m-Toluidine CAS: 108-44-1 PURITY: 99.5%

Basic Information

Chinese alias

3-Aminotoluene,
3-methylaniline,
m-aminotoluene,
m-toluidine,
m-amine,
m-methylaniline,
m-toluidineEnglish aliases

3-AMINO-1-METHYLBENZENE
3-AMINOTOLUENE
3-METHYLALANINE
3-METHYLANILINE
3-METHYLBENZENAMINE
3-Toluidine
AKOS BBS-00003559
META TOLUIDINE
m-Toluamine
M-TOLUIDINE
m-Tolylamine
1-Amino-3-methylbenzene
3-Aminophenylmethane
3-Aminotoluen
3-aminotoluen(czech)
3-methyl-anilin
3-methyl-benzenamin
Aniline, 3-methyl-
aniline,3-methyl-
Benzenamine,3-methyl-Category

Analytical Chemistry: Volatile Organic Compounds (VOCs)

Physicochemical properties

AppearanceA colorless, oily liquid.

AppearanceA colorless, oily liquid. Melting point -43.6℃, ​​boiling point 203.2℃, relative density 0.990 (25/25℃), refractive index 1.8686, flash point 85℃. Soluble in alcohols, ethers, and dilute acids; slightly soluble in water. It evaporates with water vapor. Its color darkens under the influence of air and light.

characteristicIt can evaporate with water vapor. Its color darkens under the influence of air and light.

SolubilitySlightly soluble in water, soluble in alcohols, ethers, and dilute acids.

Melting point-30 °C

boiling point203-204 °C (lit.)

density0.999 g/mL at 25 °C (lit.)

vapor pressure0.3 hPa (20 °C)

Refractive indexn20/D1.567 (lit.)

Flash point186 °F

Storage conditionsRefrigerator

solubility0.2g/100ml (20°C)

Reference quality standardsp-Toluidine: ≤0.7%;o-Toluidine: ≤0.1%;Moisture: ≤0.3%

Acidity coefficient (pKa)4.73 (at 25℃)

formCrystalline solids or liquids

colorWhite

pH value7 (H2O, 20℃)

OdorAromatic aniline-like odor

Water solubility0.2 g/100 mL (20 ºC)

Merck14,9536

BRN635944

Dielectric constant5.9500000000000002

Exposure limitsTLV-TWA skin 2-ppm (~9 mg/m 

³ ) (ACGIH).

Dielectric constant5.9500000000000002

InChI1S/C7H9N/c1-6-3-2-4-7(8)5-6/h2-5H,8H2,1H3

InChIKeyJJYPMNFTHPTTDI-UHFFFAOYSA-N

SMILESCc1cccc(N)c1

LogP1.4 at 25℃

CAS Database108-44-1(CAS DataBase Reference)

NIST Chemical InformationBenzenamine, 3-methyl-(108-44-1)

Storage ConsiderationsAir sensitive; nitrogen protected; humidity sensitive

EPA Chemical Substancesm-Toluidine (108-44-1)

Security Data

Hazard Symbols (GHS)
GHS06, GHS08, GHS09

Warning wordsDanger

Hazard descriptionH301+H311+H331-H317-H373-H410

Prevention instructionsP273-P280-P301+P310-P302+P352+P312-P304+P340+P311-P314

Dangerous goods signsT,N

Hazard Category CodeR45-R23/24/25-R33-R50

Safety InstructionsS53-S28-S36/37-S45-S61-S28A

Dangerous goods transport numberUN 1708 6.1/PG 2

WGK Germany2

RTECSXU2800000

F8-23

Autoignition temperature>500 °C

Hazard NoteToxic

TSCAYes

Health hazards108-44-1 (m-Toluidine) is a potent methemoglobin-forming agent and can irritate the bladder and urethra, causing hematuria. Acute poisoning: mostly caused by absorption through skin contamination. Symptoms include facial burning, severe headache, dizziness, difficulty breathing, and cyanosis. Later, hematuria, urinary retention, mental disorders, and muscle spasms may occur. Chronic poisoning: can cause bladder irritation symptoms.

Packaging and storagePacked in 200kg or 220kg galvanized drums, store in a cool, dry place.

Hazard level6.1

Packaging CategoryII

Customs Code29171990

Storage Class6.1A – Combustible acute toxic Cat. 1 and 2very toxic hazardous materials

Hazard CategoryAcute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1STOT RE 2

Toxic substance data108-44-1(Hazardous Substances Data)

Application areas

Application 1

Used as an intermediate in cationic dyes and color film developers.Application 2

Used as an analytical reagent, and also in the synthesis of organic compounds and dyes.Application 3

This product is an intermediate between Reactive Yellow XR and Cationic Violet 2RL.Application 4

m-Toluidine (108-44-1) is used as a solvent for polyester resins, an additive for polyurethane foam, and an intermediate for azo dyes and cationic resins.Use 5

Test for osmium, palladium, platinum, ruthenium, and nitrite.

Preparation method

Method 1

It is prepared by reducing m-nitrotoluene with iron powder.

Upstream and downstream product information

Upstream raw materials

Sodium p-nitrotoluene nonahydrate and m-nitrotolueneDownstream products

4-Bromo-3-methylacetanilide, 7-quinoline carboxylic acid, Direct Sunlight Resistant Yellow (RS) , Betaine, 7-Methylquinoline, 1-(3-(methylphenyl)piperidine, Weakly Acidic Brilliant Blue (FFR) , 3-Chlorotoluene, 5-Methylbenzotriazole, 7-quinoline carboxaldehyde, N-Ethyl-m-toluidine , Taoloxone, Direct Yellow 86 , 3-Fluorotoluene , Acid Red B, Reactive Yellow M-3RE , N,N-Diethyl-m-toluidine, Solvent Blue 63, 3-Fluorotrifluorotoluene, Solvent Red 25 , m-Tolylbenzylamine, Reactive Yellow 4

Material Safety Data Sheet (MSDS)

MSDS Information3-Methylaniline (108-44-1).msds

108-44-1 (Safety characteristics, toxicity, storage and transportation)

Storage and transportation characteristics

The warehouse should be well-ventilated, kept at a low temperature and dry; it should be stored separately from oxidants, acids, and food additives.Stimulus data

Skin – rabbits 500 mg/24 hours (mild); Eyes – rabbits 20 mg/24 hours (moderate)Toxicity classification

Highly toxicAcute toxicity

Oral LD50 in rats: 450 mg/kg; Oral LD50 in mice: 740 mg/kgFlammable hazardous characteristics

It is flammable when exposed to an open flame; combustion produces toxic nitrogen oxide fumes; it reacts with oxidizers.category

Toxic substancesFire extinguishing agent

Carbon dioxide, foam, sand, dry powder.Occupational Standards

TWA 9 mg/m³

Frequently Asked Questions List

Introduction

3-Methylaniline (m-toluidine) is a colorless liquid that turns yellow or reddish-brown in air or under light. It has a relative density of 0.989, a melting point of -43.6℃, ​​and a boiling point of 203–204℃. It is slightly soluble in water, but soluble in ethanol and ether. It can volatilize with water vapor and is produced by the reduction reaction of m-nitrotoluene. 3-Methylaniline is mainly used as an intermediate in pharmaceutical synthesis.

application

Toluidine is one of the simplest aromatic amines and a widely used intermediate in organic synthesis, primarily used in dyes, pesticides, and pharmaceuticals. Currently, domestic production mainly involves hydrogenation of methylaniline using nitrotoluene as a raw material, ethanol or methanol as a solvent, and Ni as a catalyst.preparation

Weighed m-nitrotoluene and nano-catalyst were added to a high-pressure reactor. The reactor was purged three times with nitrogen (purging pressure 0.3 MPa), and stirring was started. The pressure reducing valve and regulating valve of the hydrogen cylinder were opened to control the hydrogen pressure. An appropriate amount of hydrogen was introduced into the high-pressure reactor, and the temperature was raised to the set temperature. Stirring continued while hydrogen was introduced into the reactor, and cooling water was introduced to remove the heat of reaction and maintain a stable reaction temperature. When the pressure in the reactor began to rise, the hydrogen and cooling water were stopped, and stirring and heating continued to maintain the reaction temperature for 0.5 hours. Stirring was stopped, the catalyst and reaction liquid were separated, and 30% (by mass) of the reaction liquid was taken out under suitable conditions, weighed, and 3-methylaniline was obtained and its main content was analyzed. The preparation of 3-methylaniline by hydrogenation of nitrotoluene using methylaniline as a solvent and catalytic hydrogenation of nitrotoluene with nano-catalyst is feasible. The catalyst and solvent can be recycled, the process is safe and environmentally friendly, and has low cost and low energy consumption. The optimal process parameters are: a nitrotoluene to methylaniline ratio of 4:10 (mass ratio), a nanocatalyst dosage of 10% of the nitrotoluene dosage, a reaction temperature of 100–120℃, an H2 pressure of 1.20–1.40 MPa, and a stirring rate of 1500 r/min. Under these reaction conditions, the conversion rate of nitrotoluene reaches over 88.5%, and the selectivity of methylaniline reaches 100%.Synthesis method

Using nickel as a catalyst, the hydrogenation of m-nitrotoluene to produce m-toluidine was catalyzed in industrial methanol solvent. Through single-factor investigation and orthogonal experiments, using 80g of m-nitrotoluene as a baseline, and under fixed conditions of 200mL of industrial methanol solvent, the optimal reaction conditions were obtained: 2.0g catalyst, 6h reaction time, 90℃ reaction temperature, and 1.6MPa reaction pressure. Under these conditions, the m-toluidine content was 99.79%, with a light component content of 0.11% and a heavy component content of 0.10%.