BIS(2-THIENYL) KETONE

Base Information

• Chemical Name: BIS(2-THIENYL) KETONE
• CAS No.: 704-38-1
• Molecular Formula: C9H6OS2
• Molecular Weight: 194.278
• Hs Code.: 29349990
• Mol file: 704-38-1.mol

Synonyms:2-Thienylketone (6CI,7CI,8CI);2,2'-Dithienyl ketone;Bis(2-thienyl) ketone;Bis(thien-2-yl)methanone;Di-2-thienyl ketone;Di-2-thienyl methanone;NSC201397;NSC 36725;

Chemical Property of BIS(2-THIENYL) KETONE

Chemical Property:

• Appearance/Colour: light brown crystalline powder
• Vapor Pressure: 0.00027mmHg at 25°C
• Melting Point: 90-94 °C(lit.)
• Refractive Index: 1.64
• Boiling Point: 323 °C at 760 mmHg
• Flash Point: 149.1 °C
• PSA: 73.55000
• Density: 1.326g/cm³
• LogP: 3.04060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Bis(2-thienyl)Ketone ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Bis(2-thienyl) Ketone (Tiotropium EP Impurity F) can be used in the synthesis of antitumor agents via the formation of hydantoins. Also is an impurity in the synthesis of Tiotropium Bromide (T444850), a muscarinic receptor antagonist. Bronchodilator.

Technology Process of BIS(2-THIENYL) KETONE

There total 6 articles about BIS(2-THIENYL) KETONE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 68.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) + [(bromodifluoromethyl)sulfanyl]benzene (78031-08-0) → di(thiophen-2-yl)methanone (704-38-1) + S-phenyl thiofuran-2-carbothioate (28122-95-4)

Guidance literature:

[(bromodifluoromethyl)sulfanyl]benzene; With titanium tetrachloride; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;

thiophene; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201100715

Reference yield: 12.0%

thiophen-2-yl magnesium bromide (5713-61-1) → di(thiophen-2-yl)methanone (704-38-1) + 2,2'-thenil (7333-07-5) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With oxalyl dichloride; copper(I) bromide; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1016/0040-4039(95)01471-S

Reference yield: 12.0%

oxalyl dichloride (79-37-8) + thiophen-2-yl magnesium bromide (5713-61-1) → di(thiophen-2-yl)methanone (704-38-1) + 2,2'-thenil (7333-07-5) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

With copper(I) bromide; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1016/0040-4039(95)01471-S

upstream raw materials:

carbon monoxide

α-thienyl-mercury(II) bromide

oxalyl dichloride

thiophen-2-yl magnesium bromide

Downstream raw materials:

5,5-di-(2-thienyl)-hydantoin

2-[α-(2-thienyl)-α-hydroxymethyl]thiophene

2-hydroxy-2,2-di(thiophen-2-yl)acetic acid

Refernces

• 1、 Kuhakarn, Chutima,Surapanich, Nakin,Kamtonwong, Siriporn,Pohmakotr, Manat,Reutrakul, Vichai. "Friedel-crafts-type alkylation with bromodifluoro(phenylsulfanyl)methane through α-fluorocarbocations: Syntheses of thioesters, benzophenones and xanthones". supporting information; experimental part. p. 5911 - 5918. Retrieved 2011/12/05.
• 2、 Bumagin, N.A.,Kalinovskii, I.O.,Beletskaya, I.P.. "REACTIONS OF ORGANOMETALLIC COMPOUNDS, CATALYZED BY TRANSITION METAL COMPLEXES. 8. CARBONYLATION OF ARYLMERCURY COMPOUNDS IN THE PRESENCE OF PALLADIUM AND RHODIUM". . p. 2368 - 2373. Retrieved 2007/10/02.