9-Cyanophenanthrene

Base Information

• Chemical Name: 9-Cyanophenanthrene
• CAS No.: 2510-55-6
• Molecular Formula: C15H9 N
• Molecular Weight: 203.243
• Hs Code.: 2926909090
• European Community (EC) Number: 219-725-0
• NSC Number: 59773
• DSSTox Substance ID: DTXSID8049256
• Nikkaji Number: J192.000F
• Wikidata: Q81984580
• ChEMBL ID: CHEMBL3182956
• Mol file: 2510-55-6.mol

Synonyms:9-cyanophenanthrene

Chemical Property of 9-Cyanophenanthrene

Chemical Property:

• Appearance/Colour: yellow-green powder
• Vapor Pressure: 4.67E-07mmHg at 25°C
• Melting Point: 110-112 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 175 °C / 1mmHg
• Flash Point: 205.4°C
• PSA: 23.79000
• Density: 1.2g/cm³
• LogP: 3.86468
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Chloroform
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 203.073499291
• Heavy Atom Count: 16
• Complexity: 300

Purity/Quality:

97% ^*data from raw suppliers

9-Cyanophenanthrene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)C#N

Technology Process of 9-Cyanophenanthrene

There total 61 articles about 9-Cyanophenanthrene 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%

2-(2-iodophenyl)acetonitrile (40400-15-5) + 2-formylbenzene boronic acid (40138-16-7) → 9-cyanophenanthrene (2510-55-6)

Guidance literature:

With potassium carbonate; In 1,2-dimethoxyethane; at 100 ℃; for 24h;

DOI:10.1039/d1ta00012h

Reference yield: 93.0%

triethoxy(phenanthren-9-yl)silane (21591-53-7) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 9-cyanophenanthrene (2510-55-6)

Guidance literature:

With ammonium iodide; potassium fluoride; copper(II) nitrate trihydrate; oxygen; at 140 ℃; for 25h; Schlenk technique;

DOI:10.1021/ol400659p

Reference yield: 93.0%

9-bromophenanthrene (573-17-1) + potassium hexacyanoferrate(II) hydrate → 9-cyanophenanthrene (2510-55-6)

Guidance literature:

With [Pd{C₆H₂(CH₂CH₂NH₂)-(OMe)₂-2,3}(μ-Br)]₂; tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 0.166667h; Temperature; Solvent; Reagent/catalyst; Time; Microwave irradiation; Green chemistry;

DOI:10.1007/s13738-014-0408-8

upstream raw materials:

(+/-)-(8ar,10ac)-1,2,3,4,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-9c-carbonitrile

bromocyane

phenanthrene

bis(phenanthrene-1-ylmethylidene)hydrazine

Downstream raw materials:

(1R,2S,2aS,10bR)-1,2-Bis-(4-methoxy-phenyl)-1,10b-dihydro-2H-cyclobuta[l]phenanthrene-2a-carbonitrile

(1R,2S,2aS,10bR)-2-(4-Methoxy-phenyl)-1-phenyl-1,10b-dihydro-2H-cyclobuta[l]phenanthrene-2a-carbonitrile

(1S,2R,2aS,10bR)-2-(4-Methoxy-phenyl)-1-phenyl-1,10b-dihydro-2H-cyclobuta[l]phenanthrene-2a-carbonitrile

phenanthrene

Refernces

• 1、 Gupta, Chhedi Lal,Hranjec, Marijana,Juri?i?, ?tefica,Klobu?ar, Marko,Malod-Dognin, No?l,Paveli?, Sandra Kraljevi?,Perin, Nata?a,Pr?ulj, Nata?a,Rep, Valentina,Selgrad, Danijel,Sovi?, Irena. "Antiproliferative activity and mode of action analysis of novel amino and amido substituted phenantrene and naphtho[2,1-b]thiophene derivatives". . . Retrieved 2019.
• 2、 Ano, Yusuke,Chatani, Naoto,Higashino, Masaya,Yamada, Yuki. "Palladium-catalyzed synthesis of nitriles from N-phthaloyl hydrazones". supporting information. p. 3799 - 3802. Retrieved 2022/04/07.
• 3、 Liu, Jia,Chen, Zhongxin,Liu, Cuibo,Zhang, Bao,Du, Yonghua,Liu, Chen-Fei,Ma, Lu,Xi, Shibo,Li, Runlai,Zhao, Xiaoxu,Song, Jingting,Sui, Xin Zhi,Yu, Wei,Miao, Ling,Jiang, Jianjun,Koh, Ming Joo,Loh, Kian Ping. "Molecular engineered palladium single atom catalysts with an M-C1N3subunit for Suzuki coupling". supporting information. p. 11427 - 11432. Retrieved 2021/05/19.