2-Butenoic acid, methyl ester, (Z)-
PubChem CID
643800
Structure
Molecular Formula
Synonyms
- Methyl isocrotonate
- Methyl cis-crotonate
- 2-Butenoic acid, methyl ester, (Z)-
- Methyl cis-2-butenoate
- Methyl (Z)-2-butenoate
Molecular Weight
100.12 g/mol
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Dates
- Create:2005-03-26
- Modify:2025-01-11
Chemical Structure Depiction
methyl (Z)-but-2-enoate
Computed by Lexichem TK 2.7.0 (PubChem release 2021.10.14)
InChI=1S/C5H8O2/c1-3-4-5(6)7-2/h3-4H,1-2H3/b4-3-
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
MCVVUJPXSBQTRZ-ARJAWSKDSA-N
Computed by InChI 1.0.6 (PubChem release 2021.10.14)
C/C=C\C(=O)OC
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C5H8O2
Computed by PubChem 2.2 (PubChem release 2021.10.14)
4358-59-2
18707-60-3
- Methyl isocrotonate
- Methyl cis-crotonate
- 2-Butenoic acid, methyl ester, (Z)-
- Methyl cis-2-butenoate
- Methyl (Z)-2-butenoate
- (Z)-Methyl crotonate
- Crotonic acid, methyl ester, (Z)-
- 4358-59-2
- Isocrotonic acid, methyl ester
- Methyl Z-propene-1-carboxylate
- UNII-O53R929OTO
- methyl (2Z)-but-2-enoate
- O53R929OTO
- 2-butenoic acid, methyl ester, (2Z)-
- Isocrotonic acid methyl ester [MI]
- methyl (Z)-but-2-enoate
- NSC-18745
- Methyl (2Z)-2-butenoate #
- SCHEMBL2179903
- DTXSID50878812
- MCVVUJPXSBQTRZ-ARJAWSKDSA-N
- 18707-60-3
- NSC18745
- NSC44868
- (Z)-But-2-enoic acid methyl ester
- NSC-44868
- EN300-367569
- Q27285342
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
100.12 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
XLogP3-AA
Property Value
0.9
Reference
Computed by XLogP3 3.0 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Donor Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Hydrogen Bond Acceptor Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Rotatable Bond Count
Property Value
2
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Exact Mass
Property Value
100.052429494 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Monoisotopic Mass
Property Value
100.052429494 Da
Reference
Computed by PubChem 2.2 (PubChem release 2021.10.14)
Property Name
Topological Polar Surface Area
Property Value
26.3 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Heavy Atom Count
Property Value
7
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
84.1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2021.10.14)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Standard non-polar
726 , 735
Standard polar
1032
1D NMR Spectra
NIST Number
1110
Library
Main library
Total Peaks
41
m/z Top Peak
69
m/z 2nd Highest
41
m/z 3rd Highest
100
Thumbnail
NIST Number
152777
Library
Replicate library
Total Peaks
57
m/z Top Peak
69
m/z 2nd Highest
41
m/z 3rd Highest
100
Thumbnail
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Isotope Count
Same Parent, Connectivity Count
Same Parent, Isotope Count
Same Parent, Exact Count
Mixtures, Components, and Neutralized Forms Count
Similar Compounds (2D)
Similar Conformers (3D)
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=MCVVUJPXSBQTRZ-ARJAWSKDSA-N
- ChemIDplusMethyl isocrotonatehttps://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0004358592ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DTP/NCILICENSEUnless otherwise indicated, all text within NCI products is free of copyright and may be reused without our permission. Credit the National Cancer Institute as the source.https://www.cancer.gov/policies/copyright-reuse
- EPA DSSTox2-BUTENOIC ACID, METHYL ESTER, (Z)-https://comptox.epa.gov/dashboard/DTXSID50878812CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- European Chemicals Agency (ECHA)LICENSEUse of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: "Source: European Chemicals Agency, http://echa.europa.eu/". Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.https://echa.europa.eu/web/guest/legal-notice
- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linkingMETHYL ISOCROTONATEhttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/O53R929OTO
- Japan Chemical Substance Dictionary (Nikkaji)
- KNApSAcK Species-Metabolite DatabaseMethyl(Z)-2-butenoatehttp://www.knapsackfamily.com/knapsack_core/info.php?sname=C_ID&word=C00061790
- NIST Mass Spectrometry Data CenterLICENSEData covered by the Standard Reference Data Act of 1968 as amended.https://www.nist.gov/srd/public-law2-Butenoic acid, methyl ester, (Z)-http://www.nist.gov/srd/nist1a.cfm
- SpectraBaseBUT-2-ENOIC ACID, METHYL ESTERhttps://spectrabase.com/spectrum/7FUNKG6KYYI2-BUTENOIC ACID, METHYL ESTER, (Z)-https://spectrabase.com/spectrum/FksVEWmp52Q
- NMRShiftDB
- Springer Nature
- SpringerMaterials(Z)-But-2-enoic acid methyl esterhttps://materials.springer.com/substanceprofile/docs/smsid_ccrqopddgomugpfh
- Thieme ChemistryLICENSEThe Thieme Chemistry contribution within PubChem is provided under a CC-BY-NC-ND 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc-nd/4.0/
- Wikidatamethyl isocrotonatehttps://www.wikidata.org/wiki/Q27285342
- PubChem
- PATENTSCOPE (WIPO)SID 403380113https://pubchem.ncbi.nlm.nih.gov/substance/403380113
CONTENTS