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Basic Information
CAS No.: 142-73-4
Name: Iminodiacetic acid
Molecular Structure:
Molecular Structure of 142-73-4 (Iminodiacetic acid)
Formula: C4H7NO4
Molecular Weight: 133.104
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;
EINECS: 205-555-4
Density: 1.436 g/cm3
Melting Point: 243 °C (dec.)(lit.)
Boiling Point: 370.6 °C at 760 mmHg
Flash Point: 177.9 °C
Solubility: water: 2.43 g/100 mL (5 °C)
Appearance: white or yellowish crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 86.63000
LogP: -0.86390
Synthetic route
628-87-5

iminodiacetonitrile

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
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;
111-42-2

2,2'-iminobis[ethanol]

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 160℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature;96%
With nitrogen; hydrogen; copper In sodium hydroxide; water90.2%
With sodium hydroxide at 160℃; for 4h; Reagent/catalyst;29%
With copper; sodium hydroxide In water at 160℃; for 6.33333h; Inert atmosphere;
628-87-5

iminodiacetonitrile

A

α-(cyanomethylamino)acetic acid

B

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
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
71449-79-1

N-formyliminodiacetic acid

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 5h;64%
79-11-8

chloroacetic acid

56-40-6

glycine

A

139-13-9

nitrilotriacetic acid

B

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
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%
117659-76-4

ethylenediamine tetraacetic acid

A

50-00-0

formaldehyd

B

298-12-4

Glyoxilic acid

C

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With ozone In water Kinetics; Oxidation;A 15%
B 32%
C 20%
50-00-0

formaldehyd

151-50-8

potassium cyanide

A

79-14-1

glycolic Acid

B

139-13-9

nitrilotriacetic acid

C

56-40-6

glycine

D

142-73-4

iminodiacetic acid

50-00-0

formaldehyd

151-50-8

potassium cyanide

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With water
6829-40-9

aminomalonic acid diethyl ester

A

617-45-8

aspartic Acid

B

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With chloroacetic acid ester; sodium ethanolate und Verseifung des Reaktionsgemisches mit kalter 3prozentiger Kalilauge; DL-aspartic acid;
1116-43-4

methanediyldiimino-tetra-acetonitrile

142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogenchloride
With barium dihydroxide
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    Iminodiacetic acid

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    IMINODIACETIC ACID

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    Iminodiacetic acid

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    IMINODIACETIC ACID

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    Iminodiacetic acid

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  • Glycine,N-(carboxymethyl)-

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    142-73-4

    Glycine,N-(carboxymethyl)-

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

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,