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| CAS No.: | 34124-14-6 | ||||||
|---|---|---|---|---|---|---|---|
| Name: | 2,2'-ETHYLENEDIANILINE | ||||||
| Article Data: | 23 | ||||||
| Molecular Structure: | |||||||
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| Formula: | C14H16 N2 | ||||||
| Molecular Weight: | 212.294 | ||||||
| Synonyms: | a,a'-Bi-o-toluidine (8CI); 2,2'-Diaminobibenzyl;2,2'-Diaminodibenzyl; 2,2'-Ethylenedianiline; NSC 159119 | ||||||
| Density: | 1.132g/cm3 | ||||||
| Melting Point: | 72-77 °C | ||||||
| Boiling Point: | 382.4°Cat760mmHg | ||||||
| Flash Point: | 221°C | ||||||
| Hazard Symbols: |
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| Risk Codes: | 20/21/22 | ||||||
| Safety: |
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| PSA: | 52.04000 | ||||||
| LogP: | 3.79860 | ||||||
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 16968-19-7
2,2'-dinitrobibenzyl
- 34124-14-6
2,2'-ethylenedianiline
| 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 | 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 | Yield |
|---|---|
| With ethanol; nickel; ethyl acetate Hydrogenation; |
- 116668-54-3
(Z)-2,2'-diaminostilbene
- 34124-14-6
2,2'-ethylenedianiline
| Conditions | Yield |
|---|---|
| With pentan-1-ol; sodium |
- 21372-42-9
cis-5,6-Dihydrodibenzo<1,2>diazocine
- 7647-01-0
hydrogenchloride
- 34124-14-6
2,2'-ethylenedianiline
- 34124-14-6
2,2'-ethylenedianiline
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin(ll) chloride |
- 34124-14-6
2,2'-ethylenedianiline
| Conditions | Yield |
|---|---|
| With hydrogenchloride; tin; ethanol |
- 64-17-5
ethanol
- 107127-66-2
2-nitrobenzyl 2-nitrophenyl ketone
- 141-78-6
ethyl acetate
A
- 32566-01-1
2-(2-aminophenyl)-1H-indole
B
- 34124-14-6
2,2'-ethylenedianiline
- 88-72-2
1-methyl-2-nitrobenzene
- 34124-14-6
2,2'-ethylenedianiline
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: sodium amide 2: hydrogen View Scheme |
- Total:29 Page 1 of 1 1
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Chemistry
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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
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).
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.
Safety Profile
Hazard Codes: 
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.
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.