3857-36-1

Basic information

• Product Name: 2 5-THIOPHENEDICARBONYL DICHLORIDE 97
• Synonyms: 2 5-THIOPHENEDICARBONYL DICHLORIDE 97;2,5-Thiophenedicarbonyl dichloride (9CI);2,5-Thiophenedicarbonyl dichloride 97%;thiophene-2,5-dicarbonyl chloride
• CAS NO: 3857-36-1
• Molecular Formula: C₆H₂Cl₂O₂S
• Molecular Weight: 209.052
• Product Categories: ACIDHALIDE
• Mol File: 3857-36-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 43-47 °C
• Boiling Point: 150-152 °C/11 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.586g/cm³
• Vapor Pressure: 0.00117mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2 5-THIOPHENEDICARBONYL DICHLORIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2 5-THIOPHENEDICARBONYL DICHLORIDE 97(3857-36-1)
• EPA Substance Registry System: 2 5-THIOPHENEDICARBONYL DICHLORIDE 97(3857-36-1)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3261 8/PG 2
• WGK Germany: 3
• Hazardous Substances Data: 3857-36-1(Hazardous Substances Data)

Usage

Uses

Building block for the synthesis of chiral bis-oxazoline ligands used in copper- and ruthenium-catalyzed asymmetric cyclopropanations.

InChI:InChI=1/C6H2Cl2O2S/c7-5(9)3-1-2-4(11-3)6(8)10/h1-2H

Upstream product

• 4282-31-9 Thiophene-2,5-dicarboxylic acid 
• 124-04-9 Adipic acid 
• 61755-85-9 2,5‐diethyl thiophene‐2,5‐dicarboxylate 
• 28569-48-4 2,5-bis-chloromethyl-thiophene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 113059-51-1 2,5-bis-(N-phenyl-carbamoylacetyl)-thiophene 
• 125797-22-0 thiophene-2,5-dicarboxylic acid diphenyl ester 
• 18013-43-9 2,5-bis(benzo[d]thiazol-2-yl)thiophene 
• 2495-02-5 2,5-Bis(5-phenyl-1,3,4-oxadiazol-2-yl)thiophene 
• 133380-41-3 methyl 5-(chlorocarbonyl)thiophene-2-carboxylate 

Relevant articles and documents

Synthesis, structure and biological activity of pseudopeptidic macrolides based on an amino alcohol

A series of new pseudopeptidic macrolides 2a-f based on an amino alcohol were synthesized and evaluated for in vitro antibacterial and antifungal activities. The structure-activity relationships of these compounds were studied and the results showed that compounds 2a and 2d exhibited moderate antibacterial activity against Staphylococcus aureus, Bacillus subtilis and Escherichia coli, whereas compound 2e showed potent antifungal activity against all the fungal species tested, showing a promising broad-spectrum antifungal activity. All the compounds have been studied in vitro for the hemolytic activity as a measure of their cytotoxicity, showing that these compounds have low lytic properties.

Exploiting the chiral ligands of bis(Imidazolinyl)-and bis(oxazolinyl)thiophenes—Synthesis and application in Cu-catalyzed friedel–crafts asymmetric alkylation

Five new C2-symmetric chiral ligands of 2,5-bis(imidazolinyl)thiophene (L1–L3) and 2,5-bis(oxazolinyl)thiophene (L4 and L5) were synthesized from thiophene-2,5-dicarboxylic acid (1) with enantiopure amino alcohols (4a–c) in excellent optical purity and chemical yield. The util-ity of these new chiral ligands for Friedel–Crafts asymmetric alkylation was explored. Subse-quently, the optimized tridentate ligand L5 and Cu(OTf)2 catalyst (15 mol%) in toluene for 48 h promoted Friedel–Crafts asymmetric alkylation in moderate to good yields (up to 76%) and with good enantioselectivity (up to 81% ee). The bis(oxazolinyl)thiophene ligands were more potent than bis(imidazolinyl)thiophene analogues for the asymmetric induction of the Friedel–Crafts asymmetric alkylation.

Synthesis of Novel C 2-Symmetric Sulfur-Based Catalysts: Asymmetric Formation of Halo- and Seleno-Functionalized Normal- and Medium-Sized Rings

The synthesis of novel, highly functionalized, C 2 -symmetric sulfur-based catalysts is developed and their catalytic applications are explored in asymmetric bromo-, iodo- and seleno-functionalizations of alkenoic acids. This protocol provides

Synthesis and antibacterial activity of some novel piperazinophanes with an intraannular ester functionality

1:1 and 2:2 oligomeric piperazinophanes with an intraannular ester functionality have been synthesized via Mannich reaction of various aromatic esters with piperazine by a one-pot reaction under benign conditions through the multicomponent reaction methodology. The newly synthesized piperazinophanes were characterized using spectral and analytical methods. The ester based 1:1 oligomeric piperazinophanes exhibit good target binding ability in molecular docking studies and also show better antibacterial activity against Escherichia coli, Klebsiella pneumoniae, Staphylococcus aureus and Streptococcus pyogenes bacteria than the 2:2 oligomeric piperazinophanes.