Diacetylmonoxime - AR , CAS No.57-71-6

CAS: 57-71-6 Cat. No.: D111028 Molecular Weight: 101.1 Beilstein Registry Number: 605582 EC Number: 200-348-5
AVAILABLE TO ORDER
GRADE & PURITY AR ? Analytical Reagent grade — high-purity chemicals meeting strict assay limits for lab analysis. Use when accuracy matters and trace impurities could skew results.
Synonyms
BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959
Storage
Room temperature
Shipped In
Normal
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
25g
D111028-25g
4
$39.90
100g
D111028-100g
2
$109.90
500g
D111028-500g
1
$359.90
Enter a quantity for the sizes you want to add.
🧪

Why this grade

AR AR for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
BDM | biacetylmonooxime | NSC 116103 | Q63392903 | SDCCGSBI-0050078.P002 | 3-Butenoic acid, 97% | NCGC00024887-03 | 2, 3-butanedione monooxime | CCRIS 6215 | EN300-103351 | s3699 | UNII-19SQ93LM6H | UNII-S327O0T12O | 6-Ethyl-ortho-toluidine | BDBM50024959
Specifications & Purity
AR
Biochemical and Physiological Mechanisms
Non-selective myosin ATPase inhibitor (K i = 5 mM at myosin II). Potent Kv2.1 (DRK1) and L-Type Ca 2+ channel inhibitor (K i and IC 50 values are 10.7 nM and 5.8 mM, respectively). Blood-brain barrier permeable. Inhibits muscle contraction.
Storage
Room temperature
Shipped In
Normal
Grade
AR
Note
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Names and Identifiers
Pubchem Sid488195739
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488195739
Canonical SmilesCC(=NO)C(=O)C
IUPAC Name(3E)-3-hydroxyiminobutan-2-one
InChIKeyFSEUPUDHEBLWJY-HWKANZROSA-N
INCHI1S/C4H7NO2/c1-3(5-7)4(2)6/h7H,1-2H3/b5-3+
Isomeric SMILES C/C(=N\O)/C(=O)C
WGK Germany 3
RTECS EK3150000
Molecular Weight 101.1
Beilstein 605582
Reaxy-Rn 605582
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=605582&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassOximes
Intermediate Tree Nodes Not available
Direct ParentKetoximes
Alternative Parents Ketones  Organopnictogen compounds  Organic oxides  Hydrocarbon derivatives  
Molecular FrameworkAliphatic acyclic compounds
Substituents Ketoxime - Ketone - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
DescriptionThis 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 ketoxime
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ARSA Tbio Cerebroside-sulfatase (655 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Npsr1 Neuropeptide S receptor (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

30 results found

Lot NumberCertificate TypeDateItem
C2625386Certificate of AnalysisMar 28, 2026 D111028
C2625406Certificate of AnalysisMar 28, 2026 D111028
C2625440Certificate of AnalysisMar 28, 2026 D111028
J2509398Certificate of AnalysisOct 16, 2025 D111028
J2509397Certificate of AnalysisOct 16, 2025 D111028
J2509332Certificate of AnalysisOct 16, 2025 D111028
J2119372Certificate of AnalysisAug 07, 2025 D111028
E2527512Certificate of AnalysisJun 07, 2025 D111028
E2527392Certificate of AnalysisJun 07, 2025 D111028
E2527530Certificate of AnalysisJun 07, 2025 D111028
J2415381Certificate of AnalysisOct 22, 2024 D111028
J2415378Certificate of AnalysisOct 22, 2024 D111028
J2415376Certificate of AnalysisOct 22, 2024 D111028
K2320120Certificate of AnalysisNov 24, 2023 D111028
G2327164Certificate of AnalysisAug 03, 2023 D111028
G2327171Certificate of AnalysisAug 03, 2023 D111028
G2327177Certificate of AnalysisAug 03, 2023 D111028
D2308912Certificate of AnalysisApr 15, 2023 D111028
D2308910Certificate of AnalysisApr 15, 2023 D111028
D2308901Certificate of AnalysisApr 15, 2023 D111028
B2328417Certificate of AnalysisMar 07, 2023 D111028
B2328413Certificate of AnalysisMar 07, 2023 D111028
B2328412Certificate of AnalysisMar 07, 2023 D111028
B2328409Certificate of AnalysisMar 07, 2023 D111028
B2327022Certificate of AnalysisFeb 18, 2023 D111028
B2314164Certificate of AnalysisFeb 18, 2023 D111028
B2307138Certificate of AnalysisFeb 14, 2023 D111028
A2215414Certificate of AnalysisJan 19, 2022 D111028
B2315552Certificate of AnalysisJan 19, 2022 D111028
A2215415Certificate of AnalysisJan 19, 2022 D111028

Show more ⌵

Chemical and Physical Properties
SolubilitySoluble in water; Soluble in Benzene,Chloroform,Ethanol,Ether,Acetone
Boil Point(°C)185-186°C
Melt Point(°C)76°C
Molecular Weight101.100 g/mol
XLogP30.400
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count1
Exact Mass101.048 Da
Monoisotopic Mass101.048 Da
Topological Polar Surface Area49.700 Ų
Heavy Atom Count7
Formal Charge0
Complexity106.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Shilong Jiang, Song Cheng, Jiashun Cao, Cailiang Yue, Jianglei Xiong, Cong Jiang, Hongzhan Cai, Jianhua Wu.  (2023)  Monodispersed Co-N3 loaded carbon nitride mediated peroxymonosulfate activation for rapid degradation of trace urea via singlet oxygen.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147526]
2. Yanli He, Shuguang Shen, Ying Wang, Chenyuan Guo, Yaping Yuan, Yaru Fan, Lili Zhang, Yuyan Song.  (2023)  Simple and efficient strategy for α-MnO2/C by in-situ synthesis and its performance for degrading urea process wastewater.  Journal of Environmental Chemical Engineering,      [PMID:] [10.1016/j.jece.2023.110303]
3. Yaping Yuan, Jing Li, Chenyuan Guo, Lili Zhang, Yuyan Song, Yanli He, Yankun Luo, Shuguang Shen.  (2023)  An ultralight aerogel-type urea absorbent for the development of a wearable artificial kidney.  NEW JOURNAL OF CHEMISTRY,  47  (15): (7101-7110).  [PMID:] [10.1039/D3NJ00432E]
4. Yanmei Huang, Yuting Wang, Yang Liu, Aijing Ma, Jianzhou Gui, Chaoxin Zhang, Yifu Yu, Bin Zhang.  (2022)  Unveiling the quantification minefield in electrocatalytic urea synthesis.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2022.139836]
5. Chenyuan Guo, Shuguang Shen, Meina Li, Ying Wang, Jing Li, Yuanquan Xing, Cui Wang, Huajie Pan.  (2020)  Rapid in situ synthesis of MgAl-LDH on η-Al2O3 for efficient hydrolysis of urea in wastewater.  JOURNAL OF CATALYSIS,      [PMID:] [10.1016/j.jcat.2020.12.024]
6. Wang Ying, Shen Shuguang, Li Meina, Sun Yujuan, Li Binbin.  (2018)  In Situ Growth of Highly Active MgAl Layered Double Hydroxide on η-Al2O3 for Catalytic Hydrolysis of Urea in Wastewater.  CATALYSIS LETTERS,  148  (7): (1893-1903).  [PMID:] [10.1007/s10562-018-2387-3]
7. Shen Shuguang, Li Meina, Li Binbin, Zhao Zhijun.  (2014)  Catalytic hydrolysis of urea from wastewater using different aluminas by a fixed bed reactor.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  21  (21): (12563-12568).  [PMID:24952253] [10.1007/s11356-014-3189-9]
8. Huang Da-Shuai, Qiu Xiao-Feng, Huang Jia-Run, Mao Min, Liu Lingmei, Han Yu, Zhao Zhen-Hua, Liao Pei-Qin, Chen Xiao-Ming.  (2024)  Electrosynthesis of urea by using Fe2O3 nanoparticles encapsulated in a conductive metal–organic framework.  Nature Synthesis,      [PMID:] [10.1038/s44160-024-00603-8]
9. Yichun Lou, Haoyu Chen, Linrui Wang, Shengpeng Chen, Yameng Song, Yifei Ding, Zixiang Hao, Chengli He, Dong Qiu, Hui Li, Junjian Wang, Duanyang Liu, Xiaoli Cui.  (2025)  Mechanochemical Urea Synthesis Using Ammonia–Water and Carbon Dioxide Under Mild Conditions: An Experimental and Theoretical Study.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c05811]
10. Lingjia Ma, Jiongliang Yuan, Zhaotao Liu, Yiqing Luo, Yuning Su, Kunye Zhu, Zefeng Feng, Huihua Niu, Shuaishuai Xiao, Jianjun Wei, Xu Xiang.  (2024)  Mesoporous Electrocatalysts with p–n Heterojunctions for Efficient Electroreduction of CO2 and N2 to Urea.  ACS Applied Materials & Interfaces,      [PMID:38721726] [10.1021/acsami.4c00257]
11. Wang Ling, Lou Qing, Qian Haixia, Yin Xiaoshuang, Liu Ying, Yang Wenzhong, Xu Hui.  (2025)  ZnCdS-BiFeO3 heterojunction loaded with cobalt catalyst boosting photoelectrocatalytic hydrogen evolution.  Science China-Materials,      [PMID:] [10.1007/s40843-024-3215-2]
12. Yuhou Pei, Di Li, Yufeng Pei, Zongmiao Li, Yuting Liu, Xiang Ling, Yingying Lu, Bing Zhang.  (2025)  Tailoring the triple-phase microenvironment for kinetically matched C-N coupling in urea electrosynthesis.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2025.125939]
13. Xue Wang, Lu-Kang Zhao, Si-Yao Li, Ran Wei, Xuanwen Gao, Zhaomeng Liu, Wenbin Luo.  (2025)  Co-reduction Coupling of Bicarbonate and Nitrate toward Efficient Urea Synthesis.  Nanoscale,      [PMID:40104997] [10.1039/D4NR05196C]
14. Yuan Li, Ji-Hao Hao, Pei Yu, Dao-Tong Deng, Xiang Di, Chun-Gang Yuan.  (2026)  Crosslinked Amyloid Fibril Aerogels for Selective Separation and Recycling of Organic Contaminants.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2026.108590]
15. Guoning Chen, Jianbing Chen, Sanshuang Gao, Jun Li, Bohao Chang, Xuguang An, Linfeng Xiao, Hao Cheng, Guangzhi Hu, Yujie Ma.  (2026)  Coupling urea production and energy output in Zn-nitrate/carbon dioxide batteries enabled by porous copper‑nickel bimetallic catalysts.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:41643622] [10.1016/j.jcis.2026.139991]
Solution Calculators
Reviews

Customer Reviews

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.