| Identification | Back Directory | [Name]
[2.2]Paracyclophane | [CAS]
1633-22-3 | [Synonyms]
PCF
DI-P-XYLENE
PLANYLENE N
Paracyclophan
DI-P-XYLYLENE
Paracyclophane
Parylene N ,99%
Di-1,4-xylylene
Dimer,Parylene N
DI-PARA-XYLYLENE
[2.2]paracylophan
[2.2]PARACYCLOPHAN
[2.2]Paracylophane
Dicyclo-p-xylylene
TwodiMericp-xylene
[2.2]PARACYCLOPHANE
[2.2](1,4)Cyclophane
(2.2)PARACYCLOPHAN 97%
[2.2]Paracyclophane,98%
2.2ü-Paracyclophane, 99%
[2.2]-PARACYCLOPHANE 99+%
Cyclobis(benzene-1,4-dimethylene)
[2.2]-paracyclophane (Parylene N)
4,4'-DIMETHYLENE-1,2-DIPHENYLETHANE
4,4'-Ethylene(1,1'-ethylenebisbenzene)
Tricyclo[8,2,2,2]4,7 hexa-4,6,10,12,13,15-decane
TRICYCLO[8.2.2.2]HEXADECA-4,6,10,12,13,15-HEXAENE
Tricyclo[8,2,2,24,7]hexadeca-4,6,1,12,13,15-hexaene
TRICYCLO[8.2.2.24,7]HEXADECA-4,6,10,12,13,15-HEXAENE
Tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene
Tricyclo[8.2.2.24,7]hexadeca-4,6,10,12(1),13,15-hexaene
Di-p-xylylene
Tricyclo[8.2.2.2(4,7)]hexadeca-4,6,10,12,13,15-hexaene | [EINECS(EC#)]
216-644-2 | [Molecular Formula]
C16H16 | [MDL Number]
MFCD00003707 | [MOL File]
1633-22-3.mol | [Molecular Weight]
208.3 |
| Chemical Properties | Back Directory | [Appearance]
WHITE TO LIGHT BEIGE CRYSTALS OR CRYSTAL. POWDER | [Melting point ]
285-288 °C(lit.)
| [Boiling point ]
282.51°C (rough estimate) | [density ]
1.0102 (estimate) | [vapor pressure ]
0.001Pa at 25℃ | [refractive index ]
1.5000 (estimate) | [storage temp. ]
Store below +30°C. | [form ]
powder to crystal | [color ]
White to Almost white | [Water Solubility ]
INSOLUBLE | [BRN ]
1910888 | [InChI]
InChI=1S/C16H16/c1-2-14-4-3-13(1)9-10-15-5-7-16(8-6-15)12-11-14/h1-8H,9-12H2 | [InChIKey]
OOLUVSIJOMLOCB-UHFFFAOYSA-N | [SMILES]
C12C=CC(=CC=1)CCC1C=CC(=CC=1)CC2 | [LogP]
5.14 at 20℃ | [NIST Chemistry Reference]
[2.2]Paracyclophane(1633-22-3) | [EPA Substance Registry System]
Tricyclo[8.2.2.24, 7]hexadeca-4,6,10,12,13,15- hexaene(1633-22-3) |
| Hazard Information | Back Directory | [Chemical Properties]
WHITE TO LIGHT BEIGE CRYSTALS OR CRYSTAL. POWDER | [Description]
[2.2]Paracyclophane is used as an intermediate in organic synthesis or as a reagent in chemical reactions. It serves as the structural backbone of 4-toluenesulfinyl [2.2]p-dicyclohexane and can be used in the synthesis of various mono- and disubstituted [2.2]p-dicyclohexane derivatives. It can also be used for the preparation of metal complexes, and the interaction of the Ag+ cation with the cation -π of [2.2]paracyclophane can be used to synthesise Ag+ - [2.2]paracyclophane complexes using the Ag+ cation. The complex is formed by binding the cation Ag+ to three carbon atoms on a benzene ring of the [2.2]paracyclophane ligand using a cation-π interaction[1]. | [Uses]
2,2]-Paracyclophane is the raw material for the synthesis of parylene which is widely used in microelectronic integrated circuit. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 46, p. 1043, 1981 DOI: 10.1021/jo00318a047 | [Flammability and Explosibility]
Notclassified | [Purification Methods]
Purify it by recrystallisation from AcOH. 1H-NMR : 1.62 (Ar-H) and -1.71 (CH2) [Waugh & Fessenden J Am Chem Soc 79 846 1957, IR and UV: Cram et al. J Am Chem Soc 76 6132 1954, Cram & Steinberg J Am Chem Soc 73 5691 1951. It complexes with unsaturated compounds: Cram & Bauer J Am Chem Soc 81 5971 1959, Syntheses: Brink Synthesis 807 1975, Givens et al. J Org Chem 44 16087 1979, Kaplan et al. Tetrahedron Lett 3665 1976]. [Beilstein 5 IV 2223.] | [References]
[1] DR. PETR VA?URA; Dr. T U; Prof David Sykora. Interaction of the Silver(I) Cation with [2.2]Paracyclophane: Experimental and Theoretical Study[J]. ChemistrySelect, 2022. DOI:10.1002/slct.202203008. |
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