3,3-Dimethylacrylic Acid - ≥98% , CAS No.541-47-9

CAS: 541-47-9 Cat. No.: D102028 Molecular Weight: 100.12 Beilstein Registry Number: 1720305 EC Number: 208-782-7

GRADE & PURITY ≥98%

Synonyms

beta-methylcrotonate | NSC 2549 | Q27117043 | bmse000581 | M0543 | 3-methyl-but-2-enoic acid | 3-methylbut-2-enoic acid | EKV8I38F9I | FT-0616149 | InChI=1/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7 | NCGC00256890-01 | .beta.-Methylcrotonic acid | FEMA No. 31

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

beta-methylcrotonate | NSC 2549 | Q27117043 | bmse000581 | M0543 | 3-methyl-but-2-enoic acid | 3-methylbut-2-enoic acid | EKV8I38F9I | FT-0616149 | InChI=1/C5H8O2/c1-4(2)3-5(6)7/h3H, 1-2H3, (H, 6, 7 | NCGC00256890-01 | .beta.-Methylcrotonic acid | FEMA No. 31

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488181226
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181226
• Canonical Smiles: CC(=CC(=O)O)C
• IUPAC Name: 3-methylbut-2-enoic acid
• InChIKey: YYPNJNDODFVZLE-UHFFFAOYSA-N
• INCHI: 1S/C5H8O2/c1-4(2)3-5(6)7/h3H,1-2H3,(H,6,7)
• Isomeric SMILES: CC(=CC(=O)O)C
• WGK Germany: 1
• RTECS: GQ5425000
• UN Number: 3261
• Molecular Weight: 100.12
• Beilstein: 1720305
• Reaxy-Rn: 1720305
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1720305&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acids and conjugates
        • Level5 Branched fatty acids
          • Level6 Methyl-branched fatty acids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acids and conjugates
• Intermediate Tree Nodes: Branched fatty acids
• Direct Parent: Methyl-branched fatty acids
• Alternative Parents: Unsaturated fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Methyl-branched fatty acid - Unsaturated fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - 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 methyl-branched fatty acids. These are fatty acids with an acyl chain that has a methyl branch. Usually, they are saturated and contain only one or more methyl group. However, branches other than methyl may be present.
• External Descriptors: Branched fatty acids

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(non-human)

Hcar2 Hydroxycarboxylic acid receptor 2 (55 Activities)

Discover Target: Hcar2

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 water, and methanol.
• Flash Point(°F): 199.4 °F
• Flash Point(°C): 93 °C
• Boil Point(°C): 194-195°C
• Melt Point(°C): 65-70°C
• Molecular Weight: 100.120 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 100.052 Da
• Monoisotopic Mass: 100.052 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 98.600
• 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

References

1. Dongdong Wang, Mu Li, Hanning Zhang, Congshu Feng, Lili Wu, Lesan Yan.  (2023)  A Novel Redox-Sensitive Drug Delivery System Based on Trimethyl-Locked Polycarbonate.  BIOMACROMOLECULES,      [PMID:37585690] [10.1021/acs.biomac.3c00702]

2. Jinhai Xie, Shuangyu Tian, Hanning Zhang, Congshu Feng, Yingchao Han, Honglian Dai, Lesan Yan.  (2023)  A Novel NQO1 Enzyme-Responsive Polyurethane Nanocarrier for Redox-Triggered Intracellular Drug Release.  BIOMACROMOLECULES,      [PMID:37040694] [10.1021/acs.biomac.3c00134]

3. Shuai Yang, Jinhai Xie, Dongdong Wang, Shuangyu Tian, Yaodong Di, Lesan Yan.  (2024)  A dual-responsive polyurethane nanocarrier for drug release triggered by intracellular GSH and NQO1 enzyme.  Polymer Chemistry,  15  (24): (2513-2527).  [PMID:] [10.1039/D4PY00320A]

4. Mingjie Sun, Yang Lu, Hongrui Zhang, Weiqian Jiang, Wenzhao Wang, Xiao Huang, Shichun Zhang, Dulei Xiang, Boyu Tang, Yu Chen, Tingmei Chen, Chengjie Lian, Jian Zhang.  (2024)  Multifunctional Composite Scaffold with Nanosilver, Graphene Oxide, and Macrophage Membrane Vesicles for Sequential Treatment of Infected Bone Defects.  Advanced Healthcare Materials,      [PMID:38684106] [10.1002/adhm.202400346]

5. Zhaozhao Gao, Xingjia Xiang, Meng Yan, Yongqi Liu, Yucheng Wu, Xin Song, Xiangui Lin, Frank E. Löffler, Jun Zeng.  (2025)  Cometabolic defluorination of two poly-fluoroalkyl substances by a new Sphingopyxis isolate.  WATER RESEARCH,      [PMID:41389424] [10.1016/j.watres.2025.125149]

6. Zhaozhao Gao, Meng Yan, Xingjia Xiang, Qing Wang, Yucheng Wu, Xin Song, Xiangui Lin, Frank E. Löffler, Jun Zeng.  (2026)  Colorimetric Fluoride Screen Reveals Defluorination Capacity in Growing Microbial Cultures.  Environmental Science & Technology Letters,      [PMID:] [10.1021/acs.estlett.6c00035]