2719-30-4

Basic information

• Product Name: 2-NITROPHENYL ISOCYANATE
• Synonyms: 2-NITROPHENYL ISOCYANATE;2-NITROPHENYL ISOTHIOCYANATE;TIMTEC-BB SBB006627;O-NITROPHENYL ISOCYANATE;1-Isothiocyanato-2-nitrobenzene;NSC203074;ZINC04269449;2-Nitrophenyl isothiocyate, 98%
• CAS NO: 2719-30-4
• Molecular Formula: C₇H₄N₂O₂S
• Molecular Weight: 180.19
• EINECS: 222-024-2
• Mol File: 2719-30-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 73 °C
• Boiling Point: 135-137 °C17 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: yellow solid
• Density: 1.33 g/cm³
• Vapor Pressure: 0.000441mmHg at 25°C
• Refractive Index: 1.631
• Water Solubility: Hydrolyzes with water.
• Sensitive: Moisture Sensitive
• BRN: 2719657
• CAS DataBase Reference: 2-NITROPHENYL ISOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-NITROPHENYL ISOCYANATE(2719-30-4)
• EPA Substance Registry System: 2-NITROPHENYL ISOCYANATE(2719-30-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-27-36/37/39
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: II
• Hazardous Substances Data: 2719-30-4(Hazardous Substances Data)

Usage

Description

2-Nitrophenyl Isocyanate is an organic compound that features an isocyanate functional group attached to a nitrophenyl moiety. It is known for its reactivity and is commonly utilized in the synthesis of various chemical compounds, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
2-Nitrophenyl Isocyanate is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its reactivity allows it to form a wide range of products, making it a valuable component in the development of new drugs.
Used in Synthesis of 2-Nitrophenyl(2-Pyridyl)thiourea:
2-Nitrophenyl Isocyanate is used as a reactant in the formation of 2-nitrophenyl(2-pyridyl)thiourea, which can be further utilized in the development of pharmaceutical compounds. The reaction with pyridin-2-ylamine results in the formation of this specific compound, showcasing the versatility of 2-Nitrophenyl Isocyanate in chemical synthesis.

InChI:InChI=1/C7H4N2O2S/c10-9(11)7-4-2-1-3-6(7)8-5-12/h1-4H

Upstream product

• 463-71-8 thiophosgene 
• 88-74-4 2-nitro-aniline 
• 7677-24-9 trimethylsilyl cyanide 
• 7669-54-7 2-nitrobenzenesulfenyl chloride 
• 765922-76-7 o-phenyl (2-nitrophenyl)carbamothioate 
• 75-15-0 carbon disulfide 
• 96989-50-3 di-2-pyridyl thionocarbonate 
• 31836-20-1 2-nitrophenyl chlorothioformate 

Downstream Products

• 22007-26-7 (2-nitro-phenyl)-thiocarbamic acid O-methyl ester 
• 100115-26-2 5-isopropyl-3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 115231-34-0 [(S)-1-(2-nitro-phenyl)-5-oxo-2-thioxo-imidazolidin-4-yl]-acetic acid amide 
• 118726-97-9 [1-(2-nitro-phenyl)-5-oxo-2-thioxo-imidazolidin-4-yl]-acetic acid 
• 111358-14-6 bis-[(R)-1-(2-nitro-phenyl)-5-oxo-2-thioxo-imidazolidin-4-ylmethyl]-disulfide 
• 51039-84-0 N-(2-nitrophenyl)thiourea 
• 72602-73-4 2-nitrophenyl(phenyl)thiourea 
• 2509-10-6 3-(2-nitro-phenyl)-2-thioxo-imidazolidin-4-one 
• 114911-12-5 (S)-2-(2-nitro-phenyl)-3-thioxo-hexahydro-pyrrolo[1,2-c]imidazol-1-one 
• 96635-18-6 Cyclohexanon-(2)-thiocarbonsaeure-<2-nitro-anilid> 
• 92437-90-6 Benzoylthioessigsaeure-<2-nitro-anilid> 
• 3171-19-5 5-(2-nitro-anilino)-[1,2,4]thiadiazol-3-one 
• 13806-67-2 N-(o-Nitro-phenyl)-methantricarbonsaeure-diethylester 
• 99137-30-1 2-nitrophenyl(2-pyridyl)thiourea 

Relevant articles and documents

Tetrabutylammonium Iodide/I2 Mediated Convenient and Green Synthesis of Substituted Organic Isothiocyanates

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Differentiating Antiproliferative and Chemopreventive Modes of Activity for Electron-Deficient Aryl Isothiocyanates against Human MCF-7 Cells

The consumption of Brassica vegetables provides beneficial effects through organic isothiocyanates (ITCs), products of the enzymatic hydrolysis of glucosinolate secondary metabolites. The ITC l-sulforaphane (l-SFN) is the principle agent in broccoli that demonstrates several modes of anticancer action. While the anticancer properties of ITCs like l-SFN have been extensively studied and l-SFN has been the subject of multiple human clinical trials, the scope of this work has largely been limited to those derivatives found in nature. Previous studies have demonstrated that structural changes in an ITC can lead to marked differences in a compound's potency to 1) inhibit the growth of cancer cells, and 2) alter cellular transcriptional profiles. This study describes the preparation of a library of non-natural aryl ITCs and the development of a bifurcated screening approach to evaluate the dose- and time-dependence on antiproliferative and chemopreventive properties against human MCF-7 breast cancer cells. Antiproliferative effects were evaluated using a commercial MTS cell viability assay. Chemopreventive properties were evaluated using an antioxidant response element (ARE)-promoted luciferase reporter assay. The results of this study have led to the identification of 1) several key structure–activity relationships and 2) lead ITCs for continued development.

Copper promoted desulfurization towards the synthesis of isothiocyanates

The cheap, readily available and air stable catalyst was used as the desulfurization agent for the conversion of aniline to isothiocyanates in one pot two step reaction under mild reaction conditions.