2439-99-8

Basic information

• Product Name: Glyphosine
• Synonyms: GLYCINE-N,N-BIS(METHYLENEPHOSPHONIC ACID);Polaris(monsanto);Glyphosphine;polaris;N,N-bis phophonomethyl glycine;glyphosine (ISO) N,N-bis(phosphonomethyl)glycine;2-(Bis(phosphonomethyl)amino)acetic acid;N,N-Di(phosphonomethyl)glycine
• CAS NO: 2439-99-8
• Molecular Formula: C₄H₁₁NO₈P₂
• Molecular Weight: 263.08
• EINECS: 219-468-4
• Product Categories: PLANT GROWTH REGULATOR;Analytical Chemistry;Chelating Reagents;Complexones;EDTA Analogs
• Mol File: 2439-99-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 263°C
• Boiling Point: 668.4 °C at 760 mmHg
• Flash Point: 358 °C
• Appearance: White/Solid
• Density: 1.952 g/cm³
• Vapor Pressure: 1.35E-19mmHg at 25°C
• Refractive Index: 1.594
• Storage Temp.: +2C to +8C
• PKA: pK1 1.42; pK2 2.10; pK3 5.02; pK4 6.40; pK5 11.19(at 25℃)
• Water Solubility: 248g/L(20 oC)
• Merck: 13,4526
• BRN: 1884944
• CAS DataBase Reference: Glyphosine(CAS DataBase Reference)
• NIST Chemistry Reference: Glyphosine(2439-99-8)
• EPA Substance Registry System: Glyphosine(2439-99-8)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-2
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 1
• RTECS: MB9120000
• Hazardous Substances Data: 2439-99-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 2439-99-8 differently. You can refer to the following data:
1. Chemical ripener; plant growth regulator.
2. Application: Complexing agent; pK-values: pK1: ·2, pK2: 2.0, pK3: 5.20, pK4: 6.77, pK5: 10.89 Anti-diabetic; delay onset of diabetes in non-obese NOD miceGlyphosine binds to a pocket of MHC class II molecules I-Ag7 and DQ8, and modify T cell responses to the autoantigenic insulin B chain fragment 9–23 (B:9–23) peptide. Glyphosine stimulate IL-10 production and delay onset of diabetes in non-obese NOD mice.

Definition

ChEBI: A tertiary amino compound that consists of glycine bearing two N-phosphonomethyl substituents.

General Description

N,N-Bis(phosphonomethyl)glycine was present in the ligand bound to human apotransferrin.

Biochem/physiol Actions

Anti-diabetic; delay onset of diabetes in non-obese NOD mice

InChI:InChI=1/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)

Upstream product

• 65886-96-6 N-<(dimethoxyphosphinyl)methyl>glycine 
• 50-00-0 formaldehyd 
• 1071-83-6 N-(phosphonemethyl)glycine 
• 178883-78-8 O-trimethylsilyl N,N-bis[bis(trimethylsiloxy)phosphorylmethyl]glycine 
• 123959-98-8 N,N-bis<(dimethoxyphosphinyl)methyl>glycine 
• 6000-44-8 sodium glycinate 
• 868-85-9 Dimethyl phosphite 
• 56-40-6 glycine 
• 17261-34-6 (iminobismethylene)bisphosphonic acid 
• 79-11-8 chloroacetic acid 
• 3926-62-3 sodium monochloroacetic acid 

Downstream Products

• 1071-83-6 N-(phosphonemethyl)glycine 
• 5995-25-5 N-methyliminobis(methylphosphonic acid) 
• 17261-34-6 (iminobismethylene)bisphosphonic acid 

Relevant articles and documents

Efficient dehydration of carbohydrates to 5-hydroxymethylfurfural in ionic liquids catalyzed by tin(IV) phosphonate and zirconium phosphonate

In this work, we synthesized tin(IV) phosphonate (SnBPMA) and zirconium phosphonate (ZrBPMA) by the reaction of SnCl4·5H2O or ZrOCl2·8H2O with N,N-bis(phosphonomethyl) aminoacetic acid, which was synthesized from a biomaterial glycine through a Mannich-type reaction. The SnBPMA and ZrBPMA were very efficient heterogeneous catalysts for the dehydration of fructose to produce 5-hydroxymethylfurfural (HMF), and the SnBPMA had higher activity than the ZrBPMA. The effects of solvents, temperature, reaction time, and reactant/solvent weight ratio on the reaction catalyzed by SnBPMA were investigated. It was demonstrated that the yield of HMF could reach 86.5% with 1-ethyl-3-methylimidazolium bromide ([Emim] Br) as solvent, and the SnBPMA and SnBPMA/[Emim]Br catalytic system could be reused five times without considerable reduction in catalytic efficiency. Further study indicated that the SnBPMA and ZrBPMA in [Emim]Br were also effective for the dehydration of sucrose and inulin to produce HMF with satisfactory yields.

Hydrothermal synthesis, characterization and crystal structures of two new zinc(II) phosphonates: Zn2[(O3PCH2)2NHCH2CO 2] and Zn2[HO3PCH2NH(CH2PO3) 2]

The hydrothermal reaction of zinc(II) acetate with N,N-bis(phosphonomethyl)aminoacetic acid [(H2O3PCH2)2NCH2CO 2H, H5L1] and nitrilotris(methylenephosphonic acid) [N(CH2PO3H2)3, H6L2] at 180°C afforded two new zinc coordination polymers with a similar 3D network structure. Zn2[(O3PCH2)2NHCH2CO 2] (complex 1) is hexagonal, P61, with a = 8.0677(12), c = 27.283(6) A, u = 1537.9(5) A3, Z = 6. In complex 1, the Zn(II) atoms are tetrahedrally coordinated by three phosphonate oxygen atoms and one carboxylate oxygen atom from four ligands. The ZnO4 tetrahedra are further interconnected through bridging phosphonate and carboxylate groups into a three dimensional network. Zn2[HO3PCH2NH(CH2PO3) 2] (complex 2) is also hexagonal, P61 with a = 8.3553(8), c = 26.657(4) A, u = 1611.6(3) A3, Z = 6. The structure of complex 2 features a 3D network built from ZnO4 tetrahedra linked together by bridging phosphonate groups. One zinc and three phosphonate oxygen atoms are disordered. The two zinc atoms in the asymmetric unit are tetrahedrally coordinated by four phosphonate oxygen atoms of four ligands. Each ligand connects with eight zinc atoms. The effect of the extent of deprotonation of phosphonic acids and substitution groups on the type of complexes formed are discussed.

Glyphosate alkaline mother liquor processing method

The invention discloses a treatment method of a glyphosate alkaline mother solution, which comprises the following steps that: a hydrochloric acid is added to the mother solution to adjust the pH of the solution to 1-5 to obtain a solution A; the solution A is subjected to membrane separation to obtain a solution B and a sodium chloride solution, and the sodium chloride solution is evaporated to obtain a saturated solution; and the saturated sodium chloride solution is subjected to the Hou soda process to obtain sodium carbonate to be recycled. The treatment method is characterized in that the solution B is concentrated to make the concentration of a solute in the solution B increase to 3-10 times, i.e. a solution C, and then the appropriate amount of glycine and formaldehyde is added to the solution C, so that glyphosate and phosphorous acid in the solution C are reacted completely to obtain glyphosine and the original glyphosine in the solution C; and the glyphosine is neutralized, leached and dried and the like to obtain a glyphosine solid to be recycled. The treatment method has the advantages that the glyphosate, the glyphosine, sodium hypophosphite and the sodium chloride in the glyphosate alkaline mother solution are fully recycled, the waste is reduced, the pollution is reduced, and the utilization rate of the alkaline mother solution is improved.

Synthesis of bis- and tris-organophosphorus substituted amines and amino acids with PCH2N Fragments

The aminomethylation of the derivatives of trivalent organophosphorus acids, containing PH and POSiMe3 fragments with various bis- and tris(alkoxymethyl)amines and bis(alkoxymethyl)amino acids, is proposed as a convenient method for the synthesis of new bis- and trisphosphorylated amines and amino acids as well as their derivatives with four and five coordinated phosphorus. Also the three-components systems of phosphorous acid, paraformaldehyde, and amines are thoroughly investigated via the treatment of reaction mixtures with bis(trimethylsilyl)amine.