Thieno[3,4-B]pyrazine

Base Information

• Chemical Name: Thieno[3,4-B]pyrazine
• CAS No.: 272-43-5
• Molecular Formula: C6H4N2S
• Molecular Weight: 136.177
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID90575838
• Nikkaji Number: J417.972B
• Wikidata: Q72508396
• Mol file: 272-43-5.mol

Synonyms:thieno(3,4-b)pyrazine

Chemical Property of Thieno[3,4-B]pyrazine

Chemical Property:

• Vapor Pressure: 0.03mmHg at 25°C
• Melting Point: 47-48 °C
• Refractive Index: 1.705
• Boiling Point: 253.195 °C at 760 mmHg
• Flash Point: 112.081 °C
• PSA: 54.02000
• Density: 1.369 g/cm³
• LogP: 1.69130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 136.00951931
• Heavy Atom Count: 9
• Complexity: 95.2

Purity/Quality:

96% purity ^*data from raw suppliers

Thieno[3,4-b]pyrazine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=CSC=C2N=C1

Technology Process of Thieno[3,4-B]pyrazine

There total 3 articles about Thieno[3,4-B]pyrazine 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: 76.0%

Glyoxal (131543-46-9,107-22-2) + thiophene-3,4-diamine dihydrochloride (90069-81-1) → thieno<3,4-b>pyrazine (272-43-5)

Guidance literature:

With sodium carbonate; In water; at 20 ℃; for 3h;

DOI:10.1002/ejoc.201200769

Reference yield: 76.0%

thiophene-3,4-diamine (78637-85-1) + Glyoxal (131543-46-9,107-22-2) → thieno<3,4-b>pyrazine (272-43-5)

Guidance literature:

With sodium carbonate; In water; at 20 ℃; for 1h;

DOI:10.1021/jo0262255

Reference yield:

Glyoxal (131543-46-9,107-22-2) + 2,5-dibromo-3,4-dinitrothiophene (52431-30-8) → thieno<3,4-b>pyrazine (272-43-5)

Guidance literature:

2,5-dibromo-3,4-dinitrothiophene; With hydrogenchloride; tin; In water; at 0 - 20 ℃; for 9h;

Glyoxal; With sodium carbonate; In water; at 20 ℃;

DOI:10.1002/ejoc.202100199

upstream raw materials:

thiophene-3,4-diamine

Glyoxal

thiophene-3,4-diamine dihydrochloride

2,5-dibromo-3,4-dinitrothiophene

Downstream raw materials:

5,7-bis(3-hexylthiophen-2-yl)thieno[3,4-b]pyrazine

2,5,7-tris(3-hexylthiophen-2-yl)thieno[3,4-b]pyrazine

Refernces

• 1、 Calamante, Massimo,Coppola, Carmen,Dessì, Alessio,Franchi, Daniele,Goti, Giulio,Mordini, Alessandro,Reginato, Gianna,Sinicropi, Adalgisa,Zani, Lorenzo. "Donor-Acceptor-Donor Thienopyrazine-Based Dyes as NIR-Emitting AIEgens". . p. 2655 - 2664. Retrieved 2021/06/26.
• 2、 Abdo, Nabiha I.,El-Shehawy, Ashraf A.,El-Barbary, Ahmed A.,Lee, Jae-Suk. "Palladium-catalyzed direct C-H arylation of thieno[3,4-b]pyrazines: Synthesis of advanced oligomeric and polymeric materials". . p. 5540 - 5551. Retrieved 2012/10/30.