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4-Vinyl-dihydrofuran-2(3H)-one, also known as 4-Vinyldihydrofuran-2(3H)-one, is a colorless to pale yellow liquid chemical compound with a slightly fruity odor. It is a versatile building block in organic synthesis and is commonly used in the production of various polymers and resins. 4-vinyl-dihydrofuran-2(3H)-one should be handled with caution due to its potential to cause irritation to the skin, eyes, and respiratory system, as well as its flammability.

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  • 53627-36-4 Structure
  • Basic information

    1. Product Name: 4-vinyl-dihydrofuran-2(3H)-one
    2. Synonyms: 4-vinyl-dihydrofuran-2(3H)-one
    3. CAS NO:53627-36-4
    4. Molecular Formula: C6H8O2
    5. Molecular Weight: 112.12652
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 53627-36-4.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 209°C at 760 mmHg
    3. Flash Point: 76.3°C
    4. Appearance: /
    5. Density: 1.154g/cm3
    6. Vapor Pressure: 0.207mmHg at 25°C
    7. Refractive Index: 1.55
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-vinyl-dihydrofuran-2(3H)-one(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-vinyl-dihydrofuran-2(3H)-one(53627-36-4)
    12. EPA Substance Registry System: 4-vinyl-dihydrofuran-2(3H)-one(53627-36-4)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 53627-36-4(Hazardous Substances Data)

53627-36-4 Usage

Uses

Used in Polymer and Resin Production:
4-Vinyl-dihydrofuran-2(3H)-one is used as a monomer in the production of various polymers and resins. Its chemical properties make it a valuable component in the synthesis of these materials, contributing to their structural and functional characteristics.
Used in Organic Synthesis:
As a versatile building block, 4-vinyl-dihydrofuran-2(3H)-one is used in organic synthesis for the creation of a wide range of commercial products. Its reactivity and functional groups allow for various chemical reactions, enabling the synthesis of diverse compounds.
Used as a Solvent:
Due to its liquid state and chemical properties, 4-vinyl-dihydrofuran-2(3H)-one can be used as a solvent in certain applications. Its ability to dissolve other substances makes it useful in processes that require solvation for chemical reactions or the formation of solutions.
Used in Chemical Intermediates:
4-Vinyl-dihydrofuran-2(3H)-one also serves as an intermediate in the synthesis of other chemical compounds. Its presence in the reaction pathway allows for the production of target molecules that may have specific applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-vinyl-dihydrofuran-2(3H)-one may be used as a starting material or intermediate in the synthesis of drug molecules. Its unique structure and reactivity can contribute to the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Chemical Research:
4-Vinyl-dihydrofuran-2(3H)-one is also utilized in chemical research for the investigation of various reaction mechanisms, the development of new synthetic methods, and the exploration of its potential applications in different fields. Researchers use 4-vinyl-dihydrofuran-2(3H)-one to gain insights into organic chemistry and to discover new ways to utilize its properties.

Check Digit Verification of cas no

The CAS Registry Mumber 53627-36-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,3,6,2 and 7 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 53627-36:
(7*5)+(6*3)+(5*6)+(4*2)+(3*7)+(2*3)+(1*6)=124
124 % 10 = 4
So 53627-36-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c1-2-5-3-6(7)8-4-5/h2,5H,1,3-4H2

53627-36-4Relevant articles and documents

Insulin-like growth factor-1 receptor tyrosine kinase inhibitor and uses thereof

-

Paragraph 0062; 0065-0067, (2020/01/25)

The invention discloses a class of compounds capable of being used as an insulin-like growth factor-1 receptor tyrosine kinase inhibitor, and a preparation method thereof, a pharmaceutical compositioncontaining the compound, and applications of the pharma

Novel small molecule inhibitor of insulin-like growth factor-1 receptor and application of novel small molecule inhibitor

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Paragraph 0046-0049, (2021/01/04)

The invention provides a novel small-molecule inhibitor of an insulin-like growth factor 1 receptor and application of the novel small-molecule inhibitor. The novel small-molecule inhibitor is a derivative of picropodophyllotoxin; fluorine atoms are used for replacing hydrogen atoms at two positions of the left side of picropodophyllotoxin, so that the capacity of molecules penetrating through a blood-brain barrier is improved; meanwhile, deuterium atoms are used for replacing hydrogen atoms, so that the half-life period of the molecules in an organism can be effectively prolonged. The small-molecule inhibitor can be used for preparing drugs for preventing and treating cancers. Compared with picropodophyllotoxin in the clinical test stage at present, the small-molecule inhibitor has higherblood-brain barrier permeability and longer in-vivo half-life while maintaining the action mechanism and biochemical characteristics of picropodophyllotoxin. When used alone, the small-molecule inhibitor can effectively inhibit proliferation and brain metastasis of various tumors, and can be synergistically combined with other anti-cancer drugs, so that proliferation of tumor cells is efficientlyinhibited, and the lifetime is remarkably prolonged.

METHOD FOR PRODUCING LACTONE COMPOUND

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Paragraph 0033; 0035, (2019/01/04)

PROBLEM TO BE SOLVED: To provide a method that makes it possible to efficiently produce a lactone compound in a short process from a raw material that is inexpensive and easily available. SOLUTION: The present invention provides a method for producing a lactone compound by the reaction between a diester compound and orthocarboxylate, in the presence of a Lewis acid catalyst; preferably, the Lewis acid is a metal compound; preferably, a ligand of the Lewis acid is an alkyl group, an alkoxy group, a carboxy group or an acetyl acetone; the Lewis acid is dialkyltin oxide. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Improved Synthesis of Racemate and Enantiomers of Taniguchi Lactone and Conversion of Their C-C Double Bonds into Triple Bonds

Malová Kri?ková, Petra,Lindner, Wolfgang,Hammerschmidt, Friedrich

, p. 651 - 657 (2017/11/15)

cis -2-Butene-1,4-diol was heated with triethyl orthoacetate and p -hydroquinone as catalyst at 170 °C to give racemic Taniguchi lactone. It was converted into diastereomeric amides with (S)-1-phenylethylamine for stereoisomer resolution. The double bonds

Facile production scale synthesis of (S)-Taniguchi lactone: A precious building-block

Von Kieseritzky, Fredrik,Wang, Yeliu,Axelson, Magnus

, p. 643 - 645 (2014/06/09)

A cost-efficient and facile synthesis of (S)-4-vinyldihydrofuran-2(3H)-one ((S)-1), better known as (S)-Taniguchi lactone, is described. Racemic Taniguchi lactone rac-1 was ring-opened with (S)-1-benzylmethylamine providing a diastereomeric mixture of hyd

Asymmetric total syntheses of (-)-penicipyrone and (-)-tenuipyrone via biomimetic cascade intermolecular michael addition/cycloketalization

Song, Liyan,Yao, Hongliang,Zhu, Liangyu,Tong, Rongbiao

supporting information, p. 6 - 9 (2013/03/28)

The first total syntheses of (-)-penicipyrone and (-)-tenuipyrone were accomplished enantioselectively in 12 steps with an 11% yield and 6 steps with a 28% yield from the known 4-((tert-butyldimethylsilyl)oxy)-cyclopent-2-enone, respectively, by developing a biomimetic bimolecular cascade cyclization featuring an intermolecular Michael addition/cyclo-(spiro-)ketalization sequence. The relative, absolute stereochemistry and carbon connectivity of penicipyrone was further confirmed by X-ray crystallographic analysis and comparison of optical rotations.

Radical cyclization on solid support: Synthesis of γ-butyrolactones

Watanabe, Yoshihiko,Ishikawa, Satoshi,Takao, Gou,Toru, Takeshi

, p. 3411 - 3414 (2007/10/03)

Synthesis of γ-butyrolactones using radical cyclization on solid-phase has been achieved. Polymer-supported β-bromoethylacetals were treated with tributyltin hydride in the presence of a catalytic amount of α,α'- azobisisobutyronitrile to generate intermediate carbon radicals which cyclize onto the intramolecular carbon-carbon double bond. The cyclization products were released by Jones oxidation from resin to give γ-butyrolactones in good yields.

General Synthetic Route to γ-Butyrolactones via Stereoselective Radical Cyclization by Organotin Species

Ueno, Yoshio,Moriya, Osamu,Chino, Kunitake,Watanabe, Masaru,Okawara, Makoto

, p. 1351 - 1356 (2007/10/02)

A new method for the preparation of γ-butyrolactones is described in which the key step is the highly stereoselective radical cyclization of bromoacetals to 2-alkoxytetrahydrofurans in the presence of polymeric or low-molecular weight organotin species. 2-Alkoxytetrahydrofurans can be easily converted into γ-butyrolactones by Jones oxidation.

Process for preparing γ-lactone derivatives

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, (2008/06/13)

A process for preparing a γ-lactone derivative having the formula (I) EQU1 wherein R1, R2, R3, R4, R5 and R6, which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms or a phenyl group which may be substituted with a halogen atom, and R1 and R2, and R5 and R6 may, when taken together with the carbon atom to which they are attached, form a cycloalkyl group having 4 to 7 carbon atoms, and R7 represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, a cycloalkyl group having 4 to 6 carbon atoms or a phenyl group which may be substituted with an alkyl group having 1 to 3 carbon atoms, which comprises reacting an allylic diol with an orthocarboxylic acid ester in the presence of an acidic catalyst.

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