Diethyl iminodiacetate

Base Information

• Chemical Name: Diethyl iminodiacetate
• CAS No.: 6290-05-7
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Hs Code.: 29252900
• European Community (EC) Number: 228-533-6
• NSC Number: 6950
• DSSTox Substance ID: DTXSID0064200
• Nikkaji Number: J35.497J
• Wikidata: Q72461976
• Mol file: 6290-05-7.mol

Synonyms:Diethyl iminodiacetate;6290-05-7;Diethyl 2,2'-azanediyldiacetate;DIETHYLIMINODIACETATE;Iminodiacetic acid diethyl ester;Glycine, N-(2-ethoxy-2-oxoethyl)-, ethyl ester;ethyl 2-[(2-ethoxy-2-oxoethyl)amino]acetate;N,N-Bis(ethoxycarbonylmethyl)amine;Acetic acid, iminodi-, diethyl ester;MFCD00041925;diethyl 2,2'-iminodiacetate;Iminobis(acetic acid ethyl);Diethyl iminodiacetate, 98%;SCHEMBL391332;DTXSID0064200;iminodiacetic acid, diethyl ester;NSC6950;NSC 6950;NSC-6950;EINECS 228-533-6;AKOS005216461;CS-W015948;KE-0748;Ethyl N-(2-ethoxy-2-oxoethyl)glycinate;SY046437;FT-0601381;I0326;EN300-200353;F16486;A834076;(ethoxycarbonylmethyl-amino)-acetic acid ethyl ester;J-520278;1-[[(4-HYDROXYPHENYL)ETHYL]AMINO]-1-PROPANONEHYDROCHLORIDE

Chemical Property of Diethyl iminodiacetate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.0241mmHg at 25°C
• Melting Point: 208 °C(lit.)
• Refractive Index: n20/D 1.435(lit.)
• Boiling Point: 248.5 °C at 760 mmHg
• PKA: 4.92±0.20(Predicted)
• Flash Point: 104.1 °C
• PSA: 64.63000
• Density: 1.072 g/cm³
• LogP: 0.09310
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Moderately soluble in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

Diethyl iminodiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Nitrogen Compounds
• Canonical SMILES: CCOC(=O)CNCC(=O)OCC
• Uses: It is mainly used for the manufacture of N-(Phosphonomethyl) iminodiacetic acid and glyphosate. Used as raw material for ion exchange resin; for rubbers, electroplating and food additives.

Technology Process of Diethyl iminodiacetate

There total 8 articles about Diethyl iminodiacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

ethanol (64-17-5) + iminodiacetic acid (142-73-4) → Diethyl iminodiacetate (6290-05-7)

Guidance literature:

With boron trifluoride diethyl etherate; for 72h; Heating;

DOI:10.1021/jo00244a022

Reference yield: 92.0%

ammonium chloride + iminodiacetic acid (142-73-4) → Diethyl iminodiacetate (6290-05-7)

Guidance literature:

With trifluoroborane diethyl ether; In ethanol;

Reference yield:

diazoacetic acid ethyl ester (623-73-4) → Diethyl iminodiacetate (6290-05-7) + GlyOEt*HCl (459-73-4)

Guidance literature:

With (hydrotris(3-mesitylpyrazolyl)borate)Cu(thf); ammonia; In dichloromethane; for 72h; Overall yield = > 95 %; Inert atmosphere;

DOI:10.1039/c5dt04972e

upstream raw materials:

ethanol

iminodiacetonitrile

glycine ethyl ester hydrochloride

ethyl bromoacetate

Downstream raw materials:

C₁₇H₂₂N₂O₇S

1-(2-nitro-4,5-dimethoxyphenyl)-N,N,N',N'-tetrakis<(ethoxycarbonyl)methyl>-1,2-ethanediamine

o-nitroveratraldehyde bis<2-(bis(ethoxycarbonyl)methyl)amino)ethyl> acetal

7-(2-nitro-4,5-dimethoxyphenyl)-3,12-bis<(ethoxycarbonyl)methyl>-6,9-dioxa-3,12-diazatetradecanedioic acid diethyl ester

Refernces

• 1、 Zhang, Liangwei,Sun, Jinyu,Liu, Shudi,Cui, Xuemei,Li, Weishuang,Fang, Jianguo. "Aminoquinoline-based fluorescent probe for detection of Cu2 + and hydrogen sulfide". . p. 311 - 314. Retrieved 2013.
• 2、 Varazo, Kris,Xie, Fang,Gulledge, Dana,Wang, Qian. "Synthesis of triazolyl anthracene as a selective fluorescent chemosensor for the Cu(II) ion". . p. 5293 - 5296. Retrieved 2008.
• 3、 Johnson, Katherine R.,Lombardi, Vincent C.,de Bettencourt-Dias, Ana. "Photocytotoxicity of Oligothienyl-Functionalized Chelates That Sensitize LnIII Luminescence and Generate 1O2". supporting information. p. 12060 - 12066. Retrieved 2020/08/21.
• 4、 -. "Animal and vegetable oils or prior method for preparing heavy metal chelating agent (by machine translation)". Paragraph 0018. . Retrieved 2018/02/04.