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Iminodiacetic acid

Iminodiacetic acid structure

CAS No:
142-73-4
Formula:
C4H7NO4
Chemical Name:
Iminodiacetic acid
Synonyms:
Glycine,N-(carboxymethyl)-;Acetic acid,iminodi-;N-(Carboxymethyl)glycine;Aminodiacetic acid;Diglycine;IDA;Iminobis(acetic acid);Iminodiacetic acid;Iminodiethanoic acid;Acetic acid,2,2′-iminobis-;Diglycin;Diglycocoll;IDA (chelating agent);α-Iminodiacetic acid;IMDA;((Carboxymethyl)amino)acetic acid;NSC 18467;2,2′-Azanediyldiacetic acid;2-[(Carboxymethyl)amino]acetic acid;2-(Carboxymethylamino)acetic acid;57759-17-8;1404190-36-8
Categories:
Biochemical Engineering > Amino Acids and Derivatives

Description

white or yellowish crystalline powderChEBI: An amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group.

DryPowder|Solid

Iminodiacetic acid is an amino dicarboxylic acid that is glycine in which one of the hydrogens attached to the nitrogen is substituted by a carboxymethyl group. It has a role as a chelator. It is a glycine derivative, an amino dicarboxylic acid and a non-proteinogenic alpha-amino acid. It is a conjugate acid of an iminodiacetate.

Iminodiacetic acid Basic Attributes

Molecular Weight：

133.1

Exact Mass：

133.10

BRN：

878499

EC Number：

205-555-4

UNII：

XQM2L81M8Z

NSC Number：

18467

DSSTox ID：

DTXSID2027098

Color/Form：

ORTHORHOMBIC CRYSTALS

HScode：

29224995

Characteristics

PSA：

86.6

XLogP3：

-3.3

Appearance：

White or yellow Crystalline Powder

Density：

1.5325 (rough estimate)

Melting Point：

247.5 °C

Boiling Point：

126-127 °C @ Press: 13.5 Torr

Flash Point：

177.9±23.7 °C

Refractive Index：

1.4540 (estimate)

Water Solubility：

H2O: 2.43 g/100 mL (5 ºC)

Storage Conditions：

Store below +30°C.

Vapor Pressure：

1.65E-06mmHg at 25°C

Toxicity：

LD50 orally in Rabbit: > 2000 mg/kg

Dissociation Constants：

PKA1: 2.98; PKA2: 9.89

Experimental Properties：

FORMS SALTS WITH ACIDS & BASES|220-250 °C (COMMERCIAL)|DECOMP @ 247.5 °C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-37/39

RTECS Number：

AI2975000

Marks：

Stability/Shelf Life：

Stable at room temperature in closed containers under normal storage and handling conditions.

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (42.93%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 191 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS. (See all compounds classified as Chelating Agents.)

Absorption：

PLACENTAL PERMEABILITY & TRANSFER OF LEAD NITRATE ALONE & CHELATED WITH IMINODIACETIC ACID (PBIDA) IN RATS WERE STUDIED. LITTLE OR NO DIFFERENCES IN MATERNAL BLOOD OR FETAL LEAD CONTENT WERE OBSERVED WITH PBIDA COMPLEX.

Mechanism of Action：

LEAD NITRATE ALONE OR CHELATED WITH DIFFERENT CHELATING AGENTS INCL IMINODIACETIC ACID (IDA) WAS ADMIN TO PREGNANT RATS ON DAYS 9, 11 OR 16 OF GESTATION. THE LEAD-CHELATE COMPLEX EITHER REDUCED OR EQUALED BUT DID NOT ENHANCE THE OVERALL EMBRYO OR FETAL TOXICITY. THERE WERE NO QUALITATIVELY DIFFERENT EFFECTS PRODUCED WITH CHELATED LEAD VERSUS LEAD ALONE. THE CHELATING AGENTS WERE MORE EFFECTIVE AFTER DAY 9 THAN DAYS 11 OR 16. EDTA PRODUCED THE GREATEST REDUCTION IN OVERALL EFFECT, WHILE IDA PROVIDED THE LEAST PROTECTION.

MeSH Entry Terms：

aminodiacetic acid

Iminodiacetic acid Use and Manufacturing

Methods of Manufacturing

The preparation method is to add powdered calcium hydroxide and 25% ammonia into the reaction kettle, slowly add the chloroacetic acid solution under stirring, and control the temperature at (50±5)℃. After adding the chloroacetic acid, keep the reaction at this temperature for 3h Then the temperature is raised to 80°C, and hydrochloric acid is added dropwise. After the addition, the temperature is raised to 95-100°C to react for 15 minutes, and then cooled, the reactants are moved to the crystallization kettle, and the product is crystallized. Reaction equation: ClCH2COOH+Ca(OH)2+NH4OH→NH(CH2COO)2Ca+3H2ONH(CH2COO)2Ca+3HCl→NH(CH2CO()H)2·HCl+CaCl2 can also be dehydrogenated with diethanolamine in the presence of a catalyst The iminodiacetaldehyde is prepared, and then reacted with a base to form a part of sodium iminodiacetate, and a part of it is reduced to amine diacetate. Repeated reaction makes the amine diacetate all produce iminodiacetic acid. Now the more advanced method is the diethanolamine method.

Uses

Preparation of complexing agents and surfactants, organic synthesis. Bovine liver glutamate dehydrogenase inhibitor

electronics

Electrical and electronic products

Production

100,000 - 500,000 lb|(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Manufacturing Info：

Electrical equipment, appliance, and component manufacturing|Glycine, N-(carboxymethyl)-: ACTIVE

Computed Properties

Molecular Weight:133.10
XLogP3:-3.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:133.03750770
Monoisotopic Mass:133.03750770
Topological Polar Surface Area:86.6
Heavy Atom Count:9
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Diethanolamine

Calcium hydroxide

Sodium hydroxide

Formaldehyde

Glycine

Chloroacetic acid

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Guide of Iminodiacetic acid

Description
Basic Attributes
Characteristics
Safety Information
Drug Information
Use and Manufacturing
Computed Properties
Material
Recommended Suppliers
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Iminodiacetic acid

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