5-Bromofuran-2-carbonitrile

Base Information

• Chemical Name: 5-Bromofuran-2-carbonitrile
• CAS No.: 4915-06-4
• Molecular Formula: C5H2BrNO
• Molecular Weight: 171.981
• Hs Code.: 2932190090
• European Community (EC) Number: 817-499-3
• DSSTox Substance ID: DTXSID00351761
• Wikidata: Q82128444
• ChEMBL ID: CHEMBL4551116
• Mol file: 4915-06-4.mol

Synonyms:5-bromofuran-2-carbonitrile;4915-06-4;5-bromo-2-furonitrile;5-cyano-2-bromofuran;2-Bromo-5-cyanofuran;C5H2BrNO;SCHEMBL2300931;CHEMBL4551116;DTXSID00351761;VWVGOXGBMHAFFK-UHFFFAOYSA-N;AMY27094;MFCD03410206;STK681074;AKOS005596197;CS-W004524;DS-7993;SB61031;EN300-93755;C75300;A913979;F2111-0069;Z381355274

Chemical Property of 5-Bromofuran-2-carbonitrile

Chemical Property:

• PSA: 36.93000
• LogP: 1.91378
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 170.93198
• Heavy Atom Count: 8
• Complexity: 128

Purity/Quality:

95% ^*data from raw suppliers

5-Bromofuran-2-carbonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(OC(=C1)Br)C#N

Technology Process of 5-Bromofuran-2-carbonitrile

There total 9 articles about 5-Bromofuran-2-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: 88.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) → 5-bromofuran-2-carbonitrile (4915-06-4)

Guidance literature:

With magnesium(II) perchlorate; tris-(2-chloro-ethyl)-amine; In chloroform; for 2h; Heating;

DOI:10.1023/A:1019544726068

Reference yield: 80.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + methanol (67-56-1) → 5-bromofuran-2-carbonitrile (4915-06-4) + C6H6BrNO2

Guidance literature:

With ammonia; oxygen; In water; at 30 ℃; for 6h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c6cy00874g

Reference yield: 70.0%

5-bromofurfural (E)-oxime (4465-70-7) → 5-bromofuran-2-carbonitrile (4915-06-4)

Guidance literature:

With [RhCl₂(p-cymene)]2; In acetonitrile; for 3h; Reflux;

DOI:10.1016/j.bmcl.2014.11.068

upstream raw materials:

5-bromo-2-furancarboxaldehyde

5-bromofurfural (E)-oxime

5-bromo-furan-2-carboxylic acid amide

methanol

Downstream raw materials:

5-bromo-2-furancarboxaldehyde

Refernces

• 1、 Kaetzel, Nathaniel D.,Kelly, Christopher B.,Lambert, Kyle M.. "Oxidation of aldehydes to nitriles with an oxoammonium salt: Preparation of piperonylonitrile". . p. 294 - 313. Retrieved 2020/11/09.
• 2、 Yang, Xianjing,Fan, Zhongquan,Shen, Zhenlu,Li, Meichao. "Electrocatalytic synthesis of nitriles from aldehydes with ammonium acetate as the nitrogen source". . p. 53 - 59. Retrieved 2017/01/09.