≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature,Desiccated,Cool 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 4 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Ethyl (hydroxyimino)cyanoacetate is a non-explosive alternative to HOBt. It has been found to produce higher yields that HOBt in carbodiimide-mediated coupling reactions.
A non-explosive alternative to HOBt.
| Pubchem Sid | 488195735 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488195735 |
| Canonical Smiles | CCOC(=O)C(=NO)C#N |
| IUPAC Name | ethyl (2E)-2-cyano-2-hydroxyiminoacetate |
| InChIKey | LCFXLZAXGXOXAP-QPJJXVBHSA-N |
| INCHI | 1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+ |
| Isomeric SMILES | CCOC(=O)/C(=N/O)/C#N |
| WGK Germany | 3 |
| Molecular Weight | 142.11 |
| Beilstein | 774783 |
| Reaxy-Rn | 774783 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774783&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 nitrogen compounds |
| Class | Organonitrogen compounds |
| Subclass | Oximes |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Ketoximes |
| Alternative Parents | Carboxylic acid esters Nitriles Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Ketoxime - Carboxylic acid ester - Nitrile - Carbonitrile - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Cyanide - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl). |
| External Descriptors | Not available |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 L2213150 | Certificate of Analysis | Jun 09, 2026 | E138773 |
| L2213344 | Certificate of Analysis | Jun 09, 2026 | E138773 |
| D2628306 | Certificate of Analysis | Apr 18, 2026 | E138773 |
| D2628313 | Certificate of Analysis | Apr 18, 2026 | E138773 |
| D2628317 | Certificate of Analysis | Apr 18, 2026 | E138773 |
| D2628340 | Certificate of Analysis | Apr 18, 2026 | E138773 |
| H2205205 | Certificate of Analysis | Feb 04, 2026 | E138773 |
| E23301328 | Certificate of Analysis | Mar 03, 2025 | E138773 |
| E23301344 | Certificate of Analysis | Mar 03, 2025 | E138773 |
| E23301350 | Certificate of Analysis | Mar 03, 2025 | E138773 |
| E23301351 | Certificate of Analysis | Mar 03, 2025 | E138773 |
| L2405328 | Certificate of Analysis | Nov 27, 2024 | E138773 |
| L2213176 | Certificate of Analysis | Sep 12, 2024 | E138773 |
| L2213170 | Certificate of Analysis | Sep 12, 2024 | E138773 |
| L2213346 | Certificate of Analysis | Sep 12, 2024 | E138773 |
| H2205203 | Certificate of Analysis | May 13, 2024 | E138773 |
| H2205204 | Certificate of Analysis | May 13, 2024 | E138773 |
| D2411447 | Certificate of Analysis | Mar 26, 2024 | E138773 |
| D2407207 | Certificate of Analysis | Mar 20, 2024 | E138773 |
| J2116490 | Certificate of Analysis | Aug 16, 2023 | E138773 |
| J2116491 | Certificate of Analysis | Aug 16, 2023 | E138773 |
| B2308383 | Certificate of Analysis | Feb 16, 2023 | E138773 |
| B2308384 | Certificate of Analysis | Feb 16, 2023 | E138773 |
| E1703019 | Certificate of Analysis | Dec 07, 2022 | E138773 |
| L2213375 | Certificate of Analysis | Nov 18, 2022 | E138773 |
| K2025135 | Certificate of Analysis | Sep 20, 2022 | E138773 |
| H2205202 | Certificate of Analysis | Jul 21, 2022 | E138773 |
| Solubility | Soluble in methanol |
|---|---|
| Melt Point(°C) | 131-135℃ |
| Molecular Weight | 142.110 g/mol |
| XLogP3 | 1.300 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Exact Mass | 142.038 Da |
| Monoisotopic Mass | 142.038 Da |
| Topological Polar Surface Area | 82.700 Ų |
| Heavy Atom Count | 10 |
| Formal Charge | 0 |
| Complexity | 200.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jun Liu, Xiaoyu Hu, Guanghao Yu, Qingrong Wang, Liwei Gu, Jianying Shen, Qinghe Zhao, Hao Sun, Shi Wang, Zhongyuan Guo, Yu Zhao, Hai Ma. (2024) Doxorubicin-based ENO1 targeted drug delivery strategy enhances therapeutic efficacy against colorectal cancer. BIOCHEMICAL PHARMACOLOGY, [PMID:38641307] [10.1016/j.bcp.2024.116220] |
| 2. Xiaofang Liu, Qun Wang, Jiawei Li, Zhan Diao, Jingzhou Hou, Danqun Huo, Changjun Hou. (2024) Simultaneous Detection of Micro-RNAs by a Disposable Biosensor via the Click Chemistry Connection Strategy. ANALYTICAL CHEMISTRY, [PMID:38887964] [10.1021/acs.analchem.4c01120] |
| 3. Zhongyu Li, Liping Pu, Delong Hou, Jun Yan, Qi Zeng, Yi Chen. (2025) Cross-linking Collagen Using Divalent Metal Ions. BIOMACROMOLECULES, [PMID:41258733] [10.1021/acs.biomac.5c01583] |
| 4. Meng Liu, Peng Jiang, Binghui Ruan, Yunfei Cui, Junjie Zhang, Yuxiu Ye, Dongting Zhangsun, Sulan Luo, Yong Wu. (2026) Rational β-turn engineering of a disulfide-free β-hairpin-like antimicrobial peptide W2PG with enhanced stability, selectivity, and in vivo efficacy. BIOORGANIC CHEMISTRY, [PMID:41690116] [10.1016/j.bioorg.2026.109612] |
