ChemicalBook Product Catalog Chemical Reagents Organic reagents Aromatics [2.2]Paracyclophane

[2.2]Paracyclophane

[2.2]Paracyclophane Basic information
Product Name:[2.2]Paracyclophane
Synonyms:TRICYCLO[8.2.2.24,7]HEXADECA-4,6,10,12,13,15-HEXAENE;TRICYCLO[8.2.2.2]HEXADECA-4,6,10,12,13,15-HEXAENE;[2.2]paracylophan;Cyclobis(benzene-1,4-dimethylene);Di-1,4-xylylene;Tricyclo[8.2.2.24,7]hexadeca-1(12),4,6,10,13,15-hexaene;4,4'-DIMETHYLENE-1,2-DIPHENYLETHANE;[2.2]PARACYCLOPHAN
CAS:1633-22-3
MF:C16H16
MW:208.3
EINECS:216-644-2
Product Categories:coating;Arenes;fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials;Building Blocks;Chemical Synthesis;Organic Building Blocks;Cyclophanes;Functional Materials;Macrocycles for Host-Guest Chemistry;1
Mol File:1633-22-3.mol
[2.2]Paracyclophane Structure
[2.2]Paracyclophane Chemical Properties
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. Sealed in dry,Room Temperature
form powder to crystal
color White to Almost white
Water Solubility INSOLUBLE
BRN 1910888
InChIKeyOOLUVSIJOMLOCB-UHFFFAOYSA-N
LogP5.14 at 20℃
NIST Chemistry Reference[2.2]Paracyclophane(1633-22-3)
EPA Substance Registry SystemTricyclo[8.2.2.24,7]hexadeca-4,6,10,12,13,15-hexaene (1633-22-3)
Safety Information
Hazard Codes Xi,C,F
Risk Statements 11-34
Safety Statements 24/25-45-36/37/39-26-16
WGK Germany 3
RTECS YD2404000
Hazard Note Irritant
TSCA Yes
HS Code 29029080
MSDS Information
ProviderLanguage
Di-p-xylylene English
ACROS English
SigmaAldrich English
ALFA English
[2.2]Paracyclophane Usage And Synthesis
Chemical PropertiesWHITE TO LIGHT BEIGE CRYSTALS OR CRYSTAL. POWDER
Uses2,2]-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 ExplosibilityNotclassified
Purification MethodsPurify 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.]
[2.2]Paracyclophane Preparation Products And Raw materials
Preparation Products4-BROMO[2.2]PARACYCLOPHANE
DICHLORO[(R)-(-)-4,12-BIS(DI(3,5-XYLYL)PHOSPHINO)-[2,2]-PARACYCLOPHANE][(1S,2S)-(-)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (R)-(-)-4,12-BIS(DIPHENYLPHOSPHINO)-[2.2]-PARACYCLOPHANE racemic-4-Hydroxy[2.2]paracyclophane,min.97%,RACEMIC-4,12-DIHYDROXY[2.2]PARACYCLOPHANE, MIN. 97% racemic-4,12-Dihydroxy[2.2]paracyclophane,min.97% (R)-(-)-4,12-BIS(DI-3,5-XYLYLPHOSPHINO)[2.2]PARACYCLOPHANE(1,5-CYCLOOCTADIENE)RHODIUM(I) TETRAFLUOROBORATE P-XYLENE Dichlorodi-p-xylylene DICHLORO[(S)-(+)-4,12-BIS(DI(3,5-XYLYL)PHOSPHINO)-[2.2]-PARACYCLOPHANE][(1R,2R)-(+)-1,2-DIPHENYLETHYLENEDIAMINE]RUTHENIUM (II) (S)-PARAPHOS RUTHENIUMCL2 (R,R)-DPEN CYCLODODECANE (S)-(+)-4,12-BIS(DI(3,5-XYLYL)PHOSPHINO)-[2.2]-PARACYCLOPHANE ,CTH-(S)-3,5-XYLYL-PHANEPHOS C36 Dimer acid [(R)-PARAPHOS RHODIUM (NBD)]BF4 SPECS AC-776/15493142 Dichloro[2,2]paracyclophane racemic-4,12-Dibromo[2.2]paracyclophane,min.95%,RACEMIC-4,12-DIBROMO[2.2]PARACYCLOPHANE, MIN. 95%,4,12-DIBROMO[2.2]PARACYCLOPHANE RACEMIC-4-BROMO[2.2]PARACYCLOPHANE, MIN. 95%,racemic-4-Bromo[2.2]paracyclophane,min.95%,4-BROMO[2.2]PARACYCLOPHANE POLY(ETHYLENE TEREPHTHALATE)
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