m-Toluidine CAS 108-44-1
Introduction：Basic information about m-Toluidine CAS 108-44-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
m-Toluidine Basic information
| Product Name: | m-Toluidine |
| Synonyms: | M-Toluidine, 99% 5ML;M-TOLUIDINE FOR SYNTHESIS 100 ML;M-TOLUIDINE FOR SYNTHESIS 1 L;Between toluidine;M-Toluidine 0;AKOS BBS-00003559;3-METHYLALANINE;3-METHYLANILINE |
| CAS: | 108-44-1 |
| MF: | C7H9N |
| MW: | 107.15 |
| EINECS: | 203-583-1 |
| Product Categories: | amine;Intermediates of Dyes and Pigments;Azo dye;Organics;3-Amino-1-Methylbenzene |
| Mol File: | 108-44-1.mol |
m-Toluidine Chemical Properties
| Melting point | -30 °C |
| Boiling point | 203-204 °C(lit.) |
| density | 0.999 g/mL at 25 °C(lit.) |
| vapor pressure | 0.3 hPa (20 °C) |
| refractive index | n |
| Fp | 186 °F |
| storage temp. | Store below +30°C. |
| solubility | 0.2 g/100 mL (20°C) |
| pka | 4.73(at 25℃) |
| form | Crystalline Solid or Liquid |
| color | White |
| Odor | aromatic aniline-like odor |
| PH | 7 (H2O, 20℃) |
| Water Solubility | 0.2 g/100 mL (20 ºC) |
| Merck | 14,9536 |
| BRN | 635944 |
| Exposure limits | TLV-TWA skin 2-ppm (～9 mg/m3) (ACGIH). |
| Dielectric constant | 5.9500000000000002 |
| InChI | 1S/C7H9N/c1-6-3-2-4-7(8)5-6/h2-5H,8H2,1H3 |
| InChIKey | JJYPMNFTHPTTDI-UHFFFAOYSA-N |
| SMILES | Cc1cccc(N)c1 |
| LogP | 1.4 at 25℃ |
| CAS DataBase Reference | 108-44-1(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzenamine, 3-methyl-(108-44-1) |
| EPA Substance Registry System | m-Toluidine (108-44-1) |
Safety Information
| Hazard Codes | T,N |
| Risk Statements | 45-23/24/25-33-50 |
| Safety Statements | 53-28-36/37-45-61-28A |
| RIDADR | UN 1708 6.1/PG 2 |
| WGK Germany | 2 |
| RTECS | XU2800000 |
| F | 8-23 |
| Autoignition Temperature | >500 °C |
| Hazard Note | Toxic |
| TSCA | TSCA listed |
| HazardClass | 6.1 |
| PackingGroup | II |
| HS Code | 29171990 |
| HS Code | 29214300 |
| Storage Class | 6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials |
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1 STOT RE 2 |
| Hazardous Substances Data | 108-44-1(Hazardous Substances Data) |
| Description | m-Toluidine is an aromatic amine compound widely used as a dye raw material, but the aromatic amines of m-Toluidine and o-anisidine have shown damage to the bladder mucosa and potential carcinogenicity[2]. In addition, m-Toluidine monomers can be synthesized into poly(o-toluidine) by chemical oxidation polymerization in acidic medium, which has anti-corrosion properties for low-carbon steel in 3.5% NaCl[3]. Aniline-m-Toluidine copolymers can also be used to prepare NiO-based multicolor electrochromic films, and the composite films can achieve multiple color changes such as yellow, green, blue and dark brown[4]. |
| Chemical Properties | Colorless liquid. Slightly solublein water; soluble in alcohol or ether. Combustible. |
| Uses | Dyes, manufacture of organic chemicals. |
| Uses | m-Toluidine is an intermediate in the manu facture of dyes and other chemicals. |
| Uses | m-Toluidine is used in the manufacture of organic chemicals. It is also used in manufacture of various dyes and pigments, photo chemicals, pharmaceutical intermediates.antioxidants, curing agent, accelerator for polymer and rubber industry. |
| Preparation | m-Toluidine can be obtained by hydrocracking of 2,3-dimethylaniline in the presence of an alkaline nickel-magnesium catalyst.[1] |
| Synthesis Reference(s) | Synthetic Communications, 11, p. 925, 1981 DOI: 10.1080/00397918108065749 |
| General Description | A clear colorless liquid. Flash point below 200°F. Vapors heavier than air. Toxic by inhalation, ingestion, and skin absorption in high concentrations or under prolonged exposures. Used in the manufacture of organic chemicals. Density about 8 lb / gal. |
| Reactivity Profile | m-Toluidine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Can react vigorously with oxidizing reagents. Emits toxic fumes of oxides of nitrogen when heated to decomposition [Lewis, 3rd ed., 1993, p. 1253]. |
| Health Hazard | Absorption of toxic quantities by any route causes cyanosis (blue discoloroation of lips, nails, skin); nausea, vomiting, and coma may follow. Repeated inhalation of low concentrations may cause pallor, low-grade secondary anemia, fatigability, and loss of appetite. Contact with eyes causes irritation. |
| Health Hazard | The toxicity of m-toluidine is similar to thatof o-toluidine. The exposure routes are ingestion, inhalation, and absorption through skin.The toxic effects are methemoglobinemia,anemia, and hematuria. It metabolizes to 2-amino-4-methylphenol, the major componentexcreted in urine. Inhalation of 40-ppm concentration for an hour produced severe poi soning in humans. The oral LD50 value inmice is 740 mg/kg, which is in a range com parable to its o- and p-isomers. The pure liquid is a mild to moderate skinirritant. Its irritating effect on the eyes ofrabbits was strong. m-Toluidine did not induce any carcino genicity in test subjects. This finding is incontrast to its ortho-isomer. Nor did it produce any mutagenic activity. |
| Fire Hazard | Special Hazards of Combustion Products: Toxic oxides of nitrogen and flammable vapors may form in fire. |
| Flammability and Explosibility | Non flammable |
| Safety Profile | Poison by ingestion andintraperitoneal routes, A skin and eyeirritant. Flammable when exposed to heat orflame. Can react vigorously on contact withoxidizing materials. To fight fire, use foam,CO2, dry chemical. When heated todecomposition it emits hghly toxic fumes ofNOx. See also ANILINE and o-TOLUIDINE. |
| Carcinogenicity | In an 18-month carcinogenicity diet evaluation in maleCDrats (8000 ppm for 3 months, and then 4000 ppm for additional15 months; or 16,000 ppm for 3 months, and then 8000for additional 15 months), and male and female CD-1 mice(16,000 ppm for 5 months, and then 4000 ppm in males and8000 ppm in females for additional 13 months; or32,000 ppm in both sexes for 5 months, and then8000 ppm in males and 16,000 ppm in females for additional13 months), there was no evidence of a significant increase ofincidence of any kind of tumor in the rats, and only asignificant increase in liver tumors in male mice. |
| Purification Methods | It can be purified as for aniline. Twice-distilled, m-toluidine is converted to the hydrochloride using a slight excess of HCl, and the salt is fractionally crystallised from 25% EtOH (five times), and from distilled water (twice), rejecting, in each case, the first material that crystallised out. The amine is regenerated and distilled as for o-toluidine. The benzoyl derivative has m 125o (from EtOH). [Berliner & May J Am Chem Soc 49 1007 1927, Beilstein 12 H 853, 12 I 397, 12 II 463, 12 III 1949, 12 IV 1813.] |
| References | [1] TADASHI MATSUMOTO; Hiroaki T; Y Tachibana. DEMETHYLATION OF 2,3-XYLIDINE TO m-TOLUIDINE[J]. Chemistry Letters, 1978, 7 1: 435-438. DOI:10.1246/CL.1978.435. [2] TAKESHI TOYODA. Mucosal damage and γ-H2AX formation in the rat urinary bladder induced by aromatic amines with structures similar to o-toluidine and o-anisidine[J]. Archives of Toxicology, 2023, 97 12: 3197-3207. DOI:10.1007/s00204-023-03606-0. [3] JIAWEI ZHANG; Sensen Z; Ying Li. Preparation, Characterization and Corrosion Evaluation of Poly(o-toluidine), Poly(m-Toluidine), and Poly(p-Toluidine) Blended with Waterborne Polyurethane[J]. JOM, 2018, 70 11: 2660-2666. DOI:10.1007/s11837-018-3122-7. [4] HONGQIN ZHAO . An efficient multi-color electrochromic electrode based on nanocomposite of aniline and o-toluidine copolymer with nickel oxide[J]. Solar Energy Materials and Solar Cells, 2023, 257: Article 112374. DOI:10.1016/j.solmat.2023.112374. |
m-Toluidine Preparation Products And Raw materials
| Raw materials | 4-Nitrotoluene-->Sodium sulfide nonahydrate-->3-Nitrotoluene |
| Preparation Products | 4'-BROMO-3'-METHYLACETANILIDE-->7-Quinolinecarboxylic acid-->DIRECT YELLOW 50-->Phenmedipham-->7-Methylquinoline-->1-(3-METHYLPHENYL)PIPERAZINE-->2-(TRIFLUOROMETHYL)-5-METHYLQUINOLINE-4-CARBOXYLIC ACID-->hydrogen [4-[[4-(diethylamino)phenyl][4-[ethyl[(3-sulphonatobenzyl)amino]-o-tolyl]methylene]-3-methylcyclohexa-2,5-dien-1-ylidene](ethyl)(3-sulphonatobenzyl)ammonium, sodium salt-->3-Chlorotoluene-->5-Methyl-1H-benzotriazole-->Quinoline-7-carbaldehyde-->N-Ethyl-3-methylaniline-->Toloxatone-->Direct Yellow 86-->3-Fluorotoluene-->sodium 3-[[4-(benzoylethylamino)-2-methylphenyl]azo]-4-hydroxynaphthalene-1-sulphonate-->Reactive Yeiiow M-3RE-->N,N-Diethyl-m-toluidine-->Solvent Blue 63-->3-Fluorobenzotrifluoride-->Solvent Red 25-->n-benzyl-m-toluidine-->Reactive Yellow 4 |
