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G2108228Determine the necessary mass, volume, or concentration for preparing a solution.
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Basic Description
| Synonyms | CAS-105-45-3 | s3091 | Tox21_200162 | 3-Oxobutyric Acid Methyl Ester | 3-oxo-butyric acid methyl ester | AKOS000118978 | BDBM50502126 | METHYL ACETOACETATE [MI] | InChI=1/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H | Acetoacetate methyl ester | DTXCID706716 | HSDB |
|---|---|
| Specifications & Purity | CP, ≥98% |
| Shipped In | Normal |
| Grade | CP |
| Product Description |
Methyl acetoacetate undergoes asymmetric hydrogenation to form (R)-(-)-methyl-3-hydroxybutyrate in the presence of enantioselective Ni/SiO2 catalysts. It undergoes Pechmann reactions with phenols in various ionic liquids. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organic acids and derivatives
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Class
Keto acids and derivatives
- Subclass Beta-keto acids and derivatives
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Class
Keto acids and derivatives
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Superclass
Organic acids and derivatives
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Keto acids and derivatives |
| Subclass | Beta-keto acids and derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Beta-keto acids and derivatives |
| Alternative Parents | Fatty acid methyl esters 1,3-dicarbonyl compounds Methyl esters Ketones Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Beta-keto acid - Fatty acid ester - Fatty acid methyl ester - 1,3-dicarbonyl compound - Fatty acyl - Methyl ester - Carboxylic acid ester - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as beta-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C3 carbon atom. |
| External Descriptors | Not available |
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 504751445 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751445 |
| IUPAC Name | methyl 3-oxobutanoate |
| INCHI | InChI=1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3 |
| InChIKey | WRQNANDWMGAFTP-UHFFFAOYSA-N |
| Smiles | CC(=O)CC(=O)OC |
| Isomeric SMILES | CC(=O)CC(=O)OC |
| WGK Germany | 1 |
| RTECS | AK5775000 |
| UN Number | 1993 |
| Packing Group | I |
| Molecular Weight | 116.12 |
| Beilstein | 506727 |
| Reaxy-Rn | 506727 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=506727&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
| Solubility | Easily soluble in water. |
|---|---|
| Sensitivity | Moisture sensitive. |
| Refractive Index | 1.418 |
| Flash Point(°F) | 158 °F |
| Flash Point(°C) | 67℃ |
| Boil Point(°C) | 169-170°C |
| Melt Point(°C) | -80°C |
| Molecular Weight | 116.110 g/mol |
| XLogP3 | 0.000 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 3 |
| Exact Mass | 116.047 Da |
| Monoisotopic Mass | 116.047 Da |
| Topological Polar Surface Area | 43.400 Ų |
| Heavy Atom Count | 8 |
| Formal Charge | 0 |
| Complexity | 106.000 |
| 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 |
Citations of This Product
| 1. Xianqiang Huang, Sen Liu, Gang Liu, Yiwei Tao, Chenran Wang, Yalin Zhang, Zhen Li, Huaiwei Wang, Zhen Zhou, Guodong Shen, Zechun Xue, Di Sun. (2023) An unprecedented 2-fold interpenetrated lvt open framework built from Zn6 ring seamed trivacant polyoxotungstates used for photocatalytic synthesis of pyridine derivatives. APPLIED CATALYSIS B-ENVIRONMENTAL, 323 (122134). |
| 2. Peilan Luo, Menglin Ye, Wenli Zhou, Pingping Wan, Zhongyun Ma, Zhongxian Qiu, Jilin Zhang, Ru-Shi Liu, Shixun Lian. (2022) Simultaneous construction of impermeable dual-shell stabilizing fluoride phosphors for white light-emitting diodes. CHEMICAL ENGINEERING JOURNAL, 435 (134951). |
| 3. Ming Zhang, Lingyan Liu, Weixing Chang, Jing Li. (2015) Controllable and Reversible Dimple-Shaped Aggregates Induced by Macrocyclic Recognition Effect. LANGMUIR, 31 (50): (13581–13589). |
| 4. Chao Ding, Weili Wei, Hanjun Sun, Jinhua Ding, Jinsong Ren, Xiaogang Qu. (2014) Reduced graphene oxide supported chiral Ni particles as magnetically reusable and enantioselective catalyst for asymmetric hydrogenation. CARBON, 79 (615). |
| 5. He Liu, Shixi Wang, Meng Xu, Kaiyue Zhang, Qian Gao, Hualei Wang, Dongzhi Wei. (2024) Engineering an (R)-selective transaminase for asymmetric synthesis of (R)-3-aminobutanol. BIOORGANIC CHEMISTRY, 146 (107264). |
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