1-[(Benzenesulfonyl)methyl]-2-fluoro-4-nitrobenzene

Base Information

• Chemical Name: 1-[(Benzenesulfonyl)methyl]-2-fluoro-4-nitrobenzene
• CAS No.: 86434-28-8
• Molecular Formula: C₁₃H₁₀FNO₄S
• Molecular Weight: 295.291
• DSSTox Substance ID: DTXSID10532408
• Wikidata: Q82404980
• Mol file: 86434-28-8.mol

Synonyms:86434-28-8;1-[(Benzenesulfonyl)methyl]-2-fluoro-4-nitrobenzene;DTXSID10532408

Chemical Property of 1-[(Benzenesulfonyl)methyl]-2-fluoro-4-nitrobenzene

Chemical Property:

• Melting Point: 177.5-179 °C(Solv: methanol (67-56-1))
• Boiling Point: 514.3±50.0 °C(Predicted)
• PSA: 88.34000
• Density: 1.419±0.06 g/cm3(Predicted)
• LogP: 4.31180
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 295.03145714
• Heavy Atom Count: 20
• Complexity: 436

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)S(=O)(=O)CC2=C(C=C(C=C2)[N+](=O)[O-])F

Technology Process of 1-[(Benzenesulfonyl)methyl]-2-fluoro-4-nitrobenzene

There total 5 articles about 1-[(Benzenesulfonyl)methyl]-2-fluoro-4-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:

3-fluoro-1-nitrobenzene (402-67-5) + chloromethyl phenyl sulfone (7205-98-3) → 2-nitro-4-fluorobenzyl phenyl sulfone (86434-32-4) + 1-Benzenesulfonylmethyl-2-fluoro-4-nitro-benzene (86434-28-8) + 2-Benzenesulfonylmethyl-1-fluoro-3-nitro-benzene (86434-35-7)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00183a003

Reference yield:

sodium benzenesulfonate (873-55-2) → 1-Benzenesulfonylmethyl-2-fluoro-4-nitro-benzene (86434-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / dimethylsulfoxide / 4 h / Heating

2: KOH / dimethylsulfoxide / 1 h / Ambient temperature

With potassium hydroxide; In dimethyl sulfoxide;

DOI:10.1021/jo00183a003

Reference yield:

2-nitro-4-fluorotoluene (446-10-6) → 1-Benzenesulfonylmethyl-2-fluoro-4-nitro-benzene (86434-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-bromosuccinimide, benzoyl peroxide / CCl₄ / 100 h / Heating

2: dimethylsulfoxide / Ambient temperature

3: KOH, diluted HCl / dimethylsulfoxide / 0.5 h / 20 - 25 °C

With hydrogenchloride; potassium hydroxide; N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)91141-X

upstream raw materials:

3-fluoro-1-nitrobenzene

chloromethyl phenyl sulfone

2-nitro-4-fluorotoluene

1-(bromomethyl)-4-fluoro-2-nitrobenzene