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3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE is a chemical compound characterized by a pentanedione molecule with two methylsulfonyl groups attached to the central carbon atom. It is a yellow crystalline solid with a molecular formula of C9H16O2S2 and a molecular weight of 220.35 g/mol.

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  • 15908-50-6 Structure
  • Basic information

    1. Product Name: 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE
    2. Synonyms: 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE;3-[DI(METHYLTHIO)METHYLIDENE]PENTANE-2,4-DIONE;BUTTPARK 105\40-36;3-(BIS(METHYLTHIO)METHYLENE)PENTANE-2,4-DIONE;4,4-Bis(methylthio)-3-acetyl-3-butene-2-one;3-[Bis(methylsulphanyl)methylidene]pentane-2,4-dione;3-[bis(methylsulfanyl)methylidene]pentane-2,4-dione
    3. CAS NO:15908-50-6
    4. Molecular Formula: C8H12O2S2
    5. Molecular Weight: 204.31
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 15908-50-6.mol
  • Chemical Properties

    1. Melting Point: 61 °C(Solv: ligroine (8032-32-4))
    2. Boiling Point: 351.2°Cat760mmHg
    3. Flash Point: 155.7°C
    4. Appearance: /
    5. Density: 1.16g/cm3
    6. Vapor Pressure: 4.17E-05mmHg at 25°C
    7. Refractive Index: 1.536
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE(15908-50-6)
    12. EPA Substance Registry System: 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE(15908-50-6)
  • 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: 15908-50-6(Hazardous Substances Data)

15908-50-6 Usage

Uses

Used in Organic Synthesis:
3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions and contribute to the formation of complex organic molecules.
Used in Coordination Chemistry:
In coordination chemistry, 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE serves as a chelating agent, enabling it to form stable complexes with metal ions, which is crucial for various applications in this field.
Used in Materials Science:
3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE has been studied for its potential applications in materials science, possibly due to its unique structural properties and the ability to interact with other compounds.
Used in Pharmaceuticals:
3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE has been investigated for its potential use in the pharmaceutical industry, likely due to its antioxidant and metal-binding properties, which could contribute to the development of new drugs or drug delivery systems.
It is important to handle and store 3-[BIS(METHYLSULFANYL)METHYLENE]-2,4-PENTANEDIONE with care, as it may be hazardous if not used properly.

Check Digit Verification of cas no

The CAS Registry Mumber 15908-50-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,9,0 and 8 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 15908-50:
(7*1)+(6*5)+(5*9)+(4*0)+(3*8)+(2*5)+(1*0)=116
116 % 10 = 6
So 15908-50-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H12O2S2/c1-5(9)7(6(2)10)8(11-3)12-4/h1-4H3

15908-50-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[bis(methylsulfanyl)methylidene]pentane-2,4-dione

1.2 Other means of identification

Product number -
Other names 3-<di(methylthio)methylene>pentan-2,4-dione

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:15908-50-6 SDS

15908-50-6Relevant articles and documents

Second harmonic generation in push-pull ethylenes: Influence of chirality and hydrogen bonding

Mohanalingam,Nethaji,Das, Puspendu Kumar

, p. 177 - 188 (1996)

The effect of chiral substituents and hydrogen bonding functional groups on the microscopic and macroscopic second-order non-linearities in some donor-acceptor substituted ethylenes has been investigated. It appears that extensive intramolecular and intermolecular hydrogen bonding helps to improve both the microscopic hyperpolarizability (β) as well as the powder second harmonic generation (SHG) efficiency in these compounds. The substitution of the chiral α-methylbenzylamine donor guarantees a non-centrosymmetric structure. Cocrystallization with triphenylphosphine oxide (TPPO) does not appear to yield better SHG efficiency in the α-methylbenzylamine substituted ethylene compound which has an extended hydrogen bonding network.

An easy access to variously substituted pyrroles starting from ketene dithioacetals

Sommen, Geoffroy L.,Cornel, Alain,Kirsch, Gilbert

, p. 693 - 699 (2005)

Variously substituted pyrroles 4 can easily be synthesized in two steps by reacting a primary or secondary amine and a ketene dithioacetal in a basic medium in moderate to good yield. Ketene dithioacetals 2 are readily prepared from acetylaceton or malononitrile, carbon disulfide, and methyl iodide.

Synthesis of some new spiro(pyran-4,2'-benzoxazole) derivatives

El-Shafei,El-Saghier,Ahmed

, p. 152 - 154 (1994)

Ketene S,S-acetal 2 reacts with 2-aminophenol to afford 2-(1-acetyl-2- oxopropylidene)benzoxazole (3) which was allowed to react with a variety of active methylenes having an α-cyano or α-keto group to give spiro[pyran- 4,2'-benzoxazole] derivatives 5-12. Compound 3 also reacts with bromomalononitrile to afford spiro[3,3-diacetyl-2,2-dicyanocyclopropane- 1,2'-benzoxazole] 13 through a nucleophilic addition and cyclization.

Vilsmeier-Haack reaction of α-oxo ketene dithioacetals to α-chlorovinyl/ethynyl ketene dithioacetals

Dong, Dewen,Liu, Yingchun,Zhao, Yulong,Qi, Yimei,Wang, Zhuo,Liu, Qun

, p. 85 - 91 (2005)

A range of α-oxo ketene dithioacetals 1 reacted with Vilsmeier reagent (POCl3/DMF) to afford a-chlorovinyl ketene dithioacetals 2, With the treatment of NaOH in ethanol or methanol, the compounds 2 were transformed into the corresponding α-ethynyl ketene dithioacetals 3 in moderate to high yields.

EZH2 covalent irreversible inhibitor as well as preparation method and application thereof

-

Paragraph 0315; 0317-0319, (2021/08/14)

The invention discloses an EZH2 covalent irreversible inhibitor as well as a preparation method and application thereof. The EZH2 covalent irreversible inhibitor comprises a compound with a structure as shown in a formula (I) or a formula (II) or a salt t

Copper-Catalyzed Annulative Coupling of S,S-Disubstituted Enones with Diazo Compounds to Access Highly Functionalized Thiophene Derivatives

He, Yuan,Lou, Jiang,Wu, Ping,Yu, Zhengkun,Zhou, Yong-Gui

, (2020/01/31)

An efficient protocol toward fully substituted thiophenes and thieno[2,3-b]thiophenes has been developed through CuCl2-catalyzed annulative coupling of S,S-disubstituted enones with diazo compounds under mild conditions. Tetrasubstituted thiophenes and thieno[2,3-b]thiophenes were efficiently accessed by variation of the feed ratio of the reactants in good to excellent yields, respectively. The synthetic methodology has demonstrated the potential for the construction of diverse thiophene derivatives.

Alternative Palladium-Catalyzed Vinylic C?H Difluoroalkylation of Ketene Dithioacetals Using Bromodifluoroacetate Derivatives

Tian, Shuangquan,Song, Xiaoning,Zhu, Dongsheng,Wang, Mang

, p. 1414 - 1419 (2018/04/10)

A palladium-catalyzed cross-coupling of α-oxo ketene dithioacetals and bromodifluoroacetate derivatives has been developed for the synthesis of a class of CF2-containing tetra-substituted olefins, which has potential to extend to drug design an

Palladium-Catalyzed C-S Bond Cleavage with Allenoates: Synthesis of Tetrasubstituted 2-Alkenylfuran Derivatives

Wang, Quannan,Liu, Zhuqing,Lou, Jiang,Yu, Zhengkun

supporting information, p. 6007 - 6011 (2018/10/09)

Palladium-catalyzed C-S cleavage of tetrasubstituted internal alkene α-oxo ketene dithioacetals was realized with allenoates as the coupling partners, efficiently affording tetrasubstituted 2-alkenylfuran derivatives with excellent regioselectivity under mild conditions. Allenoates acted as C1 synthons in the desulfurative [4 + 1] annulation.

In situ generation of PhI+CF3 and transition-metal-free oxidative sp2 C-H trifluoromethylation

Xu, Cong,Liu, Jingxin,Ming, Wenbo,Liu, Yingjie,Liu, Jun,Wang, Mang,Liu, Qun

supporting information, p. 9104 - 9109 (2013/07/26)

These things are sent to tri us: The introduction of CF3 units into organic molecules is important and requires the development of convenient trifluoromethylating reagents. Here, PhI+CF3, an acyclic electrophilic "CF3

Tin tetrachloride-catalyzed regiospecific allylic substitution of quinone monoketals: An easy entry to benzofurans and coumestans

Liu, Yingjie,Liu, Jingxin,Wang, Mang,Liu, Jun,Liu, Qun

supporting information, p. 2678 - 2682 (2013/01/15)

A highly regioselective allylic substitution of quinone monoketals with a-oxoketene dithioacetals is achieved under the catalysis of only tin tetrachloride (1 mol%). The advantages of the reaction, including its simplicity, rapidity, low catalyst loading of inexpensive tin tetrachloride, mild conditions and; in particular, the regiospecificity, is proposed to be due to a pseudo-intramolecular process. This new synthetic method provides a facile [3+2] cycloaddition route to benzofurans and is highlighted by the synthesis of coumestans.

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