24463-19-2

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9-(Chloromethyl)anthracene Basic information

Product Name:	9-(Chloromethyl)anthracene
Synonyms:	9-(choromethyl)anthracene;9-CHLOROMETHYL-ANTHRACENE, FOR FLUOR-ESC ENCE;9-(CHLOROMETHYL)ANTHRACENE, 98+%;(9-Anthryl)methyl chloride;(9-Anthrylmethyl) chloride;9-(chloroMethyl)antracene;9-(ChloroMethyl)anthracene, 98+% 10GR;9-(ChloroMethyl)anthracene, 98+% 2.5GR
CAS:	24463-19-2
MF:	C15H11Cl
MW:	226.7
EINECS:	246-274-7
Product Categories:	Other APIs;Aromatic Hydrocarbons (substituted) & Derivatives;Analytical Chemistry;Anthracenes;Carboxyl Group Labeling Reagents for Fluorescence HPLC;Carboxyl Group Labeling Reagents for HPLC;Fluorescence Detection (HPLC Labeling Reagents);HPLC Labeling Reagents;UV Detection (HPLC Labeling Reagents);Derivatization agentsOrganic Electronics and Photonics;Biochemicals and Reagents;Luminescent Compounds/Detection;Synthetic Intermediates;Synthetic Tools and Reagents;AlphabeticalFluorescent Labels;Carbohydrate Labels;Carbohydrate Labels for ChromatographyBiochemicals and Reagents;DetectionFluorescent Probes, Labels, Particles and Stains;Fluorescent Labels;Fluorescent Probes, Labels, Particles and Stains;Functional Group Reactive Labels;Functional Group Reactive Labels for Chromatography
Mol File:	24463-19-2.mol

9-(Chloromethyl)anthracene Chemical Properties

Melting point	138-140 °C (lit.)
Boiling point	294.66°C (rough estimate)
density	1.1510 (rough estimate)
refractive index	1.6281 (estimate)
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
solubility	chloroform: soluble
form	Powder
color	Yellow
Water Solubility	Soluble in chloroform. Insoluble in water.
Sensitive	Light Sensitive
BRN	1873394
InChI	InChI=1S/C15H11Cl/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-9H,10H2
InChIKey	PCVRSXXPGXRVEZ-UHFFFAOYSA-N
SMILES	C1=C2C(C=C3C(=C2CCl)C=CC=C3)=CC=C1
CAS DataBase Reference	24463-19-2(CAS DataBase Reference)
NIST Chemistry Reference	9-(Chloromethyl)anthracene(24463-19-2)

Safety Information

Hazard Codes	Xi
Risk Statements	36/37/38
Safety Statements	26-36
RIDADR	UN 3261 8/PG 2
WGK Germany	3
RTECS	CA9600000
F	19
HazardClass	8
PackingGroup	III
HS Code	29039990
Toxicity	mouse,LDLo,intravenous,2267ug/kg (2.267mg/kg),Cancer Research. Vol. 36, Pg. 2423, 1976.

9-(Chloromethyl)anthracene Usage And Synthesis

Chemical Properties	YELLOW POWDER
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.
Application	9-Anthracenylmethyl Chloride is a derivative of Anthracene which is an important source of dyestuffs. It is a reagent for the protection of carboxylic acids, alcohols, phenols and thiols as their 9-anthrylmethyl derivatives, which are stable to mild acid or base, but specifically cleaved by NaSMe.
Reactions	Lepidopterene, a tetrabenzotetracyclotetradecatetraene, was first synthesized by reaction of 9-(chloromethyl)anthracene with methylmagnesium iodide. Through this methodology, lepidopterene and 1,2-bis(9-anthracenyl)ethane were obtained in 35% and 30% yield, respectively. An easy synthesis of lepidopterene from 9-chloromethylanthracene
Purification Methods	If it is free from OH in the IR then recrystallisation from hexane/*C6H6 or *C6H6 (as needles). If OH is present, then some solvolysis has occurred. In this case treat 8.5g of it with SOCl2 (4.8g) in dioxane (60mL) and reflux for 5hours, then evaporate to dryness and wash the residue with cold *C6H6 and recrystallise it. With KI/Me2CO it forms the iodomethyl derivative. [Fierens et al. Helv Chim Acta 38 2009 1955, Hunter et al. J Org Chem 21 1512 1956, Beilstein 5 III 3152, 5 IV 2313.]

9-(Chloromethyl)anthracene Preparation Products And Raw materials

Raw materials	Tetrahydrofuran-->Thionyl chloride-->1,4-Dioxane-->Sodium borohydride-->9-Anthraldehyde-->9-Anthracenemethanol-->9-ANTHRALDEHYDE HYDRAZONE-->9-METHYLANTHRACENE-->Anthracene
Preparation Products	9-(METHYLAMINOMETHYL)ANTHRACENE-->9-Anthraceneacetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester



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