3-(Thiophen-3-yl)prop-2-enoyl chloride

Base Information

• Chemical Name: 3-(Thiophen-3-yl)prop-2-enoyl chloride
• CAS No.: 54449-42-2
• Molecular Formula: C7H5ClOS
• Molecular Weight: 172.63
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00695718
• Mol file: 54449-42-2.mol

Synonyms:3-(thiophen-3-yl)prop-2-enoyl chloride;54449-42-2;3-thiophen-3-ylprop-2-enoyl chloride;DTXSID00695718;7-O-BETA-D-GALACTOPYRANOSYLCOUMARIN-4-ACETICACID

Chemical Property of 3-(Thiophen-3-yl)prop-2-enoyl chloride

Chemical Property:

• Vapor Pressure: 0.008mmHg at 25°C
• Refractive Index: 1.625
• Boiling Point: 268.672 °C at 760 mmHg
• Flash Point: 116.289 °C
• PSA: 45.31000
• Density: 1.345 g/cm³
• LogP: 2.52670
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 171.9749636
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

98%Min ^*data from raw suppliers

3-Thien-3-ylacryloylchloride 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1C=CC(=O)Cl

Technology Process of 3-(Thiophen-3-yl)prop-2-enoyl chloride

There total 3 articles about 3-(Thiophen-3-yl)prop-2-enoyl chloride 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:

3-(3-thienyl)-2-propenoic acid (1195-52-4,102696-71-9) → 3-(3-thienyl)acryloyl chloride (54449-42-2)

Guidance literature:

With thionyl chloride; In chloroform; N,N-dimethyl-formamide; for 3h; Reflux;

DOI:10.1021/ja408814g

Reference yield:

3-thiophene carboxaldehyde (498-62-4) → 3-(3-thienyl)acryloyl chloride (54449-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; piperidine / 13 h / 100 °C

2: thionyl chloride / chloroform; N,N-dimethyl-formamide / 3 h / Reflux

With piperidine; pyridine; thionyl chloride; In chloroform; N,N-dimethyl-formamide;

DOI:10.1021/ja408814g

Reference yield:

trans-3-(3-thienyl)acrylic acid (1195-52-4,102696-71-9) → 3-(3-thienyl)acryloyl chloride (54449-42-2)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In chloroform; Yield given; Heating;

DOI:10.1021/jm00126a002

upstream raw materials:

trans-3-(3-thienyl)acrylic acid

3-thiophene carboxaldehyde

3-(3-thienyl)-2-propenoic acid

Refernces

• 1、 Li, Lingjun,Degardin, Melissa,Lavergne, Thomas,Malyshev, Denis A.,Dhami, Kirandeep,Ordoukhanian, Phillip,Romesberg, Floyd E.. "Natural-like replication of an unnatural base pair for the expansion of the genetic alphabet and biotechnology applications". . p. 826 - 829. Retrieved 2014/02/14.