| Identification | More | [Name]
N-Methylaniline | [CAS]
100-61-8 | [Synonyms]
ANILINOMETHANE
LABOTEST-BB LTBB000436
MONOMETHYLANILINE
N-METHYLAMINOBENZENE
N-METHYLANILINE
N-MONOMETHYLANILINE
(Methylamino)benzene
Benzenamine, N-methyl-
Benzenenamine, N-methyl-
methylaniline(non-specificname)
methylaniline-n
Methylphenylamine
n’-BIcthylanilin
n-methyl-anilin
N-Methylanilinium ion
n-methyl-benzenamin
N-Methylbenzenamine
N-methyl-Benzenamine
n-methyl-benzeneamin
n-methylbenzeneamine | [EINECS(EC#)]
202-870-9 | [Molecular Formula]
C7H9N | [MDL Number]
MFCD00008283 | [Molecular Weight]
107.15 | [MOL File]
100-61-8.mol |
| Chemical Properties | Back Directory | [Appearance]
N-Methylaniline is a yellow to light brown
oily liquid with a weak, ammonia-like odor. Turns reddishbrown if left standing. The odor threshold is 1.7 ppm | [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 ]
n20/D 1.571(lit.)
| [Fp ]
174 °F
| [storage temp. ]
Store below +30°C. | [solubility ]
water: slightly soluble30g/L | [form ]
Liquid | [pka]
4.84(at 25℃) | [color ]
Clear yellow to brown | [Odor]
Moderate aniline-type. | [PH]
7.6 (1g/l, H2O, 20℃) | [Stability:]
Incompatible with strong oxidizing agents. Discolours upon exposure to air. | [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) | [Dielectric constant]
6.0（22℃） | [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). | [InChIKey]
AFBPFSWMIHJQDM-UHFFFAOYSA-N | [LogP]
1.66 at 20℃ | [Uses]
Organic synthesis, solvent, acid acceptor. | [CAS DataBase Reference]
100-61-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Aniline, N-methyl-(100-61-8) | [EPA Substance Registry System]
100-61-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,N | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R33:Danger of cumulative effects.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN 2294 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
BY4550000
| [F ]
8 | [Autoignition Temperature]
500 °C | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214200 | [Safety Profile]
Poison by ingestion and
intravenous routes. Moderately toxic by subcutaneous route. When heated to
decomposition it emits toxic fumes of NOx. | [Hazardous Substances Data]
100-61-8(Hazardous Substances Data) | [Toxicity]
LD in rabbits (g/kg): 0.28 orally; in rabbits, cats (mg/kg): 24, 24 i.v. (Treon) | [IDLA]
100 ppm |
| Hazard Information | Back Directory | [Hazard]
Toxic by ingestion, inhalation, and skin
absorption. Methemoglobinemia and central nervous system impairment. | [Potential Exposure]
The material is used as an intermediate
in organic synthesis, as a solvent and as an acid acceptor | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seekmedical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
Medical observation is recommended for 24 to 48 hours
after breathing overexposure, as pulmonary edema may be
delayed. As first aid for pulmonary edema, a doctor or
authorized paramedic may consider administering a drug or
other inhalation therapy.
| [Shipping]
UN2294 N-Methylaniline, Hazard Class: 6.1;
Labels: 6.1-Poisonous materials. | [Description]
N-Methylaniline is a yellow to light brown oily liquid with a weak, ammonia-like odor. Turns reddishbrown if left standing. The odor threshold is 1.7 ppm. Molecular weight= 107.17; Specific gravity (H2O:1)= 0.99;Boiling point=195.6℃; Freezing/Melting point=57.2℃; Vapor pressure= 0.3 mmHg at 20℃; Flash point=79.4℃. Hazard Identification (based on NFPA-704 M Rating System): Health 2, Flammability 2, Reactivity 0. Practically insoluble in water. | [Chemical Properties]
N-Methylaniline is a yellow to light brown
oily liquid with a weak, ammonia-like odor. Turns reddishbrown if left standing. The odor threshold is 1.7 ppm | [Waste Disposal]
Controlled incineration
whereby oxides of nitrogen are removed from the effluent
gas by scrubber, catalytic or thermal device. | [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). | [Application]
N-Methylaniline (NMA) was used in the preparation of self-assembled poly(N-methylaniline)-lignosulfonate (PNMA-LS) composite spheres with reactive silver-ion adsorbability. NMA was also used in electrodeposition of poly(N-methylaniline) (PNMA) coatings on a steel disc electrode using potentiodynamic, potentiostatic and galvanostatic techniques. | [Definition]
ChEBI: A methylaniline that is aniline carrying a methyl substituent at the nitrogen atom. | [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. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 14, p. 1007, 1966 DOI: 10.1248/cpb.14.1007
Journal of the American Chemical Society, 107, p. 493, 1985 DOI: 10.1021/ja00288a037
Synthetic Communications, 13, p. 601, 1983 DOI: 10.1080/00397918308059535 | [General Description]
Chemical oxidation of N-methylaniline with dichromate (oxidant) has been studied by Raman spectroscopy. | [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. | [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). | [storage]
Color Code—Blue: Health Hazard/Poison: Store in a secure poison location. Prior to working with this chemical you should be trained on its proper handling and storage. Methylaniline must be stored to avoid contact with strong acids (such as hydrochloric, sulfuric, and nitric), since violent reactions occur. Store in tightly closed containers in a cool, well-ventilated area away from heat. Sources of ignition, such as smoking and open flames, are prohibited where methylaniline is used, handled, or stored in a manner that could create a potential fire or explosion hazard. | [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.] | [Incompatibilities]
Reacts violently with strong acids, acid chlorides, acid anhydrides, strong oxidizers. Attacks some plasti℃. |
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