10527-16-9

Basic information

• Product Name: 10-CHLORO-9-ANTHRALDEHYDE
• Synonyms: 10-CHLORO-9-ANTHRALDEHYDE;10-CHLOROANTHRACENE-9-CARBALDEHYDE;10-CHLOROANTHRACENE-9-CARBOXALDEHYDE;10-CHLORO-9-ANTHRALDEHYDE 97%;10-Chloro-9-anthracenecarbaldehyde;10-Chloro-9-anthraldehyde,97%;Einecs 234-086-8;9-Anthracenecarboxaldehyde,10-chloro-
• CAS NO: 10527-16-9
• Molecular Formula: C₁₅H₉ClO
• Molecular Weight: 240.68
• EINECS: 234-086-8
• Product Categories: Aldehydes;C10 to C21;Carbonyl Compounds
• Mol File: 10527-16-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 215-218 °C(lit.)
• Boiling Point: 435.9°Cat760mmHg
• Flash Point: 221.8°C
• Appearance: /
• Density: 1.327g/cm³
• Vapor Pressure: 8.46E-08mmHg at 25°C
• Refractive Index: 1.746
• CAS DataBase Reference: 10-CHLORO-9-ANTHRALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 10-CHLORO-9-ANTHRALDEHYDE(10527-16-9)
• EPA Substance Registry System: 10-CHLORO-9-ANTHRALDEHYDE(10527-16-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 10527-16-9(Hazardous Substances Data)

Usage

Uses

10-Chloro-9-anthraldehyde was used in the preparation of trans-1-(10-methyl-9-anthryl)-2-(4-pyridyl)-ethene, 1-(10-chloro-9-anthryl)-2-(4-pyridyl)-ethene, 1-(10-methyl-9-anthryl)-2-(4-(N-methyl)-pyridinium)ethene iodide and 1-(10-chloro-9-anthryl)-2-(4-(N-methyl)pyridinium)ethene iodide.

Purification Methods

The aldehyde crystallises as yellow needles from EtOH, AcOH or toluene. [Beilstein 7 III 2529.]

InChI:InChI=1/C15H9ClO/c16-15-12-7-3-1-5-10(12)14(9-17)11-6-2-4-8-13(11)15/h1-9H

Upstream product

• 90-44-8 anthracen-9(10H)-one 
• 3085-54-9 N-(4-methylphenyl)formamide 
• 607-00-1 diphenylformamide 
• 16135-31-2 p-nitroformanilide 
• 93-61-8 N-methyl-N-phenylformamide 
• 642-31-9 9-anthracene aldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 19996-02-2 10-chloro-9-anthracenemethanol 
• 96689-11-1 10-Chloro-anthracene-9-carbaldehyde; compound with tetranitro-methane 

Downstream Products

• 123760-75-8 (S)-2-[(10-Chloro-anthracen-9-ylmethyl)-amino]-3-phenyl-propionic acid 
• 123541-05-9 C₁₆H₁₃ClN₄O*C₇H₈O₃S 
• 23673-71-4 9-chloro-10-isopropylanthracene 
• 84-65-1 9,10-phenanthrenequinone 
• 19996-02-2 10-chloro-9-anthracenemethanol 
• 1213-82-7 9-chloro-10-cyano-anthracene 
• 1308652-75-6 9-o-tolylanthracene-10-carbaldehyde 

Relevant articles and documents

Sulphuryl Chloride as an Electrophile. Part 5. Chlorination of Some Anthracene Derivatives; Molecular Orbital Modelling of Substituent Effects

The rates of electrophilic attack at C-10 of some 9-substituted anthracenes (9-H, Br, CHO, CN, NO2, OMe, or Bz) by sulphuryl chloride have been measured (in PhCl 298 K).The substituent effects roughly parallel those expected from considering the simpler p-XC6H4 system (ρ -1.51; r 0.975); better agreement (ρ -1.23 +/- 0.05; r 0.994) comes by using Dewar's FMMF treatment.MNDO calculations of the energy and optimised geometry of the intermediate ?-complex show a folded structure which allows a degree of sp3 character of the C-10 atom while maintaining sufficient delocalisation of the extended ?-system in the anthracenium ion.The Bell-Eyring-Polyani principle is followed with a linear correlation between the difference in the calculated energy between each reactant and its ?-complex and the experimentally observed change in free energy during attack by Clδ+.

Microwave-assisted Vilsmeier-Haack formylation of aromatic substrates

A microwave-assisted Vilsmeier-Haack formylation reaction has been studied on various amines, phenols and polynuclear hydrocarbons under solvent free condition that rapidly affords higher yield of products compared to traditional thermal condition.

Dynamics of Transient Ion Pairs and Radical Pairs. Solvent and Salt Effects by Time-Resolved Spectroscopy

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