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142-73-4

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142-73-4 Usage

Chemical Properties

white or yellowish crystalline powder

Uses

Iminodiacetic acid can be used:In the preparation of iminodiacetic acid (IDA)-type adsorbent for protein purification.As a catalyst along with iron (FeCl3) complexes for methyl methacrylate (MMA) polymerization. In the preparation of chelating resins with glycidyl methacrylate for the selective removal and recovery of metal ions from industrial waste water.As a reagent for the preparation of pinene-derived iminodiacetic acid (PIDA), which is in turn used as a ligand for the synthesis of diastereoselective oxiranyl C(sp3) boronates from the corresponding olefins.In the surface functionalization of multi-walled carbon nanotubes (MWCNTs) which is further utilized as a sorbent for the separation of heavy metal ions.

Definition

ChEBI: An amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group.

Purification Methods

Crystallise the acid several times from water. The N-Methyl derivative m 215o is purified by dissolving it in an equal weight of warm H2O and adding 3 volumes of MeOH [Kiematsu et al. Org Synth Coll Vol II 397 1943]. [Laberek & Martell J Am Chem Soc 74 5052 1952, Beilstein 4 III 2428, 4 IV 1176.]

Check Digit Verification of cas no

The CAS Registry Mumber 142-73-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 2 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 142-73:
(5*1)+(4*4)+(3*2)+(2*7)+(1*3)=44
44 % 10 = 4
So 142-73-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)

142-73-4 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A11510)  Iminodiacetic acid, 98+%   

  • 142-73-4

  • 100g

  • 210.0CNY

  • Detail
  • Alfa Aesar

  • (A11510)  Iminodiacetic acid, 98+%   

  • 142-73-4

  • 500g

  • 406.0CNY

  • Detail
  • Alfa Aesar

  • (A11510)  Iminodiacetic acid, 98+%   

  • 142-73-4

  • 2500g

  • 1886.0CNY

  • Detail
  • Sigma-Aldrich

  • (56781)  Iminodiaceticacid  purum, ≥98.0% (T)

  • 142-73-4

  • 56781-50G

  • 797.94CNY

  • Detail
  • Sigma-Aldrich

  • (56781)  Iminodiaceticacid  purum, ≥98.0% (T)

  • 142-73-4

  • 56781-250G

  • 2,658.24CNY

  • Detail
  • Sigma-Aldrich

  • (56781)  Iminodiaceticacid  purum, ≥98.0% (T)

  • 142-73-4

  • 56781-1KG

  • 6,394.05CNY

  • Detail
  • Aldrich

  • (220000)  Iminodiaceticacid  98%

  • 142-73-4

  • 220000-25G

  • 304.20CNY

  • Detail
  • Aldrich

  • (220000)  Iminodiaceticacid  98%

  • 142-73-4

  • 220000-500G

  • 3,396.51CNY

  • Detail

142-73-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name iminodiacetic acid

1.2 Other means of identification

Product number -
Other names 2-(carboxymethylamino)acetic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:142-73-4 SDS

142-73-4Synthetic route

iminodiacetonitrile
628-87-5

iminodiacetonitrile

iminodiacetic acid
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;
2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

iminodiacetic acid
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;
iminodiacetonitrile
628-87-5

iminodiacetonitrile

A

α-(cyanomethylamino)acetic acid

α-(cyanomethylamino)acetic acid

B

iminodiacetic acid
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
N-formyliminodiacetic acid
71449-79-1

N-formyliminodiacetic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

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

chloroacetic acid

glycine
56-40-6

glycine

A

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

B

iminodiacetic acid
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%
ethylenediamine tetraacetic acid
117659-76-4

ethylenediamine tetraacetic acid

A

formaldehyd
50-00-0

formaldehyd

B

Glyoxilic acid
298-12-4

Glyoxilic acid

C

iminodiacetic acid
142-73-4

iminodiacetic acid

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

formaldehyd

potassium cyanide
151-50-8

potassium cyanide

A

glycolic Acid
79-14-1

glycolic Acid

B

nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

C

glycine
56-40-6

glycine

D

iminodiacetic acid
142-73-4

iminodiacetic acid

formaldehyd
50-00-0

formaldehyd

potassium cyanide
151-50-8

potassium cyanide

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With water
aminomalonic acid diethyl ester
6829-40-9

aminomalonic acid diethyl ester

A

aspartic Acid
617-45-8

aspartic Acid

B

iminodiacetic acid
142-73-4

iminodiacetic acid

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

methanediyldiimino-tetra-acetonitrile

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogenchloride
With barium dihydroxide
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogenchloride at 190 - 200℃;
2,2′-iminobis(acetamide)
21954-96-1

2,2′-iminobis(acetamide)

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

iminodiacetic acid
142-73-4

iminodiacetic acid

bis-glycyl-amine
408539-90-2

bis-glycyl-amine

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With sodium hydroxide
N,N-dicarboxymethyl hydrazine
19247-05-3

N,N-dicarboxymethyl hydrazine

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With water; sodium nitrite
hexamethylenetetramine
100-97-0

hexamethylenetetramine

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogen cyanide Verseifung des entstandenen Dinitrils;
N-benzyliminodiacetic acid
3987-53-9

N-benzyliminodiacetic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With palladium; acetic acid Hydrogenation;
aminomalonic acid diethyl ester
6829-40-9

aminomalonic acid diethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

A

aspartic Acid
617-45-8

aspartic Acid

B

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
und Verseifen des Reaktionsgemisches mit kalter 3prozentiger Kalilauge;
aminomalonic acid diethyl ester
6829-40-9

aminomalonic acid diethyl ester

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

A

aspartic Acid
617-45-8

aspartic Acid

B

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With sodium ethanolate und Verseifung des Reaktionsprodukts mit kalter 3prozentiger Kalilauge;
glycolonitrile
107-16-4

glycolonitrile

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With ammonia Behandeln des entstandenen Dinitrils mit Barytwasser;
chloroacetic acid
79-11-8

chloroacetic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With ammonia
With ammonia; zinc(II) chloride
glycine
56-40-6

glycine

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With water; mercury dichloride at 40℃;
nitrilotriacetic acid
139-13-9

nitrilotriacetic acid

A

glycine
56-40-6

glycine

B

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With iron(III) at 135℃; for 24h;
C24H25NO4P(1+)*Br(1-)
132916-53-1

C24H25NO4P(1+)*Br(1-)

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydroxide In water
potassium hydrogen salt of iminodiacetic acid
2562-31-4

potassium hydrogen salt of iminodiacetic acid

A

C4H7NO4*H(1+)

C4H7NO4*H(1+)

B

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With nitric acid at 25℃; Thermodynamic data; heats of reaction, and dilution, heat of reaction;
C4H5NO4(2-)*Mg(2+)

C4H5NO4(2-)*Mg(2+)

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
In water at 23℃; Equilibrium constant; Thermodynamic data; ΔH;
hydrogenchloride
7647-01-0

hydrogenchloride

4-benzenesulfonyl-piperazine-2,6-dione
254991-24-7

4-benzenesulfonyl-piperazine-2,6-dione

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
at 140 - 150℃; im Rohr;
(4-amino-2-oxo-2,3-dihydro-imidazol-1-yl)-acetic acid amide

(4-amino-2-oxo-2,3-dihydro-imidazol-1-yl)-acetic acid amide

aq. barium hydroxide solution

aq. barium hydroxide solution

iminodiacetic acid
142-73-4

iminodiacetic acid

4-benzenesulfonyl-2.6-dioxo-piperazine

4-benzenesulfonyl-2.6-dioxo-piperazine

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
With hydrogenchloride at 140 - 150℃;
water
7732-18-5

water

allyl alcohol
107-18-6

allyl alcohol

oxygen

oxygen

CaCO3

CaCO3

charcoal

charcoal

iminodiacetic acid
142-73-4

iminodiacetic acid

Conditions
ConditionsYield
at 100 - 110℃;
methanol
67-56-1

methanol

iminodiacetic acid
142-73-4

iminodiacetic acid

dimethyl iminodiacetate
6096-81-7

dimethyl iminodiacetate

Conditions
ConditionsYield
Stage #1: methanol; iminodiacetic acid With oxalyl dichloride at 0 - 60℃;
Stage #2: With sodium carbonate In water
100%
With boron trifluoride methanol complex for 9h; Heating;96%
With hydrogenchloride for 2h; Heating;83%
benzyl alcohol
100-51-6

benzyl alcohol

iminodiacetic acid
142-73-4

iminodiacetic acid

dibenzyl 2,2'-azanediyldiacetate
138397-85-0

dibenzyl 2,2'-azanediyldiacetate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 12h; Heating;100%
With toluene-4-sulfonic acid In toluene at 80℃; for 18h;96%
1,3-propanesultone
1120-71-4

1,3-propanesultone

iminodiacetic acid
142-73-4

iminodiacetic acid

2,2'-((3-sulfopropyl)azanediyl)diacetic acid

2,2'-((3-sulfopropyl)azanediyl)diacetic acid

Conditions
ConditionsYield
In water at 85℃; for 4h;100%
In water at 85℃; for 4h;
With water at 85℃; for 4h;
formaldehyd
50-00-0

formaldehyd

diisopropyl hydrogenphosphonate
1809-20-7

diisopropyl hydrogenphosphonate

iminodiacetic acid
142-73-4

iminodiacetic acid

2,2'-{[(diisopropoxyphosphoryl)methyl]azanediyl}-diacetic acid

2,2'-{[(diisopropoxyphosphoryl)methyl]azanediyl}-diacetic acid

Conditions
ConditionsYield
Stage #1: formaldehyd; iminodiacetic acid With iminodiacetic acid hydrochloride In acetonitrile at 60℃; for 1.5h;
Stage #2: diisopropyl hydrogenphosphonate In acetonitrile at 80℃; for 5h;
100%
methanol
67-56-1

methanol

iminodiacetic acid
142-73-4

iminodiacetic acid

dimethyl iminodiacetate hydrochloride
39987-25-2, 62491-02-5

dimethyl iminodiacetate hydrochloride

Conditions
ConditionsYield
With thionyl chloride at -10 - 20℃;99%
With thionyl chloride at -10 - 20℃;99%
With thionyl chloride for 12h; Heating;98%
Hexafluoroacetone
684-16-2

Hexafluoroacetone

iminodiacetic acid
142-73-4

iminodiacetic acid

3-carboxymethyl-2,2-bis(trifluoromethyl)-oxazolidin-5-one
148431-05-4

3-carboxymethyl-2,2-bis(trifluoromethyl)-oxazolidin-5-one

Conditions
ConditionsYield
In dimethyl sulfoxide98%
In dimethyl sulfoxide86%
isopropyl alcohol
67-63-0

isopropyl alcohol

iminodiacetic acid
142-73-4

iminodiacetic acid

(Isopropoxycarbonylmethyl-amino)-acetic acid isopropyl ester; hydrochloride

(Isopropoxycarbonylmethyl-amino)-acetic acid isopropyl ester; hydrochloride

Conditions
ConditionsYield
With thionyl chloride for 24h;98%
(R,S)-2-chloropropionic acid
598-78-7

(R,S)-2-chloropropionic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

α-alanine-N-diacetic acid
22149-55-9

α-alanine-N-diacetic acid

Conditions
ConditionsYield
at 120℃; Temperature;97%
maleic anhydride
108-31-6

maleic anhydride

iminodiacetic acid
142-73-4

iminodiacetic acid

C8H7NO9(4-)*4Na(1+)

C8H7NO9(4-)*4Na(1+)

Conditions
ConditionsYield
Stage #1: maleic anhydride With water at 25℃; for 1h;
Stage #2: With potassium hydroxide at 45 - 55℃; for 0.25h; pH=6 - 6.5;
Stage #3: iminodiacetic acid Reagent/catalyst; Further stages;
96.23%
iminodiacetic acid
142-73-4

iminodiacetic acid

2,6-dicarbonylmorpholine
4385-40-4

2,6-dicarbonylmorpholine

Conditions
ConditionsYield
With acetic anhydride at 150℃; for 2h;96.2%
maleic acid
110-16-7

maleic acid

iminodiacetic acid
142-73-4

iminodiacetic acid

C8H7NO9(4-)*4Na(1+)

C8H7NO9(4-)*4Na(1+)

Conditions
ConditionsYield
Stage #1: maleic acid With sodium hydroxide In water at 45 - 55℃; for 0.25h; pH=5 - 6.5;
Stage #2: With sodium tungstate In water for 2.25h;
Stage #3: iminodiacetic acid Reagent/catalyst; Further stages;
96.12%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

iminodiacetic acid
142-73-4

iminodiacetic acid

methyl N,N-bis(carboxymethyl)-3-aminopropionate

methyl N,N-bis(carboxymethyl)-3-aminopropionate

Conditions
ConditionsYield
With hydrogenchloride In water96%
furan-2-ylmethanamine
617-89-0

furan-2-ylmethanamine

iminodiacetic acid
142-73-4

iminodiacetic acid

1-furan-2-ylmethyl-piperazine-2,6-dione
1267110-21-3

1-furan-2-ylmethyl-piperazine-2,6-dione

Conditions
ConditionsYield
at 85℃; for 0.05h; Microwave irradiation;96%
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

iminodiacetic acid
142-73-4

iminodiacetic acid

ethylenediaminetetraacetic acid
60-00-4

ethylenediaminetetraacetic acid

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane; iminodiacetic acid With sodium hydrogencarbonate In toluene at 80 - 90℃; for 10.5h;
Stage #2: With sodium hydroxide In water at 70 - 80℃; for 8.5h; Reflux;
95.29%
With 1,4-dioxane; alkali carbonate at 80 - 125℃;
With alkali carbonate; water at 80 - 125℃;
benzyl chloroformate
501-53-1

benzyl chloroformate

iminodiacetic acid
142-73-4

iminodiacetic acid

2,2’-{[(benzyloxy)carbonyl]imino}diacetic acid
17335-88-5

2,2’-{[(benzyloxy)carbonyl]imino}diacetic acid

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃;95%
With sodium hydroxide for 2h; Ambient temperature;94%
73%
diethylenetriaminepentaacetic dianhydride
23911-26-4

diethylenetriaminepentaacetic dianhydride

iminodiacetic acid
142-73-4

iminodiacetic acid

C22H33N5O16
1357357-01-7

C22H33N5O16

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃; for 24h;95%
dysprosium(III) chloride hexahydrate

dysprosium(III) chloride hexahydrate

iminodiacetic acid
142-73-4

iminodiacetic acid

Dy(3+)*HOOCCH2NHCH2COO(1-)*HN(CH2COO)2(2-)=Dy(C4H6NO4)(C4H5NO4)

Dy(3+)*HOOCCH2NHCH2COO(1-)*HN(CH2COO)2(2-)=Dy(C4H6NO4)(C4H5NO4)

Conditions
ConditionsYield
With sodium hydroxide In water at 170℃; for 72h; Autoclave;95%
formaldehyd
50-00-0

formaldehyd

2-methoxy-4-n-propylphenol
2785-87-7

2-methoxy-4-n-propylphenol

iminodiacetic acid
142-73-4

iminodiacetic acid

C15H21NO6

C15H21NO6

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 90℃; for 11h; Reflux;95%
propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

iminodiacetic acid
142-73-4

iminodiacetic acid

2,2'-iminobis[N-(3-hydroxypropyl)acetamide]

2,2'-iminobis[N-(3-hydroxypropyl)acetamide]

Conditions
ConditionsYield
at 20℃; for 12h; Reflux;95%
carbon disulfide
75-15-0

carbon disulfide

iminodiacetic acid
142-73-4

iminodiacetic acid

bis(carboxymethyl)-dithiocarbamic acid, tripotassium salt

bis(carboxymethyl)-dithiocarbamic acid, tripotassium salt

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 20℃;95%
iminodiacetic acid
142-73-4

iminodiacetic acid

Diallyl 3-azaglutarate
86015-23-8

Diallyl 3-azaglutarate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene94.6%
2-(7-isopropyl-1-methylazulen-4-yl)ethyl N-succinimidyl carbonate
1192215-18-1

2-(7-isopropyl-1-methylazulen-4-yl)ethyl N-succinimidyl carbonate

iminodiacetic acid
142-73-4

iminodiacetic acid

N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid
1192215-23-8

N-[2-(7-isopropyl-1-methylazulen-4-yl)ethoxycarbonyl]iminodiacetic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; Schotten-Baumann reaction;94%
(2-aminomethylpyridine)
3731-51-9

(2-aminomethylpyridine)

iminodiacetic acid
142-73-4

iminodiacetic acid

1-(pyridin-2-ylmethyl)piperazine-2,6-dione
1267532-02-4

1-(pyridin-2-ylmethyl)piperazine-2,6-dione

Conditions
ConditionsYield
at 85℃; for 0.05h; Microwave irradiation;94%
1-(3-aminopropyl)-2-pyrrolidone
7663-77-6

1-(3-aminopropyl)-2-pyrrolidone

iminodiacetic acid
142-73-4

iminodiacetic acid

1-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-piperazine-2,6-dione
1421691-43-1

1-[3-(2-oxo-pyrrolidin-1-yl)-propyl]-piperazine-2,6-dione

Conditions
ConditionsYield
at 85℃; for 0.05h; Microwave irradiation;94%
formaldehyd
50-00-0

formaldehyd

2-methyl-4-(n-dodecyl)phenol
29665-59-6

2-methyl-4-(n-dodecyl)phenol

iminodiacetic acid
142-73-4

iminodiacetic acid

2,2'-((5-dodecyl-2-hydroxy-3-methylbenzyl)azanediyl)diacetic acid

2,2'-((5-dodecyl-2-hydroxy-3-methylbenzyl)azanediyl)diacetic acid

Conditions
ConditionsYield
Stage #1: formaldehyd; iminodiacetic acid With sodium hydroxide In ethanol; water
Stage #2: 2-methyl-4-(n-dodecyl)phenol In ethanol; water at 95℃; for 6h;
94%
formaldehyd
50-00-0

formaldehyd

iminodiacetic acid
142-73-4

iminodiacetic acid

phosphonomethylimino-di-acetic acid
5994-61-6

phosphonomethylimino-di-acetic acid

Conditions
ConditionsYield
With hydrogenchloride; phosphorous acid In water at 100 - 120℃; under 7500.75 - 9000.9 Torr;93.1%
With phosphonic Acid for 3h; Reflux; Green chemistry;90.3%
Stage #1: iminodiacetic acid With phosphonic Acid In water Reflux;
Stage #2: formaldehyd In water at 130 - 136℃; for 1.75h; Product distribution / selectivity;
67.3%
formaldehyd
50-00-0

formaldehyd

iminodiacetic acid
142-73-4

iminodiacetic acid

N-methyliminodiacetic acid
4408-64-4

N-methyliminodiacetic acid

Conditions
ConditionsYield
Stage #1: iminodiacetic acid With formic acid at 90℃; for 0.5h;
Stage #2: formaldehyd In water for 1h; Reflux;
93%
With formic acid In water at 90℃; for 1.5h;88%
With formic acid In water Reflux;87%
di(n-butyl)tin oxide
818-08-6

di(n-butyl)tin oxide

iminodiacetic acid
142-73-4

iminodiacetic acid

HN(CH2CO2)2Sn(C4H9)2
123376-12-5

HN(CH2CO2)2Sn(C4H9)2

Conditions
ConditionsYield
In ethanol; toluene 6 h at 77 ° C; distn. under atmospheric pressure, filtration, solid washed with toluene and acetone, recrystn. from methanol/benzene;93%

142-73-4Relevant articles and documents

Thermodynamic Parameters of Coupled Chemical Reactions from Temperature Jump Relaxation Amplitudes

Ushio, Hidetoshi,Trimm, Harold H.,Patel, Ramesh C.,Zemany, Michael D.

, p. 39 - 50 (1981)

Equations describing the temperature jump amplitudes associated with a system of two coupled reactions (TRIS - phenol red) as well as the ternary system (Mg(2+) - iminodiacetic acid - phenol red) are presented.The thermodynamic parameters calculated from experimentally measured temperature perturbation amplitudes using a multiparametric curve fitting procedure are found to be in good agreement with those determined from pH- and constant rate thermometric titrations.For phenol red, pKI = 7.55, ΔHI = 3.45 kcal, and for Mg(2+) iminodiacetic acid , logKM = 2.84, ΔHM = 3.25 kcal, were obtained.It is shown that this method can be used to determine accurate thermodynamic enthalpy changes over a narrow temperature interval of less than 1.0 deg C from a single experiment requiring about 50 μl of sample solution.

Biotransformation of iminodiacetonitrile to iminodiacetic acid by Alcaligenes faecalis cells immobilized in ACA-membrane liquid-core capsules

Zhang, Jin-Feng,Liu, Zhi-Qiang,Zhang, Xin-Hong,Zheng, Yu-Guo

, p. 53 - 64 (2014)

Biotransformation of iminodiacetonitrile (IDAN) to iminodiacetic acid (IDA) was investigated with a newly isolated Alcaligenes faecalis ZJUTBX11 strain showing nitrilase activity in the immobilized form. To reduce the mass transfer resistance and to increase the toleration ability of the microorganisms to the toxic substrate as well as to enhance their ability to be reused, encapsulation of the whole cells in alginate-chitosan-alginate (ACA) membrane liquid-core capsules was attempted in the present study. The optimal pH and temperature for nitrilase activity of encapsulated A. faecalis ZJUTBX11 cells were 7.5 C and 35 C, respectively, which is consistent with free cells. Based on the Michaelis-Menten model, kinetic parameters of the conversion reaction with IDAN as the substrate were: K m = (17.6 ± 0.3) mmol L-1 and V max = (97.6 ± 1.2) μmol min-1 g -1 of dry cell mass for encapsulated cells and (16.8 ± 0.4) mmol L-1 and (108.0 ± 2.7) μmol min-1 g -1 of dry cell mass for free cells, respectively. After being recycled ten times, the whole cells encapsulated in ACA capsules still retained 90 % of the initial nitrilase activity while only 35 % were retained by free cells. Lab scale production of IDA using encapsulated cells in a bubble column reactor and a packed bed reactor were performed respectively.

A ZrO2-RGO composite as a support enhanced the performance of a Cu-based catalyst in dehydrogenation of diethanolamine

Wang, Yongsheng,Zhao, Zhenzhen,Zhao, Yunlu,Lan, Xiaolin,Xu, Weixiang,Chen, Li,Guo, Dongjie,Duan, Zhengkang

, p. 30439 - 30447 (2019)

The sintering resistance of supported Cu nanoparticle (NP) catalysts is crucial to their practical application in the dehydrogenation of diethanolamine (DEA). In this paper, co-precipitation, hydrothermal synthesis, and sol-gel condensation are used to form a new support material through chemical bonding between graphene oxide and ZrO2. The composite carriers prepared by the three methods are mixed with copper nitrate and ground using a ball mill. A series of Cu/ZrO2-reduced graphene oxide (RGO) composites were prepared by calcination under nitrogen at 450 °C for 3 h and hydrogen reduction at 250 °C for 4 h. The conversion of DEA to iminodiacetic acid (IDA) reached 96% with the Cu/ZrO2-RGO catalyst prepared by hydrothermal synthesis. The conversion rate of DEA is more than 80% following the reuse of the CZG-2 catalyst for twelve cycles. The various physicochemical characterization techniques show that the Cu/ZrO2-RGO layered and wrinkled nanostructures can improve catalytic stability and suppress the sintering of the supported Cu NPs during the catalytic dehydrogenation of diethanolamine. A synergistic effect between the RGO and the Cu nanoparticles is observed. The Cu nanoparticles with RGO have a better dispersibility, and a new nano-environment is created, which is the key to improving the efficiency of diethanolamine dehydrogenation. These new Cu/ZrO2-RGO catalysts show increased durability compared to commercially produced Cu/ZrO2 catalysts and show promise for practical applications involving diethanolamine dehydrogenation.

A Zinc(II) Photocage Based on a Decarboxylation Metal Ion Release Mechanism for Investigating Homeostasis and Biological Signaling

Basa, Prem N.,Antala, Sagar,Dempski, Robert E.,Burdette, Shawn C.

, p. 13027 - 13031 (2015)

Metal ion signaling in biology has been studied extensively with ortho-nitrobenzyl photocages; however, the low quantum yields and other optical properties are not ideal for these applications. We describe the synthesis and characterization of NTAdeCage, the first member in a new class of Zn2+ photocages that utilizes a light-driven decarboxylation reaction in the metal ion release mechanism. NTAdeCage binds Zn2+ with sub-pM affinity using a modified nitrilotriacetate chelator and exhibits an almost 6 order of magnitude decrease in metal binding affinity upon uncaging. In contrast to other metal ion photocages, NTAdeCage and the corresponding Zn2+ complex undergo efficient photolysis with quantum yields approaching 30 %. The ability of NTAdeCage to mediate the uptake of 65Zn2+ by Xenopus laevis oocytes expressing hZIP4 demonstrates the viability of this photocaging strategy to execute biological assays. Light-driven metal release: A photodecarboxylation reaction has been exploited to design a photocaged complex for Zn2+ with superior properties compared to other caged metal complexes. The photocage has been used to control the uptake of Zn2+ in frog oocytes expressing a human zinc transport protein.

Synthesis of Deuterated or Tritiated Glycine and Its Methyl Ester

Shevchenko,Andreeva,Nagaev, I. Yu.,Myasoedov

, p. 266 - 267 (2019/01/03)

Abstract: Heating glycine (Gly) and methyl glycinate (GlyOCH3) supported on 5% Pd/C or 5% Pt/C in a deuterium or tritium gas atmosphere gave the isotope-labeled products. The experiments were carried out at 180°C for 10 min. The deuterium atom inclusion under these conditions averaged up to 1.8 atoms per molecule for Gly and up to 1.0 atom per molecule for GlyOCH3. The reaction with tritium gas gave labeled products with a specific radioactivity of 27–31 Ci/mmol for Gly and 18 Ci/mmol for GlyOCH3.

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