5-Chloro-beta,2-dinitro-styrene

Base Information

• Chemical Name: 5-Chloro-beta,2-dinitro-styrene
• CAS No.: 73688-91-2
• Molecular Formula: C8H5 Cl N2 O4
• Molecular Weight: 228.592
• Nikkaji Number: J87.167B
• Wikidata: Q76387941
• Mol file: 73688-91-2.mol

Synonyms:5-Chloro-beta,2-dinitro-styrene;BRN 2562001;Styrene, 5-chloro-beta,2-dinitro-;4-Chloro-1-nitro-2-(2-nitrovinyl)benzene;73688-91-2;2-Nitro-5-cloro-beta-nitrostirene [Italian];Benzene, 4-chloro-1-nitro-2-(2-nitrovinyl)-;Benzene, 4-chloro-1-nitro-2-(2-nitroethenyl)-;2-Nitro-5-cloro-beta-nitrostirene;4-chloro-1-nitro-2-[(E)-2-nitroethenyl]benzene;C8-H5-Cl-N2-O4;5-Chloro-2,beta-dinitrostyrene;ANM102888;LS-29509

Chemical Property of 5-Chloro-beta,2-dinitro-styrene

Chemical Property:

• Vapor Pressure: 5.49E-06mmHg at 25°C
• Boiling Point: 391.6°C at 760 mmHg
• Flash Point: 190.6°C
• PSA: 91.64000
• Density: 1.519g/cm³
• LogP: 3.54200
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 227.9937843
• Heavy Atom Count: 15
• Complexity: 283

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C=C[N+](=O)[O-])[N+](=O)[O-]
• Isomeric SMILES: C1=CC(=C(C=C1Cl)/C=C/[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 5-Chloro-beta,2-dinitro-styrene

There total 3 articles about 5-Chloro-beta,2-dinitro-styrene 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:

nitromethane (75-52-5) + 5-chloro-2-nitrobenzaldehyde (6628-86-0) → 2-Nitro-5-chlor-β-nitro-styrol (73688-91-2)

Guidance literature:

With potassium hydroxide; In methanol;

Reference yield:

1-(2-nitro-5-chlorophenyl)-2-nitro-ethanol (98553-97-0) → 2-Nitro-5-chlor-β-nitro-styrol (73688-91-2)

Guidance literature:

With sodium acetate; acetic anhydride;

DOI:10.1021/jo01079a020

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → 2-Nitro-5-chlor-β-nitro-styrol (73688-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: KNO₃, H₂SO₄

2: aq. NaOH

3: NaOAc, Ac₂O

With sodium hydroxide; sulfuric acid; sodium acetate; acetic anhydride; potassium nitrate;

DOI:10.1021/jo01079a020

upstream raw materials:

nitromethane

5-chloro-2-nitrobenzaldehyde

1-(2-nitro-5-chlorophenyl)-2-nitro-ethanol

m-Chlorobenzaldehyde

Downstream raw materials:

(S)-2-((R)-1-(5-chloro-2-nitrophenyl)-2-nitroethyl)cyclohexan-1-one

3-(1-<5-Chlor-2-nitro-phenyl>-2-nitro-ethylmercapto)-propionsaeure

5-chloro-1H-indole

Refernces

• 1、 Lee, Geunsoo,Choi, Jaehwan,Lee, Byung Min,Kim, Byeong Hyo. "Synthesis of indoles from o,β-dinitrostyrenes via indium/acetic acid-mediated Reductive heterocyclizations". . p. 155 - 162. Retrieved 2013/03/13.