4-(2-Thienyl)but-3-EN-2-one

Base Information

• Chemical Name: 4-(2-Thienyl)but-3-EN-2-one
• CAS No.: 874-83-9
• Molecular Formula: C8H8OS
• Molecular Weight: 152.217
• Hs Code.: 29349990
• European Community (EC) Number: 867-663-3
• Nikkaji Number: J1.328.306K,J443.404H
• ChEMBL ID: CHEMBL419920
• Mol file: 874-83-9.mol

Synonyms:4-(2-THIENYL)BUT-3-EN-2-ONE;874-83-9;33603-63-3;trans-4-(2-Thienyl)-3-buten-2-one;(3E)-4-(Thiophen-2-yl)but-3-en-2-one;4-(2-Thienyl)-3-buten-2-one;(E)-4-thiophen-2-ylbut-3-en-2-one;(E)-4-(thiophen-2-yl)but-3-en-2-one;4-(thiophen-2-yl)but-3-en-2-one;4-(-2-Thienyl)-3-buten-2-one;4-(2-Thienyl)-3-buten-2-one (mixt. of cis and trans);MFCD00053051;SCHEMBL369705;CHEMBL419920;4-(2-Thienyl)-3-buten-2-on;CIMALVIHZVKKPE-SNAWJCMRSA-N;1-(Thien-2-yl)but-1-en-3-one;3-Buten-2-one,4-(2-thienyl)-;GEO-02302;AKOS005256957;(E)-4-(2-thienyl)but-3-en-2-one;4-(2-Thienyl)-3-buten-2-one, 97%;AS-78107;CS-0182830;CS-0369516;3-Buten-2-one,4-(2-thienyl)-, (3E)-;EN300-269486;F52717;[874-83-9trans;33603-63-3];A842240;A875237;J-513347;J-640127;J-800131

Chemical Property of 4-(2-Thienyl)but-3-EN-2-one

Chemical Property:

• Appearance/Colour: Clear yellow liquid after melting
• Vapor Pressure: 0.00643mmHg at 25°C
• Melting Point: 25-26 °C(lit.)
• Refractive Index: 1.6285-1.6315
• Boiling Point: 271.5 °C at 760 mmHg
• Flash Point: 118 °C
• PSA: 45.31000
• Density: 1.14 g/cm³
• LogP: 2.35030
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 152.02958605
• Heavy Atom Count: 10
• Complexity: 151

Purity/Quality:

99% ^*data from raw suppliers

4-(2-Thienyl)but-3-en-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC=CS1
• Isomeric SMILES: CC(=O)/C=C/C1=CC=CS1

Technology Process of 4-(2-Thienyl)but-3-EN-2-one

There total 2 articles about 4-(2-Thienyl)but-3-EN-2-one 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: 85.0%

thiophene-2-carbaldehyde (98-03-3) + 1-bromoacetone (598-31-2) → (E)-4-(2-thienyl)but-3-en-2-one (874-83-9,33603-63-3) + acetone (67-64-1)

Guidance literature:

With tributylstibine; for 1h; Ambient temperature;

Reference yield:

thiophene-2-carbaldehyde (98-03-3) + acetone (67-64-1) → 2-thenylideneacetone (874-83-9) + (1E,4E)-1,5-di(thiophen-2-yl)penta-1,4-dien-3-one (886-78-2)

Guidance literature:

With potassium hydroxide; Multistep reaction; 1.) methanol, water, 10-15 deg C, 30 min, 2.) methanol, water, 10-15 deg C, 4 h;

Reference yield: 99.0%

(E)-4-(2-thienyl)but-3-en-2-one (874-83-9,33603-63-3) + trans-2-phenylvinylboronic acid (6783-05-7) → (E)-6-phenyl-4-(thiophen-2-yl)hex-5-en-2-one

Guidance literature:

With (R)-3,3’-bis(2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl)-1,1’-binaphthyl-2,2’-diol; magnesium 2-methylpropan-2-olate; In toluene; at 115 ℃; for 22h; enantioselective reaction; Molecular sieve; Inert atmosphere;

DOI:10.1021/ol3030605

upstream raw materials:

thiophene-2-carbaldehyde

1-bromoacetone

acetone

Downstream raw materials:

4t-[2]thienyl-but-3-en-2-one-(2,4-dinitro-phenylhydrazone)

N,N'-Bis-[(E)-1-methyl-3-thiophen-2-yl-prop-2-en-(E)-ylidene]-ethane-1,2-diamine

(1E,4E)-1,5-di(thiophen-2-yl)penta-1,4-dien-3-one

Refernces

• 1、 Huang, Yao-Zeng,Chen, Chen,Shen, Yanchang. "α-ENONE BY THE REACTION OF ALDEHYDE AND α-BROMOKETONE WITH TRI-n-BUTYLSTIBINE". . p. 501 - 510. Retrieved 2007/10/02.