10-Phenylphenothiazine

Base Information

• Chemical Name: 10-Phenylphenothiazine
• CAS No.: 7152-42-3
• Molecular Formula: C18H13NS
• Molecular Weight: 275.374
• NSC Number: 23181
• UNII: BII1EYP5EW
• DSSTox Substance ID: DTXSID70221760
• Nikkaji Number: J50.190E
• Wikidata: Q83099718
• Mol file: 7152-42-3.mol

Synonyms:10-phenyl-10h-phenothiazine;10-Phenylphenothiazine;7152-42-3;10H-Phenothiazine, 10-phenyl-;Phenothiazine, 10-phenyl-;n-phenylphenothiazine;10H-Phenothiazine, 10-phenyl- (9CI);BII1EYP5EW;NSC 23181;BRN 0017325;C18H13NS;MFCD00156238;NSC-23181;4-27-00-01220 (Beilstein Handbook Reference);NSC23181;UNII-BII1EYP5EW;SCHEMBL342426;DTXSID70221760;C18-H13-N-S;AKOS004907104;PHENYL-10H-PHENOTHIAZINE, 10-;DS-19168;SY271943;LS-105637;CS-0105611;P2470;D71026;A902043

Chemical Property of 10-Phenylphenothiazine

Chemical Property:

• Vapor Pressure: 5.67E-07mmHg at 25°C
• Melting Point: 94 °C
• Boiling Point: 411.2°C at 760 mmHg
• PKA: -3.48±0.20(Predicted)
• Flash Point: 202.5°C
• PSA: 28.54000
• Density: 1.247g/cm³
• LogP: 5.68600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Acetone
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 275.07687059
• Heavy Atom Count: 20
• Complexity: 303

Purity/Quality:

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

10-Phenylphenothiazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C3=CC=CC=C3SC4=CC=CC=C42
• Uses: An organic photo-catalyst used in synthesis of small molecules as well as polymerization reactions.

Technology Process of 10-Phenylphenothiazine

There total 18 articles about 10-Phenylphenothiazine 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: 99.0%

1-bromo-2-[(2-bromophenyl)thio]benzene (21848-84-0) + aniline (62-53-3) → 10-phenyl-10H-phenothiazine (7152-42-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 110 ℃; for 20h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob01540b

Reference yield: 99.0%

10H-phenothiazine (92-84-2) + triphenylsulfonium trifluoromethanesulfonate (66003-78-9,130595-32-3,220122-79-2) → 10-phenyl-10H-phenothiazine (7152-42-3)

Guidance literature:

With potassium tert-butylate; In toluene; at 80 ℃; for 28h; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201802269

Reference yield: 97.0%

10H-phenothiazine (92-84-2) + chlorobenzene (108-90-7) → 10-phenyl-10H-phenothiazine (7152-42-3)

Guidance literature:

With chloro(2-dicyclohexylphosphino-2',6'-diisopropoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II) methyl-tert-butyl ether adduct; sodium t-butanolate; ruphos; In 1,4-dioxane; at 110 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c5cc04677g

upstream raw materials:

10H-phenothiazine

iodobenzene

2-ethanesulfonylmethyl-5-bromo-thiophene

10-phenylphenothiazinium perchlorate

Downstream raw materials:

3,7-bis[1,3-bis(trifluoroacetyl)-2,3-dihydroimidazol-2-yl]-10-phenylphenothiazine

10-phenyl-phenothiazine-3-carbaldehyde

diethyl [²H₂]malonate

Refernces

• 1、 Chen, Qinghua,Xie, Rong,Jia, Huanhuan,Sun, Jialu,Lu, Guangpeng,Jiang, Huanfeng,Zhang, Min. "Access to Phenothiazine Derivatives via Iodide-Mediated Oxidative Three-Component Annulation Reaction". . p. 5629 - 5637. Retrieved 2020.
• 2、 Treat, Nicolas J.,Sprafke, Hazel,Kramer, John W.,Clark, Paul G.,Barton, Bryan E.,Read De Alaniz, Javier,Fors, Brett P.,Hawker, Craig J.. "Metal-free atom transfer radical polymerization". . p. 16096 - 16101. Retrieved 2014.
• 3、 Chai, Yongqiang,Liu, Xiaolong,Wu, Bo,Liu, Liping,Wang, Zhuan,Weng, Yuxiang,Wang, Chunru. "In Situ Switching of Photoinduced Electron Transfer Direction by Regulating the Redox State in Fullerene-Based Dyads". . p. 4411 - 4418. Retrieved 2020.
• 4、 -. "Singlet oxygen type photosensitizer material with aggregation-induced emission property as well as preparation method and application of singlet oxygen type photosensitizer material". Paragraph 0056-0060. . Retrieved 2021/07/14.
• 5、 Targos, Karina,Williams, Oliver P.,Wickens, Zachary K.. "Unveiling Potent Photooxidation Behavior of Catalytic Photoreductants". supporting information. p. 4125 - 4132. Retrieved 2021/04/07.