2-Bromothiophene-3-carbonitrile

Base Information

• Chemical Name: 2-Bromothiophene-3-carbonitrile
• CAS No.: 56182-43-5
• Molecular Formula: C5H2BrNS
• Molecular Weight: 188.048
• Hs Code.: 2934999090
• European Community (EC) Number: 888-282-9
• DSSTox Substance ID: DTXSID30477160
• Nikkaji Number: J1.983.830G
• Wikidata: Q82309425
• Mol file: 56182-43-5.mol

Synonyms:2-Bromothiophene-3-carbonitrile;56182-43-5;2-Bromo-3-cyanothiophene;MFCD09064981;2-bromo-3-cyanothiophen;SCHEMBL512904;2-bromo-thiophene-3-carbonitrile;DTXSID30477160;GHMDOVNPFWGFSZ-UHFFFAOYSA-N;AKOS006344235;DS-7647;SY260447;CS-0096797;FT-0714307;O10707;EN300-1717584;A830946

Chemical Property of 2-Bromothiophene-3-carbonitrile

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.642
• Boiling Point: 284.314 °C at 760 mmHg
• Flash Point: 125.749 °C
• PSA: 52.03000
• Density: 1.82g/cm³
• LogP: 2.38228
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.90913
• Heavy Atom Count: 8
• Complexity: 128

Purity/Quality:

98%Min ^*data from raw suppliers

2-bromothiophene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1C#N)Br

Technology Process of 2-Bromothiophene-3-carbonitrile

There total 6 articles about 2-Bromothiophene-3-carbonitrile 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: 84.0%

3-thiophenecarbonitrile (1641-09-4) → 2-bromothiophene-3-carbonitrile (56182-43-5)

Guidance literature:

3-thiophenecarbonitrile; With lithium diisopropyl amide;

With carbon tetrabromide;

DOI:10.1002/pola.27095

Reference yield:

2-Bromo-3-iodothiophene (24287-92-1) + P-toluenesulfonyl cyanide (19158-51-1) → 2-bromothiophene-3-carbonitrile (56182-43-5) + 3-bromo-thiophene-2-carbonitrile (18791-98-5)

Guidance literature:

2-Bromo-3-iodothiophene; With ethylmagnesium chloride; In tetrahydrofuran; at 15 ℃; for 0.25h;

P-toluenesulfonyl cyanide; In tetrahydrofuran; at 20 - 25 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/jo034919n

Reference yield:

2-bromothiophene-3-carboxamide (189330-06-1) → 2-bromothiophene-3-carbonitrile (56182-43-5)

Guidance literature:

With triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; at 5 - 20 ℃;

upstream raw materials:

2-Bromo-thiophene-3-carbaldehyde oxime

2-Bromo-3-iodothiophene

P-toluenesulfonyl cyanide

2-bromothiophene-3-carboxamide

Downstream raw materials:

1-(3-cyano-2-thienyl)-4[(5-phenyl-1,2,4-oxadiazol-3-yl)methylene]piperidine

2-bromo-4-cyanothiophene

2-trimethylstannyl-3-cyano-5-bromothiophene