[2.2]Paracyclophane

Synonym(s):Tricyclo[8.2.2.2^4,7]hexadeca-4,6,10,12,13,15-hexaene

CAS NO.：1633-22-3
Empirical Formula: C16H16
Molecular Weight: 208.3
MDL number: MFCD00003707
EINECS: 216-644-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is [2.2]Paracyclophane?

Chemical properties

WHITE TO LIGHT BEIGE CRYSTALS OR CRYSTAL. POWDER

The Uses of [2.2]Paracyclophane

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

Not classified

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.]

Properties of [2.2]Paracyclophane

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
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)

Safety information for [2.2]Paracyclophane

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H332:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.