Methyl crotonate - ≥98% , CAS No.623-43-8

CAS: 623-43-8 Cat. No.: M109486 Molecular Weight: 100.12 Beilstein Registry Number: 1720292 EC Number: 210-793-7

GRADE & PURITY ≥98%

Synonyms

(2E)-2-BUTENOIC ACID METHYL ESTER | EINECS 210-793-7 | MFCD00009287 | (E)-but-2-enoic acid methyl ester | methyl (2E)-but-2-enoate | Methyl 2-butenoate | Methyl (E)-2-butenoate | (E)-2-Butenoic acid methyl ester | Methyl crotonate, (E)- | Q1141622 | Methy

Storage

Room temperature,Argon charged

Shipped In

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Overview

Methyl crotonate undergoes vinylogous aldol reaction with enolizable aldehydes in the presence of aluminum tris(2,6-di-2-naphthylphenoxide)
Methyl crotonate was used to investigate chemoselectivity in the reaction between methyl crotonate and benzylamine catalyzed by lipase B from Candida antarctica using solvent engineering. It was used as starting reagent during the total synthesis of phytotoxins solanapyrones D(1) and E(2).

Specifications

Synonyms

(2E)-2-BUTENOIC ACID METHYL ESTER | EINECS 210-793-7 | MFCD00009287 | (E)-but-2-enoic acid methyl ester | methyl (2E)-but-2-enoate | Methyl 2-butenoate | Methyl (E)-2-butenoate | (E)-2-Butenoic acid methyl ester | Methyl crotonate, (E)- | Q1141622 | Methy

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488190876
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488190876
• Canonical Smiles: CC=CC(=O)OC
• IUPAC Name: methyl (E)-but-2-enoate
• InChIKey: MCVVUJPXSBQTRZ-ONEGZZNKSA-N
• INCHI: 1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3+
• Isomeric SMILES: C/C=C/C(=O)OC
• WGK Germany: 2
• RTECS: GQ5710000
• UN Number: 3272
• Molecular Weight: 100.12
• Beilstein: 1720292
• Reaxy-Rn: 1720290
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1720290&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid esters
• Alternative Parents: Methyl esters Enoate esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid ester - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Methyl ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CTSB Tchem Cathepsin B (3822 Activities)

Discover Target: CTSB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Aspergillus niger (16508 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mucor mucedo (338 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in alcohol and ether, insoluble in water.
• Sensitivity: air sensitive
• Refractive Index: 1.4242
• Flash Point(°F): 30.2 °F
• Flash Point(°C): -1℃
• Boil Point(°C): 120°C
• Molecular Weight: 100.120 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 100.052 Da
• Monoisotopic Mass: 100.052 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 84.100
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Liwen Fu, Wei Li, Zuchao Pan, Zheyi Zhang, Fen Jiao, Wenqing Qin.  (2023)  Synthesis of modified polystyrene nanoparticles and their application in fine cassiterite flotation.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2023.132608]

2. Shuo Liu, Hongli Chao, Meishan Guo, Ruifang Wang, Dongyu Gu, Yi Wang, Dajun He, Yi Yang.  (2025)  Biomimetic construction of multi-enzyme reactor through artificial antibody-antigen-directed immobilization for cascade catalytic conversion of cellulose to gluconic acid.  FOOD CHEMISTRY,      [PMID:39933388] [10.1016/j.foodchem.2025.143262]