3-Nitrophenyl isothiocyanate

Base Information

• Chemical Name: 3-Nitrophenyl isothiocyanate
• CAS No.: 3529-82-6
• Molecular Formula: C7H4 N2 O2 S
• Molecular Weight: 180.187
• Hs Code.: 29309090
• European Community (EC) Number: 628-314-9
• DSSTox Substance ID: DTXSID7063059
• Nikkaji Number: J41.503K
• Mol file: 3529-82-6.mol

Synonyms:3-Nitrophenyl isothiocyanate;3529-82-6;1-Isothiocyanato-3-nitrobenzene;m-Nitrophenyl isothiocyanate;Benzene, 1-isothiocyanato-3-nitro-;3-Nitrophenylisothiocyanate;BRN 2094061;ISOTHIOCYANIC ACID, m-NITROPHENYL ESTER;1-isothiocyanato-3-nitro-benzene;m-Nitrophenylisothiocyanat;SCHEMBL1312153;DTXSID7063059;Phenyl, 3-nitro, isothiocyanate;1-Isothiocyanato-3-nitrobenzene #;3-Nitrophenyl isothiocyanate, 98%;MFCD00041245;AKOS015833376;LS-86435;FT-0615936;N1180;EN300-140686;F20945;A822717

Chemical Property of 3-Nitrophenyl isothiocyanate

Chemical Property:

• Vapor Pressure: 0.000702mmHg at 25°C
• Melting Point: 57-60 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 317.8°Cat760mmHg
• Flash Point: 146°C
• PSA: 90.27000
• Density: 1.33g/cm³
• LogP: 2.85230
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: 50.45mg/L(25 oC)
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 179.99934855
• Heavy Atom Count: 12
• Complexity: 220

Purity/Quality:

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

3-Nitrophenyl isothiocyanate 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)[N+](=O)[O-])N=C=S
• Uses: 3-Nitrophenyl isothiocyanate may be used in the synthesis of 2-[(3-nitrophenyl)amino]naphtho[2,1-b]furo-5H-[3,2-d][1,3,4]thiadiazolo[3,2-a]pyrimidin- 5-one and 5-methyl-3-(3-nitrophenyl)-2-thiooxazolidin-4-one.It may be used in the synthesis of the following thiourea derivatives:N-[(3-chlorophenyl)methyl]-N′-(3-nitrophenyl)thioureaN-[(5-chloro-2-methoxyphenyl)methyl]-N′-(3-nitrophenyl)thioureaR/S-N-[6-chlorochroman-4-yl]-N′-(3-nitrophenyl)thiourea

Technology Process of 3-Nitrophenyl isothiocyanate

There total 18 articles about 3-Nitrophenyl isothiocyanate 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: 98.0%

di-2-pyridyl thionocarbonate (96989-50-3) + 3-nitro-aniline (99-09-2) → 3-nitrophenyl isothiocyanate (3529-82-6)

Guidance literature:

In dichloromethane; for 47h; Inert atmosphere;

DOI:10.1002/cmdc.201800348

Reference yield: 96.0%

thiophosgene (463-71-8) + 3-nitro-aniline (99-09-2) → 3-nitrophenyl isothiocyanate (3529-82-6)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; water; at 23 ℃; for 1h;

DOI:10.1002/anie.202004321

Reference yield: 96.0%

m-nitrophenyldithiocarbamic acid triethylamine salt (58655-17-7) → 3-nitrophenyl isothiocyanate (3529-82-6)

Guidance literature:

With iodine; triethylamine; In acetonitrile; at 5 ℃; Cooling with ice;

DOI:10.1002/ejoc.200801270

upstream raw materials:

ethanol

1-(3-nitrophenyl)-3-phenylthiourea

1,3-bis-(3-nitro-phenyl)-thiourea

acetic anhydride

Downstream raw materials:

4-(3-nitro-phenyl)-1-(1-oxy-nicotinoyl)-thiosemicarbazide

3-(3-nitrophenyl)-2-thioxothiazolidin-4-one

<3-Nitro-phenylthiocarbamoyl>-malonsaeure-diaethylester

4-Benzyl-piperazine-1-carbothioic acid (3-nitro-phenyl)-amide

Refernces

• 1、 Chao, Gao,Dai, Honglin,Ke, Yu,Li, Erdong,Lihong, Shan,Liu, Hongmin,Liu, Limin,Si, Xiaojie,Wang, Zhengjie,Yang, Zhang,Zhang, Luye,Zhang, Qiurong,Zheng, Jiaxin. "Design, synthesis and biological evaluation of novel 2,4-disubstituted quinazoline derivatives targeting H1975 cells via EGFR-PI3K signaling pathway". . . Retrieved 2021/07/28.
• 2、 Bouayad-Gervais, Samir,Scattolin, Thomas,Schoenebeck, Franziska. "N-Trifluoromethyl Hydrazines, Indoles and Their Derivatives". supporting information. p. 11908 - 11912. Retrieved 2020/05/18.