Dibenzo[f,h]quinoxaline

Base Information

• Chemical Name: Dibenzo[f,h]quinoxaline
• CAS No.: 217-68-5
• Molecular Formula: C16H10 N2
• Molecular Weight: 230.269
• Hs Code.: 2933990090
• European Community (EC) Number: 633-661-4
• NSC Number: 74769
• UNII: EKI8XZ525W
• DSSTox Substance ID: DTXSID30176085
• Nikkaji Number: J79.510K
• Wikidata: Q72463489
• Mol file: 217-68-5.mol

Synonyms:Dibenzo[f,h]quinoxaline;217-68-5;phenanthro[9,10-b]pyrazine;1,4-Diazatriphenylene;Dibenzo(f,h)quinoxaline;NSC74769;EKI8XZ525W;DIBENZO(F H)QUINOXALINE;MFCD00114919;NSC-74769;PHENANTHRO(9,10-B)PYRAZINE;Dibenzochinoxalin;dibenzo-[f,h]quinoxaline;{Dibenzo[f,h]quinoxaline};UNII-EKI8XZ525W;SCHEMBL713323;AMY7218;DTXSID30176085;KBBSSGXNXGXONI-UHFFFAOYSA-N;5,6:7,8-DIBENZOQUINOXALINE;NSC 74769;AKOS016845885;DS-4966;SB66772;SY116391;CS-0099313;C74074;A878930

Chemical Property of Dibenzo[f,h]quinoxaline

Chemical Property:

• Vapor Pressure: 5.13E-08mmHg at 25°C
• Melting Point: 180℃
• Boiling Point: 454.4°Cat760mmHg
• PKA: 0.59±0.30(Predicted)
• Flash Point: 207.5°C
• PSA: 25.78000
• Density: 1.291g/cm³
• LogP: 3.93620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 230.084398327
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Dibenzo[f,h]quinoxaline 95+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=CC=CC=C3C4=NC=CN=C24

Technology Process of Dibenzo[f,h]quinoxaline

There total 8 articles about Dibenzo[f,h]quinoxaline 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: 97.0%

ethylenediamine (107-15-3,85404-18-8) + 9,10-phenanthrenequinone (84-11-7) → dibenzo[f,h]quinoxaline (217-68-5)

Guidance literature:

ethylenediamine; 9,10-phenanthrenequinone; In toluene; for 24h; Inert atmosphere; Reflux;

With manganese(IV) oxide; In toluene; Inert atmosphere; Reflux;

Reference yield: 12.0%

[1,1'-biphenyl]-2,2'-iodonium trifluoromethanesulfonate (189999-35-7) + 3-chloropyrazine-2-carboxylic acid (27398-39-6) → dibenzo[f,h]quinoxaline (217-68-5)

Guidance literature:

With potassium carbonate; palladium dichloride; In 1-methyl-pyrrolidin-2-one; at 145 ℃; for 12h;

DOI:10.1039/c8cc00300a

Reference yield:

ethylenediamine (107-15-3,85404-18-8) + phenanthro[9,10-c][1,2, 5]thiadiazole-2,2-dioxide (4475-63-2) → dibenzo[f,h]quinoxaline (217-68-5)

Guidance literature:

In chloroform-d1; at 20 ℃; Inert atmosphere;

DOI:10.1002/poc.1444

upstream raw materials:

10-imino-10H-phenanthren-9-one

1,2-diaminoethane dihydrochloride

ethylenediamine

9,10-phenanthrenequinone

Downstream raw materials:

2-phenyldibenzo[f,h]quinoxaline

dibenzo[a,c]phenacine

2-(4-tert-butylphenyl)-dibenzo[f,h]quinoxaline

Refernces

• 1、 Kawauchi, Daichi,Noda, Kenta,Komatsu, Yoshiyuki,Yoshida, Kei,Ueda, Hirofumi,Tokuyama, Hidetoshi. "Aerobic Dehydrogenation of N-Heterocycles with Grubbs Catalyst: Its Application to Assisted-Tandem Catalysis to Construct N-Containing Fused Heteroarenes". supporting information. p. 15793 - 15798. Retrieved 2020/10/12.
• 2、 Yang, Shuai,Hua, Wenkai,Wu, Yanqi,Hu, Tao,Wang, Feng,Zhang, Xingxian,Zhang, Fengzhi. "Site-selective synthesis of functionalized dibenzo[: F, h] quinolines and their derivatives involving cyclic diaryliodonium salts via a decarboxylative annulation strategy". supporting information. p. 3239 - 3242. Retrieved 2018/04/05.