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(S)-4-vinyl-dihydrofuran-2(3H)-one is a versatile chemical compound characterized by its colorless to pale yellow liquid form and a sweet, floral odor. It is widely recognized for its applications in the production of fragrances and flavors, as well as for its antimicrobial properties, making it a valuable ingredient across various industries.

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  • 107080-45-5 Structure
  • Basic information

    1. Product Name: (S)-4-vinyl-dihydrofuran-2(3H)-one
    2. Synonyms: (S)-4-vinyl-dihydrofuran-2(3H)-one;Taniguchi lactone;(4S)-4-Ethenyldihydro-2(3H)-furanone
    3. CAS NO:107080-45-5
    4. Molecular Formula: C6H8O2
    5. Molecular Weight: 112.12652
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 107080-45-5.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 209.034°C at 760 mmHg
    3. Flash Point: 76.253°C
    4. Appearance: /
    5. Density: 1.155g/cm3
    6. Vapor Pressure: 0.207mmHg at 25°C
    7. Refractive Index: 1.551
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: (S)-4-vinyl-dihydrofuran-2(3H)-one(CAS DataBase Reference)
    11. NIST Chemistry Reference: (S)-4-vinyl-dihydrofuran-2(3H)-one(107080-45-5)
    12. EPA Substance Registry System: (S)-4-vinyl-dihydrofuran-2(3H)-one(107080-45-5)
  • 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: 107080-45-5(Hazardous Substances Data)

107080-45-5 Usage

Uses

Used in Fragrance and Flavor Industry:
(S)-4-vinyl-dihydrofuran-2(3H)-one is used as a key intermediate in the synthesis of perfumes, soaps, and other scented products, leveraging its sweet, floral scent to enhance the aroma profiles of these products.
Used in Food Industry:
In the food industry, (S)-4-vinyl-dihydrofuran-2(3H)-one is used as a flavoring agent, particularly in the production of baked goods and confectionery products, where it imparts a desirable taste and aroma.
Used in Personal Care and Household Cleaning Products:
(S)-4-vinyl-dihydrofuran-2(3H)-one is utilized for its antimicrobial properties in the formulation of personal care and household cleaning products, contributing to their effectiveness in maintaining hygiene and preventing microbial growth.

Check Digit Verification of cas no

The CAS Registry Mumber 107080-45-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,7,0,8 and 0 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 107080-45:
(8*1)+(7*0)+(6*7)+(5*0)+(4*8)+(3*0)+(2*4)+(1*5)=95
95 % 10 = 5
So 107080-45-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O2/c1-2-5-3-6(7)8-4-5/h2,5H,1,3-4H2/t5-/m1/s1

107080-45-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (4S)-4-vinyltetrahydrofuran-2-one

1.2 Other means of identification

Product number -
Other names 4-vinyl-dihydro-furan-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:107080-45-5 SDS

107080-45-5Relevant 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.

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

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

First chemo-enzymatic synthesis of the (R)-Taniguchi lactone and substrate profiles of CAMO and OTEMO, two new Baeyer–Villiger monooxygenases

Rudroff, Florian,Fink, Michael J.,Pydi, Ramana,Bornscheuer, Uwe T.,Mihovilovic, Marko D.

, p. 157 - 165 (2017/01/17)

Abstract: This study investigates the substrate profile of cycloalkanone monooxygenase and 2-oxo-Δ3-4,5,5-trimethylcyclopentenylacetyl-coenzyme A monooxygenase, two recently discovered enzymes of the Baeyer–Villiger monooxygenase family, used as whole-cell biocatalysts. Biooxidations of a diverse set of ketones were performed on analytical scale: desymmetrization of substituted prochiral cyclobutanones and cyclohexanones, regiodivergent oxidation of terpenones and bicyclic ketones, as well as kinetic resolution of racemic cycloketones. We demonstrated the applicability of the title enzymes in the enantioselective synthesis of (R)-(?)-Taniguchi lactone, a building block for the preparation of various natural product analogs such as ent-quinine. Graphical abstract: [Figure not available: see fulltext.]

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.

Enantioselective Iridium-catalyzed allylic alkylations - Improvements and applications based on salt-free reaction conditions

Gnamm, Christian,F?rster, Sebastian,Miller, Nicole,Br?dner, Kerstin,Helmchen, Günter

, p. 790 - 794 (2007/12/29)

Simplified procedures for the Ir-catalyzed asymmetric allylic alkylation reaction are described that often allow substitution products to be obtained with ≥99% ee. Applications to syntheses of important chiral building blocks, such as the Taniguchi lacton

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.

Synthesis and absolute configuration of the insecticidal sesquilignan ( + )-haedoxan a in honour of professor G. H. Neil towers 75th birthday

Ishibashi, Fumito,Taniguchi, Eiji

, p. 613 - 622 (2007/10/03)

The insecticidal neolignan, ( + )-haedoxan A, was synthesized from (S)-( + )-vinyl-y-butyrolactone and (2R,3R)-(+)-6-formyl-7-methoxy-3-methoxymethyl-2-(3,4-methylenedioxyphenyl)-1,4- benzodioxane, and its absolute configuration was unequivocally establis

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