4-Fluoro-3-nitrobenzyl bromide

Base Information

• Chemical Name: 4-Fluoro-3-nitrobenzyl bromide
• CAS No.: 15017-52-4
• Molecular Formula: C7H5BrFNO2
• Molecular Weight: 234.025
• Hs Code.: 2904909090
• European Community (EC) Number: 810-431-3
• DSSTox Substance ID: DTXSID10446495
• Nikkaji Number: J924.833A
• Wikidata: Q72475312
• Mol file: 15017-52-4.mol

Synonyms:4-fluoro-3-nitrobenzyl bromide;4-FNBBr

Chemical Property of 4-Fluoro-3-nitrobenzyl bromide

Chemical Property:

• Vapor Pressure: 0.000718mmHg at 25°C
• Melting Point: 84-86 °C
• Refractive Index: 1.588
• Boiling Point: 317.4 °C at 760 mmHg
• Flash Point: 145.8 °C
• PSA: 45.82000
• Density: 1.733 g/cm³
• LogP: 3.15200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• 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

4-Fluoro-3-nitrobenzylBromide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CBr)[N+](=O)[O-])F
• Uses: scaffold molecule for combinatorial synthesis

Technology Process of 4-Fluoro-3-nitrobenzyl bromide

There total 9 articles about 4-Fluoro-3-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: 96.0%

(4-fluoro-3-nitrophenyl)methanol (20274-69-5) → 4-(bromomethyl)-1-fluoro-2-nitrobenzene (15017-52-4)

Guidance literature:

With bromine; 1,2-bis-(diphenylphosphino)ethane; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02554

Reference yield: 84.0%

4-fluoro-3-nitrotoluene (446-11-7) → 4-(bromomethyl)-1-fluoro-2-nitrobenzene (15017-52-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 18h; Inert atmosphere; Reflux;

DOI:10.1021/jm200570p

Reference yield:

4-fluoro-3-nitrobenzaldehyde (42564-51-2) → 4-(bromomethyl)-1-fluoro-2-nitrobenzene (15017-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol; H₂O / 20 °C

2: 10 g / PBr₃ / diethyl ether / 1 h

With sodium tetrahydroborate; phosphorus tribromide; In methanol; diethyl ether; water;

DOI:10.1002/ejoc.200300044

upstream raw materials:

(4-fluoro-3-nitrophenyl)methanol

4-fluoro-3-nitrotoluene

4-fluoro-3-nitrobenzaldehyde

4-fluorobenzaldehyde

Downstream raw materials:

4-fluoro-3-nitrobenzyltriphenylphosphonium bromide

(Z)-2-[3-(benzyloxy)-4-isopropoxyphenethyl]-2'-(4-fluoro-3-nitrostyryl)-4-isopropoxy-4'-methoxybiphenyl

4-fluoro-3-nitrobenzylthioacetic acid

4-fluoro-3-nitrobenzylsulfonylacetic acid

Refernces

• 1、 -. "p27 PROTEIN INDUCER". Paragraph 2917-2921. . Retrieved 2016/10/08.
• 2、 Jin, Cheng Hua,Krishnaiah, Maddeboina,Sreenu, Domalapally,Subrahmanyam, Vura B.,Rao, Kota S.,Lee, Hwa Jeong,Park, So-Jung,Park, Hyun-Ju,Lee, Kiho,Sheen, Yhun Yhong,Kim, Dae-Kee. "Discovery of N-((4-([1,2,4]triazolo[1,5-a]pyridin-6-yl)-5-(6-methylpyridin- 2-yl)-1H-imidazol-2-yl)methyl)-2-fluoroaniline (EW-7197): A highly potent, selective, and orally bioavailable inhibitor of TGF-β type I receptor kinase as cancer immunotherapeutic/antifibrotic agent". supporting information. p. 4213 - 4238. Retrieved 2014/06/09.