2-Chloro-5-methylthiophene

Base Information

• Chemical Name: 2-Chloro-5-methylthiophene
• CAS No.: 17249-82-0
• Molecular Formula: C5H5ClS
• Molecular Weight: 132.614
• Hs Code.: 29349990
• European Community (EC) Number: 678-358-8
• DSSTox Substance ID: DTXSID80169326
• Nikkaji Number: J544.221D
• Wikidata: Q72455370
• Mol file: 17249-82-0.mol

Synonyms:2-Methyl-5-chlorothiophene;5-Methyl-2-thienyl chloride;

Chemical Property of 2-Chloro-5-methylthiophene

Chemical Property:

• Vapor Pressure: 4.6mmHg at 25°C
• Refractive Index: 1.554
• Boiling Point: 151.8 °C at 760 mmHg
• Flash Point: 51.6 °C
• PSA: 28.24000
• Density: 1.237 g/cm³
• LogP: 2.70990
• Storage Temp.: 2-8°C(protect from light)
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.9800490
• Heavy Atom Count: 7
• Complexity: 65.1

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5-methylthiophene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(S1)Cl
• Uses: It is used in the synthesis of dithienylcyclopentene optical molecular switches. It is also used as an active pharmaceutical intermediate.

Technology Process of 2-Chloro-5-methylthiophene

There total 4 articles about 2-Chloro-5-methylthiophene 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: 88.0%

2-Methylthiophene (554-14-3) → 2-chloro-5-methylthiophene (17249-82-0)

Guidance literature:

With N-chloro-succinimide; acetic acid; In tetrahydrofuran; at 20 ℃; for 1.5h; Reflux;

DOI:10.1002/poc.3584

Reference yield:

2-Methylthiophene (554-14-3) → 2-chloro-5-methylthiophene (17249-82-0) + 3-chloro-2-methylthiophene (17249-83-1)

Guidance literature:

With N-chloro-succinimide; perchloric acid; In tetrachloromethane; for 24h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00063a028

Reference yield:

5-Chloro-2-thiophenecarboxaldehyde (7283-96-7) → 2-chloro-5-methylthiophene (17249-82-0)

Guidance literature:

With potassium hydroxide; hydrazine hydrate;

DOI:10.1021/jo01156a016

upstream raw materials:

2-Methylthiophene

5-Chloro-2-thiophenecarboxaldehyde

Downstream raw materials:

5-chloro-3-iodo-2-methylthiophene

2-chloro-3,4-diiodo-5-methylthiophene

1-(5-chloro-2-methylthiophen-3-yl)ethanone

2-<3-(5-Chlor-2-methyl)thienyl>-α-hydroxy-3-methylbutansaeure