analytical standard Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 5 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C(C(=O)O)N(CP(=O)(O)O)CP(=O)(O)O |
|---|---|
| IUPAC Name | 2-[bis(phosphonomethyl)amino]acetic acid |
| InChIKey | OXHDYFKENBXUEM-UHFFFAOYSA-N |
| 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) |
| Isomeric SMILES | C(C(=O)O)N(CP(=O)(O)O)CP(=O)(O)O |
| WGK Germany | 1 |
| RTECS | MB9120000 |
| UN Number | 3261 |
| Packing Group | III |
| Molecular Weight | 263.08 |
| Beilstein | 1884944 |
| Reaxy-Rn | 1884944 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1884944&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives |
| Direct Parent | Alpha amino acids and derivatives |
| Alternative Parents | Organic phosphonic acids Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Alpha-amino acid or derivatives - Organophosphonic acid derivative - Organophosphonic acid - Monocarboxylic acid or derivatives - Carboxylic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. |
| External Descriptors | tertiary amino compound - glycine derivative - phosphonic acids |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 K1306001 | Certificate of Analysis | May 10, 2023 | G114947 |
| Melt Point(°C) | 200°C |
|---|---|
| Molecular Weight | 263.080 g/mol |
| XLogP3 | -5.900 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 6 |
| Exact Mass | 262.996 Da |
| Monoisotopic Mass | 262.996 Da |
| Topological Polar Surface Area | 156.000 Ų |
| Heavy Atom Count | 15 |
| Formal Charge | 0 |
| Complexity | 293.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Qian Wang, Miao Wang, Minghong Jia, Yongxin She, Jing Wang, Lufei Zheng, A.M. Abd El-Aty. (2023) Development of a specific and sensitive method for the detection of glyphosate pesticide and its metabolite in tea using dummy molecularly imprinted solid-phase extraction coupled with liquid chromatography-tandem quadrupole mass spectrometry. JOURNAL OF CHROMATOGRAPHY A, [PMID:37453174] [10.1016/j.chroma.2023.464209] |
| 2. Taotao Hu, Yixin Ma, Li Yang, Peng Liu, Yiqun Fan, Yan Zhang, Jingcai Cheng, Chao Yang. (2023) Solubility and thermodynamics of glyphosate in aqueous solutions with various components and pH. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2023.121919] |
| 3. Yu'ang Fu, Yan Huang, Zhonghua Xiang, Guangqing Liu, Dapeng Cao. (2015) Phosphorous–Nitrogen-Codoped Carbon Materials Derived from Metal–Organic Frameworks as Efficient Electrocatalysts for Oxygen Reduction Reactions. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, [PMID:] [10.1002/ejic.201500822] |
| 4. Feixiang Gao, Long Huo, Jianwei Bai, Junhang Wang, Xuanyu Li, Mingrui Liao, Chunhong Zhang, Jun Wang. (2025) Dual-network elastic antibacterial hydrogel spheres uranium adsorbent for promote efficient recovery of uranium from seawater. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.170403] |
| 5. Pengpeng Zhang, Zihao Li, Wenbao Liu, Mingyang Li, Fanfei Min. (2025) Surface chemistry insights into chlorite–specularite separation by phosphonic acid pre-adsorption. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2025.138926] |
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