Methyl acetoacetate - Standard for GC,≥99.5%(GC), high purity , CAS No.105-45-3

Item Number
M108601
Grouped product items
SKUSizeAvailabilityPrice Qty
M108601-5ml
5ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$28.90

Basic Description

SynonymsCAS-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 & PurityStandard for GC, ≥99.5%(GC)
Shipped InNormal
GradeStandard 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.
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.

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Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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

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.

3 results found

Lot NumberCertificate TypeDateItem
C23181390Certificate of AnalysisJan 11, 2024 M108601
H2302904Certificate of AnalysisAug 08, 2023 M108601
I2102300Certificate of AnalysisJul 14, 2022 M108601

Safety and Hazards(GHS)

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

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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).  [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]

References

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]

Solution Calculators