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 \| CS-0017265 \| DTXCID7
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. Methyl acetoacetate was used in development of a simple and cost effective method for monitoring of trace formaldehyde in air. It was used to study the substrate specificity of NADPH-dependent diacetyl reductase in Escherichia coli.

AI Insight

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

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
InChi Key	WRQNANDWMGAFTP-UHFFFAOYSA-N
Canonical SMILES	CC(=O)CC(=O)OC
Isomeric SMILES	CC(=O)CC(=O)OC
WGK Germany	1
RTECS	AK5775000
PubChem CID	7757
UN Number	1993
Packing Group	I
Molecular Weight	116.12
Beilstein	506727
Reaxy-Rn	506727

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.

1 results found

Lot Number	Certificate Type	Date	Item
G2108228	Certificate of Analysis	Apr 02, 2025	M108599

Pictogram(s)	GHS07
Signal	Warning
Hazard Statements	H319:Causes serious eye irritation
Precautionary Statements	P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help.
WGK Germany	1
RTECS	AK5775000
Reaxy-Rn	506727
Class	3
Merck Index	6009

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). [PMID:] [10.1016/j.apcatb.2022.122134]
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). [PMID:] [10.1016/j.cej.2022.134951]
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). [PMID:26609556] [10.1021/acs.langmuir.5b03865]
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). [PMID:] [10.1016/j.carbon.2014.08.022]

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). [PMID:] [10.1016/j.apcatb.2022.122134]
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). [PMID:] [10.1016/j.cej.2022.134951]
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). [PMID:26609556] [10.1021/acs.langmuir.5b03865]
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). [PMID:] [10.1016/j.carbon.2014.08.022]

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