3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE

Base Information

• Chemical Name: 3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE
• CAS No.: 112440-49-0
• Molecular Formula: C₉H₁₁NS
• Molecular Weight: 165.259
• Hs Code.: 29349990
• Mol file: 112440-49-0.mol

Synonyms:3-(Cyanomethyl)-2,4,5-trimethylthiophene;4-(Cyanomethyl)-2,3,5-trimethylthiophene

Chemical Property of 3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE

Chemical Property:

• Vapor Pressure: 0.00369mmHg at 25°C
• Melting Point: 66°C
• Refractive Index: 1.543
• Boiling Point: 130°C 0,7mm
• Flash Point: 123.7°C
• PSA: 52.03000
• Density: 1.073g/cm³
• LogP: 2.73938
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Cyanomethyl)-2,4,5-trimethylthiophene ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE

There total 3 articles about 3-(CYANOMETHYL)-2,4,5-TRIMETHYLTHIOPHENE 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: 85.0%

2,3,5-trimethyl-4-(chloromethyl)thiophene (63826-43-7) → 3-(cyanomethyl)-2,4,5-trimethylthiophene (112440-49-0)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In water; for 1h; Heating;

DOI:10.1021/jo00239a022

Reference yield: 83.0%

sodium cyanide (143-33-9,25596-52-5) + 2,3,5-trimethyl-4-(chloromethyl)thiophene (63826-43-7) → 3-(cyanomethyl)-2,4,5-trimethylthiophene (112440-49-0)

Guidance literature:

With tetrabutylammomium bromide; In water; for 1h; Heating;

DOI:10.1246/bcsj.78.1145

Reference yield:

2,4,5-trimethylthiophene (1795-05-7) → 3-(cyanomethyl)-2,4,5-trimethylthiophene (112440-49-0)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂ / CH₂Cl₂ / 1 h / 20 °C

2: 83 percent / Bu₄NBr / H₂O / 1 h / Heating

With tetrabutylammomium bromide; zinc(II) chloride; In dichloromethane; water;

DOI:10.1246/bcsj.78.1145

upstream raw materials:

2,3,5-trimethyl-4-(chloromethyl)thiophene

sodium cyanide

2,4,5-trimethylthiophene

Downstream raw materials:

1,2-dicyano-1,2-bis(2,3,5-trimethyl-3-thienyl)ethene

1,2-bis(2,4,5-trimethylthiophene-3-yl)maleic anhydride

cis-1,2-dicyano-1,2-bis(2,4,5-trimethyl-3-thienyl)ethene

1,2-dicyano-1,2-bis(1,2-dimethyl-3-indolyl)ethene

Refernces

• 1、 Irie, Masahiro,Mohri, Masaaki. "Thermally Irreversible Photochromic Systems. Reversible Photocyclization of Diarylethene Derivatives". . p. 803 - 808. Retrieved 2007/10/02.