2,2'-(Methylazanediyl)diacetic acid

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Names

[ CAS No. ]:
4408-64-4

[ Name ]:
2,2'-(Methylazanediyl)diacetic acid

[Synonym ]:
2-[carboxymethyl(methyl)amino]acetic acid
methyliminodiacetic acid
N-methyl-iminodiacetic acid
EINECS 224-557-6
MFCD00004284
2,2'-(Methylimino)diacetic acid
Glycine, N-(carboxymethyl)-N-methyl-
N-methyl iminodiacetic acid
MIDA
N-Methyliminodiacetic acid
2,2'-(Methylazanediyl)diacetic acid

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
332.8±27.0 °C at 760 mmHg

[ Melting Point ]:
220 °C (dec.)(lit.)

[ Molecular Formula ]:
C5H9NO4

[ Molecular Weight ]:
147.13

[ Flash Point ]:
155.1±23.7 °C

[ Exact Mass ]:
147.053162

[ PSA ]:
77.84000

[ LogP ]:
-0.91

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.508

MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S37/39-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
2922499990

Synthetic Route

Precursor & DownStream

Precursor

  • Formaldehyde
  • Iminodiacetic acid
  • Sarcosine
  • Chloroacetic acid
  • Phenyl[N-methyliminodiacetato-O,O',N]borane
  • 2-(MIDA boryl)-4-phenylbutanoic acid
  • methylamine
  • Glycolonitrile

DownStream

  • Ammonia
  • methylamine
  • 2-(4-(Hydroxymethyl)phenyl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione
  • 3-Methoxyphenylboronic acid MIDA ester
  • 2-(Furan-2-yl)-6-methyl-1,3,6,2-dioxazaborocane-4,8-dione,2-Furanboronic acid MIDA ester
  • 6-METHYL-2-VINYL-1,3,6,2-DIOXAZABOROCANE-4,8-DIONE
  • methylpiperazine
  • Cyclopropylboronic Acid Mida Ester
  • 2-Pyridinylboronic acid methyliminodiacetic acid ester

Customs

[ HS Code ]: 2922499990

[ Summary ]:
HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:6.5% General tariff:30.0%

Articles

MIDA as a simple and highly efficient ligand for palladium-catalyzed Hiyama cross-coupling of aryl halides.

Org. Biomol. Chem. 12(36) , 7136-9, (2014)

N-Methyliminodiacetic acid (MIDA) as a simple, air stable and water-soluble ligand has been used in the palladium-catalyzed Hiyama cross-coupling reaction of trimethoxyphenylsilane with aryl halides. ...

Alanopine and strombine are novel imino acids produced by a dehydrogenase found in the adductor muscle of the oyster, Crassostrea gigas.

Arch. Biochem. Biophys. 201(1) , 110-4, (1980)

History. Development of new radiopharmaceuticals based on N-substitution of iminodiacetic acid. By Michael D. Loberg, Malcolm Cooper, Elizabeth Harvey, Patrick Callery, and William Faith. 1976.

J. Nucl. Med. 25(10) , 1144-9, (1984)

A new approach to radiopharmaceutical design is demonstrated, in which small chelating groups capable of binding gamma-emitting radiometals are attached to biologically active molecules, thus producin...


More Articles


Related Compounds

  • 2,2'-(Methylazanediyl)diacetic acid-d4
  • 5,5'-difluorodiphenylsulfide-2,2'-diacetic acid
  • 2,2'-(hexanoylazanediyl)diacetic acid
  • 2,2'-[(carbonyl)imino]diacetic acid diethyl ester hydrochloride
  • 2,2'-((2-acetamidoethyl)azanediyl)diacetic acid
  • 2,2'-(1,3-Propanediyldisulfanediyl)diacetic acid