613-12-7

Basic information

• Product Name: 2-METHYLANTHRACENE
• Synonyms: 2-METHYLANTHRACENE;2-methyl-anthracen;2-METHYLANTHRACENE, FOR FLUORESCENCE;2-METHYLANTHRACENE OEKANAL, 100 MG;Anthracene, 2-methyl-;3-Methylanthracene;6-Methylanthracene;7-Methylanthracene
• CAS NO: 613-12-7
• Molecular Formula: C₁₅H₁₂
• Molecular Weight: 192.26
• EINECS: 210-329-3
• Product Categories: Environmental Sensitive Membrane ProbesFluorescent Indicators and Probes;Lipophilic and Membrane Probes for Microscopy;AlphabeticalFluorescent Indicators and Probes;Fluorescent Indicators and Probes;Lipophilic and Membrane Probes;AlphabeticalPhotonic and Optical Materials;Photoluminescent Materials > Light-Emitting Dopants and Fluorescent DyesFluorescent Indicators and Probes
• Mol File: 613-12-7.mol
• Article Data: 34

Chemical Properties

• Melting Point: 204-206 °C(lit.)
• Boiling Point: 358.25°C (estimate)
• Flash Point: 157.5°C
• Appearance: /
• Density: 1.0561 (estimate)
• Vapor Pressure: 0.00011mmHg at 25°C
• Refractive Index: 1.6880 (estimate)
• Solubility: Soluble in benzene and chloroform (Weast, 1986)
• PKA: >14 (Schwarzenbach et al., 1993)
• Water Solubility: 39ug/L(25 oC)
• BRN: 2042447
• CAS DataBase Reference: 2-METHYLANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYLANTHRACENE(613-12-7)
• EPA Substance Registry System: 2-METHYLANTHRACENE(613-12-7)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 37/39-26
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• RTECS: CB0680000
• Hazardous Substances Data: 613-12-7(Hazardous Substances Data)

Usage

Chemical Properties

BEIGE TO LIGHT YELLOW-BROWN CRYSTALLINE POWDER

Uses

2-Methylanthracene (cas# 613-12-7) is a compound useful in organic synthesis.

Source

Detected in 8 diesel fuels at concentrations ranging from 0.18 to 160 mg/L with a mean value of 46.16 mg/L (Westerholm and Li, 1994). Schauer et al. (1999) reported 2- methylanthracene in diesel fuel at a concentration of 6 μg/g and in a diesel-powered medium-duty truck exhaust at an emission rate of 10.4 μg/km. California Phase II reformulated gasoline contained naphthalene at a concentration of 5.54 g/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were approximately 1.14 and 94.1 μg/km, respectively (Schauer et al., 2002).

Environmental fate

Chemical/Physical. 2-Methylanthracene will not hydrolyze because it has no hydrolyzable functional group.

Purification Methods

Chromatograph it on silica gel with cyclohexane as eluent and then recrystallise it from EtOH [Werst J Am Chem Soc 109 32 1987]. [Beilstein 5 IV 2311.]

InChI:InChI=1/C15H12/c1-11-14-8-4-2-6-12(14)10-13-7-3-5-9-15(11)13/h2-10H,1H3

Upstream product

• 100-42-5 styrene 
• 56-23-5 tetrachloromethane 
• 4044-60-4 2,5-dimethylbenzophenone 
• 1140-14-3 2,4-Dimethyl benzophenone 
• 85-55-2 2-(4-toluoyl)benzoic acid 
• 28122-28-3 1-benzyl-2,4-dimethyl-benzene 
• 108-38-3 m-xylene 
• 100-51-6 benzyl alcohol 
• 79-27-6 1,1,2,2-tetrabromoethane 
• 108-88-3 toluene 
• 50-00-0 formaldehyd 
• 256-81-5 suberene 
• 2406-25-9 di-tert-butyl nitroxide 
• 61603-52-9 1,1-Dichloro-1a,2,3,8,9,9a-hexahydro-1H-cyclopropa[b]anthracene 

Downstream Products

• 78405-80-8 trans-2-(4-Isopropyl-styryl)-anthracen 
• 23802-70-2 trans-2-(3,4,5-Trimethoxy-styryl)-anthracen 
• 23802-69-9 trans-2-<3,4-Dimethoxy-styryl>-anthracen 
• 23802-71-3 trans-2-<4-Phenoxy-styryl>-anthracen 
• 84-54-8 2-methylanthracene-9,10-dione 
• 804560-00-7 2-methyl-9,10-bis(naphthalen-2-yl)anthracene 
• 23802-67-7 trans-2-(4-Chlor-styryl)-anthracen 
• 78405-79-5 trans-1-(2-anthryl)-2-phenylethene 
• 177839-45-1 9,10-dibromo-2-methyl-anthracene 
• 117-78-2 anthraquinone-2-carboxylic acid 
• 602-69-7 anthraquinone-1-carboxylic acid 
• 34086-37-8 C₃₁H₂₄O₂ 
• 23802-36-0 trans-2-<4-Phenyl-styryl>-anthracen 

Relevant articles and documents

Palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehydes

The palladium-catalyzed benzylic C(sp3)–H arylation of o-alkylbenzaldehyde derivatives was achieved utilizing 2-dimethylaminoethylamine as a novel transient directing group. The γ-C(sp3)–H arylation reaction efficiently afforded a variety of arylated o-alkylbenzaldehydes and polycyclic aromatic hydrocarbons (PAHs) in one pot, exhibiting high functional group tolerance with broad substrate scope. The aliphatic diamine auxiliary represents a simple, inexpensive, readily available, and removable directing group for C–H activation. The resultant o-benzylbenzaldehyde products could be diversely transformed into potentially important synthetic intermediates under mild conditions.

Cascade reaction for the synthesis of polycyclic aromatic hydrocarbons via transient directing group strategy

A Pd(II)-catalyzed cascade synthesis of diverse polycyclic aromatic hydrocarbons via transient directing group strategy has been developed, involving the consecutive arylation, cyclization and aromatization. The efficiency and practicality were demonstrated by wide substrate range, concise synthetic pathway and mild reaction conditions. The subsequent transformations of the benz[a]anthracene core accessed natural bioactive PAH molecules.