10387-13-0

Basic information

• Product Name: 9,10-Bis(chloromethyl)anthracene
• Synonyms: 9,10-bis(chloromethyl)-anthracen;icr-450;9,10-BIS(CHLOROMETHYL)ANTHRACENE;9, 10-DI(CHLOROMETHYL)ANTHRACENE;Bischloromethylanthracene;2,2-Dichloro-N-methyldiethylamineHCl;9, 10-DI(CHLOROMETHYL)ANTHRACENE 98%;9,10-Dis-(chloromethyl)anthracene
• CAS NO: 10387-13-0
• Molecular Formula: C₁₆H₁₂Cl₂
• Molecular Weight: 275.17
• EINECS: 1312995-182-4
• Product Categories: Electronic Chemicals;Anthracenes;NULL;Anthracene series
• Mol File: 10387-13-0.mol
• Article Data: 50

Chemical Properties

• Melting Point: 258-260°C
• Boiling Point: 355.58°C (rough estimate)
• Flash Point: 242.4 °C
• Appearance: yellow crystal
• Density: 1.1151 (rough estimate)
• Vapor Pressure: 3.09E-08mmHg at 25°C
• Refractive Index: 1.5610 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: very faint turbidity in hot Toluene
• CAS DataBase Reference: 9,10-Bis(chloromethyl)anthracene(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-Bis(chloromethyl)anthracene(10387-13-0)
• EPA Substance Registry System: 9,10-Bis(chloromethyl)anthracene(10387-13-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• RTECS: CA9365000
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 10387-13-0(Hazardous Substances Data)

Usage

Safety Profile

Poison by intravenous route.Questionable carcinogen with experimental neoplastigenicdata. Mutation data reported. When heated todecomposition it emits toxic fumes of Cl-.

InChI:InChI=1/C16H12Cl2/c17-9-15-11-5-1-2-6-12(11)16(10-18)14-8-4-3-7-13(14)15/h1-8H,9-10H2

Upstream product

• 110-88-3 1,3,5-Trioxan 
• 120-12-7 anthracene 
• 50-00-0 formaldehyd 
• 7647-01-0 hydrogenchloride 
• 64-19-7 acetic acid 
• 166660-39-5 9,10-bis(phenoxymethyl)anthracene 

Downstream Products

• 781-43-1 9,10-dimethylanthracene 
• 10273-84-4 anthracene-9,10-diylbis(methyl) diacetate 
• 101821-62-9 MSX-174 
• 166660-39-5 9,10-bis(phenoxymethyl)anthracene 
• 7044-91-9 9,10-diformylanthracene 
• 10273-81-1 anthracene-9,10-bis(methyltriphenylphosphonium chloride) 
• 97243-27-1 C₄₄H₃₄N₂O₄S₂ 
• 128219-50-1 C₄₄H₃₂Cl₂N₂O₄S₂ 
• 93119-90-5 N,N'-bis(phenylsulfonyl)-2,11-diaza<3.3>paracyclo(9,10)anthracenophane 
• 93170-18-4 N,N'-bis(p-toluenesulfonyl)-2,11-diaza<3.3>paracyclo(9,10)anthracenophanes 
• 128219-49-8 C₄₆H₃₈N₂O₄S₂ 
• 106712-13-4 9,10-bis-(((2-(dimethylamino)ethyl)methylamino)methyl)anthracene 
• 34373-96-1 9,10-dibromomethylanthracene 
• 132769-39-2 Benzyl<<10-(benzylaminomethyl)anthracen-9-yl>methyl>amin 

Relevant articles and documents

Synthesis, characterization and DFT study of new anthracene-based semiconducting polyethers for OLED application

New soluble semiconducting anthracene-based polyethers (An-BPS and An-TDP) were synthetized via the Williamson polycondensation of 9,10-dichloromethylanthracene with 4,4′-thiodiphenol (TDP) and bisphenol S (BPS), respectively. The polymers were investigated by density functional theory (DFT): the structural and optoelectronic properties, frontier molecular orbitals (HOMO/LUMO), as well as the infrared, absorption and fluorescence spectra were discussed. The polyethers structures were confirmed by NMR and FTIR spectroscopies, revealing good agreements between experimental and theoretical results. Quasi-identical absorption and blue emission properties were obtained for both polymers in dilute solutions, with a higher fluorescence efficiency for An-BPS. The cyclic voltammetry analysis of these electrochemically active materials showed a higher electron affinity for An-BPS and a lower ionization potential for An-TDP. The DFT calculations showed that the HOMO/LUMO frontier energy distributions are confined on the anthracene moiety in An-BPS. However in An-TDP, the LUMO distribution is localized on anthracene group, while the HOMO is on the TDP unit. The electric behavior of organic light-emitting diodes (OLEDs) based on these macromolecular structures has been investigated via numerical simulation using Silvaco TECAD software. Good electrical properties are estimated, with a low turn on voltages of 3.1 V and 2.9 V for An-TDP and An-BPS, respectively. However, An-BPS showed improved current conductivity, which makes it a good candidate for OLEDs.

Discrete Platinum(II) Metallacycles with Inner- and Outer-Modified 9,10-Distyrylanthracene: Design, Self-Assembly, and Luminescence Properties

To completely unravel the relationship between structures and luminescence properties of inner- and outer-modified metallacycles, two rhombic metallacycles S1 and S2 with 9,10-distyrylanthracene (DSA) were constructed herein via the design of DSA moieties on the inside or outside of metallacycles. Similar building blocks of the two metallacycles led to the same emission wavelengths in a dilute solution. In contrast, their fluorescence emissions in the aggregation and solid states were significantly different and revealed interesting emission behaviors from structures with inner- and outer-modified design. Finally, based on their luminescence properties, a tunable solid-state fluorescence emissive material was easily obtained by the mixing of two supramolecules in different ratios. This unique design suggested that the modified position of fluorophores exerts a key impact on the adjustment of luminescence from a dilute solution to the aggregated state and will be of great significance for the development of luminescent materials based on supramolecules.

Crystallographic and spectroscopic analysis of 9,10-bis-alkyl imidazolium anthracene hexatungstate supramolecular complexes

This article describes the ionic and supramolecular association of bis-dialkyl imidazolium anthracene dications with hexametalate cluster anions. In the relevant compounds, the length of the alkyl chain was varied to observe its effect on the crystal packing. Despite the endothermicity in the crystals due to structural incompatibility between planar anthracene and spherical polyoxometalate ion, packing stability is attained by coulombic interaction together with the supramolecular interactions between the components. The nature of supramolecular interactions depends on the number of carbon atoms in the alkyl chain in the organic counterparts of the crystals which ultimately modifies the packing pattern.