70393-85-0

Basic information

• Product Name: trisodium hydrogen bis[N-(phosphonatomethyl)aminoacetate]
• Synonyms: trisodium hydrogen bis[N-(phosphonatomethyl)aminoacetate];2-(phosphonomethylamino)acetic acid;glyphosate sesquisodium salt;SODIUM-N-(PHOSPHONOMETHYL)GLYCINE;Sodium glyphosate
• CAS NO: 70393-85-0
• Molecular Formula: C₃H₅NO₅P*3Na
• Molecular Weight: 547.1533
• EINECS: 274-591-0
• Mol File: 70393-85-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 465.8 °C at 760 mmHg
• Flash Point: 235.5 °C
• Appearance: /
• Vapor Pressure: 5.74E-10mmHg at 25°C
• CAS DataBase Reference: trisodium hydrogen bis[N-(phosphonatomethyl)aminoacetate](CAS DataBase Reference)
• NIST Chemistry Reference: trisodium hydrogen bis[N-(phosphonatomethyl)aminoacetate](70393-85-0)
• EPA Substance Registry System: trisodium hydrogen bis[N-(phosphonatomethyl)aminoacetate](70393-85-0)

Safety Data

• Hazardous Substances Data: 70393-85-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 113, p. 3371, 1991 DOI: 10.1021/ja00009a023

InChI:InChI=1/3C3H8NO5P.2Na/c3*5-3(6)1-4-2-10(7,8)9;;/h3*4H,1-2H2,(H,5,6)(H2,7,8,9);;/q;;;2*+1/p-6

Upstream product

• 2565-58-4 chloromethylphosphonic acid 
• 142-73-4 iminodiacetic acid 
• 6000-44-8 sodium glycinate 
• 2617-47-2 hydroxymethylphosphonic acid 
• 1071-83-6 N-(phosphonemethyl)glycine 
• 110-90-7 hexahydro-1,3,5-triazine 
• 60672-94-8 1,3,5-tri-(ethoxycarbonylmethyl)hexahydro-1,3,5-triazine 
• 64140-94-9 N,N’-bis(phosphonomethyl)-2,5-diketopiperazine 

Relevant articles and documents

METHOD FOR THE SYNTHESIS OF N-(PHOSPHONOMETHYL)GLYCINE

The present invention is related to a method for the synthesis of N- (phosphonomethyl)glycine or one of its derivatives selected from the group consisting of its salts, its phosphonate esters, or its phosphonate ester salts, which includes the steps of: ? a) forming, in the presence an acid catalyst, a reaction mixture comprising 2,5- diketopiperazine, formaldehyde and a compound comprising one or more P-0-P anhydride moieties, said moieties having one P atom at the oxidation state (+ III) and the other P atom at the oxidation state (+III) or (+V), to form Ν,Ν'- bisphosphonomethyl-2,5-diketopiperazine, its mono- to tetra phosphonate esters, the dehydrated forms of Ν,Ν'- bisphosphonomethyl-2,5-diketopiperazine and the phosphonate esters of its dehydrated forms; ? b) hydrolysing said N,N'-bisphosphonomethyl-2,5-diketopiperazine, its dehydrated forms or their phosphonate esters to obtain N- (phosphonomethyl)glycine or one of its derivatives selected from the group consisting of its salts, its phosphonate esters and its phosphonate ester salts.

Process for the preparation of glyphosate and glyphosate derivatives

A process for preparing glyphosate and other secondary amines of related structure in which a precursor primary amine such as aminomethylphosphonic acid is condensed with glyoxylic acid, or a related aldehyde compound, and the condensation product reduced without isolation to produce the desired product.

Method for preparation of N-phosphonomethylglycine

Disclosed is a method for the preparation of N-phosphonomethylglycine which comprises the steps of (1) reacting 1,3,5-tris(alkoxy- or aryloxy-substituted carbonylmethyl) hexahydro-s-triazine, with a substituted phosphorus compound having the formula PXYZ wherein X is a halogen, Y and Z are independently selected from the group consisting of halogen, alkoxy having from 1 to 10 carbon atoms, and aryloxy, in the presence of a protic acid and a low molecular weight carboxylic acid; (2) heating said reactants to a temperature ranging from about 10° to about 25° C. for a sufficient period of time to cause the formation of an N-phosphonomethylglycine ester,; and (3) hydrolyzing said phosphonomethylglycine ester to N-phosphonomethylglycine.