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108-44-1

Basic Information
CAS No.: 108-44-1
Name: m-Toluidine
Article Data: 363
Molecular Structure:
Molecular Structure of 108-44-1 (m-Toluidine)
Formula: C7H9N
Molecular Weight: 107.155
Synonyms: 3-Aminophenylmethane;3-Aminotoluen;m-Aminotoluene;3-Amino-1-methylbenzene;1-Amino-3-methylbenzene;3-Methylbenzenamine;Meta Toluidine;3-Methylalanine;Meta Toluidine (MT);benzenamine, 3-methyl-;3-Methylaniline;m-Tolylamine;m-Methylaniline;m-Methylbenzenamine;Aniline, 3-methyl-;3-Toluidine;3-Aminotoluene;
EINECS: 203-583-1
Density: 0.989 g/cm3
Melting Point: -30 ºC
Boiling Point: 203.4 ºC at 760 mmHg
Flash Point: 85.6 ºC
Solubility: 0.2 g/100 mL (20 °C) in water
Appearance: Colorless oily liquid
Hazard Symbols: ToxicT,DangerousN
Risk Codes: 45-23/24/25-33-50
Safety: 53-28-36/37-45-61
Transport Information: UN 1708 6.1/PG 2
PSA: 26.02000
LogP: 2.15840
Synthetic route
99-61-6

3-nitro-benzaldehyde

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With triethylsilane; palladium dichloride In ethanol for 1h; Inert atmosphere; Reflux;98%
With borohydride exchange resin; nickel diacetate In methanol for 5h; Ambient temperature;97%
With palladium 10% on activated carbon; ammonium formate In ethanol at 100℃; for 24h; Reagent/catalyst;92%
591-17-3

meta-bromotoluene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate In water for 3.5h; Reflux; Green chemistry;90%
With ammonium hydroxide; caesium carbonate In acetonitrile for 7h; Reflux; Green chemistry;89%
With copper(l) iodide; ammonia; sodium phosphate In water at 100℃; for 24h;87%
99-08-1

1-methyl-3-nitrobenzene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With [1-butyl-2,3-dimethylimidazolium][tppm] stabilized rhodium nanoarticles at 50℃; under 22502.3 Torr; for 5h; Ionic liquid; Autoclave; chemoselective reaction;100%
With cadmium sulphide; ammonium formate In water at 20℃; for 14h; Inert atmosphere; Irradiation; Sealed tube;100%
With water; oxalic acid; titanium(IV) oxide for 3h; Wavelength; Irradiation; Inert atmosphere; Sealed tube; Green chemistry; chemoselective reaction;100%
625-95-6

3-Iodotoluene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With ammonium hydroxide; caesium carbonate In acetonitrile for 7h; Reflux; Green chemistry;90%
With acetamidine hydrochloride; caesium carbonate In N,N-dimethyl-formamide at 140℃; for 20h; Inert atmosphere; Green chemistry;76%
With ammonium hydroxide; copper(l) iodide; N,N'-bis(3,5-dimethoxyphenyl)cyclopentane-1,1-dicarboxamide; caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; Sealed tube;75%
588-04-5

3,3'-dimethylazobenzene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With formic acid; zinc In methanol at 20℃; for 0.0833333h;95%
With ammonium formate; nickel In methanol at 20℃; for 0.0833333h;95%
With zinc In methanol at 25℃; for 0.133333h; Inert atmosphere;95%
7149-70-4

2-bromo-5-nitrotoluene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation;92%
100-80-1

3-methylstyrene

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With methanesulfonic acid; trimethylsilylazide In tetrachloromethane at 80℃; for 4h;80%
111-71-7

heptanal

99-08-1

1-methyl-3-nitrobenzene

A

N-heptyl-3-methylaniline

B

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With hydrogen In toluene at 115℃; under 37503.8 Torr; Flow reactor;A 85 %Chromat.
B 15 %Chromat.
With hydrogen In toluene at 100℃; under 22502.3 Torr; Flow reactor;A 85 %Chromat.
B 11 %Chromat.
7287-81-2

1-(m-methylphenyl)ethanol

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With sodium azide; trifluoroacetic acid In hexane at 40℃; for 4h; Sealed tube;53%
With sodium azide; methanesulfonic acid; trifluoroacetic acid In hexane at 40℃; for 6h;53%
32578-31-7

3-tolyl triflate

108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
Stage #1: 3-tolyl triflate With bis(bis(trimethylsilyl)amido)zinc(II); tri-tert-butyl phosphine; tetrabutylammomium bromide; lithium chloride; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 50℃; for 6h;
Stage #2: With hydrogenchloride In tetrahydrofuran; diethyl ether
91%
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    m-Toluidine CAS NO.108-44-1

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  • Casno:

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    108-44-1

    m-Toluidine 108-44-1

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 2 ppm (skin)
ACGIH TLV: TWA 2 ppm (skin); Not Classifiable as a Human Carcinogen
DOT Classification:  6.1; Label: Poison

Analytical Methods

For occupational chemical analysis use OSHA: #ID-73.

Specification

The m-Toluidine, with the CAS registry number 108-44-1, is also known as Benzenamine, 3-methyl-. It belongs to the product categories of Intermediates of Dyes and Pigments; 3-Amino-1-Methylbenzene; Azo dye; Organics. Its EINECS registry number is 203-583-1. This chemical's molecular formula is C7H9N and molecular weight is 107.15. What's more, both its IUPAC name and systematic name are the same which is called 3-Methylaniline. This chemical can be obtained by inter-nitrotoluene of reduction with iron powder. It can be used as analytical reagent, but also for the organic and synthetic dyes. In addition, m-Toluidine can be used as cationic dyes, color film reagent intermediates.

Physical properties about m-Toluidine are: (1)ACD/LogP: 1.40; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.33; (4)ACD/LogD (pH 7.4): 1.4; (5)ACD/BCF (pH 5.5): 5.82; (6)ACD/BCF (pH 7.4): 6.77; (7)ACD/KOC (pH 5.5): 117.62; (8)ACD/KOC (pH 7.4): 136.68; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.02 Å2; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 35.31 cm3; (15)Molar Volume: 107.9 cm3; (16)Surface Tension: 39.5 dyne/cm; (17)Density: 0.992 g/cm3; (18)Flash Point: 85.6 °C; (19)Enthalpy of Vaporization: 43.96 kJ/mol; (20)Boiling Point: 203.4 °C at 760 mmHg; (21)Vapour Pressure: 0.278 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical 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. In addition, it is very toxic to aquatic organisms and may cause cancer. Therefore, you should wear suitable protective clothing and gloves. You must avoid exposuring and releasing to the environment. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: Cc1cc(N)ccc1
(2) InChI: InChI=1S/C7H9N/c1-6-3-2-4-7(8)5-6/h2-5H,8H2,1H3
(3) InChIKey: JJYPMNFTHPTTDI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 242mg/kg (242mg/kg)   Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
Link to PubMed
cat LD50 oral > 50mg/kg (50mg/kg)   National Technical Information Service. Vol. OTS0573041,
mouse LD50 intraperitoneal 116mg/kg (116mg/kg)   Archivio Italiano di Scienze Farmacologiche. Vol. 1, Pg. 284, 1951.
mouse LD50 oral 740mg/kg (740mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
rabbit LD50 oral 750mg/kg (750mg/kg)   Vsesoyuznyi Institut Nauchnoi i Tekhnicheskoi Informatsii Vol. #4035-77,
rabbit LD50 skin 3250mg/kg (3250mg/kg)   National Technical Information Service. Vol. OTS0573041,
rat LD50 oral 450mg/kg (450mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 90, Pg. 260, 1947.