Benzenamine, N-methyl-

Reported in EPA TSCA Inventory.

OSHA PEL: TWA 0.5 ppm (skin)
ACGIH TLV: TWA 0.5 ppm (skin)
DFG MAK: 0.5 ppm (2.2 mg/m³)
DOT Classification:  6.1; Label: KEEP AWAY FROM FOOD

For occupational chemical analysis use NIOSH: Monomethylamiline S153.

The N-Methylaniline is a toxic organic compound with the chemical formula C₆H₅NH(CH₃). With the CAS registry number 100-61-8, it is also known as Anilinomethane. It belongs to the product categories of Intermediates of Dyes and Pigments; Anilines, Aromatic Amines and Nitro Compounds; Organics. Its EINECS registry number is 202-870-9. Its IUPAC name is called N-methylaniline. It is used as a latent and coupling solvent and is also used is as an intermediate for dyes, agrochemicals and other organic products manufacturing.

Physical properties of N-Methylaniline: (1)ACD/LogP: 1.71; (2)ACD/LogD (pH 5.5): 1.648; (3)ACD/LogD (pH 7.4): 1.711; (4)ACD/BCF (pH 5.5): 10.174; (5)ACD/BCF (pH 7.4): 11.757; (6)ACD/KOC (pH 5.5): 175.664; (7)ACD/KOC (pH 7.4): 203; (8)#H bond acceptors: 1; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.573; (12)Molar Refractivity: 35.862 cm³; (13)Molar Volume: 108.89 cm³; (14)Surface Tension: 35.699 dyne/cm; (15)Density: 0.984 g/cm³; (16)Flash Point: 78.889 °C; (17)Enthalpy of Vaporization: 43.245 kJ/mol; (18)Boiling Point: 196.249 °C at 760 mmHg; (19)Vapour Pressure: 0.402 mmHg at 25°C.

Preparation of N-Methylaniline: this chemical can be prepared by N,N-dimethyl-aniline. This reaction will need reagents potassium 12-tungstocobaltate(III), AcOK and solvents acetonitrile, H₂O. The reaction time is 4 hours with reaction temperature of 20 °C.

Uses of N-Methylaniline: it can be used to produce N,N'-Dimethylsulfinyldianilin at temperature of -78 °C. This reaction will need reagents NEt₃, SOCl₂ and solvent diethyl ether with reaction time of 1 hour. The yield is about 35%.

When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It may present an immediate or delayed danger to one or more components of the environment. It is toxic by inhalation, in contact with skin and if swallowed. After contact with skin, you should wash immediately with plenty of ... (to be specified by the manufacturer). In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CNC1=CC=CC=C1
(2)InChI: InChI=1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
(3)InChIKey: AFBPFSWMIHJQDM-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
cat	LDLo	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.
guinea pig	LDLo	oral	1200mg/kg (1200mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 16, 1941.
guinea pig	LDLo	subcutaneous	1200mg/kg (1200mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION	U.S. Public Health Service, Public Health Bulletin. Vol. 271, Pg. 16, 1941.
rabbit	LDLo	intravenous	24mg/kg (24mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.
rabbit	LDLo	oral	280mg/kg (280mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA LUNGS, THORAX, OR RESPIRATION: CYANOSIS	Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 1, 1949.