3,5-Dinitrobenzonitrile

Base Information

• Chemical Name: 3,5-Dinitrobenzonitrile
• CAS No.: 4110-35-4
• Molecular Formula: C7H3N3O4
• Molecular Weight: 193.119
• Hs Code.: 29269090
• European Community (EC) Number: 223-889-9
• NSC Number: 35873
• DSSTox Substance ID: DTXSID60194050
• Nikkaji Number: J42.008E
• Wikidata: Q72472466
• ChEMBL ID: CHEMBL292463
• Mol file: 4110-35-4.mol

Synonyms:3,5-Dinitrobenzonitrile;4110-35-4;BENZONITRILE, 3,5-DINITRO-;3,5-Dinitro-benzonitrile;EINECS 223-889-9;C7H3N3O4;CHEMBL292463;NSC35873;3,5-bisnitrobenzonitrile;3,5 -dinitrobenzonitrile;WLN: WNR CNW ECN;5-Cyano-1,3-dinitrobenzene;SCHEMBL1005421;3,5-Dinitrobenzonitrile, 97%;3,5-DINITRO BENZONITRILE;DTXSID60194050;BDBM50101948;MFCD00007228;NSC 35873;NSC-35873;STK377449;AKOS003382202;CS-W015790;BS-16738;LS-38706;D2082;FT-0614718;EN300-343386;A825431;AC-907/25014150;Z1255434747

Chemical Property of 3,5-Dinitrobenzonitrile

Chemical Property:

• Appearance/Colour: yellow crystals or crystalline powder
• Vapor Pressure: 0.000976mmHg at 25°C
• Melting Point: 126-130 °C(lit.)
• Refractive Index: 1.615
• Boiling Point: 302.678 °C at 760 mmHg
• Flash Point: 136.855 °C
• PSA: 115.43000
• Density: 1.555 g/cm³
• LogP: 2.42108
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 193.01235559
• Heavy Atom Count: 14
• Complexity: 274

Purity/Quality:

98% ^*data from raw suppliers

3,5-Dinitrobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C#N

Technology Process of 3,5-Dinitrobenzonitrile

There total 17 articles about 3,5-Dinitrobenzonitrile 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%

3,5-dinitrobenzamide (121-81-3) → 3,5-dinitrobenzonitrile (4110-35-4)

Guidance literature:

With trichloromethyl chloroformate; In various solvent(s); 0-5 deg C then heated to 60 deg C, 5 min;

DOI:10.1016/S0040-4039(00)84487-1

Reference yield: 63.0%

3,5-dinitrobenzylamine (771579-30-7) → 3,5-dinitrobenzonitrile (4110-35-4)

Guidance literature:

With [Ru(p-cymene)(pzH-NP)(Cl)]Cl; potassium tert-butylate; In toluene; at 70 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/jacs.8b05009

Reference yield:

(3,5-dinitrophenyl)chlorodiazirine (153621-95-5) → 3,5-dinitrobenzonitrile (4110-35-4) + 3-Azido-3-(3,5-dinitro-phenyl)-3H-diazirine (153621-98-8)

Guidance literature:

With sodium azide; sodium 2-nitropropane; In dimethyl sulfoxide; at 17 ℃; for 0.0138889h;

DOI:10.1021/jo00079a014

upstream raw materials:

benzenesulfonamide

3,5-dinitrobenzoic acid

3,5-dinitrobenzamide

2,3-Dichloro-1,4-naphthoquinone

Downstream raw materials:

methoxy(3,5-dinitrophenyl)methanimine

1-(1-Adamantyl)-3-cyano-5-nitrobenzol

2-Methoxy-3,5-dinitrobenzonitrile

1-amino-2-cyano-4,6-dinitrobenzene

Refernces

• 1、 Ding, Rui,Liu, Yongguo,Han, Mengru,Jiao, Wenyi,Li, Jiaqi,Tian, Hongyu,Sun, Baoguo. "Synthesis of Nitriles from Primary Amides or Aldoximes under Conditions of a Catalytic Swern Oxidation". . p. 12939 - 12944. Retrieved 2018/10/20.
• 2、 Reddy, M.B.Madhusudana,Pasha. "Iodine-catalyzed, efficient, one-pot protocol for the conversion of araldehydes into 5-aryl-1H-tetrazoles". experimental part. p. 2081 - 2085. Retrieved 2011/07/07.