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108-44-1 Usage

Chemical Properties

Colorless liquid. Slightly soluble in water; soluble in alcohol or ether. Combustible.

Uses

Different sources of media describe the Uses of 108-44-1 differently. You can refer to the following data:
1. Dyes, manufacture of organic chemicals.
2. m-Toluidine is an intermediate in the manu facture of dyes and other chemicals.
3. m-Toluidine is used in the manufacture of organic chemicals. It is also used in manufacture of various dyes and pigments, photo chemicals, pharmaceutical intermediates.antioxidants, curing agent, accelerator for polymer and rubber industry.

Synthesis Reference(s)

Synthetic Communications, 11, p. 925, 1981 DOI: 10.1080/00397918108065749

General Description

A clear colorless liquid. Flash point below 200°F. Vapors heavier than air. Toxic by inhalation, ingestion, and skin absorption in high concentrations or under prolonged exposures. Used in the manufacture of organic chemicals. Density about 8 lb / gal.

Reactivity Profile

m-Toluidine 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. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides. Can react vigorously with oxidizing reagents. Emits toxic fumes of oxides of nitrogen when heated to decomposition [Lewis, 3rd ed., 1993, p. 1253].

Health Hazard

Different sources of media describe the Health Hazard of 108-44-1 differently. You can refer to the following data:
1. Absorption of toxic quantities by any route causes cyanosis (blue discoloroation of lips, nails, skin); nausea, vomiting, and coma may follow. Repeated inhalation of low concentrations may cause pallor, low-grade secondary anemia, fatigability, and loss of appetite. Contact with eyes causes irritation.
2. The toxicity of m-toluidine is similar to thatof o-toluidine. The exposure routes are ingestion, inhalation, and absorption through skin.The toxic effects are methemoglobinemia,anemia, and hematuria. It metabolizes to 2-amino-4-methylphenol, the major componentexcreted in urine. Inhalation of 40-ppm concentration for an hour produced severe poi soning in humans. The oral LD50 value inmice is 740 mg/kg, which is in a range com parable to its o- and p-isomers.The pure liquid is a mild to moderate skinirritant. Its irritating effect on the eyes ofrabbits was strong.m-Toluidine did not induce any carcino genicity in test subjects. This finding is incontrast to its ortho-isomer. Nor did it produce any mutagenic activity.

Fire Hazard

Special Hazards of Combustion Products: Toxic oxides of nitrogen and flammable vapors may form in fire.

Flammability and Explosibility

Nonflammable

Safety Profile

Poison by ingestion and intraperitoneal routes, A skin and eye irritant. Flammable when exposed to heat or flame. Can react vigorously on contact with oxidizing materials. To fight fire, use foam, CO2, dry chemical. When heated to decomposition it emits hghly toxic fumes of NOx. See also ANILINE and o-TOLUIDINE.

Carcinogenicity

In an 18-month carcinogenicity diet evaluation in maleCD rats (8000 ppm for 3 months, and then 4000 ppm for additional 15 months; or 16,000 ppm for 3 months, and then 8000 for additional 15 months), and male and female CD-1 mice (16,000 ppm for 5 months, and then 4000 ppm in males and 8000 ppm in females for additional 13 months; or 32,000 ppm in both sexes for 5 months, and then 8000 ppm in males and 16,000 ppm in females for additional 13 months), there was no evidence of a significant increase of incidence of any kind of tumor in the rats, and only a significant increase in liver tumors in male mice.

Purification Methods

It can be purified as for aniline. Twice-distilled, m-toluidine is converted to the hydrochloride using a slight excess of HCl, and the salt is fractionally crystallised from 25% EtOH (five times), and from distilled water (twice), rejecting, in each case, the first material that crystallised out. The amine is regenerated and distilled as for o-toluidine. The benzoyl derivative has m 125o (from EtOH). [Berliner & May J Am Chem Soc 49 1007 1927, Beilstein 12 H 853, 12 I 397, 12 II 463, 12 III 1949, 12 IV 1813.]

Check Digit Verification of cas no

The CAS Registry Mumber 108-44-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 8 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 108-44:
(5*1)+(4*0)+(3*8)+(2*4)+(1*4)=41
41 % 10 = 1
So 108-44-1 is a valid CAS Registry Number.
InChI:InChI=1/C7H9N.ClH/c1-6-3-2-4-7(8)5-6;/h2-5H,8H2,1H3;1H

108-44-1 Well-known Company Product Price

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  • Alfa Aesar

  • (A14058)  m-Toluidine, 99%   

  • 108-44-1

  • 250g

  • 319.0CNY

  • Detail
  • Alfa Aesar

  • (A14058)  m-Toluidine, 99%   

  • 108-44-1

  • 1000g

  • 1020.0CNY

  • Detail
  • Alfa Aesar

  • (A14058)  m-Toluidine, 99%   

  • 108-44-1

  • 5000g

  • 4097.0CNY

  • Detail

108-44-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name m-Toluidine

1.2 Other means of identification

Product number -
Other names 3-Toluidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:108-44-1 SDS

108-44-1Synthetic route

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

1-amino-3-methylbenzene
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%
meta-bromotoluene
591-17-3

meta-bromotoluene

1-amino-3-methylbenzene
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%
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

1-amino-3-methylbenzene
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%
3-Iodotoluene
625-95-6

3-Iodotoluene

1-amino-3-methylbenzene
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%
3,3'-dimethylazobenzene
588-04-5

3,3'-dimethylazobenzene

1-amino-3-methylbenzene
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%
2-bromo-5-nitrotoluene
7149-70-4

2-bromo-5-nitrotoluene

1-amino-3-methylbenzene
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%
3-methylstyrene
100-80-1

3-methylstyrene

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

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

heptanal

1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

N-heptyl-3-methylaniline

N-heptyl-3-methylaniline

B

1-amino-3-methylbenzene
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.
1-(m-methylphenyl)ethanol
7287-81-2

1-(m-methylphenyl)ethanol

1-amino-3-methylbenzene
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%
3-tolyl triflate
32578-31-7

3-tolyl triflate

1-amino-3-methylbenzene
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%
3-methylphenylhydroxamic acid
10335-81-6

3-methylphenylhydroxamic acid

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen rearrangement;99%
With potassium carbonate In dimethyl sulfoxide at 90℃; for 2h; Lossen Rearrangement;99%
Stage #1: 3-methylphenylhydroxamic acid With potassium carbonate In dimethyl sulfoxide at 90℃; for 3h; Lossen Rearrangement;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 20℃; for 0.0833333h;
3-methylcyclohex-2-en-1-one oxime
1610-01-1

3-methylcyclohex-2-en-1-one oxime

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride; acetic anhydride In 3-methylcyclohexenone oxime hydrochloride; acetic acid81%
3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

A

3-methylcyclohexan-1-amine
6850-35-7

3-methylcyclohexan-1-amine

B

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With 5% palladium on Al2O3; hydrogen In tetrahydrofuran at 100℃; under 7500.75 Torr; Flow reactor;
3-methyl-phenol
108-39-4

3-methyl-phenol

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;72%
With aluminum oxide; ammonia at 450℃;
With copper-aluminium oxide; nitrogen; ammonia; hydrogen at 470℃; under 147102 Torr;
With aluminum oxide; ammonia at 420℃;
With palladium on activated charcoal; ammonia; hydrogen In toluene at 200℃; under 4500.45 Torr; for 24h; chemoselective reaction;80 %Chromat.
3-Methylcyclohexanone
591-24-2, 625-96-7

3-Methylcyclohexanone

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With ethene; 5%-palladium/activated carbon; ammonium acetate; potassium carbonate In acetonitrile at 90℃; under 760.051 Torr; for 15h; Reagent/catalyst; Schlenk technique;78%
Stage #1: 3-Methylcyclohexanone With hydroxylamine hydrochloride; potassium carbonate In N,N-dimethyl acetamide at 20℃; for 0.5h; Schlenk technique; Inert atmosphere;
Stage #2: at 130℃; for 5h; Inert atmosphere;
72%
With styrene; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 120℃; for 20h; Sealed tube; Inert atmosphere;85 %Chromat.
1-azido-3-methylbenzene
4113-72-8

1-azido-3-methylbenzene

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With iron; nickel dichloride In tetrahydrofuran for 1h; ice bath;80%
With (thermal decomposition) In decalin at 141.3℃; Rate constant;
With sodium tetrahydroborate In methanol; water at 20℃; for 0.233333h; Green chemistry;> 99 %Chromat.
With sodium tetrahydroborate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In methanol; water at 20℃; for 0.166667h;
With sodium tetrahydroborate In water at 20℃; for 0.1h; Green chemistry;> 99 %Chromat.
m-Toluic acid
99-04-7

m-Toluic acid

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
Stage #1: m-Toluic acid With trifluorormethanesulfonic acid; trimethylsilylazide In chloroform at 90℃; for 0.0533333h; Schmidt Reaction; Flow reactor;
Stage #2: With water In methanol; chloroform at 20℃; Schmidt Reaction; Flow reactor;
79%
With hydrogen azide; chloroform; sulfuric acid
With thionyl chloride; hydroxylamine-O-sulfonic acid 1) 1h, reflux, 2) toluene, 6h, reflux; Yield given. Multistep reaction;
Multi-step reaction with 2 steps
1.1: 1,1'-carbonyldiimidazole / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere
1.2: 18 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / dimethyl sulfoxide / 3 h / 90 °C
2.2: 0.08 h / 20 °C
View Scheme
4-(m-tolyl)-1,2,4-dithiazolidine-3,5-dione

4-(m-tolyl)-1,2,4-dithiazolidine-3,5-dione

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With L-Cysteine In aq. phosphate buffer; dimethyl sulfoxide at 20℃; pH=7.4; Reagent/catalyst;
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

benzyl alcohol
100-51-6

benzyl alcohol

A

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

B

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,3,5-trimethyl-benzene at 160℃; for 24h; Inert atmosphere; Overall yield = 88 percent;
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

isopropenylbenzene
98-83-9

isopropenylbenzene

A

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

B

N-(3-methylphenyl)-N-(3-phenylbutyl)amine

N-(3-methylphenyl)-N-(3-phenylbutyl)amine

Conditions
ConditionsYield
With carbon monoxide; hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer at 130℃; under 67505.4 Torr; for 48h; Reduction; alkylation;A n/a
B 66%
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With N-Bromosuccinimide; CYANAMID; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃; for 2h; Reagent/catalyst; Solvent; chemoselective reaction;89%
With N-Bromosuccinimide; N-methoxylamine hydrochloride; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile at 20℃;74%
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

B

3,3'-dimethylazobenzene
588-04-5

3,3'-dimethylazobenzene

C

3,3'-dimethylazoxybenzene
19618-06-5, 71297-97-7, 116723-90-1

3,3'-dimethylazoxybenzene

Conditions
ConditionsYield
With hydrazine hydrate; nickel(II) nitrate; zinc In tert-butyl alcohol for 0.666667h; Heating;A 18%
B 5 % Chromat.
C 54%
With hydrazine hydrate; nickel(II) nitrate; zinc In ethanol for 5h; Heating;A 30 % Chromat.
B 10%
C 33%
With carbon monoxide; water; sodium formate; (Ph4C4CO)(CO)3Ru In tetrahydrofuran at 105℃; under 25857.4 Torr; for 4h;A 96 % Chromat.
B 0.5 % Chromat.
C 3.5 % Chromat.
{[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]phenylmethylene}-m-tolylamine

{[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]phenylmethylene}-m-tolylamine

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran at 20℃;88%
3-Methylacetanilide
537-92-8

3-Methylacetanilide

A

ethanol
64-17-5

ethanol

B

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

C

N-ethyl-m-toulidine
102-27-2

N-ethyl-m-toulidine

Conditions
ConditionsYield
With tris(2,4-pentanedionato)ruthenium(III); ytterbium(III) trifluoromethanesulfonate nonohydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 150℃; under 3750.38 Torr; for 15h; Autoclave;A n/a
B n/a
C 82%
phenyl-m-tolyl-diazene
17478-66-9

phenyl-m-tolyl-diazene

A

aniline
62-53-3

aniline

B

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With potassium hydroxide; nickel-incorporated hexagonal mesoporous aluminophosphate In isopropyl alcohol at 82.84℃; for 2h;A 54%
B 37%
3-Methylacetanilide
537-92-8

3-Methylacetanilide

A

ethanol
64-17-5

ethanol

B

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With hydrogen In toluene at 160℃; under 45004.5 Torr; for 15h; Catalytic behavior; Autoclave;A 89 %Chromat.
B 85%
With {Ru(H)(BH4)(CO)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2-yl)methyl)propylamine)}; hydrogen In isopropyl alcohol at 120℃; under 22502.3 Torr; for 18h; Autoclave;A 99 %Chromat.
B 98 %Chromat.
3-methyl-4-chloroaniline
7149-75-9

3-methyl-4-chloroaniline

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

A

4-amino-2,2',4',6'-tetrmethyl-biphenyl
73728-78-6

4-amino-2,2',4',6'-tetrmethyl-biphenyl

B

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With triethylamine In 2,2,2-trifluoroethanol for 5h; Photolysis;A 62%
B n/a
3-Nitrobenzyl alcohol
619-25-0

3-Nitrobenzyl alcohol

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With triethylsilane; palladium dichloride In ethanol at 20℃; for 2h; Inert atmosphere;86%
N-methyl-m-toluidine
696-44-6

N-methyl-m-toluidine

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

Conditions
ConditionsYield
With dichloro(dimethylglyoxime)(dimethylglyoximato)cobalt(III); (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; triethylamine In acetonitrile at -78℃; for 24h; Reagent/catalyst; Sealed tube; Inert atmosphere; Irradiation;100%
1-methyl-3-nitrobenzene
99-08-1

1-methyl-3-nitrobenzene

A

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

B

3,3'-dimethylhydrazobenzene
621-26-1

3,3'-dimethylhydrazobenzene

Conditions
ConditionsYield
With potassium hydroxide; aluminium In methanol at 20℃; for 0.25h; Reduction; Reductive coupling;A 3%
B 95%

108-44-1Related news

Methyl rotors in the gas phase: A study of o- and m-Toluidine (cas 108-44-1) by chirped-pulse Fourier transform microwave spectroscopy08/28/2019

Microwave spectra of o- and m-toluidine were recorded in a pulsed supersonic jet using chirped pulse techniques. The spectra show both torsional and 14N quadrupole splittings at high resolution. From the torsional splittings, barrier heights were determined of 531 cm−1 and 2.0 cm−1 respectively....detailed

Synthesis and characterization of pyrrole and m-Toluidine (cas 108-44-1) copolymers08/24/2019

A series of copolymers were synthesized by chemically oxidative polymerization of pyrrole (PY) and m-toluidine (MT) in hydrochloride aqueous medium at ambient temperature. The yield, intrinsic viscosity, and solubility of the copolymers were studied by changing PY/MT molar ratio from 0/100 to 88...detailed

Electrochemical copolymerization of m-Toluidine (cas 108-44-1) and o-phenylenediamine08/21/2019

Electroactive copolymers of m-toluidine (MT) and o-phenylenediamine (OPD) were prepared electrochemically in aqueous sulfuric acid by potential cycling and characterized with cyclic voltametry, in situ conductivity measurements and FT-IR spectroscopy. The voltammograms of the copolymers exhibit ...detailed

Integrated adsorptive technique for efficient recovery of m-cresol and m-Toluidine (cas 108-44-1) from actual acidic and salty wastewater08/20/2019

An integrated adsorptive technique combining an m-cresol adsorption unit, an acid retardation unit and an m-toluidine adsorption unit in sequence was designed to recover m-cresol and m-toluidine from highly acidic and salty m-cresol manufacturing wastewater. In the first column packed with hyper...detailed

108-44-1Relevant articles and documents

Magnetically nano core–shell Fe3O4@Cu(OH)x: a highly efficient and reusable catalyst for rapid and green reduction of nitro compounds

Shokri, Zahra,Zeynizadeh, Behzad,Hosseini, Seyed Ali,Azizi, Behrooz

, p. 101 - 109 (2017)

Magnetically separable nano core–shell Fe3O4@Cu(OH)x with 22?% Cu content was prepared by the addition of sodium hydroxide to a mixture of CuCl2·2H2O and nano Fe3O4 in water. Characterization of the impregnated copper hydroxide was carried out by X-ray fluorescence (XRF), X-ray diffraction (XRD) atomic absorption spectroscopy (AAS), scanning electron microscopy (SEM), value stream mapping (VSM) and Brunauer–Emmett–Teller (BET) analysis. The core–shell nanocatalyst exhibited the excellent catalytic activity toward reduction of various nitro compounds to the corresponding amines with NaBH4. All reactions were carried out in H2O (55–60?°C) within 3–15?min to afford amines in high to excellent yields. Reusability of core–shell Cu(OH)x catalyst was examined 9?times without significant loss of its catalytic activity.

Studies on carcinogenic azo dyes. I. Synthesis of azo dyes labeled with tritium at the specific position

Baba,Mori,Iwao,Iwahara

, p. 1158 - 1162 (1969)

-

-

Strand,Kovacic

, p. 2977,2981 (1973)

-

-

Kovacic et al.

, p. 1262,1265 (1965)

-

Half-sandwich ruthenium complexes with Schiff base ligands bearing a hydroxyl group: Preparation, characterization and catalytic activities

Jia, Wei-Guo,Wang, Zhi-Bao,Zhi, Xue-Ting

, (2020)

Three half-sandwich ruthenium(II) complexes with hydroxyl group functionalized Schiff-base ligands [Ru(p-cymene)LCl] (2a-2c) have been synthesized and characterized. All ruthenium complexes were fully characterized by 1H and 13C NMR spectra, mass spectrometry and infrared spectrometry. The molecular structure of ruthenium complex 2c was confirmed by single-crystal X-ray diffraction methods. Furthermore, these half-sandwich ruthenium complexes were found to exhibit high catalytic activity for nitro compounds reduction using NaBH4 reducing agent in the presence of cetyltrimethylammonium bromide (CTAB) in water at room temperature.

Synthesis, characterization and catalytic activity of gold complexes with pyridine-based selone ligands

Zhang, Hai-Ning,Jia, Wei-Guo,Xu, Qiu-Tong,Ji, Chang-Chun

, p. 315 - 320 (2016)

Three neutral pyridine-based selone compounds, 2,6-bis(1-methylimidazole-2-selone)pyridine (Bmsp), 2,6-bis(1-ethylimidazole-2-selone)pyridine (Besp) and 2,6-bis(1-isopropylimidazole- 2-selone)pyridine (Bpsp) have been synthesized and characterized. Reactions of HAuCl4 with pyridine-based selone ligands result in the formation of the complexes [Au(L)Cl2]+[AuCl2]- (L = Bmsp (1); L = Besp (2) and L = Bpsp (3)), respectively. All compounds have been characterized by elemental analysis, NMR IR spectra and electrospray ionization mass spectroscopic (ESI-MS). The molecular structure of 2 has been determined by X-ray crystallography. Moreover, the gold complexes are efficiently catalyzed nitroarenes reduction to aromatic amines in the presence of sodium tetrahydroborate reducing agent in water.

Palladium Immobilized on a Polyimide Covalent Organic Framework: An Efficient and Recyclable Heterogeneous Catalyst for the Suzuki–Miyaura Coupling Reaction and Nitroarene Reduction in Water

Dong, Zhenhua,Pan, Hongguo,Gao, Pengwei,Xiao, Yongmei,Fan, Lulu,Chen, Jing,Wang, Wentao

, p. 299 - 306 (2021/05/10)

An efficient and recyclable Pd nano-catalyst was developed via immobilization of Pd nanoparticles on polyimide linked covalent organic frameworks (PCOFs) that was facilely prepared through condensation of melamine and 3,3′,4,4′-biphenyltetracarboxylic dianhydride. The Pd nanoparticles (Pd NPs) catalyst was thoroughly characterized by FT-IR, XRD, SEM, TEM. Furthermore, the catalytic activity of Pd NPs catalyst was evaluated by Suzuki–Miyaura coupling reaction and nitroarene reduction in water, respectively. The excellent yields of corresponding products revealing revealed that the Pd NPs catalyst could be applied as an efficient and reusable heterogeneous catalyst for above two reactions. Graphical Abstract: [Figure not available: see fulltext.]

Rhodium nanoparticles supported on 2-(aminomethyl)phenols-modified Fe3O4 spheres as a magnetically recoverable catalyst for reduction of nitroarenes and the degradation of dyes in water

Chen, Tian,Chen, Zhangpei,Hu, Jianshe,Lv, Kexin,Reheman, Aikebaier,Wang, Gongshu

, (2021/06/18)

A magnetic nanostructured catalyst (Fe3O4@SiO2-Amp-Rh) modified with 2-(aminomethyl)phenols (Amp) was designed and prepared, which is used to catalyze the reduction of aromatic nitro compounds into corresponding amines and the degradation of dyes. The 2-aminomethylphenol motif plays a vital role in the immobilization of rhodium nanoparticles to offer extraordinary stability, which has been characterized by using various techniques, including transmission electron microscopy (TEM), thermal gravimetric analyzer (TGA), X-Ray Diffraction (XRD), and X-ray photoelectron spectroscopy (XPS). A variety of nitroaromatic derivatives have been reduced to the corresponding anilines in water with up to yields of 99% within 1?h at room temperature. In addition, the catalyst system is effective in catalyzing the reduction of toxic pollutant 4-nitrophenol and the degradation of MO, MB and RhB dyes. Importantly, this catalyst Fe3O4@SiO2-Amp-Rh can be easily recovered by an external magnetic field because of the presence of magnetic core of Fe3O4, and the activity of Fe3O4@SiO2-Amp-Rh does not decrease significantly after 7 times’ recycling, which indicates that the catalyst performed high reactivity as well as stability. Graphical abstract: [Figure not available: see fulltext.]

Highly efficient hydrogenation reduction of aromatic nitro compounds using MOF derivative Co-N/C catalyst

Dai, Yuyu,Li, Xiaoqing,Wang, Likai,Xu, Xiangsheng

, p. 22908 - 22914 (2021/12/24)

The direct hydrogenation reduction of aromatic nitro compounds to aromatic amines with non-noble metals is an attractive area. Herein, the pyrolysis of Co(2-methylimidazole)2 metal-organic framework successfully produces a magnetic Co-N/C nanocomposite, which exhibits a porous structure with a high specific area and uniform Co nanoparticle distribution in nitrogen-doped graphite. In addition, the Co-N/C catalysts possess high cobalt content (23%) with highly active β-Co as the main existing form and high nitrogen content (3%). These interesting characteristics endow the Co-N/C nanocomposite with excellent catalytic activity for the hydrogenation reduction of nitro compounds under mild conditions. In addition, the obtained Co-N/C nanocomposites possess a broad substrate scope and good cycle stability for the reduction of halogen-substituted or carbonyl substituted phenyl nitrates. This journal is

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