Cas no 187242-85-9 ((E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one)

(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one is a versatile intermediate in organic synthesis, characterized by its α,β-unsaturated carbonyl structure and dimethylamino functionality. This compound is particularly valuable in the preparation of heterocyclic compounds and as a building block for pharmaceuticals, agrochemicals, and fine chemicals. The presence of the electron-donating dimethylamino group enhances its reactivity in conjugate addition and cyclization reactions, while the dimethoxy moiety improves stability and solubility in various solvents. Its well-defined structure allows for precise control in synthetic pathways, making it a reliable choice for researchers developing complex molecular architectures. The compound is typically handled under inert conditions to preserve its reactivity.
(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one structure
187242-85-9 structure
Product Name:(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one
CAS No:187242-85-9
MF:C8H15NO3
MW:173.209602594376
MDL:MFCD00085024
CID:1094780
PubChem ID:5709580
Update Time:2025-10-30

(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one Chemical and Physical Properties

Names and Identifiers

    • (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one
    • (E)-4-Dimethylamino-1,1-dimethoxybut-3-en-2-one
    • SCHEMBL950271
    • 3-Buten-2-one,4-(dimethylamino)-1,1-dimethoxy-
    • (3E)-4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one
    • EN300-1657499
    • (E)-4-(Dimethylamino)-1,1-dimethoxy-but-3-en-2-one
    • 4-Dimethylamino-1,1-dimethoxybut-3-en-2-one
    • D72665
    • E-1,1-Dimethoxy-4-dimethylaminobut-3-en-2-one
    • 4-(Dimethylamino)-1 pound not1-dimethoxybut-3-en-2-one
    • Z240126786
    • DFZIBCAWOSFLFR-AATRIKPKSA-N
    • 4-(dimethylamino)-1,1-dimethoxybut-3-en-2-one
    • [(1E)-4,4-dimethoxy-3-oxobut-1-en-1-yl]dimethylamine
    • AKOS001404348
    • 187242-85-9
    • A9068
    • (4,4-dimethoxy-3-oxobut-1-en-1-yl)dimethylamine
    • AS-9616
    • CS-W007214
    • (3E)-4-(dimethylamino)-1,1-dimethoxy-3-buten-2-one
    • (E)-4-Dimethylamino-1,1-dimethoxy-but-3-en-2-
    • F8881-7781
    • 1,1-Dimethoxy-4-dimethylaminobut-3-en-2-one
    • (E)-4-dimethylamino-1,1-dimethoxy-but-3-en-2-one
    • A907641
    • AMY11925
    • 67751-23-9
    • 4-dimethylamino-1,1-dimethoxy-3-butene-2-one
    • EN300-27582
    • MDL: MFCD00085024
    • Inchi: 1S/C8H15NO3/c1-9(2)6-5-7(10)8(11-3)12-4/h5-6,8H,1-4H3/b6-5+
    • InChI Key: DFZIBCAWOSFLFR-AATRIKPKSA-N
    • SMILES: O(C)C(C(/C=C/N(C)C)=O)OC

Computed Properties

  • Exact Mass: 173.10519334g/mol
  • Monoisotopic Mass: 173.10519334g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 5
  • Complexity: 162
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 1
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 38.8?2

(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one Security Information

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Additional information on (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one

Chemical Profile of (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one (CAS No. 187242-85-9)

(E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one, identified by its CAS number 187242-85-9, is a significant compound in the field of organic chemistry and pharmaceutical research. This molecule, featuring a conjugated system with a double bond and an amine group, exhibits unique electronic and steric properties that make it valuable for various synthetic applications. Its structural features, including the presence of two methoxy groups and a dimethylamino substituent, contribute to its reactivity and potential utility in the development of novel chemical entities.

The compound’s molecular structure, characterized by a butenone backbone with functionalized ends, allows for diverse chemical transformations. These include nucleophilic additions, condensations, and cyclizations, which are pivotal in constructing more complex molecules. The dimethylamino group enhances the compound’s basicity, making it a suitable candidate for reactions involving electrophiles or as an intermediate in the synthesis of heterocyclic compounds. Additionally, the 1,1-dimethoxybut-3-en-2-one moiety provides a platform for further functionalization through oxidation or reduction reactions.

In recent years, there has been growing interest in this compound due to its potential applications in pharmaceutical chemistry. Specifically, researchers have explored its role as a building block in the synthesis of bioactive molecules. The conjugated system of (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one allows for tunable electronic properties, which can be exploited in designing molecules with specific biological activities. For instance, derivatives of this compound have been investigated for their potential as kinase inhibitors or as modulators of enzyme activity.

One notable area of research involves the use of (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one in the development of photopharmacological agents. These agents leverage light activation to modulate biological processes, offering a novel approach to therapeutic intervention. The compound’s ability to undergo photochemical reactions under controlled conditions makes it an attractive candidate for such applications. Studies have demonstrated that its derivatives can exhibit photoswitchable properties, enabling dynamic control over their biological effects.

The pharmaceutical industry has also shown interest in this compound due to its structural similarity to known pharmacophores. By modifying its functional groups, researchers can generate libraries of compounds with tailored properties for drug discovery. The presence of both polar and non-polar regions in (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one enhances its solubility and bioavailability, making it a promising candidate for oral or topical administration.

From a synthetic chemistry perspective, (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one serves as a versatile intermediate. Its reactivity allows chemists to construct complex molecular architectures efficiently. For example, it can be used to synthesize macrocyclic compounds or to introduce specific functional groups into larger molecules. The ease with which this compound can be modified underscores its importance in synthetic methodologies.

The compound’s stability under various conditions further enhances its utility in research and industrial applications. It remains inert under standard storage conditions and can be handled without special precautions when proper safety protocols are followed. This stability is crucial for ensuring consistent quality in chemical synthesis and pharmaceutical production.

In conclusion, (E)-4-(Dimethylamino)-1,1-dimethoxybut-3-en-2-one (CAS No. 187242-85-9) is a multifaceted compound with significant potential in organic chemistry and pharmaceutical research. Its unique structural features and reactivity make it valuable for constructing novel chemical entities and exploring new therapeutic strategies. As research continues to uncover its applications, this compound is poised to play an increasingly important role in the development of innovative chemical solutions.

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