2-(5-Bromopyridin-3-YL)acetonitrile

Base Information

• Chemical Name: 2-(5-Bromopyridin-3-YL)acetonitrile
• CAS No.: 39891-08-2
• Molecular Formula: C7H5 Br N2
• Molecular Weight: 197.03
• Hs Code.: 2933399090
• European Community (EC) Number: 817-901-7
• DSSTox Substance ID: DTXSID10566849
• Wikidata: Q82452611
• Mol file: 39891-08-2.mol

Synonyms:39891-08-2;2-(5-BROMOPYRIDIN-3-YL)ACETONITRILE;(5-Bromo-pyridin-3-yl)-acetonitrile;(5-Bromopyridin-3-yl)acetonitrile;5-BROMOPYRIDINE-3-ACETONITRILE;MFCD06657722;2-(5-bromo-3-pyridinyl)acetonitrile;SCHEMBL1502549;DTXSID10566849;NGSJXAQHUJFHEF-UHFFFAOYSA-N;(5-bromo-3-pyridinyl)acetonitrile;AMY17225;AKOS015892079;PB14457;2-(5-bromanylpyridin-3-yl)ethanenitrile;AS-39147;SY097632;5-Bromopyridine-3-acetonitrile, AldrichCPR;CS-0052264;EN300-216416;A824784;J-506120

Chemical Property of 2-(5-Bromopyridin-3-YL)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000684mmHg at 25°C
• Refractive Index: 1.578
• Boiling Point: 308.4ºC at 760 mmHg
• Flash Point: 140.3ºC
• PSA: 36.68000
• Density: 1.575g/cm3
• LogP: 1.91018
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 195.96361
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

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

2-(5-Bromopyridin-3-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=NC=C1Br)CC#N

Technology Process of 2-(5-Bromopyridin-3-YL)acetonitrile

There total 5 articles about 2-(5-Bromopyridin-3-YL)acetonitrile 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: 46.5%

potassium cyanide + 5-bromo-pyridin-3-ylmethyl chloride (120277-69-2) → (5-bromo-pyridin-3-yl)-acetonitrile (39891-08-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 16h; Product distribution / selectivity;

Reference yield:

(5-bromopyridin-3-yl)methanol (37669-64-0) → (5-bromo-pyridin-3-yl)-acetonitrile (39891-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / dichloromethane / 2 h / 20 °C

2: N,N-dimethyl-formamide / 16 h / 20 °C

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

sodium cyanide (773837-37-9) + 3-bromo-5-(chloromethyl)-pyridine hydrochloride (39741-46-3) → (5-bromo-pyridin-3-yl)-acetonitrile (39891-08-2)

Guidance literature:

3-bromo-5-(chloromethyl)-pyridine hydrochloride; With sodium hydrogencarbonate; In water; ethyl acetate;

sodium cyanide; In ethanol; water; Reflux;

upstream raw materials:

(5-bromopyridin-3-yl)methanol

5-bromo-pyridin-3-ylmethyl chloride

sodium cyanide

3-bromo-5-(chloromethyl)-pyridine hydrochloride

Downstream raw materials:

2-(5-bromo-pyridin-3-yl)-2-methyl-propionitrile

(5-bromo-pyridin-3-yl)-acetic acid ethyl ester

Refernces

• 1、 -. "ALDOSTERONE SYNTHASE INHIBITORS". . . Retrieved 2012/11/13.
• 2、 -. "1H-IMIDAZO[4, 5-c]QUINOLINONE COMPOUNDS, USEFUL FOR THE TREATMENT OF PROLIFERATIVE DISEASES". Page/Page column 262. . Retrieved 2010/12/29.