2,7-Dichlorophenazine

Base Information

• Chemical Name: 2,7-Dichlorophenazine
• CAS No.: 3372-79-0
• Molecular Formula: C12H6Cl2N2
• Molecular Weight: 249.099
• NSC Number: 87327
• DSSTox Substance ID: DTXSID70293124
• Nikkaji Number: J764.380B
• Wikidata: Q82031740
• Mol file: 3372-79-0.mol

Synonyms:2,7-Dichlorophenazine;3372-79-0;Phenazine, 2,7-dichloro-;NSC87327;NCIOpen2_005204;SCHEMBL5157381;DTXSID70293124;NWAQHIWGPITNGK-UHFFFAOYSA-N;NSC-87327;AKOS004903522

Chemical Property of 2,7-Dichlorophenazine

Chemical Property:

• Vapor Pressure: 6.67E-07mmHg at 25°C
• Boiling Point: 420.9°Cat760mmHg
• Flash Point: 240.9°C
• Density: 1.482g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 247.9908036
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)N=C3C=CC(=CC3=N2)Cl

Technology Process of 2,7-Dichlorophenazine

There total 12 articles about 2,7-Dichlorophenazine 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: 88.0%

N-(4-chlorophenyl)benzenesulfenamide (14933-95-0) → 2,7-dichloro-phenazine (3372-79-0) + 4-chloro-aniline (106-47-8) + diphenyldisulfane (882-33-7)

Guidance literature:

With trifluoroacetic acid; In benzene; at 25 ℃; Further byproducts given;

Reference yield: 82.0%

N-(4-chlorophenyl)benzenesulfenamide (14933-95-0) → 2,7-dichloro-phenazine (3372-79-0) + trans-1-(phenylthio)-2-(4-chlorophenylamino)cyclohexane (91525-57-4) + 4-chloro-aniline (106-47-8)

Guidance literature:

With boron trifluoride diethyl etherate; In cyclohexene; benzene; for 0.25h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87520-7

Reference yield: 70.0%

N-(4-chlorophenyl)benzenesulfenamide (14933-95-0) + hex-1-yne (693-02-7) + acetonitrile (75-05-8,26809-02-9) → 2,7-dichloro-phenazine (3372-79-0) + N-(4-chlorophenyl)-N'-<1-(phenylthio)hex-1-en-2-yl>acetamidine (124251-52-1) + 4-chloro-aniline (106-47-8) + diphenyldisulfane (882-33-7)

Guidance literature:

With boron trifluoride diethyl etherate; for 1h; Product distribution; Mechanism; Ambient temperature; reactions with other alkynes, reaction regioselectivity;

upstream raw materials:

phenazine 5,10-dioxide

4'-chloro-2-nitrobenzenesulphenanilide

N-(4-chlorophenyl)benzenesulfenamide

4-chloro-N²-(4-chlorophenyl)-N¹,N²-bis(2-nitrophenylthio)-o-phenylenediamine

Downstream raw materials:

2,7-Dichlor-phenazin-5,10-dioxid

2,7-diphenylphenazine

5,10-dioxy-phenazine-2,7-diol

Refernces

• 1、 Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero. "Acetamidinosulphenylation of Alkynes via Electrophilic Addition of 4'-Substituted Benzenesulphenanilides in Acetonitrile". . p. 1105 - 1111. Retrieved 2007/10/02.
• 2、 Benati, Luisa,Montevecchi, P. Carlo,Spagnolo, Piero. "Acid-promoted Decomposition of Benzenesulphenanilides and N-Aryl Bis(benzenesulphen)amides". . p. 2261 - 2266. Retrieved 2007/10/02.