2-Thiopheneacetyl chloride

Base Information

• Chemical Name: 2-Thiopheneacetyl chloride
• CAS No.: 39098-97-0
• Molecular Formula: C6H5ClOS
• Molecular Weight: 160.624
• Hs Code.: 29349990
• European Community (EC) Number: 254-290-0
• UN Number: 1760
• UNII: 3VR2Y6J8UG
• DSSTox Substance ID: DTXSID5068156
• Nikkaji Number: J25.366I
• Wikidata: Q72508792
• Mol file: 39098-97-0.mol

Synonyms:2-Thiopheneacetyl chloride;39098-97-0;2-(thiophen-2-yl)acetyl chloride;2-Thienylacetyl chloride;2-Thiophene acetyl chloride;Thiophene-2-acetyl chloride;2-(2-thienyl)acetyl chloride;2-thiophen-2-ylacetyl chloride;Thiopheneacetyl chloride;C6H5ClOS;2-Thiopheneacetylchloride;thienylacetyl chloride;3VR2Y6J8UG;Thiophen-2-yl-acetyl chloride;EINECS 254-290-0;MFCD00005456;thiophen-2-ylacetyl chloride;Thienylacetylchloride;thienyl acetyl chloride;thiophene acetyl chloride;2-thiophenacetyl chloride;thiophene-2-acetylchlorid;2-thienyl acetyl chloride;thien-2-ylacetyl chloride;thiophene-2-acetylchloride;2-thiophenylacetyl chloride;UNII-3VR2Y6J8UG;(2-thienyl)acetyl chloride;Thien-2-yl-acetyl chloride;(Thien-2-yl)acetyl chlorid;SCHEMBL42105;2-thienylacetic acid chloride;C6-H5-Cl-O-S;(thien-2-yl)-acetyl chloride;2-thienyl acetic acid chloride;2-(2-thienyl)ethanoyl chloride;DTXSID5068156;2-Thiopheneacetyl chloride, 98%;BCP30941;2-(2-thienyl)-acetic acid chloride;BBL027527;STK802615;AKOS000268646;2-(thiophen-2-yl)acetic acid chloride;CS-W016145;GS-6669;BP-21429;AM20100031;FT-0639525;T1751;D78176;EN300-250047;2-HEPTYL-1,3-DIOXALANEOCTANALGLYCOLACETAL;A824405;SR-01000944734;Q-100454;SR-01000944734-1;F2190-0117

Chemical Property of 2-Thiopheneacetyl chloride

Chemical Property:

• Appearance/Colour: clear brown liquid
• Vapor Pressure: 4 mm Hg ( 83 °C)
• Refractive Index: n20/D 1.551(lit.)
• Boiling Point: 202.4 °C at 760 mmHg
• Flash Point: 88.7 °C
• PSA: 45.31000
• Density: 1.335 g/cm³
• LogP: 2.05600
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.9749636
• Heavy Atom Count: 9
• Complexity: 116
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Thiophene-2-acetyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34-37-29
• Safety Statements: 26-28-36/37/39-45-8-30-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)CC(=O)Cl
• Description: 2-Thiopheneacetyl chloride appears as a clear yellow to dark brown liquid. It is insoluble in water and denser than water.
• Chemical Composition and Structure: 2-Thiopheneacetyl chloride contains a thiophene ring with an acetyl chloride functional group.
• Uses and Mechanism of Action: 2-Thiopheneacetyl chloride belongs to the category of acyl chlorides and is commonly used as a pharmaceutical intermediate. It is utilized as a key intermediate in the synthesis of cephalosporin antibiotics, including cephalosporin I and II.; 2-Thiopheneacetyl chloride serves as a precursor in the development of fluorescent probes for metal ion detection, such as mercury (Hg2+).; In organic synthesis, it is involved in the preparation of nipecotate-containing immunopotentiators and bay-annulated indigo derivatives.
• Production Methods: It is synthesized by the reaction of 2-thiopheneacetic acid with thionyl chloride under controlled conditions, typically through vacuum distillation to obtain the product.
• Analysis Method: The purity and identity of 2-Thiopheneacetyl chloride are determined using various analytical techniques such as NMR spectroscopy, mass spectrometry (MS), infrared spectroscopy (IR), UV/Vis spectroscopy, and elemental analysis. These methods help ensure product quality and consistency.

Technology Process of 2-Thiopheneacetyl chloride

There total 12 articles about 2-Thiopheneacetyl 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: 94.7%

Thiophene-2-acetic acid (1918-77-0) → 2-thienylacetic acid chloride (39098-97-0)

Guidance literature:

With bis(trichloromethyl) carbonate; N,N-dimethyl-formamide; In dichloromethane; at -10 - 0 ℃; for 5h; Temperature; Reagent/catalyst;

Reference yield: 84.0%

Thiophene-2-acetic acid (1918-77-0) + 7-amino-3-(2-ethoxylalylhydrazono)methyl-3-cephem-4-carboxylic acid → 2-thienylacetic acid chloride (39098-97-0) + 7-(2-thienylacetamido)-3-(2-ethoxyalylhydrazono)methyl-3-cephem-4-carboxylic acid monohydrate

Guidance literature:

With thionyl chloride; triethylamine; In chloroform; water; ethyl acetate;

Reference yield:

Thiophene-2-acetic acid (1918-77-0) + cis-4-hydroxymethyl-3-(2,2,2-trichloroethoxycarboxamido)-2-oxoazetidine → 2-thienylacetic acid chloride (39098-97-0)

Guidance literature:

With thionyl chloride; triethylamine; In dichloromethane;

upstream raw materials:

Thiophene-2-acetic acid

2-Thiophenecarbonyl chloride

2-thiophenylcarboxylic acid

2-diazo-1-(thiophen-2-yl)ethanone

Downstream raw materials:

N-<2-(3,4-dimethoxyphenyl)ethyl>-2-(2-thienyl)ethanamide

2-(thiophen-2-yl)acetamide

thiophen-2-ylmethyl isocyanate

(+)-pinanediol (1R)-1-(2-thienylacetylamino)-1-phenylmethylboronate

Refernces

• 1、 -. "Method for efficiently preparing thiophene medical intermediates". Paragraph 0014-0019. . Retrieved 2021/05/29.
• 2、 -. "Preparation method of 2-thiopheneacetyl chloride". Paragraph 0034; 0038-0041; 0044-0046; 0049-0051; 0054-0056. . Retrieved 2020/08/30.