1,3-Butanedione, 1-(2-thienyl)-

Base Information

• Chemical Name: 1,3-Butanedione, 1-(2-thienyl)-
• CAS No.: 3051-27-2
• Molecular Formula: C8H8O2S
• Molecular Weight: 168.216
• Hs Code.: 2934999090
• NSC Number: 80371
• UNII: VT2LIU0K18
• DSSTox Substance ID: DTXSID3062815
• Nikkaji Number: J102.266K
• Wikidata: Q72508518
• Mol file: 3051-27-2.mol

Synonyms:3051-27-2;1-(thiophen-2-yl)butane-1,3-dione;1,3-Butanedione, 1-(2-thienyl)-;Thenoylacetone;1-(2-Thienyl)-1,3-butanedione;2-Thenoylacetone;1-thiophen-2-ylbutane-1,3-dione;VT2LIU0K18;C8H8O2S;NSC 80371;NSC-80371;NSC80371;UNII-VT2LIU0K18;1, 1-(2-thienyl)-;2-(1,3-Dioxobutyl)thiophene;SCHEMBL1547840;DTXSID3062815;1-(2-thienyl)butan-1,3-dione;1-thiophene-2-yl-butane-1,3-dione;STK694730;AKOS005605921;CS-0450791;A846679;1-(2-Thienyl)butane-1,3-dione;Nsc 80371;1-(Thiophen-2-yl)-1,3-butanedione

Chemical Property of 1,3-Butanedione, 1-(2-thienyl)-

Chemical Property:

• Vapor Pressure: 0.00195mmHg at 25°C
• Refractive Index: 1.537
• Boiling Point: 291.4 °C at 760 mmHg
• Flash Point: 130 °C
• PSA: 62.38000
• Density: 1.196 g/cm³
• LogP: 1.90990
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 168.02450067
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

99%min ^*data from raw suppliers

1-(Thiophen-2-yl)butane-1,3-dione 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)CC(=O)C1=CC=CS1

Technology Process of 1,3-Butanedione, 1-(2-thienyl)-

There total 12 articles about 1,3-Butanedione, 1-(2-thienyl)- 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: 90.0%

2-Acetylthiophene (88-15-3,97511-16-5) + ethyl acetate (141-78-6) → 1-(2-thienyl)-1,3-butanedione (3051-27-2)

Guidance literature:

With sodium hydride; In 1,4-dioxane; for 2h; Reflux;

DOI:10.2298/JSC010318053T

Reference yield: 81.0%

2-Acetylthiophene (88-15-3,97511-16-5) + acetic anhydride (108-24-7) → 1-(2-thienyl)-1,3-butanedione (3051-27-2)

Guidance literature:

With tetrachlorosilane; zinc(II) chloride; In dichloromethane; at 25 ℃; for 6h;

DOI:10.1080/104265090507920

Reference yield: 80.0%

(E)-4-(2-thienyl)but-3-en-2-one (874-83-9,33603-63-3) → 1-(2-thienyl)-1,3-butanedione (3051-27-2)

Guidance literature:

With iron(II) chloride; In ethanol; at 80 ℃; for 12h;

DOI:10.1002/anie.201707006

upstream raw materials:

2-Acetylthiophene

acetic acid methyl ester

acetic anhydride

ethyl acetate

Downstream raw materials:

3-methyl-1-phenyl-5-[2]thienyl-1H-pyrazole

3-methyl-1-(4-nitro-phenyl)-5-[2]thienyl-1H-pyrazole

3-methyl-5-thiophen-2yl-1-hydropyrazole

Ethyl-2methyl-4(2thienyl)-5pyrrole carboxylate

Refernces

• 1、 Taydakov, Ilya V.,Kreshchenova, Yuliya M.,Dolotova, Ekaterina P.. "A convenient and practical synthesis of β-diketones bearing linear perfluorinated alkyl groups and a 2-thienyl moiety". . p. 3106 - 3111. Retrieved 2018.
• 2、 He, Jian-Ping,Huang, Guo-Sheng,Luo, Nan,Zhan, Zhen-Zhen,Zhang, Ming-Ming. "Direct synthesis of 2,3,5-trisubstituted pyrroles: via copper-mediated one-pot multicomponent reaction". supporting information. p. 9831 - 9835. Retrieved 2021/01/05.
• 3、 -. "Pyrrolecarboxylic acid derivative synthesis method". Paragraph 0063; 0065-0067. . Retrieved 2019/11/04.