N-Methylaniline
- CAS No.
- 100-61-8
- Chemical Name:
- N-Methylaniline
- Synonyms
- MONOMETHYLANILINE;N-Methylaniline (NMA);ANILINOMETHANE;N-Methylbenzenamine;N-Methylphenylamine;N-MONOMETHYLANILINE;N-Phenylmethylamine;(Methylamino)benzene;N-METHYLANILINE;methylaniline-n
- CBNumber:
- CB2671945
- Molecular Formula:
- C7H9N
- Molecular Weight:
- 107.15
- MOL File:
- 100-61-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/24 19:19:26
| Melting point | -57 °C (lit.) |
|---|---|
| Boiling point | 196 °C (lit.) |
| Density | 0.989 g/mL at 25 °C (lit.) |
| vapor pressure | 0.5 hPa (20 °C) |
| refractive index |
n |
| Flash point | 174 °F |
| storage temp. | Store below +30°C. |
| solubility | water: slightly soluble30g/L |
| pka | 4.84(at 25℃) |
| form | Liquid |
| color | Clear yellow to brown |
| PH | 7.6 (1g/l, H2O, 20℃) |
| Odor | Moderate aniline-type. |
| Water Solubility | 30 g/L |
| Sensitive | Air Sensitive |
| Merck | 14,6019 |
| BRN | 741982 |
| Henry's Law Constant | (x 10-5 atm?m3/mol): 1.19 at 25 °C (approximate - calculated from water solubility and vapor pressure) |
| Exposure limits | NIOSH REL: TWA 0.5 ppm (2 mg/m3), IDLH 100 ppm; OSHA PEL: TWA 2 ppm (9 mg/m3); ACGIH TLV: TWA 0.5 ppm (adopted). |
| Dielectric constant | 6.0（22℃） |
| Stability | Incompatible with strong oxidizing agents. Discolours upon exposure to air. |
| InChIKey | AFBPFSWMIHJQDM-UHFFFAOYSA-N |
| LogP | 1.66 at 20℃ |
| CAS DataBase Reference | 100-61-8(CAS DataBase Reference) |
| NIST Chemistry Reference | Aniline, N-methyl-(100-61-8) |
| EPA Substance Registry System | N-Methylaniline (100-61-8) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS06,GHS08,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301+H311+H331-H319-H373-H410 | |||||||||
| Precautionary statements | P273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P314 | |||||||||
| Hazard Codes | T,N | |||||||||
| Risk Statements | 23/24/25-33-50/53 | |||||||||
| Safety Statements | 28-36/37-45-60-61-28A | |||||||||
| RIDADR | UN 2294 6.1/PG 3 | |||||||||
| OEB | B | |||||||||
| OEL | TWA: 0.5 ppm (2 mg/m3) [skin] | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | BY4550000 | |||||||||
| F | 8 | |||||||||
| Autoignition Temperature | 500 °C | |||||||||
| TSCA | Yes | |||||||||
| HazardClass | 6.1 | |||||||||
| PackingGroup | III | |||||||||
| HS Code | 29214200 | |||||||||
| Toxicity | LD in rabbits (g/kg): 0.28 orally; in rabbits, cats (mg/kg): 24, 24 i.v. (Treon) | |||||||||
| IDLA | 100 ppm | |||||||||
| NFPA 704 |
|
N-Methylaniline price More Price(18)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | M29304 | N-Methylaniline 98% | 100-61-8 | 25G | ₹2316.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M29304 | N-Methylaniline 98% | 100-61-8 | 500G | ₹3745.45 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | M29304 | N-Methylaniline 98% | 100-61-8 | 1KG | ₹3918.65 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.06096 | N-Methylaniline for synthesis | 100-61-8 | 100ML | ₹2550 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.06096 | N-Methylaniline for synthesis | 100-61-8 | 1L | ₹7369.99 | 2022-06-14 | Buy |
N-Methylaniline Chemical Properties,Uses,Production
Chemical Properties
N-Methylaniline is a yellow to light brown oily liquid with a weak, ammonia-like odor. soluble in ethanol, ether, chloroform, slightly soluble in water. Turns reddishbrown if left standing.
Physical properties
Colorless to yellow to pale brown liquid with a faint, ammonia-like odor. Odor threshold concentration is 1.7 ppm (quoted, Amoore and Hautala, 1983).
Uses
N-Methylaniline is used as a solvent and in organic synthesis. It is used in the production of cationic brilliant red FG, cationic pink B, reactive yellow brown KGR, etc. in the dye industry. N-methylaniline is an intermediate in the synthesis of the insecticide buprofezin and the herbicide mefenacet.
Uses
N-methylaniline was used as raw material, and metal-organic skeleton material CAU-10pydc was used as catalyst to catalyze the reaction of CO2 with n-methylaniline to produce N-methyl-N-phenylformamide in mild conditions and green solvent acetonitrile[1]. Poly (N-methylaniline) (PNMA) was prepared by the electrooxidation of N-methylaniline in acidic aqueous solution. PNMA prepared in acidic aqueous solution with different organic solvents and anions had different conductivity. Such as the experimental group added acetonitrile, N, N-dimethylformamide and dimethylsulfoxide, and the experimental group which adding dimethylsulfoxide had the strongest conductivity[2].
References:
[1] Zhiqiang Wang, Chenghua Deng, Xiao Liu, Wenmin Wang, Highly efficient conversion of CO2 into N-formamides catalyzed by a noble-metal-free aluminum-based MOF under mild conditions, 2023, 52, 11163-11167.
[2] Jun YANO , Hiroko YOSHIKAWA , Tomomi MUKAI , Sumio YAMASAKI , Akira KITANI, Effect of Anions and Added Organic Solvents of Polymerizing Solutions on the Conductivity of Poly (N-methylaniline), 2006, 74, 42-48.
Definition
ChEBI: N-methylaniline is a methylaniline that is aniline carrying a methyl substituent at the nitrogen atom. It is a phenylalkylamine, a secondary amine and a methylaniline. It derives from an aniline.
Preparation
N-methylaniline was synthesized by the reaction of aniline with dimethyl sulfate. Dimethyl sulfate was added dropwise to the mixed solution of aniline and water below 10°C, stirred for 1 h, and then added dropwise with 30% sodium hydroxide solution. The upper layer is the organic phase, and the lower layer is extracted with benzene. After the benzene is recovered from the extract, the obtained oil Chemicalbook-like substance is combined with the organic phase to obtain a mixture of aniline, N-methylaniline and N,N-dimethylaniline. The mixture was treated with sulfuric acid, and the aniline formed sulfate crystals which were filtered off. N,N-dimethylaniline can be converted to N-methylaniline by the following reaction.
General Description
Chemical oxidation of N-methylaniline with dichromate (oxidant) has been studied by Raman spectroscopy.
Hazard
Toxic by ingestion, inhalation, and skin absorption. Methemoglobinemia and central nervous system impairment.
Health Hazard
Recommended Personal Protective Equipment: Approved respirator; rubber gloves; splash proof goggles; Symptoms Following Exposure: Inhalation causes dizziness and headache. Ingestion causes bluish discoloration (cyanosis) of lips, ear lobes, and fingernail beds. Liquid irritates eyes. Absorption through skin produces same symptoms as for ingestion; General Treatment for Exposure: INHALATION: remove victim to fresh air and call a physician at once; administer oxygen until physician arrives. INGESTION: give large amount of water; get medical attention at once. EYES or SKIN: flush with plenty of water for at least 15 min.; if cyanosis is present, shower with soap and warm water, with special attention to scalp and finger nails; remove any contaminated clothing; Toxicity by Inhalation (Threshold Limit Value): Data not available; Short-Term Inhalation Limits: Data not available; Toxicity by Ingestion: Data not available; Late Toxicity: Data not available; Vapor (Gas) Irritant Characteristics: Data not available; Liquid or Solid Irritant Characteristics: Data not available; Odor Threshold: Data not available.
Chemical Reactivity
Reactivity with Water No reaction; Reactivity with Common Materials: May attack some forms of plastic; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profile
Poison by ingestion and intravenous routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
Potential Exposure
The material is used as an intermediate in organic synthesis, as a solvent and as an acid acceptor
Carcinogenicity
N-methyl aniline (1.95 g/kg of food) given
together with sodium nitrite (1.0 g/l of drinking
water) to Swiss mice resulted in a 17% incidence
of lung adenomas and a 14% incidence
of malignant lymphomas; there were no carcinogenic
effects in animals treated with Nmethyl
aniline alone, suggesting that in vivo
nitrosation is necessary for forming carcinogenic
nitrosamines.
In bacterial mutagenicity assays N-methyl
aniline was negative with or without metabolic
activation.
Environmental Fate
Soil. Reacts slowly with humic acids or humates forming quinoidal structures (Parris, 1980).
Shipping
UN2294 N-Methylaniline, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
Purification Methods
Dry it with KOH pellets and fractionally distil it under vacuum. Acetylate, and the acetyl derivative is recrystallised to constant melting point (m 101-102o), then hydrolysed with aqueous HCl and distilled from zinc dust under reduced pressure. [Hammond & Parks J Am Chem Soc 77 340 1955, Beilstein 12 IV 241.]
Waste Disposal
Controlled incineration whereby oxides of nitrogen are removed from the effluent gas by scrubber, catalytic or thermal device.
N-Methylaniline Preparation Products And Raw materials
Raw materials
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chevron_right| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| UNILOSA INTERNATINAL PRIVATE LIMITED | +91-9999069917 +91-9999069917 | New Delhi, India | 152 | 58 | Inquiry |
| JSK Chemicals | +919879767970 | Gujarat, India | 3756 | 58 | Inquiry |
| CNS CHEMICALS | +91-9381957258 +91-9381957258 | Telangana, India | 354 | 58 | Inquiry |
| Aarti Industries Limited (AIL) | +91-84596144931 +91-9920899935 | Maharashtra, India | 235 | 58 | Inquiry |
| LANXESS India Pvt. Ltd. | +91-8356878763 +91-8356878763 | Maharashtra, India | 190 | 58 | Inquiry |
| BanChem Group | +91-9321395999 +91-9769361999 | Maharashtra, India | 26 | 58 | Inquiry |
| Ravi Dyeware Co Pvt Ltd | 91-22-42128000 | Maharashtra, India | 5 | 58 | Inquiry |
| Industrial Solvents And Chemicals Pvt Ltd | +91-2222841180 +91-9819294980 | Maharashtra, India | 9 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
| Supplier | Advantage |
|---|---|
| UNILOSA INTERNATINAL PRIVATE LIMITED | 58 |
| JSK Chemicals | 58 |
| CNS CHEMICALS | 58 |
| Aarti Industries Limited (AIL) | 58 |
| LANXESS India Pvt. Ltd. | 58 |
| BanChem Group | 58 |
| Ravi Dyeware Co Pvt Ltd | 58 |
| Industrial Solvents And Chemicals Pvt Ltd | 58 |
| A.J Chemicals | 58 |
| CHEMSWORTH | 30 |
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