Phenanthrene-4-carbaldehyde

Base Information

• Chemical Name: Phenanthrene-4-carbaldehyde
• CAS No.: 41498-43-5
• Molecular Formula: C15H10O
• Molecular Weight: 206.2393
• Hs Code.: 2912299000
• NSC Number: 172517
• DSSTox Substance ID: DTXSID00305885
• Nikkaji Number: J2.579.599G
• Wikidata: Q82052674
• ChEMBL ID: CHEMBL1978878
• Mol file: 41498-43-5.mol

Synonyms:phenanthrene-4-carbaldehyde;41498-43-5;4-Phenanthrenecarboxaldehyde;NSC172517;CHEMBL1978878;SCHEMBL10549144;DTXSID00305885;ZCPCNJUBMFWRRB-UHFFFAOYSA-N;AKOS005172409;NSC-172517;Phenanthrene-4-carbaldehyde, AldrichCPR;NCI60_001393;CS-0376670;FT-0683216;cis-4-Exo-Isopropenyl-1,9-dimethyl-8-(trimethylsilyl)bicyclo[4.3.0]non-8-en-2-one

Chemical Property of Phenanthrene-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 8.58E-07mmHg at 25°C
• Melting Point: 88-91 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 269.2°C
• PSA: 17.07000
• Density: 1.217g/cm³
• LogP: 3.80550
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 206.073164938
• Heavy Atom Count: 16
• Complexity: 260

Purity/Quality:

98%min ^*data from raw suppliers

phenanthrene-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=CC=C3)C=O

Technology Process of Phenanthrene-4-carbaldehyde

There total 7 articles about Phenanthrene-4-carbaldehyde 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: 90.0%

(E)-2'-styryl-[1,1'-biphenyl]-2,6-dicarbaldehyde → 4-Phenanthrencarbaldehyd (41498-43-5)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1021/jacs.7b01114

Reference yield: 71.0%

4‐phenanthrenemethanol (22863-79-2) → 4-Phenanthrencarbaldehyd (41498-43-5)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; Heating;

DOI:10.1021/jm00111a010

Reference yield:

2-((E)-2-phenylethenyl)phenylboronic acid (178056-95-6) → 4-Phenanthrencarbaldehyd (41498-43-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene; ethanol / 12 h / 80 °C

2: iron(III) chloride / 1,2-dichloro-ethane / 12 h / 20 °C

With iron(III) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jacs.7b01114

upstream raw materials:

4‐phenanthrenemethanol

4-methylphenanthrene

(Z)-m-Styryl-benzaldehyd

2-((E)-2-phenylethenyl)phenylboronic acid

Refernces

• 1、 Horgan,S.W. et al.. "-". . p. 3801 - 3803. Retrieved 1973.
• 2、 Bair,Andrews,Tuttle,Knick,Cory,McKee. "2-[(arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding". . p. 1983 - 1990. Retrieved 2007/10/02.