4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile

Base Information

• Chemical Name: 4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile
• CAS No.: 89303-51-5
• Molecular Formula: C₁₄H₁₀N₂O₄S
• Molecular Weight: 302.31
• DSSTox Substance ID: DTXSID90532421
• Wikidata: Q82405006
• Mol file: 89303-51-5.mol

Synonyms:89303-51-5;4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile;DTXSID90532421

Chemical Property of 4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 302.03612798
• Heavy Atom Count: 21
• Complexity: 519

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)C#N)[N+](=O)[O-]

Technology Process of 4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile

There total 4 articles about 4-[(Benzenesulfonyl)methyl]-3-nitrobenzonitrile 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:

chloromethyl phenyl sulfone (7205-98-3) + 3-nitrobenzonitrile (619-24-9) → 4-Benzenesulfonylmethyl-3-nitro-benzonitrile (89303-51-5) + 2-Benzenesulfonylmethyl-5-nitro-benzonitrile (89303-41-3)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 1h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00183a003

Reference yield:

chloromethyl phenyl sulfone (7205-98-3) + 3-nitrobenzonitrile (619-24-9) → 4-Benzenesulfonylmethyl-3-nitro-benzonitrile (89303-51-5) + 2-Benzenesulfonylmethyl-5-nitro-benzonitrile (89303-41-3) + 2-cyano-6-nitrobenzyl phenyl sulfone (93244-97-4)

Guidance literature:

With potassium tert-butylate; acetic acid; In tetrahydrofuran; at -50 - 20 ℃; for 0.5h; Yield given. Yields of byproduct given;

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

Reference yield:

sodium benzenesulfonate (873-55-2) → 4-Benzenesulfonylmethyl-3-nitro-benzonitrile (89303-51-5)

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

upstream raw materials:

chloromethyl phenyl sulfone

3-nitrobenzonitrile

sodium benzenesulfonate

3-chloro-4-nitrobenzotrifluoride