2,5-Dichlorothiophene

Base Information

• Chemical Name: 2,5-Dichlorothiophene
• CAS No.: 3172-52-9
• Molecular Formula: C4H2Cl2S
• Molecular Weight: 153.032
• Hs Code.: 29349990
• European Community (EC) Number: 221-638-8
• NSC Number: 60527
• DSSTox Substance ID: DTXSID6062888
• Nikkaji Number: J80.658G
• Wikidata: Q72468348
• Mol file: 3172-52-9.mol

Synonyms:2,5-dichlorothiophene

Chemical Property of 2,5-Dichlorothiophene

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 3.33mmHg at 25°C
• Melting Point: -41 - -40 °C
• Refractive Index: 1.561-1.563
• Boiling Point: 158.9 °C at 760 mmHg
• Flash Point: 59.4 °C
• PSA: 28.24000
• Density: 1.488 g/cm³
• LogP: 3.05490
• Storage Temp.: 0-6°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 151.9254266
• Heavy Atom Count: 7
• Complexity: 58.7

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dichlorothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T+
• Hazard Codes: T+,Xn
• Statements: 40-26/27/28-36/37/38-20/21/22
• Safety Statements: 45-36/37-28A-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Thiophenes
• Canonical SMILES: C1=C(SC(=C1)Cl)Cl
• Uses: 2,5-Dichlorothiophene is mainly used as a pharmaceutical intermediate. It is used in the synthesis of 3,4-disubstituted thiophenes.

Technology Process of 2,5-Dichlorothiophene

There total 18 articles about 2,5-Dichlorothiophene 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: 95.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2,5-diclorothiophene (3172-52-9,173777-89-4)

Guidance literature:

With N-chloro-succinimide; In tetrachloromethane; for 4h; Time; Reflux;

Reference yield: 82.0%

2-thienyl chloride (96-43-5) → 2,5-diclorothiophene (3172-52-9,173777-89-4)

Guidance literature:

With N-chloro-succinimide; perchloric acid; In tetrachloromethane; for 24h; Ambient temperature;

DOI:10.1021/jo00063a028

Reference yield: 59.0%

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2-thienyl chloride (96-43-5) + 2,5-diclorothiophene (3172-52-9,173777-89-4)

Guidance literature:

With ammonium nitrate; N-chloro-succinimide; In acetonitrile; for 1h;

DOI:10.1246/cl.2003.932

upstream raw materials:

thiophene

N-chloroacetamide

2-thienyl chloride

2-thiophenylcarboxylic acid

Downstream raw materials:

2-tert.Butoxy-5-chlorthiophen

2,5-dichlorothiophene-4-carboxaldehyde

4-[(4-ethyl)phenyl]-2-chlorothiophene

phenyl N-(2,5,5-trichloro-2,5-dihydro-2-thienyl)-carbamate

Refernces

• 1、 Cornella, Josep,Lahlali, Hicham,Larrosa, Igor. "Decarboxylative homocoupling of (hetero)aromatic carboxylic acids". supporting information; experimental part. p. 8276 - 8278. Retrieved 2010/12/19.
• 2、 Tanemura, Kiyoshi,Suzuki, Tsuneo,Nishida, Yoko,Satsumabayashi, Koko,Horaguchi, Takaaki. "Halogenation of Aromatic Compounds by N-chloro-, N-bromo-, and N-iodosuccinimide". . p. 932 - 933. Retrieved 2007/10/03.