5-Bromothiophene-2-carbonitrile

Base Information

• Chemical Name: 5-Bromothiophene-2-carbonitrile
• CAS No.: 2160-62-5
• Molecular Formula: C5H2BrNS
• Molecular Weight: 188.048
• Hs Code.: 29309090
• European Community (EC) Number: 628-746-8
• DSSTox Substance ID: DTXSID80393982
• Nikkaji Number: J1.524.504B
• Wikidata: Q82193099
• Mol file: 2160-62-5.mol

Synonyms:5-Bromothiophene-2-carbonitrile;2160-62-5;2-Cyano-5-bromothiophene;2-bromo-5-cyanothiophene;5-bromo-2-thiophenecarbonitrile;2-Thiophenecarbonitrile, 5-bromo-;MFCD04974080;5-BROMOTHIOPHEN-2-CARBONITRILE;5-bromo-2-cyanothiophene;SCHEMBL867171;5-bromo thiophene-2-carbonitrile;5-bromo-thiophene-2-carbonitrile;DTXSID80393982;YVVHCBNJWHPMCQ-UHFFFAOYSA-N;GEO-04253;STL214395;AKOS009169589;5-Bromothiophene-2-carbonitrile, 97%;FS-2462;PB23415;SB10569;AC-23071;SY051282;AM20090196;B4204;CS-0018994;FT-0650302;EN300-31653;A815514;J-014170;J-517216;F9994-0644;Z330795834

Chemical Property of 5-Bromothiophene-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.0829mmHg at 25°C
• Refractive Index: n20/D 1.6190(lit.)
• Boiling Point: 226.2 °C at 760 mmHg
• Flash Point: 90.6 °C
• PSA: 52.03000
• Density: 1.82 g/cm³
• LogP: 2.38228
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2.7
• 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%,99%, ^*data from raw suppliers

5-Bromothiophene-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Bromothiophene-2-carbonitrile

There total 3 articles about 5-Bromothiophene-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: 100.0%

thiophene-2-carbonitrile (1003-31-2) → 5-bromo-2-thiophenecarbonitrile (2160-62-5)

Guidance literature:

With N-Bromosuccinimide; bromine; acetic anhydride; In acetic acid; at 20 ℃; for 3h;

Reference yield:

2,5-dibromothiophen (3141-27-3) + dicyanozinc (557-21-1) → 2,5-thiophenedicarbonitrile (18853-40-2) + 5-bromo-2-thiophenecarbonitrile (2160-62-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; zinc; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl acetamide; at 80 ℃; for 30h;

DOI:10.1055/s-2003-42490

Reference yield:

C12H8BrNO2S → 5-bromo-2-thiophenecarbonitrile (2160-62-5) + benzoate (766-76-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 25 ℃; Kinetics;

DOI:10.1021/jo981169m

upstream raw materials:

thiophene-2-carbonitrile

2,5-dibromothiophen

dicyanozinc

Downstream raw materials:

5-bromothiophene-2-carboxamidine

5-(4-isobutoxy-3-nitrophenyl)thiophene-2-carbonitrile

Refernces

• 1、 Rodrigues, Alysson Duarte,Marcotte, Nathalie,Quignard, Fran?oise,Deabate, Stefano,Robitzer, Mike,Lerner, Dan A.. "Original synthesis and spectroscopic study of thiophene triazine derivatives with enhanced luminescence properties". . . Retrieved 2019/11/28.
• 2、 -. "ARYL PIPERIDINE DERIVATIVES AS INDUCERS OF LDL-RECEPTOR EXPRESSION FOR THE TREATMENT OF HYPERCHOLESTEROLEMIA". Page/Page column 53. . Retrieved 2008/06/13.