2-(Bromomethyl)-1-fluoro-3-nitrobenzene

Base Information

• Chemical Name: 2-(Bromomethyl)-1-fluoro-3-nitrobenzene
• CAS No.: 1958-93-6
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.025
• Hs Code.: 2904909090
• European Community (EC) Number: 217-801-8
• UNII: GC63DSS929
• DSSTox Substance ID: DTXSID60173244
• Nikkaji Number: J199.785H
• Wikidata: Q83043315
• Mol file: 1958-93-6.mol

Synonyms:2-Fluoro-6-nitrobenzyl bromide;1958-93-6;2-(Bromomethyl)-1-fluoro-3-nitrobenzene;Benzene, 2-(bromomethyl)-1-fluoro-3-nitro-;C7H5BrFNO2;2-Bromomethyl-1-fluoro-3-nitrobenzene;GC63DSS929;EINECS 217-801-8;MFCD00042918;UNII-GC63DSS929;SCHEMBL910029;C7-H5-Br-F-N-O2;AMY6385;DTXSID60173244;BBL101897;STL555694;AKOS009159352;AS-39157;SY002838;Benzene,2-(bromomethyl)-1-fluoro-3-nitro-;CS-0063839;FT-0612397;EN300-68443

Chemical Property of 2-(Bromomethyl)-1-fluoro-3-nitrobenzene

Chemical Property:

• Vapor Pressure: 0.00852mmHg at 25°C
• Melting Point: 53-54 °C
• Refractive Index: 1.588
• Boiling Point: 275.5 °C at 760 mmHg
• Flash Point: 120.4 °C
• PSA: 45.82000
• Density: 1.733 g/cm³
• LogP: 3.15200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: Insoluble in water.
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 232.94877
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

98%Min ^*data from raw suppliers

2-Fluoro-6-nitrobenzyl bromide 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)CBr)[N+](=O)[O-]
• Uses: Nitobenzyl ester based nonionic PAGs (NIPAG 2) NIPAG 2 was prepared from 2-fluoro-6-nitrobenzyl bromide with silver sulfonate.

Technology Process of 2-(Bromomethyl)-1-fluoro-3-nitrobenzene

There total 4 articles about 2-(Bromomethyl)-1-fluoro-3-nitrobenzene 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: 77.0%

(2-fluoro-6-nitrophenyl)methanol (1643-60-3) → 2-(bromomethyl)-1-fluoro-3-nitrobenzene (1958-93-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jo200530j

Reference yield: 66.0%

1-fluoro-2-methyl-3-nitrobenzene (769-10-8) → 2-(bromomethyl)-1-fluoro-3-nitrobenzene (1958-93-6)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; at 90 ℃; for 14h;

Reference yield:

6-fluoro-2-nitrobenzoic acid (385-02-4) → 2-(bromomethyl)-1-fluoro-3-nitrobenzene (1958-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; boron trifluoride dimethyl etherate / tetrahydrofuran / 0 - 20 °C

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / 20 °C

With sodium tetrahydroborate; boron trifluoride dimethyl etherate; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo200530j

upstream raw materials:

1-fluoro-2-methyl-3-nitrobenzene

(2-fluoro-6-nitrophenyl)methanol

6-fluoro-2-nitrobenzoic acid

Downstream raw materials:

tert-butyl N-(diphenylmethylidene)-2-fluoro-6-nitro-L-phenylalaninate

Refernces

• 1、 -. "Triazole derivative having HSP90 (Heat Shock Protein) inhibiting activity, as well as preparation method and application of triazole derivative". Paragraph 0442; 0443; 0444; 0445. . Retrieved 2017/08/02.
• 2、 -. "NEW DIHYDROQUINOLINE PYRAZOLYL COMPOUNDS". Page/Page column 43. . Retrieved 2016/05/19.