1-Chloro-3-(2-nitrovinyl)benzene

Base Information

• Chemical Name: 1-Chloro-3-(2-nitrovinyl)benzene
• CAS No.: 3156-35-2
• Molecular Formula: C₈H₆ClNO₂
• Molecular Weight: 183.594
• Hs Code.: 2904909090
• European Community (EC) Number: 687-809-8
• DSSTox Substance ID: DTXSID70879306
• Nikkaji Number: J464.859E,J3.412.271G
• Wikidata: Q72457259
• Pharos Ligand ID: VAJ9MGJL54MS
• ChEMBL ID: CHEMBL230587
• Mol file: 3156-35-2.mol

Synonyms:1-chloro-3-(2-nitrovinyl)benzene;3156-35-2;37888-03-2;(E)-1-chloro-3-(2-nitrovinyl)benzene;1-(3-CHLOROPHENYL)-2-NITROETHENE;trans-3-Chloro-beta-nitrostyrene;Trans-1-Chloro-3-(2-nitro-vinyl)-benzene;1-chloro-3-[(E)-2-nitroethenyl]benzene;trans-m-Chloro-beta-nitrostyrene;beta-Nitro-3-chlorostyrene;trans-1-(3-Chlorophenyl)-2-nitroethene;CHEMBL230587;1-chloro-3-(2-nitroethenyl)benzene;1-chloro-3-[(E)-2-nitrovinyl]benzene;Cyto9F2;SCHEMBL1937312;3-CHLORO-B-NITROSTYRENE;DTXSID70879306;GXQRAWTWDNHGBS-SNAWJCMRSA-N;ANM102856;BDBM50561067;MFCD00175518;AKOS005203389;AKOS017433592;AM83189;trans-3-Chloro-beta-nitrostyrene, 97%;AS-75990;1-chloro-3-((E)-2-nitro-vinyl)-benzene;CS-0046821;CS-0166755;Benzene, 1-chloro-3-[(E)-2-nitroethenyl]-;A875865;3-(3-tert-butoxy-3-oxo-2-palmitamidopropylthio)propane-1,2-diyldipalmitate

Chemical Property of 1-Chloro-3-(2-nitrovinyl)benzene

Chemical Property:

• Vapor Pressure: 0.00207mmHg at 25°C
• Melting Point: 48-52 °C
• Refractive Index: 1.615
• Boiling Point: 299.9 °C at 760 mmHg
• Flash Point: 135.2 °C
• PSA: 45.82000
• Density: 1.324 g/cm³
• LogP: 3.11060
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 183.0087061
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99.0%Min ^*data from raw suppliers

1-Chloro-3-(2-nitrovinyl)benzene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Cl)C=C[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=CC(=C1)Cl)/C=C/[N+](=O)[O-]

Technology Process of 1-Chloro-3-(2-nitrovinyl)benzene

There total 21 articles about 1-Chloro-3-(2-nitrovinyl)benzene 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: 87.0%

3-Chlorostyrene (2039-85-2,26100-04-9) → 3-chloro-β-nitrostyrene (3156-35-2,37888-03-2)

Guidance literature:

3-Chlorostyrene; With Oxone; potassium iodide; sodium nitrite; In dichloromethane; water; at 20 ℃; for 1.5h; Green chemistry;

With sodium hydroxide; In dichloromethane; water; for 1h; Reflux; Green chemistry;

DOI:10.1002/ejoc.201402750

Reference yield: 87.0%

nitromethane (75-52-5) + m-Chlorobenzaldehyde (587-04-2) → 3-chloro-β-nitrostyrene (3156-35-2,37888-03-2)

Guidance literature:

With zinc(II) chloride; at 60 ℃; for 24h;

DOI:10.1055/s-0034-1378534

Reference yield: 85.0%

→ 3-chloroβ-nitrostyrene (37888-03-2,3156-35-2)

Guidance literature:

With ammonium acetate; In toluene; at 100 ℃;

upstream raw materials:

nitromethane

m-Chlorobenzaldehyde

m-Chlorocinnamic acid

m-chlorobenzylamine

Downstream raw materials:

3-Chlor-1-<1,3,3-trinitro-butyl-2>-benzol

1-Chloro-3-(1,2-dibromo-2-nitro-ethyl)-benzene

2-(3-chlorophenyl)ethylamine

C₁₃H₁₄ClNO₃

Refernces

• 1、 Mutkule, Nilesh,Bugad, Nageshprasad,Mokale, Santosh,Choudhari, Vilas,Ubale, Milind. "Novel approach in the synthesis of imidazo [1, 2-a] pyridine from phenyl acrylic acids". supporting information. p. 3186 - 3192. Retrieved 2020/06/23.
• 2、 Chen, Haifeng,Guo, Yanrong,Han, Xinya,Hu, Wei,Huang, Yunyuan,Ren, Yanliang,Tang, Zilong,Wang, Qi,Wei, Lin,Xia, Qinfei,Yan, Jufen. "Biological evaluation and SAR analysis of novel covalent inhibitors against fructose-1,6-bisphosphatase". supporting information. . Retrieved 2020/07/23.