5-ACETYL-2,2'-BITHIENYL

Base Information

• Chemical Name: 5-ACETYL-2,2'-BITHIENYL
• CAS No.: 3515-18-2
• Molecular Formula: C10H8OS2
• Molecular Weight: 208.305
• Hs Code.: 29309099
• Mol file: 3515-18-2.mol

Synonyms:5-Acetyl-2,2'-bithiophene;

Chemical Property of 5-ACETYL-2,2'-BITHIENYL

Chemical Property:

• Appearance/Colour: yellow to yellow-green powder
• Melting Point: 109-114 °C
• Boiling Point: 363.4 °C at 760 mmHg
• Flash Point: 173.6 °C
• PSA: 73.55000
• Density: 1.26 g/cm³
• LogP: 3.67920
• Storage Temp.: Refrigerator (+4°C)

Purity/Quality:

98%min ^*data from raw suppliers

1-([2,2'-Bithiophen]-5-yl)ethanone 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-ACETYL-2,2'-BITHIENYL

There total 4 articles about 5-ACETYL-2,2'-BITHIENYL 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: 49.0%

2-Acetyl-5-bromothiophene (5370-25-2) + thiophen-2-yl magnesium bromide (5713-61-1) → 5-acetyl-2,2'-bithiophene (3515-18-2) + 5,5'-di(1-oxoethyl)-2,2'-bithiophene (18494-73-0) + 2,2'-Bithiophene (492-97-7)

Guidance literature:

thiophen-2-yl magnesium bromide; With bismuth(III) chloride;

2-Acetyl-5-bromothiophene; With potassium phosphate; palladium diacetate; triphenylphosphine; In N,N-dimethyl-formamide; at 90 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0030-1260554

Reference yield: 24.0%

2,2'-Bithiophene (492-97-7) + acetyl chloride (75-36-5) → 5-acetyl-2,2'-bithiophene (3515-18-2) + 5,5'-di(1-oxoethyl)-2,2'-bithiophene (18494-73-0)

Guidance literature:

With titanium tetrachloride; In benzene; r.t.to 80 deg C;

Reference yield: 13.0%

thiophene boronic acid (6165-68-0) + 1-(5-bromo-thiophen-2-yl)-2-(triphenyl-λ5-phosphanylidene)-ethanone → 5-acetyl-2,2'-bithiophene (3515-18-2) + (2,2'-bithiophen-5-yl)carbonylmethylidenetriphenylphosphorane

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 75 ℃; for 5h;

DOI:10.1039/b202745n

upstream raw materials:

2,2'-Bithiophene

acetyl chloride

thiophene boronic acid

2-Acetyl-5-bromothiophene

Downstream raw materials:

1-(2,2'-dithiophene-5-yl)-3-(4-(N,N-diphenylamino)phenyl)prop-2-en-1-one

5-(thien-2-yl)thiophene-2-carboxylic acid

5-(3-(3-methoxyl-p-hydroxyphenyl)-1-oxo-2-propenyl)-2,2'-bithiophene

Refernces

• 1、 Thiemann, Thies,Umeno, Kuniharu,Wang, Jian,Tabuchi, Yumiko,Arima, Kazuya,Watanabe, Masataka,Tanaka, Yasuko,Gorohmaru, Hideki,Mataka, Shuntaro. "Elongated phosphoranes by C-C coupling of haloaroylmethylidene-triphenylphosphoranes: Synthesis and applications". . p. 2090 - 2110. Retrieved 2007/10/03.