2,4-Dinitrophenyl thiocyanate

Base Information

• Chemical Name: 2,4-Dinitrophenyl thiocyanate
• CAS No.: 1594-56-5
• Molecular Formula: C7H3N3O4S
• Molecular Weight: 225.185
• Hs Code.: 2930909090
• European Community (EC) Number: 216-477-5
• NSC Number: 540
• UNII: I0559FK639
• DSSTox Substance ID: DTXSID4041367
• Nikkaji Number: J3.370G
• Wikidata: Q26841305
• Metabolomics Workbench ID: 58519
• ChEMBL ID: CHEMBL3182907
• Mol file: 1594-56-5.mol

Synonyms:2,4-dinitrophenylthiocyanate;2,4-dinitrothiocyanatobenzene;2,4-dinitrothiocyanobenzene;DNTB

Chemical Property of 2,4-Dinitrophenyl thiocyanate

Chemical Property:

• Vapor Pressure: 1.28E-05mmHg at 25°C
• Melting Point: 138-140 °C
• Refractive Index: 1.666
• Boiling Point: 368.35 °C at 760 mmHg
• Flash Point: 176.572 °C
• PSA: 140.73000
• Density: 1.629 g/cm³
• LogP: 3.12258
• Sensitive.: Moisture Sensitive
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 224.98442676
• Heavy Atom Count: 15
• Complexity: 314

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dinitrophenyl thiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R32:Contact with acids liberates very toxic gas.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R32:Contact with acids liberates very toxic gas.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 32-36/37/38-40
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dinitrophenyl thiocyanate

There total 25 articles about 2,4-Dinitrophenyl thiocyanate 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: 100.0%

sodium thiocyanide (540-72-7) + 2,4-dinitrobenzenediazonium o-benzenedisulfonimide → 2,4-dinitro-phenyl thiocyanate (1594-56-5)

Guidance literature:

In acetonitrile; at 20 - 25 ℃; for 0.0833333h;

Reference yield: 91.0%

sodium thiocyanide (540-72-7) + 1-chloro-2,4-dinitro-benzene (97-00-7) → 2,4-dinitro-phenyl thiocyanate (1594-56-5)

Guidance literature:

With tetrabutyl-ammonium chloride; In toluene; at 90 ℃; for 2h;

Reference yield: 90.0%

1-iodo-2,4-dinitrobenzene (709-49-9) + sodium thiocyanide (540-72-7) → 2,4-dinitro-phenyl thiocyanate (1594-56-5) + bis-(2,4-dinitro-phenyl)-sulfide (2253-67-0)

Guidance literature:

(C₁₆H₃₃)Bu₃P⁽¹⁺⁾*SCN^(1-); In water; chlorobenzene; at 25 ℃;

DOI:10.1039/P29830000461

upstream raw materials:

methanol

2,4-dinitrobromobenzene

potassium thioacyanate

4-nitrophenyl thiocyanate

Downstream raw materials:

benzo[d]thiazole-2,5-diamine

bis(2,4-dinitrophenyl) disulphide

2,4-dinitrothiophenol

bis-(2,4-dinitro-phenyl)-sulfide

Refernces

• 1、 Kalaramna, Pratibha,Goswami, Avijit. "Temperature-Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides". supporting information. p. 5359 - 5366. Retrieved 2021/10/25.
• 2、 Barbero,Degani,Diulgheroff,Dughera,Fochi. "Improved procedure to aryl thiocyanates: A new synthetic application of dry arenediazonium o-benzenedisulfonimides". . p. 585 - 590. Retrieved 2007/10/03.