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Name |
Iminodiacetic acid |
EINECS | 205-555-4 |
CAS No. | 142-73-4 | Density | 1.436 g/cm3 |
PSA | 86.63000 | LogP | -0.86390 |
Solubility | water: 2.43 g/100 mL (5 °C) | Melting Point |
243 °C (dec.)(lit.) |
Formula | C4H7NO4 | Boiling Point | 370.6 °C at 760 mmHg |
Molecular Weight | 133.104 | Flash Point | 177.9 °C |
Transport Information | N/A | Appearance | white or yellowish crystalline powder |
Safety | 26-36-37/39 | Risk Codes | 36/37/38 |
Molecular Structure | Hazard Symbols | Xi | |
Synonyms |
Aceticacid, iminodi- (6CI,8CI);((Carboxymethyl)amino)acetic acid;Acetic acid,2,2'-iminobis-;Aminodiacetic acid;Diglycin;Diglycine;IDA;IDA(chelating agent);IMDA;Iminobis(acetic acid);N-(Carboxymethyl)glycine;NSC 18467;a-Iminodiacetic acid; |
Article Data | 59 |
Conditions | Yield |
---|---|
With sodium hydroxide at 60 - 65℃; for 1h; Time; | 97.25% |
With water; calcium hydroxide at 25℃; for 5h; | 90% |
With Alcaligenes faecalis ZJUTBX11 cells encapsulated in alginate-chitosan-alginate membrane liquid core capsules In aq. buffer at 35℃; pH=7.5; Kinetics; Reagent/catalyst; pH-value; Enzymatic reaction; |
Conditions | Yield |
---|---|
With sodium hydroxide In water at 160℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; | 96% |
With nitrogen; hydrogen; copper In sodium hydroxide; water | 90.2% |
With sodium hydroxide at 160℃; for 4h; Reagent/catalyst; | 29% |
With copper; sodium hydroxide In water at 160℃; for 6.33333h; Inert atmosphere; |
Conditions | Yield |
---|---|
With Sphingomonas wittichii nitrilase NIT158; water In aq. phosphate buffer at 37℃; for 24h; pH=7.3; pH-value; Temperature; Solvent; Enzymatic reaction; enantiospecific reaction; | A 73% B n/a |
N-formyliminodiacetic acid
iminodiacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride at 100℃; for 5h; | 64% |
Conditions | Yield |
---|---|
With lithium hydroxide for 144h; Ambient temperature; | A 12.5 g B 39% |
With lithium hydroxide for 6h; Ambient temperature; | A 12.5 g B 39% |
ethylenediamine tetraacetic acid
A
formaldehyd
B
Glyoxilic acid
C
iminodiacetic acid
Conditions | Yield |
---|---|
With ozone In water Kinetics; Oxidation; | A 15% B 32% C 20% |
formaldehyd
potassium cyanide
A
glycolic Acid
B
nitrilotriacetic acid
C
glycine
D
iminodiacetic acid
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With chloroacetic acid ester; sodium ethanolate und Verseifung des Reaktionsgemisches mit kalter 3prozentiger Kalilauge; DL-aspartic acid; |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With barium dihydroxide |
Reported in EPA TSCA Inventory.
The Iminodiacetic acid is an organic compound with the formula C4H7NO4. The IUPAC name of this chemical is 2-(carboxymethylamino)acetic acid. With the CAS registry number 142-73-4, it is also named as 2,2'-Iminodiacetic acid. The product's categories are Glycine Derivatives; Others; Peptide Synthesis; Unnatural Amino Acid Derivatives. Besides, it is a white or yellowish crystalline powder, which should be stored in a closed and dry place. It is the glyphosate herbicide intermediate which is used as raw material of amino acid-type chelating resin, it is also the important raw materials and intermediates of rubber and electroplating industry.
Physical properties about Iminodiacetic acid are: (1)ACD/LogP: -1.40; (2)ACD/LogD (pH 5.5): -4.89; (3)ACD/LogD (pH 7.4): -4.92; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 5; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 55.84 Å2; (12)Index of Refraction: 1.501; (13)Molar Refractivity: 27.3 cm3; (14)Molar Volume: 92.6 cm3; (15)Polarizability: 10.82×10-24cm3; (16)Surface Tension: 64.8 dyne/cm; (17)Density: 1.436 g/cm3; (18)Flash Point: 177.9 °C; (19)Enthalpy of Vaporization: 67.81 kJ/mol; (20)Boiling Point: 370.6 °C at 760 mmHg; (21)Vapour Pressure: 1.65E-06 mmHg at 25°C.
Preparation: this chemical can be prepared by (carboxymethyl-formyl-amino)-acetic acid. This reaction will need reagent 1 M HCl. The reaction time is 5 hours with reaction temperature of 100 °C. The yield is about 64%.
Uses of Iminodiacetic acid: it can be used to produce iminodi-acetic acid diethyl ester. It will need reagent SOCl2.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)CNCC(=O)O
(2)InChI: InChI=1/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)
(3)InChIKey: NBZBKCUXIYYUSX-UHFFFAOYAF
(4)Std. InChI: InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)
(5)Std. InChIKey: NBZBKCUXIYYUSX-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. AD277-689, |