Phenanthrene-9-carbaldehyde

Base Information

• Chemical Name: Phenanthrene-9-carbaldehyde
• CAS No.: 4707-71-5
• Molecular Formula: C15H10 O
• Molecular Weight: 206.244
• Hs Code.: 2912299000
• European Community (EC) Number: 225-194-6
• NSC Number: 1932
• UNII: GSJ300GB2N
• DSSTox Substance ID: DTXSID40197024
• Nikkaji Number: J80.883K
• Wikidata: Q72500789
• ChEMBL ID: CHEMBL4446157
• Mol file: 4707-71-5.mol

Synonyms:Phenanthrene-9-carbaldehyde;4707-71-5;9-Phenanthrenecarboxaldehyde;Phenanthrene-9-carboxaldehyde;9-Formylphenanthrene;9-Phenanthrenecarbaldehyde;Phenanthrene-9-aldehyde;NSC 1932;MFCD00001175;GSJ300GB2N;NSC-1932;EINECS 225-194-6;9-Phenanthrenealdehyde;9-Phenanthraldehyde;9-Phenanthrenaldehyde;Phenanthren-9-aldehyd;UNII-GSJ300GB2N;9-Phenanthrenecarbaldehyde #;SCHEMBL419485;CHEMBL4446157;DTXSID40197024;NSC1932;9-Phenanthrenecarboxaldehyde, 97%;AMY41340;9-PHENANTHRIDINECARBOXALDEHYDE;AKOS015855753;CS-W015319;AS-59030;SY109416;FT-0635406;F12018;A827150;J-523923

Chemical Property of Phenanthrene-9-carbaldehyde

Chemical Property:

• Appearance/Colour: Pale yellow powder
• Vapor Pressure: 8.58E-07mmHg at 25°C
• Melting Point: 100-102oC
• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 269.2°C
• PSA: 17.07000
• Density: 1.217g/cm³
• LogP: 3.80550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Soluble in acetone, dichloromethane, methanol.
• 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:

99.0% ^*data from raw suppliers

9-Formylphenanthrene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(C3=CC=CC=C23)C=O
• Uses: Phenanthrene-9-carboxaldehyde is a phenanthrene derivative used to make fluorescent probes. Phenanthrene-9-carboxaldehyde is used to make fluorescent probes.

Technology Process of Phenanthrene-9-carbaldehyde

There total 30 articles about Phenanthrene-9-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: 97.0%

N-Formylpiperidine (2591-86-8) + 9-phenanthrylmagnesium bromide (71112-64-6) → Phenanthrene-9-carboxaldehyde (4707-71-5)

Guidance literature:

In diethyl ether; for 0.25h; Ambient temperature;

Reference yield: 95.0%

9-hydroxymethylphenanthrene (4707-72-6) → Phenanthrene-9-carboxaldehyde (4707-71-5)

Guidance literature:

With bis(2,2'-bipyridyl) copper(II) permanganate; In dichloromethane; for 0.9h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91340-7

Reference yield: 94.0%

9-bromophenanthrene (573-17-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → Phenanthrene-9-carboxaldehyde (4707-71-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00991-5

upstream raw materials:

9-cyanophenanthrene

phenanthrene

phenanthrene-9-carbonyl chloride

N-phenyl-9-phenanthrylcarboxamide

Downstream raw materials:

9-(2-nitro-vinyl)-phenanthrene

1--2-nitro-penten-(1)

4--3-nitrobuten-(3)-ylacetat

9-ethenylphenanthrene

Refernces

• 1、 Crosby et al.. "-". . p. 312. Retrieved 1975.
• 2、 Stegbauer, Simone,Jandl, Christian,Bach, Thorsten. "Enantioselective Lewis Acid Catalyzed ortho Photocycloaddition of Olefins to Phenanthrene-9-carboxaldehydes". supporting information. p. 14593 - 14596. Retrieved 2018/10/15.
• 3、 Banik, Bimal K.,Banik, Indrani,Becker, Frederick F.. "Stereocontrolled synthesis of anticancer β-lactams via the Staudinger reaction". . p. 3611 - 3622. Retrieved 2007/10/03.