1576-67-6

Basic information

• Product Name: 3,6-DIMETHYLPHENANTHRENE
• Synonyms: 3,6-DIMETHYLPHENANTHRENE;dimethylphenantracene;Phenanthrene, 3,6-dimethyl-;3,6-Dimethylphenantracene;3,6-DIMETHYLPHENANTHRENE 95+%;3,6-Dimethylphenanthrene solution
• CAS NO: 1576-67-6
• Molecular Formula: C₁₆H₁₄
• Molecular Weight: 206.28
• EINECS: 216-409-4
• Product Categories: Highly Purified Reagents;Other Categories;Refined Products by Sublimation
• Mol File: 1576-67-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 141 °C
• Boiling Point: 370.14°C (rough estimate)
• Flash Point: 11 °C
• Appearance: /
• Density: 1.0426 (estimate)
• Refractive Index: 1.6582 (estimate)
• CAS DataBase Reference: 3,6-DIMETHYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DIMETHYLPHENANTHRENE(1576-67-6)
• EPA Substance Registry System: 3,6-DIMETHYLPHENANTHRENE(1576-67-6)

Safety Data

• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45
• RIDADR: UN1230 3/PG 2
• Hazardous Substances Data: 1576-67-6(Hazardous Substances Data)

Usage

General Description

3,6-Dimethylphenanthrene is a polycyclic aromatic hydrocarbon (PAH) consisting of three fused benzene rings and two methyl groups attached at the 3 and 6 positions. It is a highly stable and non-polar compound that is insoluble in water but soluble in organic solvents. 3,6-Dimethylphenanthrene is commonly used as a reference standard in environmental and analytical chemistry for studying PAHs and their impact on the environment. It is also being investigated for its potential use in organic electronics, as its compact structure and high stability make it a promising candidate for use in electronic devices. However, due to its role as a PAH and its potential health hazards, 3,6-Dimethylphenanthrene is subject to regulatory controls to limit its release into the environment.

Upstream product

• 18869-29-9 (E)-4,4'-dimethylstilbene 
• 13250-88-9 bis(4-methylbenzyl)sulfane 
• 765-43-5 Cyclopropyl methyl ketone 
• 1121-37-5 dicyclopropyl ketone 
• 80721-78-4 2,6,9,10-tetracyanoanthracene 
• 1217-45-4 9,10-Dicyanoanthracene 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 1530-37-6 (4-methylbenzyl)triphenylphosphonium chloride 
• 1588-49-4 4,4'-dimethylstilbene 
• 591-24-2 3-Methylcyclohexanone 
• 108-88-3 toluene 
• 93737-49-6 2.2-<4-Methyl-cyclohexan>-3-p-toluyl-propionsaeure 
• 96979-13-4 2,2-(4-Methyl-cyclohexan)-4-(p-tolyl)-buttersaeure 
• 339560-50-8 10-Oxo-3,3'-dimethyl-8,9-benzo-spiro<5.5>undecan 

Downstream Products

• 1217-45-4 9,10-dicyanoanthracene radical anion 
• 80721-78-4 2,6,9,10-tetracyanoanthracene radical anion 
• 52988-30-4 3-((Z)-2-Biphenyl-4-yl-vinyl)-6-methyl-phenanthrene 
• 52988-33-7 3-((E)-2-Biphenyl-4-yl-vinyl)-6-methyl-phenanthrene 
• 93012-36-3 5,5'-dimethylbiphenyl-2,2'-dicarboxylic acid 

Relevant articles and documents

Synthesis and characterisation of new nonracemic quaternary ammonium salts

New nonracemic monemeric and dimeric quaternary ammonium salts have been synthesized by the reaction of commercially available quinine with phenanthrene derivatives and fully characterized by IR, NMR spectroscopy and X-ray crystallographic analysis.

Controlling photochemical geometric isomerization of a stilbene and dimerization of a styrene using a confined reaction cavity in water

Utility of a water-soluble deep cavity cavitand, octa acid, as a reaction medium is illustrated by carrying out photochemical reactions of a stilbene and a styrene included within the octa acid in water. Geometric isomerization of trans-4,4′-dimethyl stilbene is restricted while dimerization of 4-methyl styrene is facilitated within the octa acid cavity. The excited-state chemistry of both systems is different in this medium from that in organic solvents. The change in chemistry is attributed to the supramolecular effects provided by the host cavity.

4,15-Diamino[2.2]paracyclophane as a starting material for pseudo-geminally substituted [2.2] paracyclophanes

Diazotization of the title compound 3, followed by treatment of the formed bis(diazonium ion) with cuprous chloride, yields the pseudo-geminal dichloride 1. Similarly, 3 is converted into the bis(azide) 5 when sodium azide is used as the trapping nucleophile. Hypochlorite oxidation of 3 furnishes the azo compound 4, the first multi-bridged cyclophane with a bridge consisting only of heteroatoms. Reduction of 4 with zinc/acetic acid affords the substrate 3 again. Treatment of 4 with bromine/iron powder or iodine monochloride causes deazotization accompanied by halogen introduction in pseudo-geminal position (i.e., formation of 2 and 6, respectively). Flash vacuum pyrolysis (450 °C, 0.01 Torr) of 4 produces the phenanthrene derivatives 13 and 14, while with tetracyanoethylene (TCNE) the azophane undergoes rapid cycloaddition at room temperature to give the [2+4] cycloadduct 16. The structures of 1, 2, 4-6, and 16 have been determined by X-ray structural analysis. Molecular packing patterns are determined by weak hydrogen bonds; a common packing pattern for cyclophane derivatives is ascribed to C-H...π interactions. Full bandshape analyses of the bridge proton signals in the 1H NMR spectra of 1, 2, 6, and of the difluoro analogue 17 yielded the vicinal 1H,1H coupling constants. These reflect the 1:1 equilibrium between the two skew conformations of the bridges. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Synthesis and optoelectronic properties of some new thiahelicenes

(Chemical Equation Presented) New symmetrical helically chiral penta- and heptacyclic aromatic systems containing two thiophene rings have been prepared, in good yields, under mild conditions using a photochemical route. Optoelectronic properties of these helically aromatic thia-systems were determined and exhibit interesting behavior. Copyright Taylor & Francis Group, LLC.