2-CYANO-5-FLUOROBENZYL BROMIDE

Base Information

• Chemical Name: 2-CYANO-5-FLUOROBENZYL BROMIDE
• CAS No.: 421552-12-7
• Molecular Formula: C8H5BrFN
• Molecular Weight: 214.037
• Hs Code.: 2926909090
• Mol file: 421552-12-7.mol

Synonyms:2-Bromomethyl-4-fluorobenzonitrile;

Chemical Property of 2-CYANO-5-FLUOROBENZYL BROMIDE

Chemical Property:

• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.564
• Boiling Point: 264.468 °C at 760 mmHg
• Flash Point: 113.746 °C
• PSA: 23.79000
• Density: 1.591 g/cm³
• LogP: 2.59228
• Storage Temp.: 2-8°C
• Sensitive.: Lachrymatory
• Solubility.: soluble in Methanol

Purity/Quality:

99%MIN ^*data from raw suppliers

2-Cyano-5-fluorobenzylbromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Cyano-5-fluorobenzyl bromide is a hydrocarbon derivative and can be used as a pharmaceutical intermediate.

Technology Process of 2-CYANO-5-FLUOROBENZYL BROMIDE

There total 2 articles about 2-CYANO-5-FLUOROBENZYL BROMIDE 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: 86.0%

4-fluoro-2-methylbenzonitrile (147754-12-9) → 2-(bromomethyl)-4-fluorobenzonitrile (421552-12-7)

Guidance literature:

With N-Bromosuccinimide; toluene-4-sulfonic acid; In tetrachloromethane; for 4h; Heating;

Reference yield:

2-Bromo-5-fluorotoluene (452-63-1) → 2-(bromomethyl)-4-fluorobenzonitrile (421552-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / Reflux

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / 2 h / Reflux; Inert atmosphere

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In N,N-dimethyl-formamide;

DOI:10.1021/jm101016w

Reference yield: 98.93%

3-methyl-6-chlorouracil (4318-56-3) + 2-(bromomethyl)-4-fluorobenzonitrile (421552-12-7) → 2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile (865759-24-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 20 - 55 ℃; for 4h; Time; Temperature;

upstream raw materials:

4-fluoro-2-methylbenzonitrile

2-Bromo-5-fluorotoluene

Downstream raw materials:

2-[(6-chloro-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methyl]-4-fluorobenzonitrile

2-((dimethylamino)methyl)-4-fluorobenzonitrile

4-fluoro-2-(methoxymethyl)benzonitrile

5-chloro-1-(2-cyano-5-fluorobenzyl)-2-imino-1,2-dihydropyridine-3-carboxamide hydrochloride

Refernces

• 1、 Wang, Siyuan,Zhou, Yangkun,Huang, Hanmin. "Palladium-Catalyzed Tandem Carbonylative Diels-Alder Reaction for Construction of Bridged Polycyclic Skeletons". supporting information. p. 2125 - 2129. Retrieved 2021/04/05.
• 2、 Janssen-Müller, Daniel,Singha, Santanu,Olyschl?ger, Theresa,Daniliuc, Constantin G.,Glorius, Frank. "Annulation of o-Quinodimethanes through N-Heterocyclic Carbene Catalysis for the Synthesis of 1-Isochromanones". supporting information. p. 4444 - 4447. Retrieved 2016/09/09.