Chloro-4-methylaniline is incompatible with acids, acid chlorides, acid anhydrides and chloroformates. 3-Chloro-4-methylaniline is also incompatible with reducing agents. |
| Fire Hazard | 3-Chloro-4-methylaniline is combustible. |
| Safety Profile | Poison by ingestion, intravenous, and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of Cland NOx. See also other chloro toluidme entries. |
| Synthesis | 121-86-8 95-74-9 General procedure for the synthesis of 3-chloro-p-toluidine from 2-chloro-4-nitrotoluene: General method: Nitro compounds (1 eq.), hexafluoroisopropanol (HFIP, 10 eq.) and iron powder (5 eq.) were added to the reaction tube and mixed. Subsequently, a 2N aqueous hydrochloric acid solution was slowly added to the reaction mixture. The reaction mixture was stirred at room temperature for 30 minutes and then neutralized with saturated aqueous sodium bicarbonate (NaHCO3) solution. Next, it was extracted three times with saturated aqueous sodium bicarbonate solution. The organic layers were combined, washed with brine, dried over anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure. Finally, the crude product was purified by silica gel column chromatography to obtain the target product 3-chloro-p-toluidine. |
| Potential Exposure | Most of the isomers are used in dyestuff manufacture. The 3-chloro-para isomer is used to killbirds. It is marketed as pelleted bait for control of birdpopulations. |
| Shipping | UN2239 Chlorotoluidines, solid, Hazard Class:6.1; Labels: 6.1-Poisonous materials. UN3429Chlorotoluidines, liquid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials |
| Incompatibilities | Incompatible with oxidizers, strongacids; chloroformates, and acid anhydrides, isocyanates,aldehydes forming fire and explosive hazards. |
| References | [1] Journal of the American Chemical Society, 2017, vol. 139, # 47, p. 17089 - 17097 [2] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3646 - 3649 [3] Chemische Berichte, 1884, vol. 17, p. 534 [4] Recueil des Travaux Chimiques des Pays-Bas, 1932, vol. 51, p. 98,109 [5] Chem. Zentralbl., 1910, vol. 81, # I, p. 260 |
3-Chloro-4-methylaniline Preparation Products And Raw materials
| Raw materials | Iron-->Sodium sulfide-->Ferric chloride-->4-Nitrotoluene-->2-Chloro-4-nitrotoluene-->Storage sump-->1-(bromomethyl)-2-chloro-4-nitrobenzene-->Sodium bicarbonate-->1,1,1,3,3,3-Hexafluoro-2-propanol-->3-CHLORO-N-METHYLANILINE |
| Preparation Products | 2-Amino-4-chloro-5-methylbenzenesulfonic acid-->3-CHLORO-4-METHYLACETANILIDE-->2-Chloro-4-fluorotoluene-->4-Amino-2-chlorobenzaldehyde-->3-Chloro-4-methylphenyl isocyanate-->2-CHLORO-4-IODOTOLUENE-->3,6-diamino-9(10)-acridone-->N,N-Dimethylcarbamic acid-->2,6-Difluoro-N-(3-chloro-4-methylphenyl)benzamide, 97% |
