2-(2-Bromophenoxy)acetonitrile

Base Information

• Chemical Name: 2-(2-Bromophenoxy)acetonitrile
• CAS No.: 90004-90-3
• Molecular Formula: C8H6 Br N O
• Molecular Weight: 212.046
• Hs Code.: 29269095
• DSSTox Substance ID: DTXSID90370163
• Wikidata: Q82157469
• Mol file: 90004-90-3.mol

Synonyms:2-(2-bromophenoxy)acetonitrile;90004-90-3;2-BROMOPHENOXYACETONITRILE;2-(2-Bromophenoxy)-acetonitrile;SCHEMBL521099;DTXSID90370163;VNMBGABMQPZLCO-UHFFFAOYSA-N;MFCD00798567;AKOS000171114;2-BROMOPHENOXYACETONITRILE, 99;AS-60385;CS-0128259;E81477;J-505553;Z54684411

Chemical Property of 2-(2-Bromophenoxy)acetonitrile

Chemical Property:

• Vapor Pressure: 0.00147mmHg at 25°C
• Melting Point: 47-51掳C
• Boiling Point: 296°Cat760mmHg
• Flash Point: 132.8°C
• PSA: 33.02000
• Density: 1.519g/cm³
• LogP: 2.35148
• Storage Temp.: Room temperature.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.96328
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98%Min ^*data from raw suppliers

2-(2-Bromophenoxy)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(2-Bromophenoxy)acetonitrile

There total 2 articles about 2-(2-Bromophenoxy)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: 96.0%

2-hydroxybromobenzene (95-56-7) + cyanomethyl bromide (590-17-0) → 2-(o-bromophenoxy)acetonitrile (90004-90-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃;

Reference yield:

2-hydroxybromobenzene (95-56-7) + chloroacetonitrile (107-14-2) → 2-(o-bromophenoxy)acetonitrile (90004-90-3)

Guidance literature:

With potassium carbonate; In butanone; Heating;

DOI:10.1021/jm00342a017

Reference yield: 80.0%

2-(o-bromophenoxy)acetonitrile (90004-90-3) + 3-pyridylboronic acid (1692-25-7) → 2-[2-(pyridin-3-yl)phenoxy]acetonitrile

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; for 20h; Reflux; Inert atmosphere; Darkness;

DOI:10.1002/cmdc.201600383

upstream raw materials:

2-hydroxybromobenzene

chloroacetonitrile

cyanomethyl bromide

Downstream raw materials:

2-(2-bromophenoxy)ethylamine

2-(o-bromophenoxy)-4-pentenenitrile

2-allyl-2-(o-bromophenoxy)-4-pentenenitrile

(E)-2-(o-bromophenoxy)-5-phenyl-4-pentenenitrile

Refernces

• 1、 Deng, Jui-Hui,Tai, Huo-Mu,Yang, Chau-Chen. "Palladium-catalyzed chemoselective intramolecular cyclization of 2-bromoaryl alkenenitriles". . p. 327 - 341. Retrieved 2007/10/03.