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N-Methyl-anilin

N-Methylaniline

HCID 7515
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Grundinformationen

CAS
100-61-8
Standard-SMILES
CNc1ccccc1
InChIKey
AFBPFSWMIHJQDM-UHFFFAOYSA-N
Summenformel
C7H9N
Durchschnittliche Molmasse
107,15 g/mol
Monoisotopische Masse
107,07349929

Überblick

N-methylaniline appears as a colorless to brown viscous liquid. Insoluble in water and denser than water. Contact may irritate skin, eyes and mucous membranes. May be toxic by ingestion. Used to make other chemicals.

Namen und Bezeichner

Bevorzugter Name
N-Methylaniline
IUPAC
N-methylaniline
Lokaler Name
N-Methyl-anilin
Englischer Name
N-Methylaniline
Summenformel
C7H9N
Molmasse
107.15

Namen und Synonyme

N-METHYLANILINE100-61-8MethylanilineMonomethylanilineBenzenamine, N-methyl-MethylphenylamineN-MethylbenzenamineN-MonomethylanilineN-Methyl anilineAnilinomethaneAniline, N-methyl-N-Phenylmethylamine
Weitere Namen anzeigen
N-Methylaniline (NMA)
N-Methylaminobenzene(Methylamino)benzeneN-MethylphenylamineMonomethyl anilineBenzeneamine, N-methyl-DTXSID9021841N-Methyl-N-phenylamineTH45GK410O

Datenbank-Bezeichner

CAS
100-61-8
PubChem CID
7515
DTXSID
DTXSID9021841
ChEMBL
CHEMBL170781
ChEBI
CHEBI:15733
UNII
TH45GK410O
EC Number
202-870-9
Nikkaji
J3.591B

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,7
Polarare Oberfläche (TPSA)
12 Ų
H-Brücken-Donoren
1
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
1
Schwere Atome
8
Formalladung
0
Komplexität
55,4

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 3 Einträge

Nitrogen Compounds -> Amines, Aromatic

Flammable agents - 2nd degree

Dye

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 3 Einträge

Log kow = 1.66

1.7

1.69

OdorWeak, ammonia-like odor.
Density · 6 Einträge

0.989 at 68 °F (USCG, 1999) - Less dense than water; will float

0.989 @ 20 °C/4 °C

Relative density (water = 1): 0.99

0.989

0.99 @ 20°C

0.99

Viscosity2.568 cP @ 15 °C; 1.766 cP @ 30 °C
Color/Form · 2 Einträge

COLORLESS OR SLIGHTLY YELLOW LIQ

Yellow to light brown liquid.

Solubility · 5 Einträge

1 to 5 mg/mL at 70.7 °F (NTP, 1992)

SOL IN ETHANOL, ETHER, CARBON TETRACHLORIDE

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 5 Einträge

Chemical: Benzenamine, N-methyl-

Benzenamine, N-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, N-methyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

REACH registered substance: N-methylaniline (EC: 202-870-9)

Methylaniline: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: Toxic vapors are generated when heated. (USCG, 1999)

· Combustible material: may burn but does not ignite readily.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 79.5 °C explosive vapour/air mixtures may be formed.

Health Hazards

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 4 Einträge

N-METHYLANILINE YIELDS ANILINE IN RABBIT; IN RAT. IT YIELDS P-METHYLAMINOPHENOL IN RABBIT. /FROM TABLE/

N-METHYLANILINE YIELDS N,N-DIMETHYLANILINE IN MYCOBACTERIUM. /FROM TABLE/

THE METABOLISM OF N-METHYLANILINE WAS STUDIED IN VITRO IN SEVERAL TISSUES OF THE IMMATURE HUMAN FETUS AND IN THE HUMAN PLACENTA. THE HIGHEST METABOLIZING ACTIVITY WAS OBSERVED IN THE LIVER. COMPARED TO ADULT RAT LIVER THE RANGE OF HEPATIC METABOLIC ACTIVITY VARIED FROM 5 TO APPROX 50% IN SOME FETUSES FOR N-METHYLANILINE DEMETHYLASE. ADRENAL GLAND HOMOGENATES HAD MEASURABLE N-METHYLANILINE METABOLIZING ACTIVITIES. IN THE GI TRACT, BRAIN, KIDNEYS, AND LUNGS THERE WAS NEGLIGIBLE OR NO ACTIVITY. IN ONE OF FIVE PLACENTAS STUDIED, ENZYME ACTIVITY COMPARABLE TO THAT IN THE LIVER WAS DETECTED. COFACTOR REQUIREMENTS OF THIS ENZYME INDICATED THAT IT WAS A DRUG-METABOLIZING MIXED-FUNCTION OXIDASE. IT WAS INHIBITED IN VITRO BY COMPOUNDS KNOWN TO BE SUBSTRATES OF LIVER MICROSOMAL DRUG METABOLIZING ENZYMES. THE LEVEL OF GLUCOSE-6-PHOSPHATE DEHYDROGENASE ACTIVITY IN THE FETAL LIVER WAS THE SAME OR HIGHER THAN IN ADULT RAT OR HUMAN LIVER.

N-Methylaniline is a known human metabolite of N,N-Dimethylaniline.

Absorption, Distribution and ExcretionN-METHYLANILINE IS DISTRIBUTED IN THE LIVER, KIDNEY, LUNG, SMALL INTESTINE, BRAIN, & BLADDER TISSUE.

Verwendung und Herstellung

Uses · 3 Einträge

Used as a solvent and in organic synthesis; [ACGIH] Solvent for organic reactions and for nitrocellulose; [HSDB]

ORGANIC SYNTHESIS, SOLVENT, ACID ACCEPTOR

SOLVENT FOR ORGANIC REACTIONS & FOR NITROCELLULOSE

U.S. Imports(1975) 4.43X10+7 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production · 3 Einträge

2023: <50,000 lb

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

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5624 mg/l @ 25 °C

Solubility in water: none

Insoluble

Flash Point · 6 Einträge

175 °F (NTP, 1992)

175 °F

175 °F CC

79.5 °C c.c.

175 °F

175 °F

Boiling Point · 6 Einträge

385.3 °F at 760 mmHg (NTP, 1992)

196.25 °C

194-196 °C

385.3 °F

196.2 °C @760 [mm Hg]

384 °F

DecompositionWHEN HEATED TO DECOMP, IT EMITS HIGHLY TOXIC FUMES OF /NITROGEN OXIDES/.
Melting Point · 6 Einträge

-71 °F (NTP, 1992)

-57 °C

-57 °C

-71 °F

-57 °C

-71 °F

Physikochemische Eigenschaften

Schmelzpunkt
57 °C · −57 °C (−71 °F; 216 K)
Siedepunkt
194 to · 194 to 196 °C (381 to 385 °F; 467 to 469 K)
Dichte
0.99 g/mL · 0.99 g/mL
Dampfdruck
0.5 hPa · 0.5 hPa (20 °C)
Brechungsindex
1.57 · 1.57
Flammpunkt
79 °C; · 79 °C; 175 °F; 353 K
storage temp.
30 °C · Store below +30°C.
Löslichkeit
30 g/L · water: slightly soluble30g/L
pka
4.84 · 4.84(at 25℃)
Aggregatzustand
liquid
Farbe
colorless
Geruch (Odor)
Moderate aniline-type.
PH
7.6 · 7.6 (1g/l, H2O, 20℃)
Wasserlöslichkeit
30 g/L · 30 g/L
Spezifische Wärmekapazität
1.93 J/ · Cp(liquid): 1.93 J/(g·K), at 25℃
Merck
14 · 14,6019
BRN
741982 · 741982
Henry's Law Constant
(x 10-5 atmm3/mol): 1.19 at 25 °C (approximate - calculated from water solubility and vapor pressure)
Dielectric constant
6 · 6.0(22℃)
Stabilität
Incompatible with strong oxidizing agents. Discolours upon exposure to air.
InChI
1S/C7H9N/c1-8-7-5-3-2-4-6-7/h2-6,8H,1H3
InChIKey
AFBPFSWMIHJQDM-UHFFFAOYSA-N
SMILES
CNc1ccccc1
LogP
1.66 at · 1.66 at 20℃
CAS Datenbank
100 · 100-61-8(CAS DataBase Reference)
NIST chemische Informationen
Aniline, N-methyl-(100-61-8)
EPA chemische Informationen
N-Methylaniline (100-61-8)
· 2 Einträge

Inhalation causes dizziness and headache. Ingestion causes blush discoloration (cyanosis) of lips, ear lobes, and fingernail beds. Liquid irritates eyes. Absorption through skin produces same symptoms as for ingestion. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards Summary · 1 Eintrag

Methemoglobinemia and liver injury occur in animals exposed to high concentrations over a period of weeks and months. There are no reports of human poisoning by monomethyl aniline. Listed in table of Industrial Chemicals for Which Methemoglobin Formation is the Principal Cause of Toxicity; [ACGIH] Can induce methemoglobinemia; [ICSC]

DOT ID and Guide · 2 Einträge

2294 153

2294 153

Reactive GroupAmines, Aromatic
EC ClassificationSymbol: T, N; R: 23/24/25-33-50/53; S: (1/2)-28-36/37-45-60-61
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
OSHA Standards · 2 Einträge

Permissible Exposure Limit: Table Z-1 8-hr Time-Weighted Avg: 2 ppm (9 mg/cu m). Skin Designation.

Vacated 1989 OSHA PEL TWA 0.5 ppm (2 mg/cu m), skin designation, is still enforced in some states.

Reactivity Profile · 1 Eintrag

N-METHYLANILINE is an aryl an amine. 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. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Chemical DangersDecomposes on heating and on burning. This produces toxic fumes including nitrogen oxides and aniline. Reacts violently with strong acids and oxidants.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Use water spray, powder, foam, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .

Rinse with plenty of water for several minutes (remove contact lenses if easily possible).

Rinse mouth. Give a slurry of activated charcoal in water to drink. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 3 Einträge

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

(General first aid procedures)

Safe StorageSeparated from strong oxidants, strong acids and food and feedstuffs. Keep in a well-ventilated room. Store in an area without drain or sewer access.
Exposure Control and Personal Protection · 3 Einträge

· Wear positive pressure self-contained breathing apparatus (SCBA).

Biological Exposure Indices (BEI) [ACGIH] - Methemoglobin in blood = 1.5% of hemoglobin during or at end of shift. [ACGIH]

0.5 [ppm]

Storage Conditions · 1 Eintrag

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS...SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, & SHOULD BE PERIODICALLY INSPECTED... INCOMPATIBLE MATERIALS SHOULD BE ISOLATED FROM EACH OTHER.

Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Disposal Methods · 1 Eintrag

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1 Eintrag

Personal protection: chemical protection suit including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking liquid in sealable containers. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Preventive Measures · 3 Einträge

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

The worker should immediately wash the skin when it becomes contaminated.

Work clothing that becomes wet or significantly contaminated should be removed and replaced.

Isolation and Evacuation · 2 Einträge

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Immediate precautionary measure

Toxikologische Informationen

InteractionsMONOMETHYL ANILINE (1.95 G/KG OF FOOD) & SODIUM NITRITE (1.0 G/L WATER) FED TO MICE CAUSED LUNG ADENOMAS & MALIGNANT LYMPHOMAS.
Target Organsrespiratory system, liver, kidneys, blood, central nervous system
Environmental Fate · 3 Einträge

TERRESTRIAL FATE: N-Methylaniline has low adsorptivity to soil(2) and if released on soil may leach, especially in sandy soil. It may photodegrade on the soil surface(3). Some N-methylaniline may also volatilize from the soil surface. When N-methylaniline was applied to land in sludge and the sludge allowed to dry and then tilled into the soil to a depth 6 inches within 5 days, N-methylaniline degraded fairly rapidly(1). The avg concn of N-methylaniline over 3 plots in 0-6 inch cores was 511, 138, and 16 ppb, 5, 122 and 241 days after sludge application, respectively. While 82 ppb of N-methylaniline was found in 9-15 inch cores, 5 days after application, none was found at later sampling dates. While N-methylaniline biodegrades in screening studies and may therefore be expected to biodegrade in soil, it is also known to slowly react with humic material in soil(4). It is easily oxidized(5) and may react with natural oxidants in soil(SRC).

AQUATIC FATE: The Henry's Law constant is estimated to be 1.14X10-5 atm-cu m/mol(SRC), from its vapor pressure, 0.453 mm Hg(1), and water solubility, 5624 mg/L(2). Using this Henry's Law constant, its half-life in a model river and model lake is estimated to be 3.5 and 28 days, respectively(3,SRC). N-Methylaniline is sensitive to photooxidation and may photodegrade in surface water(4). It is sensitive to oxidation(5) and may be oxidized by naturally-occurring oxidants in the water body(SRC). N-Methylaniline has a low Koc(6) and BCF(7) would not be expected to adsorb to sediment or bioconcentrate in fish(SRC).

ATMOSPHERIC FATE: According to its vapor pressure, 0.453 mm Hg at 25 °C(2), N-methylaniline should exist in the atmosphere as a vapor(4). It will react with photochemically-produced hydroxyl radicals with an estimated half-life of 8.8 hr(3,SRC). It may also photolyze or oxidize while in the vapor phase or in aerosols. The rates of vapor phase photolysis are unknown. N-Methylaniline is fairly soluble in water, 5624 mg/L(1), and therefore should be scavenged by rain(SRC).

Food Survey Values · 1 Eintrag

Samples of fresh vegetables containing N-methylaniline include (vegetable, concn): spinach, 3.4 ppm; red cabbage, 0.3 ppm; carrots, 0.8 ppm; celery, 0.5 ppm(1). No N-methylaniline was found in cabbage, cauliflower, kale, white beet, swede, red beet, large radish and red radish(1). Samples of pickled vegetables containing N-methylaniline include (vegetable, concn): paprika, 13.1 ppm; cucumber, 13.8 ppm; cucumber with mustard, 6.1 ppm; onion, 6.8 ppm; celery, 7 ppm(1). Tilsiter cheese and brown bread contained 37.9 and 0.7 ppm of N-methylaniline, but the chemical was not found in various forms of herring, cod roe and camembert and limburger cheese(1).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by inhalation of its vapour, by inhalation of its aerosol, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

Plant ConcentrationsN-Methylaniline was detected, but not quantified in cold-pressed Valencia orange oil from Florida(1).
Signs and Symptoms · 4 Einträge

Blue lips, fingernails and skin. Cough. Dizziness. Headache. Laboured breathing. Sore throat.

MAY BE ABSORBED! Further see Inhalation.

Abdominal pain. Blue lips, fingernails and skin. Dizziness. Headache. Laboured breathing. Nausea.

lassitude (weakness, exhaustion), dizziness, headache; dyspnea (breathing difficulty), cyanosis; methemoglobinemia; pulmonary edema; liver, kidney damage

Effluent Concentrations · 1 Eintrag

In a comprehensive survey of wastewater from 4000 industrial and publicly owned treatment works (POTWs) sponsored by the Effluent Guidelines Division of the U.S. EPA, N-methylaniline was identified in discharges of the following industrial category (positive occurrences, median concn in ppb): petroleum refining (1; 161.3), printing and publishing (1; 9.8), pharmaceuticals (2; 1022), foundries (1; 2.2), aluminum (1; 6.1), organic chemicals (5; 18.5), publicly owned treatment works (2; 39.8)(1). The highest effluent concn was 1736 ppb in the pharmaceuticals industry(1). N-Methylaniline was detected in the effluent of one of three New Jersey publicly-owned treatment works (POTWs) at 13-17 ppb(2). It was detected, but not quantified, in wastewater from the Kashima petrochemical complex (includes organic chemicals factory) in Japan(3). Sludge from the Muskegon County (MI) Wastewater Treatment System contained 310 ppb of N-methylaniline which was applied to land(4).

ICSC Environmental DataThe substance is harmful to aquatic organisms.
Soil Adsorption/Mobility · 1 Eintrag

Since the pKa of N-methylaniline is 4.848(2), N-methylaniline will be partially ionized at acidic environmental pHs and its adsorption to soil would be expected to be pH-dependent(SRC). The Koc for N-methylaniline predicted from molecular structure is 65(3). According to a suggested classification scheme(5), this estimated Koc suggests that N- methylaniline will be highly mobile in soil(SRC). Batch equilibrium studies used to determine the adsorption isotherms for N-methylaniline to a Podzol (4.85% OC pH 2.8), an Alfisol (1.25% OC, pH 6.7) and a sediment (1.58% OC, pH 7.1) yielded the results (soil, Freundlich adsorption constants (Kf), Freundlich exponent (1/n), Koc): Podzol, 22.29, 0.89, 460; Alfisol, 0.59, 0.78, 47; Sediment, 1.12, 0.77, 71(1). N-Methylaniline will be almost completely ionized at the pH of the Podzol and therefore ionic interactions may be dominant(1,SRC). N-Methylaniline reacts slowly with humates possibly by adding to quinoidal structures in the humic substances(4). Covalent bond formation is inferred by the lack of extractability of the aniline from the humic material as well as reactions with model compounds(4).

Natural Pollution SourcesN-Methylaniline is produced in nature, being found in fresh vegetables, such as spinach, red cabbage, carrots, and celery(1), and fruits, such as orange rind(2).

Sicherheitsdaten

F
8
OEB
B
OEL
TWA: 0.5 ppm (2 mg/m3) [skin]
wgk
3
IDLA
100 ppm
tsca
TSCA listed
ridadr
UN 2294
hs_code
29214200
RTECS-Nr.
BY4550000
risk_code
23/24/25-33-50/53
Toxizität
LD in rabbits (g/kg): 0.28 orally; in rabbits, cats (mg/kg): 24, 24 i.v. (Treon)
hazard_code
T,N
safety_code
28-36/37-45-60-61-28A
hazard_class
6.1
packing_group
III
Speicherklasse
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Giftige Stoffe Daten
100-61-8(Hazardous Substances Data)
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Irrit. 2STOT RE 2 Oral
Selbstentzündungstemperatur
500 °C
Methods of Manufacturing · 2 Einträge

REACTION OF ANILINE & METHANOL IN THE PRESENCE OF A COPPER-ALUMINA CATALYST

MADE BY HEATING ANILINE CHLORIDE & METHYL ALCOHOL UNDER PRESSURE

Formulations/PreparationsTechnical
General Manufacturing InformationBenzenamine, N-methyl-: ACTIVE
Anwendungen · 2 Einträge

VerwendenN-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.

VerwendenN-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.

Darstellung · 1 Eintrag

synthetischeN-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.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

WasserPhosphorige Säure-trichloridN,N-Dimethyl-anilinAnilinMethanolDimethyl etherDimethylsulfat

Nachgelagerte Produkte

2-(2-(4-((2-Chlorethyl)methyl-amino)phenyl)vinyl)-1,3,3-trimethyl-3H-indoliumchlorid2-Chlor-2',6'-dimethylacetanilid(4-(alpha-(4-(Dimethylamino)-phenyl)benzyliden)cyclohexa-2,5-dien-1-yliden)dimethylammonium-chlorid4-(Trimethyl-ureido)-benzenesulfonyl chloride2-(N-Methylanilino)ethanolMethylphenylcarbamoylchlorid3,4-Xylidino-D-ribitol2-((4-(Dimethylamino)phenyl)azo)-6-methoxy-3-methylbenzothiazolium-methylsulfat1-Amino-4-(2'-(4',6'-dichlor-s-triazin-2-yl)amino)phenylamino)9,10-dihydro-9,10-dioxoanthracen-2,4'-disulfonsaeure4,4'-Bis(dimethylamino)benzophenonBenzothiazol1H-Pyrrolo[2,3-b]pyridine, 2-methyl-Kristallviolett (C.I. 42555)Natrium-4-(2,4-dihydroxyphenyl-azo)benzolsulfonatHexamethyldisiloxanN-Benzyl-N-methylanilin4-(Dimethylamino)phenyl thiocyanateMethylenblau (C.I. 52015)N-Chloromethyl-N-phenylaminoformyl chlorideBuprofezin4-Dimethylamino-benzaldehyd2-[2-[4-[(2-Cyanethyl)methylamino]phenyl]vinyl]-1,3,3-trimethyl-3H-indoliumchloridN-Methyl-N-phenyl-2-piperazin-1-ylacetamideN-2,4-Dimethylphenyl-N'-methylformamidine5-Azaindole2'-MethoxyacetoacetanilidFlucytosinNatrium-4-[[4-chlor-6-(methylanilino)-1,3,5-triazin-2-yl]amino]-2-[[1-(2-chlorphenyl)-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-4-yl]azo]benzolsulfonat4,6-Dimethoxypyrimidin-2-aminVanillin2,6-Xylidin4-(Dimethylamino)benzophenon1-Methyl-1-phenylhydrazinLidocain2-(Benzothiazol-2-yloxy)-N-methyl-N-phenylacetamid4,5-Diphenyl-1,3-dioxol-2-on

Ergänzende Hinweise

DefinitionChEBI: 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.