9-Hexylphenanthrene

Base Information

• Chemical Name: 9-Hexylphenanthrene
• CAS No.: 23921-09-7
• Molecular Formula: C₂₀H₂₂
• Molecular Weight: 262.395
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID00396410
• Nikkaji Number: J1.210.294A
• Wikidata: Q82197114
• Mol file: 23921-09-7.mol

Synonyms:9-hexylphenanthrene;9-HEXYL-PHENANTHRENE;23921-09-7;DTXSID00396410;STK365511;AKOS005442945

Chemical Property of 9-Hexylphenanthrene

Chemical Property:

• Melting Point: 78-79 °C(Solv: pentane (109-66-0))
• Boiling Point: 415.6±12.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.022±0.06 g/cm3(Predicted)
• LogP: 6.11580
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 262.172150702
• Heavy Atom Count: 20
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

9-HEXYL-PHENANTHRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC1=CC2=CC=CC=C2C3=CC=CC=C31

Technology Process of 9-Hexylphenanthrene

There total 5 articles about 9-Hexylphenanthrene 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: 45.0%

n-octyne (629-05-0) + o-phenylbenzoyl chloride (14002-52-9) → 9-hexylphenanthrene (23921-09-7)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tri-tert-butyl phosphine; In o-xylene; at 160 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jo501835u

Reference yield:

2-(1-octynyl)-1-phenylbenzene (263017-26-1) → 9-hexylphenanthrene (23921-09-7)

Guidance literature:

With silver hexafluoroantimonate; chloro(triphenylphosphine)gold(I); In toluene; at 110 ℃; for 12h; Inert atmosphere;

DOI:10.1039/b806821f

Reference yield:

1-bromo-hexane (111-25-1) + 9-bromophenanthrene (573-17-1) → 9-hexylphenanthrene (23921-09-7)

Guidance literature:

With sodium; In diethyl ether; at 20 - 40 ℃;

DOI:10.1007/s11743-010-1197-4

upstream raw materials:

9-phenanthrenyllithium

1-Iodohexane

2-(1-octynyl)-1-phenylbenzene

1-bromo-hexane

Refernces

• 1、 Nagata, Tomoya,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro. "Iridium-catalyzed annulative coupling of 2-arylbenzoyl chlorides with alkynes: Selective formation of phenanthrene derivatives". . p. 8960 - 8967. Retrieved 2015/02/19.