3022-16-0

Basic information

• Product Name: 3,6-BIS(CHLOROMETHYL)DURENE
• Synonyms: 1,4-bis(chloromethyl)-2,3,5,6-tetramethyl-benzen;3,6-Bis(Chloroethyl)durene;3,6-BIS(CHLOROMETHYL)DURENE 98+%;3,6-BIS(CHLOROMETHYL)DURENE;1,4-BIS(CHLOROMETHYL)-2,3,5,6-TETRAMETHYLBENZENE;1,4-DI(CHLOROMETHYL)-2,3,5,6-TETRAMETHYLBENZENE
• CAS NO: 3022-16-0
• Molecular Formula: C₁₂H₁₆Cl₂
• Molecular Weight: 231.16
• EINECS: 221-173-0
• Mol File: 3022-16-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 196°C
• Boiling Point: 332.4°Cat760mmHg
• Flash Point: 167.7°C
• Appearance: /
• Density: 1.101g/cm³
• Vapor Pressure: 0.000282mmHg at 25°C
• Refractive Index: 1.532
• CAS DataBase Reference: 3,6-BIS(CHLOROMETHYL)DURENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-BIS(CHLOROMETHYL)DURENE(3022-16-0)
• EPA Substance Registry System: 3,6-BIS(CHLOROMETHYL)DURENE(3022-16-0)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 36/37/39-45-28-27-26
• RIDADR: 1759
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 3022-16-0(Hazardous Substances Data)

Usage

Purification Methods

Crystallise it three times from *C6H6 (m 193-194o) or pet ether (m 195-196o), then dry it in vacuo in a drying pistol. [Fuson et al. J Am Chem Soc 75 5952 1953, Beilstein 5 IV 1140.]

InChI:InChI=1/C12H16Cl2/c1-7-8(2)12(6-14)10(4)9(3)11(7)5-13/h5-6H2,1-4H3

Upstream product

• 50-00-0 formaldehyd 
• 7435-83-8 3-(chloromethyl)-1,2,4,5-tetramethylbenzene 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 3188-13-4 ethyl chloromethyl ether 

Downstream Products

• 1098-63-1 1,4-bis-tert-butylperoxymethyl-2,3,5,6-tetramethyl-benzene 
• 1447-10-5 (2,3,5,6-tetramethyl-1,4-phenylene)bis(methylene) diacetate 
• 69761-32-6 1,4-bis(2,2-dimethyl-3-aminopropyl)tetramethylbenzene 
• 14458-05-0 2,3,5,6-tetramethyl-1,4-benzenedicarboxylic acid 
• 69774-37-4 1,4-bis(2-methyl-2-cyanopropyl)tetramethylbenzene 
• 95808-92-7 1,2,4,5-Tetramethyl-3,6-bis-<(2,2-bis-methansulfonyloxymethyl)-propyl>-benzol 
• 94763-42-5 1,2,4,5-Tetramethyl-3,6-bis-<(2,2-bis-hydroxymethyl)-propyl>-benzol 
• 7522-62-5 2,3,5,6-tetramethyl-p-xylene-α,α'-diol 
• 7072-01-7 2,3,5,6-tetramethyl-1,4-benzenedicarboxaldehyde 
• 65304-59-8 4,5,7,8-tetramethyl<2₂>(1,4)cyclophane 
• 115078-41-6 N,N'-ditosyl-5,6,8,9,14,17-hexamethyl-2,11-diaza<3.3>paracyclophane 
• 115078-40-5 N,N'-ditosyl-5,6,8,9-tetramethyl-2,11-diaza<3.3>paracyclophane 

Relevant articles and documents

Pore environment engineering in metal-organic frameworks for efficient ethane/ethylene separation

Selective adsorption of trace amounts of C2H6 from bulk C2H4 is a significantly important and extremely challenging task in industry, which requires an adsorbent with specific pore properties. Herein, we describe a strategy for adjusting the pore environment of metal-organic frameworks (MOFs) by introducing different amounts of methyl groups in the channel to enhance the guest-host interaction between C2H6 and the framework. To prove this concept, 2,3,5,6-tetramethylterephthalic acid (TMBDC) was deliberately added to a microporous MOF, Ni(BDC)(DABCO)0.5, affording a series of mixed-ligand materials, Ni(BDC)1-x(TMBDC)x(DABCO)0.5 (x = 0, 0.2, 0.45, 0.71, 1), having different pore environments. Significantly, these mixed-ligand materials demonstrated improved performance in terms of the adsorption capacity of C2H6 and C2H4 with an unprecedented C2H6 uptake of 2.21 mmol g-1 for Ni(TMBDC)(DABCO)0.5 at 0.0625 bar and 298 K. With the best theoretical C2H6/C2H4 selectivity predicted by IAST, Ni(TMBDC)(DABCO)0.5 exhibited effective separation of C2H6/C2H4 (1/15, v/v) and great recyclability in five consecutive adsorption/desorption cycles throughout the breakthrough experiment.

Tuning the electrocatalytic hydrogen evolution reaction promoted by [Mo2O2S2]-based molybdenum cycles in aqueous medium

We report the syntheses and characterizations, in the solid state and in solution, of three new cyclic polyoxothiomolybdates self-assembled around 2,5-dimethylterephthalate (DMT) and 2,5-bis(trifluoromethyl)terephthalate (DFMT) ligands, namely [Mo12DMT]2-, [Mo12DFMT] 2- and [Mo16DFMT]2-. A series of these two Mo12-compounds completed by the two Mo12-compounds obtained with 2,3,5,6-tetramethylterephthalate and trimesate ligands offer the opportunity to compare their electro-catalytic properties for reduction of protons into hydrogen. The ability of these compounds to promote the reduction of protons into hydrogen in aqueous medium is evidenced and the influence of the embedded ligand is highlighted, thus allowing proposal of a mechanism for the hydrogen evolution reaction catalyzed by these clusters.

Electron Paramagnetic Resonance Spectra of the Radical Cations of Some Benzocyclobutenes, Benzocyclopentenes and Benzocyclohexenes

1,2,4,5-Tetrahydrobenzodicyclobutene, 1,2,3,5,6,7-hexahydrobenzodicyclopentene and 1,2,3,4,6,7,8,9-octahydrobenzodicyclohexene, and their dimethyl derivatives, and tetramethylbenzocyclo-butene, -pentene and -hexene have been prepared.All except the first compound have been oxidised to their corresponding radical cations, and the EPR spectra have been analysed by assigning McConnell-type Q-values to the substituents in the benzene ring.It is suggested that the ordering of the orbital energy levels (ΨA above ΨS) in 3,6-dimethylbenzobiscyclobutene and -pentene is a manifestation of the Mills-Nixon effect, and results from rehybridisation of the strained molecular framework.In the radical cations of 5,10-dimethyl-1,2,3,4,6,7,8,9-octahydrobenzodicyclohexene and 5,6,7,8-tetramethyl-1,2,3,4-tetrahydrobenzocyclohexene the total unpaired electron density, as implied by the McConnell type of relationship, appears to be less than unity.Various possible causes of this are examined.