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5-methyloxolane-2,4-dione, also known as 5-methyldihydrofuran-2,4-dione, is an organic compound with the molecular formula C5H6O3. It is a heterocyclic compound containing a five-membered oxolane ring with a methyl group at the 5-position and two carbonyl groups at the 2 and 4 positions. This chemical is a valuable intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its unique structure and reactivity. It can be synthesized through various methods, such as the reaction of 5-methyl-2-hydroxytetrahydrofuran with oxalyl chloride or the condensation of 5-methyl-2-oxazolidinone with oxalyl chloride. The compound is known for its stability and can be used in various chemical transformations, making it an important building block in organic synthesis.

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  • 5457-19-2 Structure
  • Basic information

    1. Product Name: 5-methyloxolane-2,4-dione
    2. Synonyms: 5-methyloxolane-2,4-dione
    3. CAS NO:5457-19-2
    4. Molecular Formula: C5H6O3
    5. Molecular Weight: 114.1
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 5457-19-2.mol
  • Chemical Properties

    1. Melting Point: 115 °C
    2. Boiling Point: 291.1°Cat760mmHg
    3. Flash Point: 132.1°C
    4. Appearance: /
    5. Density: 1.23g/cm3
    6. Vapor Pressure: 0.00199mmHg at 25°C
    7. Refractive Index: 1.452
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 10.71±0.40(Predicted)
    11. CAS DataBase Reference: 5-methyloxolane-2,4-dione(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-methyloxolane-2,4-dione(5457-19-2)
    13. EPA Substance Registry System: 5-methyloxolane-2,4-dione(5457-19-2)
  • 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: 5457-19-2(Hazardous Substances Data)

5457-19-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5457-19-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,5 and 7 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5457-19:
(6*5)+(5*4)+(4*5)+(3*7)+(2*1)+(1*9)=102
102 % 10 = 2
So 5457-19-2 is a valid CAS Registry Number.
InChI:InChI=1/C5H6O3/c1-3-4(6)2-5(7)8-3/h3H,2H2,1H3

5457-19-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-methyloxolane-2,4-dione

1.2 Other means of identification

Product number -
Other names 5-methyl-2,4(3H,5H)-furandione

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:5457-19-2 SDS

5457-19-2Downstream Products

5457-19-2Relevant articles and documents

Peniphenone and Penilactone Formation in Penicillium crustosum via 1,4-Michael Additions of ortho-Quinone Methide from Hydroxyclavatol to γ-Butyrolactones from Crustosic Acid

Fan, Jie,Liao, Ge,Kindinger, Florian,Ludwig-Radtke, Lena,Yin, Wen-Bing,Li, Shu-Ming

supporting information, p. 4225 - 4229 (2019/03/19)

Penilactones A and B consist of a γ-butyrolactone and two clavatol moieties. We identified two separate gene clusters for the biosynthesis of these key building blocks in Penicillium crustosum. Gene deletion, feeding experiments, and biochemical investiga

A Short Synthesis of the Mould Metabolite (R)-(+)-Carolinic Acid from (S)-Lactic Acid

Linder, David,Schobert, Rainer

, p. 4564 - 4568 (2016/12/14)

(R)-(+)-Carolinic acid was prepared in seven steps and 59% yield from inexpensive benzyl l-lactate, the configuration of which was inverted by a Mitsunobu reaction with trifluoroacetate. The resulting benzyl d-lactate was cyclised by a domino addition-Wittig alkenation reaction with Ph3PCCO. The product tetronic acid was acylated with a second equivalent of this ylide to give a 3-acylylidenetetronic acid, which was olefinated directly with tert-butyl glyoxylate. The product alkene was hydrogenated and deprotected to afford pure crystalline (R)-(+)-carolinic acid, which proved inactive against Staphylococcus aureus and Escherichia coli mutant D21f2.

Methods of inhibiting the advanced glycosylation of proteins using tetramic and tetronic acids and compositions therefor

-

, (2008/06/13)

The present invention relates to compositions and methods for inhibiting nonenzymatic cross-linking (protein aging). Accordingly, a composition is disclosed which comprises substituted or unsubstituted tetramic and tetronic acids capable of inhibiting the formation of advanced glycosylation endproducts of target proteins by reacting with a carbonyl moiety of an early glycosylation product of such target proteins formed by their initial glycosylation. The method comprises contacting the target protein with the composition. Both industrial and therapeutic applications for the invention are envisioned, as food spoilage and animal protein aging can be treated.

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