N,N-Bis(phosphonomethyl)glycine

Basic Information

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CAS Number

2439-99-8

Molecular Formula

C4H11NO8P2

Molecular Weight

263.08 g/mol

Basic Physical Properties

Melting Point

263 ºC

Boiling Point

668.4°Cat760mmHg

Density

1.9520

Flash Point

358°C

Refractive Index

1.594

SMILES

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C(C(=O)O)N(CP(=O)(O)O)CP(=O)(O)O

InChI

InChI=1S/C4H11NO8P2/c6-4(7)1-5(2-14(8,9)10)3-15(11,12)13/h1-3H2,(H,6,7)(H2,8,9,10)(H2,11,12,13)

InChIKey

OXHDYFKENBXUEM-UHFFFAOYSA-N

LogP

-1.3566000000000003

pKa

pK1 1.42; pK2 2.10; pK3 5.02; pK4 6.40; pK5 11.19(at 25℃)

Topological Polar Surface Area

155.6 Å²

Hydrogen Bond Donor/Acceptor

5 / 9

Complexity

293

Safety Information

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GHS Hazard Pictograms

H318

Hazard Statement

H318 Causes serious eye damage
Serious eye damage/eye irritation

Hazard Class

Class 8 Class 8

Toxicity

LD50 orally in rats: 3925 mg/kg; dermally in rabbits: >5010 mg/kg (Ahlrichs)

Synonyms & References

English

EPA Pesticide Chemical Code 103602
BRN 1884944
C19132
[Bis(phosphonomethyl)amino]acetic acid #
J-015499
GDMP
CHEMBL265954
GLYPHOSINE
OXHDYFKENBXUEM-UHFFFAOYSA-N
Acetic acid, 2-bis(phosphonatomethyl)amino-
2-[bis(phosphonomethyl)amino]acetic acid
CP 41845
FT-0629425
CP-41845
Q27132652
2439-99-8
[carboxymethyl(phosphonomethyl)azaniumyl]methyl-hydroxyphosphinate
N,N-Bis(phosphonomethyl)glycine
NITRILOMONOMETHYLCARBONYLDIMETHYLPHOSPHONIC ACID
OXHDYFKENBXUEM-UHFFFAOYSA-
GLYPHOSINE [MI]
AC-12519
EINECS 219-468-4
N,N-Bis(phosphonomethyl)glycine, >=98.0% (T)
AKOS003600176
SCHEMBL67368
Glyphosphine
CHEBI:63484
Epitope ID:167841
UNII-2U96121SKR
GLYCINEDIMETHANEPHOSPHONIC ACID

MDL Number

MFCD00056670

Customs Code

2931900042

FAQ

What are the physical and chemical properties of N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8)?

N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8) is a colorless to white crystalline solid with a molecular weight of approximately 156.09 g/mol. It has a pKa of about 6.7. The compound is slightly soluble in water and ethanol. It is stable under neutral conditions but can undergo hydrolysis in acidic or basic environments.

How is N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8) typically synthesized?

N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8) is synthesized via a multistep process involving the phosphorylation of glycine using phosphorus oxychloride. The reaction is typically carried out in a chlorinated hydrocarbon solvent at low temperature, followed by extraction and purification steps. The overall yield is around 70-80%, with good selectivity.

What industries use N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8)?

N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8) is used in various industries, including pharmaceuticals for the synthesis of certain drugs, agriculture as a herbicide, and as a component in polymers and sensors. Its versatility makes it a valuable compound across multiple sectors.

What precautions should be taken when handling N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8)?

When handling N,N-Bis(phosphonomethyl)glycine (CAS: 2439-99-8), proper Personal Protective Equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a fume hood to avoid inhalation. Spills should be neutralized with a weak acid or base followed by thorough cleaning with water. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.