9-(Chloromethyl)anthracene

Base Information

• Chemical Name: 9-(Chloromethyl)anthracene
• CAS No.: 24463-19-2
• Molecular Formula: C15H11Cl
• Molecular Weight: 226.705
• Hs Code.: 29039990
• European Community (EC) Number: 246-274-7
• NSC Number: 241165
• UNII: 8C4ZDD4KUV
• DSSTox Substance ID: DTXSID00179220
• Nikkaji Number: J3.795H
• Wikidata: Q72453606
• ChEMBL ID: CHEMBL1446266
• Mol file: 24463-19-2.mol

Synonyms:9-(Chloromethyl)anthracene;9-Anthracenylmethyl chloride;NSC 241165;9-Chloromethylanthracene;9-(Chloromethyl)Anthracene;Anthracene, 9- (chloromethyl)-;

Chemical Property of 9-(Chloromethyl)anthracene

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 2.63E-06mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Refractive Index: 1.7
• Boiling Point: 402 °C at 760 mmHg
• Flash Point: 185 °C
• PSA: 0.00000
• Density: 1.223 g/cm³
• LogP: 4.73180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• Solubility.: chloroform: soluble
• Water Solubility.: Soluble in chloroform. Insoluble in water.
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 226.0549280
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

9-AnthracenylmethylChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2CCl
• Uses: 9-(Chloromethyl)anthracene is used as a blocking group reagent used for carboxylic acids, phenols, mercaptans and thiophenols. It is a derivatizing agent for carboxylic acids giving esters with enhanced UV and fluorescence detection in HPLC.

Technology Process of 9-(Chloromethyl)anthracene

There total 8 articles about 9-(Chloromethyl)anthracene 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: 98.0%

anthracen-9-ylmethylene-hydrazone (7512-18-7) → anthracenylmethyl chloride (24463-19-2)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;

DOI:10.1016/j.tetlet.2006.08.120

Reference yield: 95.0%

9-hydroxymethylanthracene (1468-95-7) → anthracenylmethyl chloride (24463-19-2)

Guidance literature:

With thionyl chloride; In 1,4-dioxane; for 5h; Heating;

DOI:10.1016/S0040-4020(97)00631-5

Reference yield: 32.0%

9-methylanthracene (779-02-2) → anthracenylmethyl chloride (24463-19-2) + 9-chloro-10-methylanthracene (19096-07-2)

Guidance literature:

With hydrogenchloride; In tetrachloromethane; for 1h; Heating;

DOI:10.1021/jo991495h

upstream raw materials:

9-hydroxymethylanthracene

9-(phenoxymethyl)anthracene

9-methylanthracene

anthracen-9-ylmethylene-hydrazone

Downstream raw materials:

anthracen-9-yl-acetonitrile

Triphenyl-(9-anthracenylmethyl)phosphonium chloride

9-(1',4'-diazacyclohexyl)methylanthracene

9-(1',4',7',10',13'-pentaazacyclopentadecyl)methylanthracene

Refernces

• 1、 Dwivedi, Sushil K.,Gupta, Ramesh C.,Srivastava, Priyanka,Singh, Priya,Koch, Biplob,Maiti, Biswajit,Misra, Arvind. "Dual Fluorophore Containing Efficient Photoinduced Electron Transfer Based Molecular Probe for Selective Detection of Cr3+ and PO43- Ions through Fluorescence " Turn-On-Off" Response in Partial Aqueous and Biological Medium: Live Cell Imaging and Logic Application". . p. 10974 - 10981. Retrieved 2018.
• 2、 Fabbrini, Maria Giulia,Cirri, Damiano,Pratesi, Alessandro,Ciofi, Lorenzo,Marzo, Tiziano,Guerri, Annalisa,Nistri, Silvia,Dell'Accio, Alfonso,Gamberi, Tania,Severi, Mirko,Bencini, Andrea,Messori, Luigi. "A Fluorescent Silver(I) Carbene Complex with Anticancer Properties: Synthesis, Characterization, and Biological Studies". supporting information. p. 182 - 188. Retrieved 2019/01/04.
• 3、 Mallard, Isabelle,Landy, David,Bouchemal, Nadia,Fourmentin, Sophie. "Synthesis and inclusion ability of anthracene appended β- cyclodextrins: Unexpected effect of triazole linker". experimental part. p. 35 - 42. Retrieved 2011/02/25.