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Methyl acetoacetate - Standard for GC,≥99.5%(GC), high purity , CAS No.105-45-3
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
Standard for GC, ≥99.5%(GC)
Shipped In
Normal
Grade
Standard for GC
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
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
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
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)
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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5 Citations
C23181390
