EDTA supplier | CasNO.34124-14-6

Name
2,2'-ETHYLENEDIANILINE
EINECS
CAS No. 34124-14-6
Article Data23
CAS DataBase
Density 1.132g/cm³
Solubility
Melting Point 72-77 °C
Formula C14H16 N2
Boiling Point 382.4°Cat760mmHg
Molecular Weight 212.294
Flash Point 221°C
Transport Information
Appearance
Safety Hazard Codes Xn
Risk Statements 20/21/22
Safety Statements 36/37
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols
Synonyms a,a'-Bi-o-toluidine (8CI); 2,2'-Diaminobibenzyl;2,2'-Diaminodibenzyl; 2,2'-Ethylenedianiline; NSC 159119
PSA 52.04000
LogP 3.79860

Synthetic route

: 16968-19-7
2,2'-dinitrobibenzyl

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With hydrazine hydrate; hydrated iron(III) oxide In ethanol; N,N-dimethyl acetamide for 3h; Heating;	95%
With zinc; hydrazinium monoformate In water for 0.0833333h;	90%
With ammonium formate at 20℃; for 1h; Reduction;	85%

: 617-20-9
2,2'-diaminostilbene

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With i-Amyl alcohol; sodium

: 107127-66-2
2-nitrobenzyl 2-nitrophenyl ketone

A: 32566-01-1
2-(2-aminophenyl)-1H-indole

B: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With ethanol; nickel; ethyl acetate Hydrogenation;

: 116668-54-3
(Z)-2,2'-diaminostilbene

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With pentan-1-ol; sodium

: 21372-42-9
cis-5,6-Dihydrodibenzo<1,2>diazocine

: 7647-01-0
hydrogenchloride

tin dichloride: tin dichloride

: 34124-14-6
2,2'-ethylenedianiline

...Expand

2.2'-azo-dibenzyl: 2.2'-azo-dibenzyl

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

2.2'-dinitro-dibenzyl: 2.2'-dinitro-dibenzyl

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With hydrogenchloride; tin; ethanol

: 64-17-5
ethanol

: 107127-66-2
2-nitrobenzyl 2-nitrophenyl ketone

: 141-78-6
ethyl acetate

water containing mixture: water containing mixture

Raney nickel: Raney nickel

A: 32566-01-1
2-(2-aminophenyl)-1H-indole

B: 34124-14-6
2,2'-ethylenedianiline

...Expand

: 71-41-0
pentan-1-ol

: 28096-87-9
2,2'-diaminostilbene

sodium: sodium

: 34124-14-6
2,2'-ethylenedianiline

...Expand

: 88-72-2
1-methyl-2-nitrobenzene

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium amide 2: hydrogen View Scheme

: 612-23-7
2-nitrobenzyl chloride

: 34124-14-6
2,2'-ethylenedianiline

Conditions

Conditions	Yield
With hydrazine hydrate In water at 20℃; for 0.333333h; Reagent/catalyst;	51 %Chromat.

: 34124-14-6
2,2'-ethylenedianiline

: 90-60-8
3,5-dichlorosalicyclaldehyde

: N,N′-bis(3,5-dichlorosalicylidene)-2,2′-ethylenedianiline

Conditions

Conditions	Yield
In ethanol at 20℃; Temperature;	100%
In ethanol at 20℃;

: 98-98-6
2-Picolinic acid

: 34124-14-6
2,2'-ethylenedianiline

: N,N'-(ethane-1,2-diyldi-o-phenylene)-bis(pyridine-2-carboxamide)

Conditions

Conditions	Yield
Stage #1: 2-Picolinic acid; 2,2'-ethylenedianiline With pyridine at 40℃; for 0.166667h; Stage #2: With triphenyl phosphite at 100℃; for 4h;	95%

: 34124-14-6
2,2'-ethylenedianiline

: 4755-77-5
Ethyl oxalyl chloride

: C22H24N2O6

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 10 - 65℃;	91%

: 34124-14-6
2,2'-ethylenedianiline

: 90-02-8
salicylaldehyde

: 129450-69-7
N,N′-bis(salicylidene)-2,2′-ethylenedianiline

Conditions

Conditions	Yield
In toluene for 2h; Reflux;	90%
In toluene for 2h; Reflux;	90%
In ethanol

: 41715-31-5
3-tert-butyl-5-methylsalicylaldehyde

: 34124-14-6
2,2'-ethylenedianiline

: C38H44N2O2

Conditions

Conditions	Yield
In ethanol for 18h; Heating;	86%

: 34124-14-6
2,2'-ethylenedianiline

: 79-04-9
chloroacetyl chloride

: N,N'-(ethane-1,2-diylbis(2,1-phenylene))bis(2-chloroacetamide)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 15h;	86%

: 42926-52-3
2-ethoxybenzoyl chloride

: 34124-14-6
2,2'-ethylenedianiline

: C32H32N2O4

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In 1,2-dichloro-ethane for 4h;	85%

: 34124-14-6
2,2'-ethylenedianiline

: 21372-42-9
cis-5,6-Dihydrodibenzo<1,2>diazocine

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetic acid for 13h; Concentration; Reagent/catalyst; Solvent;	85%

: 37942-07-7
3,5-di-tert-butyl-2-hydroxybenzaldehyde

: 34124-14-6
2,2'-ethylenedianiline

: C44H56N2O2

Conditions

Conditions	Yield
With formic acid In methanol Heating;	82%
In ethanol

: 34124-14-6
2,2'-ethylenedianiline

: 157436-33-4
5-tert-butyl-2-hydroxybenzene-1,3-dioic acid

: 1085572-85-5
C52H52N4O2

Conditions

Conditions	Yield
In toluene for 24h; Reflux;	82%

: 34124-14-6
2,2'-ethylenedianiline

: 21615-34-9
2-Methoxybenzoyl chloride

: C30H28N2O4

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In 1,2-dichloro-ethane for 4h;	80%

: 64-18-6
formic acid

: 34124-14-6
2,2'-ethylenedianiline

: N,N'-(ethane-1,2-diylbis(2,1-phenylene))diformamide

Conditions

Conditions	Yield
In toluene Reflux;	79.2%

: 34124-14-6
2,2'-ethylenedianiline

: 90018-60-3
2,2'-diamino-4,4'-dinitrobibenzyl

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 10℃; for 2h;	73%
With sulfuric acid Nitrieren;

: 1003-29-8
2-pyrrole aldehyde

: 34124-14-6
2,2'-ethylenedianiline

: C24H22N4

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 5h;	64%

: 34124-14-6
2,2'-ethylenedianiline

A: 21372-42-9
cis-5,6-Dihydrodibenzo<1,2>diazocine

B: 40754-26-5
5,6-dihydrodibenzo-1,2-diazocine N-oxide

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane; acetic acid for 13h;	A 17% B 64%

: 1129-30-2
2,6-Diacetylpyridine

: 34124-14-6
2,2'-ethylenedianiline

: C46H42N6

Conditions

Conditions	Yield
With acetic acid for 36h; Reflux; Inert atmosphere; Schlenk technique;	52%

: 85-44-9
phthalic anhydride

: 34124-14-6
2,2'-ethylenedianiline

: C22H18N2O2

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In toluene at 100℃; for 6.5h;	52%

: 1129-30-2
2,6-Diacetylpyridine

: 34124-14-6
2,2'-ethylenedianiline

: 1-[6-(1-{(E)-2-[2-(2-Amino-phenyl)-ethyl]-phenylimino}-ethyl)-pyridin-2-yl]-ethanone

Conditions

Conditions	Yield
With acetic acid In ethanol for 6h; Heating;	51%

: 34124-14-6
2,2'-ethylenedianiline

: 1194317-15-1, 7092-98-0
11,12-dihydrodibenzo[c,g][1,2]diazocine

Conditions

Conditions	Yield
With pyridine; oxygen; copper; ammonium bromide In toluene at 100℃; under 760.051 Torr;	50%

: 34124-14-6
2,2'-ethylenedianiline

: 78-84-2
isobutyraldehyde

: 2-(2-aminophenethyl)-N-isobutylaniline

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; acetic acid In methanol; dichloromethane at 20℃;	46%

: 10487-10-2
5,5,5-trifluoro-4-hydroxy-4-(trifluoromethyl)-2-pentanone

: 34124-14-6
2,2'-ethylenedianiline

: 4,4'-(2,2'-(ethane-1,2-diyl)bis(2,1-phenylene))bis(azan-1-yl-1-ylidene)bis(1,1,1-trifluoro-2-(trifluoromethyl)pentan-2-ol)

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 100h; Heating;	39%
toluene-4-sulfonic acid In toluene for 100h; Heating / reflux;	39%

: 34124-14-6
2,2'-ethylenedianiline

: 2,2'-(ethane-1,2-diyl)bis(4-bromoaniline)

Conditions

Conditions	Yield
With N-Bromosuccinimide In dimethyl sulfoxide	22%

: 34124-14-6
2,2'-ethylenedianiline

: 74808-60-9
(E)-11,12-dihydrodibenzo[c,g][1,2]diazocine-5,6-dioxide

Conditions

Conditions	Yield
With sodium tungstate (VI) dihydrate; dihydrogen peroxide In ethanol; water for 24h; Darkness; Cooling;	19%

: 34124-14-6
2,2'-ethylenedianiline

: 74808-60-9
5,6-dihydrodibenzo1,2-diazocine N,N'-dioxide

Conditions

Conditions	Yield
With sodium tungstate; dihydrogen peroxide In ethanol; water for 24h;	18.5%
Multi-step reaction with 3 steps 1: m-chloroperbenzoic acid / CH2Cl2 / 0 - 5 °C 2: 8 percent / trifluoroacetic anhydride, 90percent H2O2 / CH2Cl2 / 24 h / 0 °C 3: 1.) NH4Cl, zinc; 2.) sodium dichromate, conc.H2SO4 / 1.) EtOH, water, 40 deg C, 30 min; 2.) H2O, 0 deg C, 3 min View Scheme
Multi-step reaction with 2 steps 1: m-chloroperbenzoic acid / CH2Cl2 / 0 - 5 °C 2: 53 percent / trifluoroacetic anhydride, 90percent H2O2 / CH2Cl2 / 24 h / 0 °C View Scheme

: 34124-14-6
2,2'-ethylenedianiline

: 2,2'-(ethane-1,2-diyl)bis(4-iodoaniline)

Conditions

Conditions	Yield
With N-iodo-succinimide In dimethyl sulfoxide	14%

: 34124-14-6
2,2'-ethylenedianiline

: 6812-07-3, 16661-95-3, 16662-10-5, 30543-79-4, 87479-91-2
4,7,7-trimethyl-3-oxo-norbornane-2-carbaldehyde

: optically inactive 2.2'-bis-(3-oxo-4.7.7-trimethyl-norbornyl-(2)-methylenamino)-bibenzyl

Conditions

Conditions	Yield
With ethanol; acetic acid

: 34124-14-6
2,2'-ethylenedianiline

: 854398-56-4
tetradecahydro-dibenz[b,f]azepine

Conditions

Conditions	Yield
With 1,4-dioxane; nickel at 220℃; under 147102 - 183877 Torr; Hydrogenation;

EDTA Chemical Properties

IUPAC Name: 2-[2-(2-aminophenyl)ethyl]aniline
Canonical SMILES: C1=CC=C(C(=C1)CCC2=CC=CC=C2N)N
InChI: InChI=1S/C14H16N2/c15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)16/h1-8H,9-10,15-16H2
Molecular Formula: C₁₄H₁₆N₂
Molecular Weight: 212.29 g/mol
EINECS: 251-837-5
Melting Point: 72-77 °C
Index of Refraction: 1.654
Molar Refractivity: 68.76 cm³
Molar Volume: 187.5 cm³
Surface Tension: 53.7 dyne/cm
Density: 1.132 g/cm³
Flash Point: 221 °C
Enthalpy of Vaporization: 63.08 kJ/mol
Boiling Point: 382.4 °C at 760 mmHg
Vapour Pressure of EDTA (CAS No.:34124-14-6): 4.73E-06 mmHg at 25 °C

EDTA Uses

EDTA (CAS No.:34124-14-6) was an most important chelating agents used in the separation of the lanthanide metals by ion-exchange chromatography. Perfected by F.H. Spedding et al. in 1954, the method relies on the steady increase in stability constant of the lanthanide EDTA complexes with atomic number. Using sulfonated polystyrene beads and copper(II) as a retaining ion, EDTA causes the lanthanides to migrate down the column of resin while separating into bands of pure lanthanide. The lanthanides elute in order of decreasing atomic number. Due to the expense of this method, relative to counter-current solvent extraction, ion-exchange is now used only to obtain the highest purities of lanthanide (typically greater than 4N, 99.99%).In industry,It is mainly used to sequester metal ions in aqueous solution. In the textile industry, it prevents metal ion impurities from modifying colours of dyed products. In the pulp and paper industry, EDTA inhibits the ability of metal ions, especially Mn²⁺, from catalyzing the disproportionation of hydrogen peroxide, which is used in "chlorine-free bleaching." In similar manner, EDTA is added to some food as a preservative or stabilizer to prevent catalytic oxidative decolouration, which is catalyzed by metal ions.In personal care products, it is added to cosmetics to improve their stability toward air.In Soft drinks containing ascorbic acid and sodium benzoate, EDTA mitigates formation of benzene (a carcinogen).

EDTA Production

EDTA (CAS No.:34124-14-6) was first described in 1935 by Ferdinand Munz, who prepared the compound from ethylenediamine and chloroacetic acid.Today,It is mainly synthesised from ethylenediamine (1,2-diaminoethane), formaldehyde (methanal), and sodium cyanide.This route yields the sodium salt, which can be converted in a subsequent step into the acid forms:
H₂NCH₂CH₂NH₂ + 4 CH₂O + 4 NaCN + 4 H₂O → (NaO₂CCH₂)₂NCH₂CH₂N(CH₂CO₂Na)₂ + 4 NH₃
(NaO₂CCH₂)₂NCH₂CH₂N(CH₂CO₂Na)₂ + 4 HCl → (HO₂CCH₂)₂NCH₂CH₂N(CH₂CO₂H)₂ + 4 NaCl
In this way, about 80M kilograms are produced each year. Impurities cogenerated by this route include glycine and nitrilotriacetic acid; they arise from reactions of the ammonia coproduct.

EDTA Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36/37
S36/37:Wear suitable protective clothing and gloves.

EDTA Specification

EDTA (CAS No.:34124-14-6), its Synonyms are 2,2'-(1,2-Ethanediyl)bisbenzenamine ; 2,2'-Diaminobibenzyl ; 2,2'-Diamino-1,2-diphenylethane ; 2,2'-Ethylenedianiline ; 2,2-Ethylenedianiline ; alpha,alpha'-bi-o-Toluidine ; 2,2'-Ethylenedianiline 97+% ; 2,2'-Diaminodibenzyl . It is brown powder.

Product Name

2,2'-ETHYLENEDIANILINE

Synthetic route

EDTA Chemical Properties

EDTA Uses

EDTA Production

EDTA Safety Profile

EDTA Specification

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