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2,2'-(Methylazanediyl)diacetic acid

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Catalog Number

ACM4408644

Product Name

Structure

CAS

4408-64-4

Product Overview
Usage

Synonyms

N-Methyliminodiacetic acid; Methyliminodiacetic acid

IUPAC Name

2-[carboxymethyl(methyl)amino]acetic acid

Molecular Weight

147.13

Molecular Formula

C5H9NO4

Canonical SMILES

CN(CC(=O)O)CC(=O)O

InChI

XWSGEVNYFYKXCP-UHFFFAOYSA-N

InChI Key

InChI=1S/C5H9NO4/c1-6(2-4(7)8)3-5(9)10/h2-3H2,1H3,(H,7,8)(H,9,10)

Boiling Point

332.8 °C at 760 mmHg

Melting Point

220 °C (dec.)-lit.

Purity

98%

Appearance

White to cream powder

Complexity

129

Covalently-Bonded Unit Count

EC Number

224-557-6

Exact Mass

147.05315777

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

147.05315777

NSC Number

11773

Rotatable Bond Count

Topological Polar Surface Area

77.8 Å²

Application

2,2'-(Methylazanediyl)diacetic acid is a versatile chemical, primarily appearing as a white to light yellow crystalline powder. This compound is employed in the preparation of bis-(1H-benzoimidazol-2-ylmethyl)-methyl-amine through condensation with benzene-1,2-diamine. Additionally, it plays a role in Suzuki cross-coupling reactions involving N-methyliminodiacetic acid (MIDA) boronates. Its utility extends as a reagent for safeguarding boronic acids and serving as a chelating agent for a variety of metals, thereby demonstrating its importance in both synthesis and metal coordination applications.

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CAS
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Purity
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4408-64-4
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98%
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