3-Fluoro-4-nitrobenzyl bromide

Base Information

• Chemical Name: 3-Fluoro-4-nitrobenzyl bromide
• CAS No.: 131858-37-2
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.025
• Hs Code.: 2904909090
• European Community (EC) Number: 638-936-2
• DSSTox Substance ID: DTXSID80379160
• Wikidata: Q72475315
• Mol file: 131858-37-2.mol

Synonyms:3-Fluoro-4-nitrobenzyl bromide;131858-37-2;4-(bromomethyl)-2-fluoro-1-nitrobenzene;MFCD03094237;Benzene, 4-(bromomethyl)-2-fluoro-1-nitro-;4-(bromomethyl)-2-fluoro-1-nitro-benzene;SCHEMBL76729;DTXSID80379160;ZOZJSWIXPIVMRU-UHFFFAOYSA-N;BBL101475;STL555271;AKOS005259256;PS-9859;4-bromomethyl-2-fluoro-1-nitro-benzene;3-Fluoro-4-nitrobenzyl bromide, AldrichCPR;FT-0643166;EN300-105763;A806321

Chemical Property of 3-Fluoro-4-nitrobenzyl bromide

Chemical Property:

• Vapor Pressure: 0.00102mmHg at 25°C
• Melting Point: 46-48 °C
• Refractive Index: 1.588
• Boiling Point: 311.616 °C at 760 mmHg
• Flash Point: 142.26 °C
• PSA: 45.82000
• Density: 1.734 g/cm³
• LogP: 3.15200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Lachrymatory
• 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:

99% ^*data from raw suppliers

3-Fluoro-4-nitrobenzyl bromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CBr)F)[N+](=O)[O-]

Technology Process of 3-Fluoro-4-nitrobenzyl bromide

There total 3 articles about 3-Fluoro-4-nitrobenzyl 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: 88.0%

2-fluoro-4-methyl-1-nitrobenzene (446-34-4) → 4-(bromomethyl)-2-fluoro-1-nitrobenzene (131858-37-2)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane;

DOI:10.1016/S0040-4039(97)10217-9

Reference yield: 75.0%

(3-fluoro-4-nitrophenyl)methanol (503315-74-0) → 4-(bromomethyl)-2-fluoro-1-nitrobenzene (131858-37-2)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 20 ℃; for 2h; Product distribution / selectivity;

Reference yield:

3-fluoro-4-nitrobenzoic acid (403-21-4) → 4-(bromomethyl)-2-fluoro-1-nitrobenzene (131858-37-2)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethyl sulfide borane / tetrahydrofuran / 21 h / 0 - 65 °C

2: N-Bromosuccinimide; triphenylphosphine / tetrahydrofuran; dichloromethane / 3 h / 20 °C

With N-Bromosuccinimide; dimethyl sulfide borane; triphenylphosphine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.jmedchem.7b01630

upstream raw materials:

2-fluoro-4-methyl-1-nitrobenzene

(3-fluoro-4-nitrophenyl)methanol

3-fluoro-4-nitrobenzoic acid

Downstream raw materials:

(2R,5S)-2-(3-Fluoro-4-nitro-benzyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine

3-fluoro-4-nitrobenzyl phosphonate

(E)-N-(4-(3-tert-butyl-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-2-methoxystyryl)-2-fluorophenyl)methanesulfonamidede

1,1-dimethylethyl (2S)-4-[(3-fluoro-4-nitrophenyl)methyl]-2-methyl-1-piperazinecarboxylate

Refernces

• 1、 Randolph, John T.,Krueger, A. Chris,Donner, Pamela L.,Pratt, John K.,Liu, Dachun,Motter, Christopher E.,Rockway, Todd W.,Tufano, Michael D.,Wagner, Rolf,Lim, Hock B.,Beyer, Jill M.,Mondal, Rubina,Panchal, Neeta S.,Colletti, Lynn,Liu, Yaya,Koev, Gennadiy,Kati, Warren M.,Hernandez, Lisa E.,Beno, David W. A.,Longenecker, Kenton L.,Stewart, Kent D.,Dumas, Emily O.,Molla, Akhteruzzaman,Maring, Clarence J.. "Synthesis and Biological Characterization of Aryl Uracil Inhibitors of Hepatitis C Virus NS5B Polymerase: Discovery of ABT-072, a trans-Stilbene Analog with Good Oral Bioavailability". supporting information. p. 1153 - 1163. Retrieved 2018/02/17.
• 2、 Tanis, Steven P.,Strohbach, Joseph W.,Parker, Timothy T.,Moon, Malcom W.,Thaisrivongs, Suvit,Perrault, William R.,Hopkins, Todd A.,Knechtel, Mary L.,Oien, Nancee L.,Wieber, Janet L.,Stephanski, Kevin J.,Wathen, Michael W.. "The design and development of 2-aryl-2-hydroxy ethylamine substituted 1H,7H-pyrido[1,2,3-de]quinoxaline-6-carboxamides as inhibitors of human cytomegalovirus polymerase". scheme or table. p. 1994 - 2000. Retrieved 2010/10/02.