Cas no 625-40-1 (2-Propenoic acid,3-chloro-)

2-Propenoic acid, 3-chloro-, also known as 3-chloroacrylic acid, is a halogenated unsaturated carboxylic acid with the molecular formula C?H?ClO?. This compound is characterized by its reactive α,β-unsaturated carbonyl structure, which makes it a versatile intermediate in organic synthesis. Its key advantages include its ability to participate in Michael addition reactions, Diels-Alder cycloadditions, and polymerization processes. The presence of both a chloro substituent and a carboxylic acid group allows for further functionalization, enabling applications in pharmaceuticals, agrochemicals, and specialty polymers. Its high reactivity and selectivity make it valuable for constructing complex molecular frameworks under controlled conditions. Proper handling is required due to its potential lachrymatory and irritant properties.
2-Propenoic acid,3-chloro- structure
2-Propenoic acid,3-chloro- structure
Product Name:2-Propenoic acid,3-chloro-
CAS No:625-40-1
MF:C3H3ClO2
MW:106.50772023201
CID:512333
PubChem ID:16866
Update Time:2025-10-30

2-Propenoic acid,3-chloro- Chemical and Physical Properties

Names and Identifiers

    • 2-Propenoic acid,3-chloro-
    • 3-chloroacrylic acid
    • 3-Chloropropenoic acid
    • Acrylicacid, 3-chloro- (6CI,7CI,8CI)
    • b-Chloroacrylic acid
    • Inchi: 1S/C3H3ClO2/c4-2-1-3(5)6/h1-2H,(H,5,6)
    • InChI Key: MHMUCYJKZUZMNJ-UHFFFAOYSA-N
    • SMILES: ClC=CC(=O)O

Computed Properties

  • Exact Mass: 105.98219
  • Monoisotopic Mass: 105.9821570g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 1
  • Complexity: 76.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 1
  • XLogP3: 0.7
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • PSA: 37.3

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2-Propenoic acid,3-chloro- Related Literature

Additional information on 2-Propenoic acid,3-chloro-

2-Propenoic acid, 3-chloro- (CAS No. 625-40-1): An Overview of Its Properties, Applications, and Recent Research

2-Propenoic acid, 3-chloro-, also known as 3-Chloroacrylic acid or 3-Chloropropenoic acid, is a versatile compound with the chemical formula C3H3ClO2. It is a clear, colorless liquid with a pungent odor and is widely used in various industrial and pharmaceutical applications. This compound is characterized by its reactivity and functional versatility, making it an important intermediate in the synthesis of various chemicals and pharmaceuticals.

The CAS Number of 2-Propenoic acid, 3-chloro- is 625-40-1, which uniquely identifies this compound in chemical databases and literature. This identifier is crucial for researchers and industry professionals to accurately reference and track the compound in scientific studies, regulatory documents, and commercial transactions.

2-Propenoic acid, 3-chloro- is primarily synthesized through the chlorination of acrylic acid or acrylonitrile. The process involves the reaction of acrylic acid with chlorine gas under controlled conditions to introduce the chlorine atom at the 3-position of the propenoic acid molecule. This synthesis method yields a high-purity product that meets the stringent quality standards required for industrial and pharmaceutical applications.

In terms of its physical properties, 2-Propenoic acid, 3-chloro- has a molecular weight of approximately 104.5 g/mol. It is soluble in water and many organic solvents, including ethanol, acetone, and dichloromethane. The compound exhibits a boiling point of around 165°C at atmospheric pressure and a melting point of -87°C. These properties make it suitable for use in a wide range of chemical processes and reactions.

The reactivity of 2-Propenoic acid, 3-chloro- is one of its most significant characteristics. The presence of both a carboxylic acid group and a chlorine atom on the propenoic backbone provides multiple reactive sites for chemical transformations. This dual functionality allows 2-Propenoic acid, 3-chloro- to participate in various reactions such as nucleophilic substitution, addition reactions, and polymerization processes.

In the pharmaceutical industry, 2-Propenoic acid, 3-chloro- serves as an important intermediate in the synthesis of drugs and biologically active compounds. Recent research has focused on its potential applications in developing new therapeutic agents. For instance, studies have explored the use of 2-Propenoic acid, 3-chloro- derivatives in the treatment of cardiovascular diseases, cancer, and neurodegenerative disorders. These derivatives often exhibit enhanced pharmacological properties compared to their parent compounds.

One notable application of 2-Propenoic acid, 3-chloro- is in the synthesis of β-lactam antibiotics. The chlorine atom on the propenoic backbone can be selectively substituted to form various β-lactam structures, which are crucial components in many antibiotics. This approach has been shown to improve the stability and efficacy of these drugs against resistant bacterial strains.

In addition to its pharmaceutical applications, 2-Propenoic acid, 3-chloro- is also used in the production of polymers and resins. Its reactivity with various monomers allows it to form copolymers with unique properties such as improved mechanical strength, thermal stability, and chemical resistance. These polymers find applications in coatings, adhesives, and composite materials.

Recent advancements in green chemistry have led to increased interest in developing more sustainable methods for synthesizing 2-Propenoic acid, 3-chloro-. Researchers are exploring alternative catalysts and reaction conditions that reduce environmental impact while maintaining high yields and purity levels. For example, studies have investigated the use of heterogeneous catalysts such as metal oxides and zeolites to enhance the efficiency of chlorination reactions.

The safety profile of 2-Propenoic acid, 3-chloro- is an important consideration for both industrial use and research applications. While it is not classified as a hazardous material under most regulatory frameworks, proper handling procedures should be followed to minimize exposure risks. Personal protective equipment (PPE) such as gloves, goggles, and lab coats should be worn when handling this compound to prevent skin contact and inhalation.

In conclusion, 2-Propenoic acid, 3-chloro- (CAS No. 625-40-1) is a multifunctional compound with a wide range of applications in pharmaceuticals, polymers, and other industries. Its unique chemical structure provides opportunities for developing new materials and therapeutic agents with enhanced properties. Ongoing research continues to expand our understanding of this compound's potential uses and improve its synthesis methods for more sustainable production processes.

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